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SLIPAWAY | From US$ 50,000/wk

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Florida Yacht Charter Guide

Florida yacht charters have a spectacular array of unique destinations for both sailing yachts and motor yachts, mega yachts and crewed boats; from Miami, Hollywood and Fort Lauderdale to the scattered islands of the Florida Keys and the Bahamas where fishing and snorkelling spots are myriad.

Bordered by the Atlantic Ocean and the Gulf of Mexico, there are also 30,000 lakes within the state and both locals and businesses have a strong attachment to hobbies involving the water: Jet skis, water skis and kite surfers are familiar sights along the beaches while Scuba diving schools use the gentle Gulf Stream currents to teach beginners drift diving. Florida yacht charterer itineraries can follow the inter-coastal highway and select from numerous seaside towns, great secluded anchorages, excellent marina facilities and pristine beaches that stretch for miles.

To the northeast Jacksonville and Daytona Beach are both popular areas for fishing and whale watching, with the latter also home to the Daytona 500 NASCAR race with free concerts throughout the summer.

Miami is a desirable cosmopolitan destination where guests can spend hours in luxury boutiques, galleries and museums, savouring first-class fine dining or unwinding on the soft sandy beaches that stretch up the coast past Hollywood. Find your own secluded fishing and sunbathing spot among the Florida Keys, which boast a wide variety of fish in crystal clear water.

Dolphins are often observed within the warm waters around St. Petersburg, which offers quiet cruising in protected areas and at night the city has a thriving nightlife with restaurants, bars and live music. Sunsets over the ocean in Florida are often a powerful event that attracts many people to the shoreline.

The Florida Yachting Season:

Florida is ideal for yacht charters year round, however from late July to early October the east coast of America and the Bahamas can be prone to hurricanes and therefore late spring/early summer or the winter holidays prove popular times to visit. As one of the largest yacht charter grounds, there is a massive assortment of yacht charters available in Florida, including motor yachts, sailing yachts, crewed yachts, luxury catamarans and of course superyacht charters. Find a luxury charter to suit you and your group and contact CharterWorld.

The Cost to Charter a Yacht in Florida:

The price of a yacht charter in Florida varies from $24,500 USD per week plus expenses to more than $1,000,000 USD per week for a mega yacht, depending upon the size of yacht chosen and it’s on board facilities. Expenses such as fuel, food and drinks are paid in advance as an Advanced Provisioning Allowance (APA) which usually comes to 30% of the charter price depending on how much is spent. All-inclusive yacht charters are also available and cost between $ 20,000 USD and $ 50,000 USD per week. You can browse the latest Florida yacht charter special offers here , see a price list for American yachts here , or contact the expert brokers at CharterWorld directly for more information.

Florida yacht charters are not only in a beautiful and diverse yacht charter location but are also the door to a wonderland of cruising pleasure - the Florida Keys and the Bahamas .

Some call Florida the king of yacht charter vacations. Indeed, Florida does have some of the largest gatherings of charter yachts worldwide. The state of Florida is synonymous with water - it has two coastal borders in the Atlantic and the Gulf of Mexico and is home to some 30,000 lakes. Florida yacht charterers can follow the intercoastal highway; with it's myriad of secluded cove beaches, seaside towns, great anchorages and excellent marina facilities, for miles and miles.

Luxury Yacht Rental in Florida

As a superyacht charter destination that hosts international boat shows (The Fort Lauderdale International Boat Show and the Miami Yacht Show) and enjoys a position close to the Bahamas and Caribbean, Florida has a massive selection of luxury yachts in all sizes with amenities to suit the itinerary of any charter group. Contact CharterWorld for expert knowledge on the best yachts and crews in the region that will turn a great holiday into an absolutely unforgettable one.

Yachts: The Florida Charter Yachts

Please contact the friendly team at CharterWorld for prompt service and advice and the best crewed luxury yacht charters.

A superyacht charter with CharterWorld provides you with top quality luxury yachts and crews carefully selected to ensure that your holiday amongst the bustling and glamorous nightlife, deserted white sand beaches and verdant national parks is a true treat for everyone on board. Using current industry information, we can provide you with a massive array of locations and activities that reveal the very best of Florida and its culture.

Florida Motor Yacht Charters

Private yacht charter are considered one of the best ways to access all of the islands within the Florida Keys and up the western coastline to the Ten Thousand Islands Aquatic Preserve - and there's no better way to get about quickly and bring with you a massive selection of water toys than on a motor yacht. Whether you choose a smaller crewed yacht or a spectacular facilities-packed superyacht, the marinas have the facilities to cater to everything you need. See all of the Florida motor yachts here .

Florida Sailing Yacht Charters

Catamarans and mono hull sailing yachts are a graceful way to explore the mangroves and access the narrow waterways around the Florida coastline. The marinas cater to superyachts of all sizes, however there is an excellent opportunity to use your shallow hull to access sheltered anchorages for sunset meals on deserted beaches and nights under the stars. See all of the Florida sailing yachts here .

Popular Yachts

Whether it’s an exceptional chef, stunning modern interiors or a long list of on-board amenities and water toys, there are some luxury yachts on the charter market that have a stellar reputation - and availability gets snapped up fast. From exceptional classics to brand new superyachts, find out what's trending at the moment in the Florida charter grounds.

Current Florida Yacht Charter Specials - See Below

Florida yacht charter specials are available throughout the year to fill a gap or last-minute cancellation, however the end of the festive season usually offers a wide selection of superyachts ahead of the shoulder season.

Personalised Florida Yacht Itineraries

The expert brokers at CharterWorld are available to help you to create a customised itinerary for everyone in your group. Merge breath-taking destinations with local events and activities as well as the skills of your crew for lavish relaxation, adrenaline-fuelled fun or a holiday of discovery among colourful coral reefs. Gather your ideas with these example Florida yacht charter itineraries.

10 of the Best Florida Yacht Charter Destinations

When the Caribbean and Bahamas are so close Florida can be overlooked as a luxury yacht charter destination, yet the region is home to many exemplary fishing grounds while turtles, dolphins and manatees swim close to the pristine beaches.

Fort Lauderdale and Miami have both established themselves among the yachting community and those in the know don't need to stray far from the mainland for a tropical paradise or high-end shopping opportunities. Read on to discover 10 fantastic locations to visit within the Florida charter grounds that are easy to incorporate into a charter itinerary designed for everyone in your group.

1. Fort Lauderdale

Incredible beaches, impressive art galleries and the top-rated marina and yachting club draw luxury yacht charter groups year after year to Fort Lauderdale. Located directly west of the Bahamas, the airport also provides quick and efficient connections to international flights. Visitors can easily fill a day indulging in high-end shopping, savouring the high quality cuisine or sitting out in the sunshine and fishing in the bay.

If you visit in late October/early November, head to the Fort Lauderdale International Boat Show to see the industry's latest innovations and stunning superyachts.

The silky coast along South Beach is the place to be for sunbathing and people-watching, playing horse polo, jetting along on your motorised water toys or partying the night away.

The coastal clubs and bars cater to all tastes, from upbeat and noisy to laid back and sophisticated, with romantic art deco architecture along the streets. Holidaymakers should stop by at the famous Nikki Beach Club to experience for themselves the food, drinks and atmosphere that gives this place such a stellar reputation.

3. Key West

Among the Florida Keys, Key West has an abundance of islands to explore and the shallow water around the beaches and archipelagos is perfect for younger children to practise their snorkelling and kayaking. A visit on land is a must to see the Earnest Hemingway Home and Museum, the Audubon House & Tropical Gardens and the winter home of President Harry S. Truman, set within the picturesque and verdant town.

4. Key Largo

Key Largo is excellent for Scuba divers for all ability levels with gentle drift diving in the Gulf Stream for beginners, and wreck dives and sites such as Christ of the Abyss for the more experienced. Snorkelers also have the opportunity to see and swim with sea turtles, manatees and whales at such locations as the Key Largo Undersee Park.

5. Ten Thousand Islands

Only Marco Island is inhabited amongst the Ten Thousand Islands at the south-western tip of Florida, leaving an abundance of untouched verdant isles to discover by paddleboard or kayak. Snorkel with dolphins and manatee within this national wildlife refuge, then use the fine grain beaches to rest and recuperate before a romantic sunset meal at your secluded retreat.

6. Clearwater

The powder-soft white sand beach of Clearwater might be where you want to spend your whole holiday, but the area has a myriad more sights and activities to explore: Swim with dolphins, windsurf or learn how to jet ski in the crystal clear waters, then join the parties in the local bars or host your own aboard your superyacht.

Fishing is particularly good in the Gulf Stream off the coast, and charter guests can take an afternoon to laze in the sunshine while catching lunch.

7. Sarasota

The gentle waves and shallow water at Lido Key Beach make this stretch of coast a hit with young families, while those looking for more privacy for a romantic candlelit meal have Passage Key and Egmont Key State Park. Snorkel, Scuba dive and kayak through mangroves and watch schools of fish swimming beneath your group.

As a town with a burgeoning artists' community, a visit to Sarasota will be filled with crafts and opportunities to find statement pieces for your home and that memorable souvenir of your trip.

8. Sanibel Island

Nature lovers will feel reinvigorated on Sanibel Island, where the J.N. "Ding" Darling National Wildlife Refuge covers half of the land and children will be enthralled by the 250 different kinds of shells washed ashore at Sanibel Beach.

Shop at the scenic Periwinkle Place before returning to the coast to watch a captivating sunset, then party the night away on you sundeck and enjoy a cocktail under the stars.

9. Captiva Island

North of Sanibel Island, the western beaches continue and visitors can stroll along the sands for miles, snorkel with fish and other friendly sea creatures or zip through the water with the Seabobs and jet skis from the water toys collection on board. 

There is little to do but relax and play games with family and friends - a perfect escape for quality time together after visiting towns bursting with land-based attractions.

As the name suggests, this town takes its architectural inspiration from Italy and caters to the luxury lifestyle with high-end shops, golf courses and miles of white sand beach where the group can play games or take a stroll along the pier.

Fishing and dolphin-spotting are common pastimes, and attractions such as The Revs Institute for classic cars ensure that guests have something to do off their luxury yacht even on rainy days or during periods of intense heat.

Below is a selection of outstanding Florida charter yachts - for more information contact us here . 

• Florida Keys Charter Itinerary
• Browse Florida Charter Yachts
• Luxury Motor Yachts for Charter in Florida
• Luxury Sailing Yachts for Charter in Florida
• Luxury Catamarans for Charter in Florida
• Florida Luxury Yacht News

Florida Yacht Charter Enquiry

Dear Reia, We had a wonderful holliday on board off the Carrie Michelle. The yacht matched entirely our expectations and the service level off the crew was outstanding. I thank Charterworld for the professional organisation off our trip and wish you a Happy New Year. S.C chartered in Florida, Dec

Yachting Destinations close to Florida

In close proximity to Florida are a number of exciting sailing destination.

Fort Lauderdale

St Petersburg & Tampa

Yachts for charter in florida, queen miri | from eur€ 1,125,000/wk.

KENSHO | From EUR€ 850,000/wk

M/Y COME TOGETHER | From US$ 450,000/wk

CARPE DIEM | From EUR€ 350,000/wk

Starfire | From US$ 288,000/wk

ACTA | From US$ 235,000/wk

MARIA | From US$ 230,000/wk

LADY ELAINE | From US$ 225,000/wk

GIGI | From US$ 225,000/wk

TCB | From US$ 215,000/wk

USHER | From US$ 200,000/wk

ASPEN ALTERNATIVE | From US$ 199,000/wk

Florida Yacht Charter Specials

10% discount location: florida and bahamas.

REAL SUMMERTIME | From US$ 94,500.00/wk

Special offer location: bahamas and florida.

SOVEREIGN | From US$ 40,500.00/wk

Florida yacht news.

38m superyacht GLORY offering charters ...

Remodelled superyacht PERSISTENCE ...

26m Riva motor yacht GYPSEA ready for ...

Distinctive 42m motor yacht BLUE DEVIL ...

30m motor yacht NO CURFEW available for ...

The interiors of 27m luxury yacht ...

Classic 26m Feadship motor yacht CATCH ...

Charter yacht disclaimer.

This document is not contractual. The yacht charters and their particulars displayed in the results above are displayed in good faith and whilst believed to be correct are not guaranteed. CharterWorld Limited does not warrant or assume any legal liability or responsibility for the accuracy, completeness, or usefulness of any information and/or images displayed. All information is subject to change without notice and is without warrantee. A professional CharterWorld yacht charter consultant will discuss each charter during your charter selection process. Starting prices are shown in a range of currencies for a one-week charter, unless otherwise marked. Exact pricing and other details will be confirmed on the particular charter contract. Just follow the "reserve this yacht charter" link for your chosen yacht charter or contact us and someone from the CharterWorld team will be in touch shortly.

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188  Crewed Luxury Yachts for Charter in Florida

Florida Yacht Charters

A Florida luxury yacht vacation offers both relaxation and entertainment amongst famous beaches, bustling harbours, and breath-taking natural beauty. From wilderness to watersports, the complete charter experience is possible in this exciting cruising destination; the wilderness of the Everglades offers opportunities to see abundant wildlife and natural beauty, whilst the coastal cities of St Petersburg, Tampa, and Naples offer opportunities for relaxed dining and shopping.

Florida Luxury Yacht Charter Guide

Florida boasts a pleasant year-round climate, with hurricane season being a consideration from the beginning of June until the end of November. Winter charter vacations in the Keys are ideally taken from December to March, while spring is the perfect time to explore the West Coast, Gulf Coast, and the Panhandle further north. Florida’s close proximity to the Bahamas also make it a fantastic starting point for a Caribbean private yacht charter .

Florida Private Luxury Yacht Charter

With possibilities and options on offer for every kind of guest, Florida is a destination which is unquestionably best discovered by superyacht. Indeed, from the draw-dropping beauty of the Everglades to the art galleries and restaurants of the city, all points of interest are accessed across long stretches of cobalt blue waters.

Superyacht Charter Itineraries in Florida

With a convenient proximity to the Bahamas and other Caribbean destinations, Florida can be enjoyed individually or as part of a more far-reaching vacation. What’s more, thanks to the collection of islands a short distance from the coast, it’s possible to spend a number of days discovering new charms.

Chartering a Private Yacht in Florida

For more information about renting a private luxury charter yacht in Florida and Miami , contact your preferred Yacht Charter Broker . They will be able to assist you in compiling an itinerary and suggesting the best points of interest to ensure a totally memorable vacation.

Crewed Charter Yachts in Florida

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Triumphant Lady

47m   Sterling Yachts

from $150,000 p/week

Zoom Zoom Zoom

Miss Christine

from $480,000 p/w eek

Utopia IV 12

63m Rossinavi

from $505,000 p/w eek

58m Feadship

58m   2013/2020

from $450,000 p/w eek

Starship 12

56m Delta Marine

56m   2001/2021

from $275,000 p/w eek

52m Feadship

52m   1995/2014

from $230,000 p/w eek

Aspen Alternative 10

50m Trinity Yachts

50m   2010/2022

from $199,000 p/w eek

Zoom Zoom Zoom 10

49m Trinity Yachts

49m   2005/2016

from $175,000 p/w eek

Miss Christine 11

48m Trinity Yachts

48m   2006/2022

from $160,000 p/w eek

48m   1999/2015

from $150,000 p/w eek

Triumphant Lady 10

47m Sterling Yachts

47m   1985/2009

47m Delta Marine

47m   2007/2019

from $179,500 p/w eek

Aquanova 10

46m Palmer Johnson

46m   2007/2021

from $180,000 p/w eek

44m Van Mill

44m   1988/2020

from $120,000 p/w eek

Aquasition 10

43m Trinity Yachts

43m   2010/2022

43m Eastern Shipbuilding

from $68,000 p/w eek

Blue Devil 10

42m AB Yachts

42m   2007/2022

from $130,000 p/w eek

Douce France 12

42m Alumarine

42m   1998/2021

from $108,000 p/w eek ♦︎

Serenity 12

41m IAG Yachts

41m   2016/2022

from $145,000 p/w eek

Good Times 10

40m Westport Yachts

40m   2006/2011

from $115,000 p/w eek

Pipe Dream 10

from $140,000 p/w eek

Relentless 10

40m   2006/2018

from $95,000 p/w eek

Impetuous 10

39m   2003/2022

from $105,000 p/w eek

38m Sanlorenzo

from $179,000 p/w eek

Persistence 10

38m Gulf Craft

38m   2017/2022

38m Breauxs Bay Craft

38m   1979/2023

from $69,000 p/w eek

38m Broward

38m   2007/2019

from $85,000 p/w eek

Ocean Drive 8

38m   1988/2022

from $49,000 p/w eek

Gale Winds 8

37m Delta Marine

37m   1997/2022

from $80,000 p/w eek

Mariner III 12

37m Winslow Marine Rail & Shipbuild...

Never Say Never 10

37m Oceanfast

37m   1985/2011

37m Flagship

37m   1993/2017

Double Shot 12

37m Tecnomar

37m   2011/2019

Lady Victoria 8

37m Feadship

37m   1991/2022

from $72,000 p/w eek

Liquidity 10

37m Platinum Marine Services Ltd.

from $77,821 p/w eek

Real Summertime 12

37m Sovereign Yachts

37m   2000/2022

36m Intermarine

36m   2001/2023

from $77,000 p/w eek

from $90,000 p/w eek

Entrepreneur 10

35m Ocean Alexander

Renaissance 10

35m Hargrave

35m Brooks Motor Craft

35m   1939/2016

from $44,000 p/w eek

Ready II Play 8

35m Trinity Yachts

35m   1990/2021

from $60,000 p/w eek

Wire We Here 8

35m Crescent Yachts

35m   1996/2020

from $55,000 p/w eek

Scott Free 8

35m President

from $49,500 p/w eek

Another One 9

34m Sanlorenzo

Braveheart 8

34m Westport Yachts

34m   2006/2022

from $62,500 p/w eek

Gratitude 8

34m   2004/2018

34m   2003/2021

from $65,000 p/w eek

Island Girl 8

34m   2000/2017

34m   2006/2020

Now Or Never 8

34m   2010/2019

34m   2019/2023

Second Love 8

34m   2008/2014

Sharon Lee 8

34m   2003/2014

Wild Kingdom 8

34m   2011/2018

34m Horizon

from $100,000 p/w eek

34m Broward

34m   2004/2023

from $53,500 p/w eek

34m Lazzara

Tasty Waves 11

A' Salute 8

33m Westship

33m   1999/2020

from $39,000 p/w eek

33m Westport Yachts

33m   1998/2021

33m Sunseeker

33m   2007/2018

from $55,000 p/w eek *

Troca One 8

33m New Versilcraft

from $37,500 p/w eek

Island Vibe 8

33m Broward

33m   1997/2017

from $40,000 p/w eek

50 FIFTY 10

32m Ocean Alexander

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Sailing Yacht Charter Florida Sailboat Charters & Rentals

Top-rated yacht charters in florida - preselected yacht rentals:.

Sailboat Sun Odyssey 410 for rent in Vinoy Resort Marina

• Sun Odyssey 410 [Yacht Price incl. Taxes]
• Barbeque Grill
• Yacht Insurance
• Bahamas charter tax
• Final cleaning
• Damage waiver
• Cancellation insurance
• Virgin Islands Search and Rescue (VISAR)
• Cruising tax
• Fuel (for outboarder)
• Maryland Amusement Tax
• VAT or sales tax

Sailboat Dufour 430 for rent in Saint Petersburg

• Dufour 430 [Yacht Price incl. Taxes]

Yacht Dufour 430 available for charter in Saint Petersburg

Yacht Sun Odyssey 440 for hire in Key West

• Sun Odyssey 440 [Yacht Price incl. Taxes]
• Cockpit cushion
• Outboard engine for dinghy
• Barbeque Grill (gas)

Sailboat Dufour 470 for rent in Saint Petersburg

• Dufour 470 [Yacht Price incl. Taxes]
• Skipper (food not included)

Yacht Catalina 309 for rent in Saint Petersburg

• Catalina 309 [Yacht Price incl. Taxes]

Yacht Hunter 290 for hire in Tarpon Point Marina

• Hunter 290 [Yacht Price incl. Taxes]
• Rubber Dinghy

Sailing yacht Catalina 350 for charter in Vinoy Resort Marina

• Catalina 350 [Yacht Price incl. Taxes]

Sailing boat Hunter 31 for hire in Saint Petersburg

• Hunter 31 [Yacht Price incl. Taxes]

Sailboat Hunter 40 available for charter in Saint Petersburg

• Hunter 40 [Yacht Price incl. Taxes]

Sailing yacht Catalina 350 available for charter in Saint Petersburg

Sailing boat Island Packet 31 for rent in Tarpon Point Marina

• Island Packet 31 [Yacht Price incl. Taxes]
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Update:  October, 2023

WE ARE OPEN FOR BUSINESS!   We are open for taking charter and class reservations on a limited basis now for dates after November 1, 2023.

We are now booking our New Fairline Phantom 46 Motor Yacht beginning 11/1 and we are booking our Silverton 43 MY starting 3/1/24!

Update:  July, 2023

G etting Ready to Celebrate a New Beginning!

We are getting there! As we get closer to reopening our Charter and School operations we want to thank everyone again for all the support over the last nine months! As we said right after the storm we look forward to celebrating our 40th Anniversary with all of you later this year and throughout 2024 and we are getting closer to that goal! We plan to have a very much scaled-down operation returning by October/ November, 2023! We can't wait to see all of you again. Please keep us in mind when you make any future boating plans!

Thank you for your patience and understanding!  We look forward to seeing you ALL again soon!

Update:  April, 2023

Thank you all for your continued prayers and support!  As I wrote in January, we are in the process of rebuilding and making great progress!  We will be adding a new vessel to the fleet on May 1, 2023!  The Silverton 43 is a gorgeous double-cabin, double-head motor yacht with twin engines and generator.  She is beautifully decorated and will please the entire crew when you take her out on your next charter!  We will be posting photos, rates an availability in late April.  Stay tuned!

We will also be adding several other new yachts to the fleet in the months ahead and will be sending out "Berth Announcements" as those vessels join our program.  We also have several boats that were in the fleet prior to the storm that are undergoing repairs and should be ready to cruise by Fall, 2023!

As soon as we have boats available we will again begin to offer our sail and power courses.  As we stated earlier this year, we plan to be up and running to celebrate our 40th Anniversary in 2024.  Please join us then!

Update:  March 2023

Making it Home: Navigating the Road to Recovery

I have been watching various interviews with Benjamin Hall, the Fox News reporter who was almost killed in Ukraine one year ago when several bombs hit the car that he and his colleagues were riding in. His two colleagues died and Benjamin sustained serious injuries, including losing one leg and his foot on the other leg. He has a new book out now entitled: “SAVED: A War Reporter's Mission to Make it Home”. 

In the book he describes what happened to him, gives kudos to the people who helped get him to safety following the blast and his journey through recovery and finally making it home to his family. Each time I have heard Ben speak about his experience I have been moved by his courage, humility and positive attitude. What kept him going? He says that from the moments after the attack and all through his surgeries (at least 20 so far) he just kept his focus on going home. "Home" for him was back to England to be with his wife and three young daughters ages 3, 5 and 7! His strength and his optimism have inspired me even more to be grateful for all that we have been through the last six months after surviving Hurricane Ian. 

While we lost our physical home, we have been on a journey to make it to a spiritual "home," if you will. That home would be a place of peace knowing that we had done everything we could to repair, renew and rebuild. How can we be grateful for a disaster that took our home, our cars, our boats and severely damaged our business? First of all, we survived! We, along with friends who were staying with us, all of our pets and our neighbors, emerged the day after the storm with stories to tell, but only a few scrapes and scratches. Moreover, we have a new appreciation for simplifying our life by doing without all the "stuff" we thought we needed to be happy.

Since September 28, 2022 there have been many extremely difficult and frustrating moments working through the repairing, replacing and rebuilding process to be sure. However, through the pain and heartache we have received many blessings that we never expected. We received cards and emails of support as well as donations to our GoFundMe page from friends as well as from people we don't even know. As I tell everyone who has reached out to us, their support has meant more that they know.

Six months ago I could not have imagined where the road from this disaster would take us. Now that we are seeing light at the end of the tunnel we are once again excited about the future. Having weathered the physical, mental and emotional storms that the Hurricane brought we know now that there is nothing we can't overcome. Of course there are many more challenges ahead, but we have faith that the good will outweigh the bad as we move forward. Personally, I no longer listen to the naysayers. Those are the people who bring only negative energy into our world. By focusing on the positive steps forward we are ensuring that we stay motivated toward reaching our goals and rebuilding our lives. My motto throughout this process has been to "take a step forward each week." There were times when those positive steps were few and far between; however, each time we were successful we celebrated! Whether it was closing out one insurance claim, purchasing a car or finally getting our office phones repaired as we did just last week, each victory was a step closer to being "home."

Everyone goes through difficult times in their life. We are not the only ones who have faced a disaster like a hurricane. There are thousands of people dealing with their own "storms" each and every day. Whether you are facing an illness, the death of a loved one, a natural disaster or anything else you can navigate your way home through hard work and a positive attitude. Getting "home" may mean different things to different people. Some people may be working toward better health or a better relationship or even more financial security. If you are facing challenges in your life, continue to navigate the road to recovery with a hard work and a positive attitude and you will make it "home" as well.

Update:  January 2023

A New Year's Resolution:  Recover, Rebuild and Reopen!

This is a New Year like no other at Southwest Florida Yachts. This is typically the time when we all make those resolutions to lose weight, exercise more, read more books or spend more time with family. For all of us here at SFY our Resolution is much simpler. Our resolution involves the three R's - Recover, Rebuild and Reopen!

More than 90 days after the storm we are still in the Recovery mode. Many of us are still working with insurance companies, working to save property and belongings and trying to put the infrastructure of our lives back together such as shelter, cars, phones and computers to name a few. We are still waiting for sunken boats to be removed and for mounds of debris to be hauled away. It is no easy task to recover from the worst Hurricane Florida has ever seen and I know that many of you may not understand the scope of the devastation in our area. Nor do some people realize that the recovery continues long after the photos fade from the pages of the newspapers and the nightly news.

Personally I have been shocked by some of the negative email comments that I have received. I won't share any of those posts here as this is a message of Hope for the future. Thankfully, the overwhelming majority of you have offered your kind words of support to all of us at SFY. However, a small minority have used email and social media to criticize us for the time it is taking to rebuild and reopen. As hurtful as it is to see these comments, I try to focus on the positive.

We have worked every day since September 28, 2022 to put one foot in front of the other and move forward both personally and professionally. It only takes a few hours to lose everything in your life; however, I now know that it can take months and perhaps years to work through the recovery process.

Nothing about this disaster has been easy and I would not wish such devastation on anyone. Make no mistake however; this is not about gaining sympathy for our plight. As I write this, tornados have killed many people in the South and have destroyed communities. Disastrous weather has impacted the West Coast for weeks now with flooding, mudslides and wind damage. The Northeast recently experienced life-threatening conditions during a blizzard and record snowfall. We are not the only ones who have ever suffered from a disaster and will not be the last.

The second "R" of our Resolution is for Rebuilding. We have already begun the rebuilding process in earnest. Our Nautical Boutique opened on November 20, 2022, but without flooring. Sometimes you have to improvise! Water intrusion made it necessary to take up our floors, but fortunately for us cement floors are very popular these days! In fact, most customers do not even notice the missing laminate flooring. They are just happy that we are open! While our Charter and School operations have not reopened; we hope to have our office operational soon. It has taken much longer than expected to put all of the pieces of the business back together. I may have been overly optimistic when I said that we would be open by now. Until one goes through something like this I don't think anyone could imagine time, energy and resources that it takes to successfully chart a course to a brighter future. We are navigating our way forward every day!

We are also working to Rebuild our fleet! As many of you know, two vessels sank and many others have varying degrees of damage. Some of the yachts we hope to have back in service within months; however, for others the repairs will take longer. As SOON as we have a better handle on the repair timeline we will let everyone know which boats will be back and when they will be in service. You can imagine how overloaded the repair facilities are now with thousands of vessels needing work. We are still working through the repair process.

Finally, we do plan to Reopen! As we said right after the storm we look forward to celebrating our 40th Anniversary with all of you later this year and throughout 2024! We can't wait to see all of you again and we want to thank you in advance for supporting us with your future boating plans. Please watch our website for details on booking boats for charters and classes!

We know the road ahead will continue to be challenging, but we are committed to coming back better than ever!

Welcome to Beautiful Southwest Florida!

Southwest Florida Yachts Adds a Hake Yachts Seaward 32RK to Charter Sail Fleet

SOUTHWEST FLORIDA YACHTS ADDS “EIDOLON” – FAIRLINE PHANTOM 46 MOTOR YACHT – TO CHARTER FLEET

“Remember when…”  June 2022

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St. Petersburg, Florida (St. Pete)

The wildlife and nightlife of florida’s gulf coast.

Waypoints Florida offers elevated charter experiences in St. Petersburg, FL aboard new model yachts outfitted for comfort and performance. From our charter specialists to our captains, we know the best marinas, local hotspots, and more to help you maximize your cruise on the Tampa Bay.

During your charter vacation, you will enjoy beautiful seaside towns, secluded anchorages and fine marinas, white sandy beaches, sparkling blue waters, gentle winds, dolphins, and an array of wildlife. Bring your camera to capture the unforgettable Skyway Bridge and the multitude of seabirds, including ospreys, herons, egrets, and pelicans.

This Waypoints base also offers sunset cruises and corporate team building events.

Charter St. Petersburg with Waypoints ® to Experience:

• Daily, Weekend, and Week-Long Charters 
• Skippered, Bareboat, and ASA Certification Charters
• New Luxuriously Appointed Sailing and Motor Catamarans and Monohulls
• Yachts Equipped with Air-Conditioning and Ice Makers* 
• Provisioning and Personal Concierge Services

An Insider’s Viewpoint

“This is our second charter with Waypoints and we could not be more satisfied. Availability and pricing were clear, communication was prompt, and the staff was knowledgeable and nice. The Vinoy Marina is very convenient to a couple of airports so the crew had no problem coming in from all over the country. We think Waypoints is the best charter company available and already have another trip booked for January in St. Thomas!” Jim K.

“The entire team from the Waypoint dock manager, office staff, and dock hands as well as mechanics went above and beyond to make us have a great experience. Sailing Sereia changed me… it was such an incredible trip . With tears in my eyes, I left the boat and I have been counting the days until I can go back and sail her again. We loved all the crew we came in contact with – thank you again!” Constance M.

“We had a great experience with Waypoints Florida Yacht Charters! We spent four days in Florida on Leap of Faith and had a great time. It was our first sailing adventure. We explored Tampa Bay, Anna Maria, Egmont, Bradenton and Palma Sola. It was a great escape! “ Mark L.

Contact a Florida Charter Specialist Today

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In addition to the best offers we have for boat and yacht charters in Florida, see also options available for rent in these nearby locations:

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Choose a Sailboat Charter in Florida, USA

Looking for a sailboat rental in Florida, USA? Discover the thrill of the open water with a private sailboat rental in Florida from Sailo. Rent a sailboat in Florida for a day or a week (or as long as you want) and really get to know the beauty of this South State. Experienced sailors, choose your bareboat and go explore! If you prefer to relax on deck, you’ll find plenty of crewed Florida sailboat charters waiting to take you wherever you wish.

Our finest collection of sailboat charters in Florida, USA

Looking for an unforgettable experience on the water in Florida? You’ll be pleased to know that Sailo is offering 893 rentals with or without captain, ready to go out on the water. Renting a sailboat in Florida for a day or week on the water with your family or friends is your ticket for a fantastic adventure. Hop abroad and take in the gorgeous scenery while relaxing and making great memories. Florida is the perfect boat rental destination, don’t miss the chance to discover it on your private sailboat in Florida!

How to find the best sailboat in Florida?

Sailo offers beautiful yacht rentals in Florida at various price points. Use our advanced filters to narrow your search by date, group size, and trip duration: 2 hrs, 4 hrs or full day charters. You can also choose the type of boat (sailboat, motorboat, catamaran) you want and go even further and look for a particular length, manufacturer and model. The price filter will help you see the available boats within your budget and the crew option is useful when you want to see boats with a skipper/captain included or only bareboats. Do you see a boat that you would like to rent in Florida? Click on it to go to the next page to read more about it, see more photos, send a direct message to the owner to ask more questions or start creating your booking request right away!

How much does it cost to rent a sailboat in Florida?

You can charter a sailboat in Florida for a day for an average of $1100. The average price for a weekly Florida sailboat rental is $18489. Your total budget for a sailing trip in Florida depends on many factors such as: trip duration, if captain and crew are included in the price or their cost have to be paid separately, fuel cost (which could be significantly higher on a motorboat compared to a sailboat) and other extras you choose to customize your experience in Florida.

Can I pay in installments for my Sailo boat rental?

A lot of our boat owners allow payment in installments, particularly for the weekly charters. First installment is always charged at the time the booking is confirmed. To find out if a boat has an installment plan, reach out to the boat representative and ask details via 'Message Owner' before you submit the booking or check out the Payment Schedule at top of the booking page.

Eco-friendly practices for boaters

Sailing is a great way to experience nature. So we like to remind everyone that keeping nature as beautiful as possible involves a little effort from all of us. Some of our tips for responsible boating include:

• Don’t litter or throw waste overboard - take rubbish home and dispose of it responsibly
• Eco-friendly sunblock can help prevent damage to marine life
• buy local and sustainable food products

However long you’re sailing for, a little goes a long way.  Read more about responsible boating.

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Yacht Charter Florida

Florida’s “sunshine state” provides an alternative cruising ground for those looking for a cosmopolitan charter.

Famed for its year-round balmy temperatures, there is much more to the “Sunshine State” of Florida than Mickey and Minnie. The stunning coastline boasts long stretches of sandy beaches, world-class golf courses, and elegant palm-lined boulevards that are home to an array of restaurants and bars. The large peninsula is a great place to berth your yacht and step ashore to explore the chic cities of Miami, Fort Lauderdale, and Palm Beach before cruising to the Florida Keys for a cosmopolitan Florida yacht rental with an island feel.

Exploring Florida’s Coastal Charm

Sunset serenades and seaside sophistication in key west.

From gazing at epic sunsets in laid-back Key West to relaxing on Miami’s uber-cool South Beach to riding an airboat through the wild Everglades, the “Sunshine State,” Florida offers many attractions both aboard and ashore for anyone looking for cosmopolitan Florida yacht charters.

Navigating the Jewels of the Florida Keys

Well known in yachting circles for the chain of 42 islands known as the Florida Keys, the coastline is famous for its long sandy beaches, world-class golf courses, and the cosmopolitan cities of Miami, Fort Lauderdale, and Palm Beach. The latter provides an impressive array of galleries, entertainment, and nightlife. At the same time, the Florida Keys are a haven for sailing, diving, and sun-worshippers with their balmy waters and warm breezes.

Setting Sail for Captiva and Sanibel’s Tranquil Shores

Embarking on a sailing vacation from the lively marinas of Fort Lauderdale, one can experience the tranquil beauty of Captiva Island and Sanibel Island, jewels of the Gulf Stream that offer serene beaches and captivating sunsets. As you navigate through these pristine waters, the expertise of charter experts ensures a seamless journey, allowing you to fully immerse in the dream of chartering through paradise.

Discovering New Horizons with Extended Yacht Journeys

A great way to spend a vacation on the water is to begin in Palm Beach, easing into the charter with a gentle cruise south, passing Delray Beach and Boca Raton, stepping ashore to Fort Lauderdale before hitting Miami and onto the easy-paced Florida Keys. Extend your private yacht rental by heading back up the Florida Keys, discovering new anchorages, and revisiting old favorites. For those looking to venture further, the sailing adventures can continue towards the pristine waters of Naples, or even set course for the rugged coastlines of New England, exploring a whole new world of island paradises and family memories in North American waters.

Contact Northrop & Johnson and start your Florida yacht charter

If you want to explore South Florida by private yacht, contact the team at Northrop & Johnson. We have access to the best Florida charter yachts, including ultra-luxurious motor yachts, sailing yachts, and super yachts by leading shipyards, or browse our luxury yachts for rental.

What other yachting destinations are near Florida?

Other yachting destinations near Florida include:

• Yacht Charter Caribbean
• Yacht Charter Bahamas
• Yacht Charter Central America
• Yacht Charter Mexico – East Cost
• Yacht Charter Mexico – West Cost
• Yacht Charter Dominican Republic

Charter Highlights Florida

• Snorkel and fish in the waters around Bache Shoal, Elliot Key
• Explore pastel-colored Art Deco buildings, Miami
• Cool off on deck with a Rum Runner punch in Windley Key
• Dive the replica of Christ of the Abyss in the John Pennekamp Coral Reef State Park
• Dine on local conch at Key West Bight
• Drive inland to the Everglades National Park
• Watch street performers as the sun sets on Mallory Square
• Take a self-guided “Duval pub crawl” on Duval Street
• Enjoy the nightlife along the famed Ocean Drive, Miami Beach
• Cruise to Florida's Ten Thousand Islands area in the Gulf Coast and explore the beautiful beaches on Marco Island or enjoy a round of golf
• Navigate from Cape Romano to Venice Inlet and discover the perfect destination for crystal clear waters and a memorable experience
• Relax with your family on a sailing vacation: set sail to a scuba divers paradise and enjoy your trip to Fort Lauderdale on your own yacht

Florida Yacht Charter Itinerary

Best Yachts for Charter in Florida

Motor yachts for charter in florida, sailing yachts for charter in florida, florida yacht charter guide: faqs, what types of luxury yachts can i charter in florida.

As a popular yachting hotspot, there is a superb selection of yachts for rent in Florida, including:

• Motor yachts
• Power yachts
• Sailing yachts
• Catamarans, including both power and sailing cats
• Superyachts and mega yachts

No matter what type of yacht you want to explore Florida on, Northrop & Johnsons yacht charter brokers in Florida can connect you with your ideal boat.

Is it possible to enjoy a bareboat charter in Florida?

While it is certainly possible to enjoy a bareboat charter in Florida, Northrop & Johnsons specializes in luxury crewed Florida yacht charters.

Is Florida and the Florida Keys good for scuba diving?

Yes, Florida and the Florida Keys are excellent for scuba diving, with a fantastic selection of dive sites to suit all levels. Your yacht’s captain will be able to take you to the best dive sites in Florida.

What water toys can I expect aboard my luxury yacht in Florida?

Aboard a luxury Florida yacht rental, you can expect a superb selection of water toys with large superyachts boasting a garage filled with the latest water toys. Florida is the ideal place for making use of your yacht’s water toys with wonderfully warm, azure blue waters.

• Inflatables, including waterslides
• Snorkeling and diving equipment
• Submersibles on large superyachts or expedition vessels

What are some of the best islands in the Florida Keys?

The natural beauty and turquoise waters of the Florida Keys are unmatched. With thousands of islands to explore, you’ll be spoilt for choice, with no two Florida yacht charters ever the same. Some popular islands in the Florida Keys include:

• Dry Tortugas
• The Marquesas Keys

What other yacht destinations are within easy reach of Florida?

Some other yacht destinations within close proximity of Florida include:

• Yacht charter Exumas
• Yacht charter Harbor Island
• Yacht charter Nassau
• Yacht charter Antigua
• Yacht charter British Virgin Islands
• Yacht charter US Virgin Islands

Get in touch with a Florida yacht charter broker

If you want to enjoy an incredible vacation on the water, Northrop & Johnson’s Florida yacht brokers are ready to help. We have access to every luxury crewed yacht for charter in Florida and boast unmatched destination knowledge. We excel at curating incredible luxury yacht holidays with itineraries carefully tailored to meet your precise vacation experience. Contact our Florida yacht rental brokers today.

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Sailboats Unlimited

Bareboat and Crewed Sailing Charters

Bareboat and Crewed Sailing Charters in Naples, Florida since 1985!

Crewed Sailing Charters

Choose from a 2 hour “taste of sailing”, a half-day “jaunt along the beach” sailing the wind, a full day “adventure to Marco Island” sightseeing or romantic sunset or moonlight cruise.

Bareboat Charters

Let us help you plan a complete Florida sailing vacation from a simple overnight to a couple of weeks

Types of Charters

Choose your desired charter.

When choosing a sailing charter, you want to choose with confidence. Established in Naples in 1985, providing romantic getaways, sunset/sunrise trips, once in a lifetime sailing experiences for families on vacation, and corporate team building adventures.

About sailboats unlimited, naples most trusted sailboat chartering company since 1985.

The best experience you will have while visiting beautiful Naples, Florida

Located in sunny Naples, Fl, we have specialized in crewed sailing charters, bareboat sailing charters, yacht deliveries, and yacht maintenance since 1985.

When visiting Naples, FL or any of the surrounding areas, you have the opportunity to take our sailboats out onto the beautiful gulf. Let us charter you and your guest, or reserve the entire yacht for your guest. Sunset and moonlight cruises, half day and full day cruises. We have something for every scenario.

Our bareboat yacht charters are on boats ranging from 34′ to 42′. Half day to weekly bareboat charters are available. Preliminary checkout available by phone or fax. Prices vary depending on vessel. 34′ ocean racers and up to 42′ luxury cruising yachts. Large parties can be accommodated, with up to 16 on the Danmark, a 40′ Sloop U.S. Coast Guard inspected vessel.

Enjoy the unique Florida experience sightseeing and watching the dolphins at play. Kick back and be pampered or you take the helm. Free sailing instruction during the charter.

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Florida Yacht Charters

South Florida is America’s yachting capital. In every port or hidden key, visitors are treated to a wide variety of adventures and diverse landscapes to explore. From the picturesque beaches of the Florida Keys to the lively nightlife scene in Miami and Fort Lauderdale, Florida yacht charters offer action-packed itineraries.

Yacht charter guests can explore the 1,700 islands and cays in the Florida Keys, and relax at beach bars, go deep-sea fishing, or snorkel major reefs. Many choose to stick close to the mainland in Miami and Fort Lauderdale, which offer access to world-class restaurants, luxury shopping, and famous nightclubs.

Bottom line: Whether you prefer the relaxed atmosphere of the Florida Keys or the upscale amenities in South Beach, a private Florida yacht charter is an experience unlike any other.

Florida Yacht Charter Highlights

• Cosmopolitan cities like Miami and Ft. Lauderdale
• More than 1,700 islands to explore in the Florida Keys
• Some of the world’s best nightclubs
• More than 200 pristine and picturesque beaches
• Great reefs for snorkeling and shipwreck dives
• World-class marlin and sport fishing

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Florida Yachting Season: mid-November through mid-July

Thanks to its sub-tropical climate, Florida yacht charters are perfect year-round. The high season for boat rentals runs from mid-November to mid-July, with peak season around New Year’s and Spring Break.

Winter draws more visitors to Florida’s sunny shores, while the shoulder seasons in fall and spring offer great weather and fewer tourists.

Cruising Conditions

South Florida’s sub-tropical climate is known for its mild winters and hot summers. In winter, cruising conditions are ideal. Cooling trade blow consistently, while temperatures hover in the mid-70s to low-80s. Winter in Miami also sees fewer days with rain than summer or early fall.

In spring and fall, temperatures are comfortable during the morning and evening but can climb into the mid-80s. The wind blows consistently, although rain is more frequent. From June through September, temperatures climb into the 90s, with higher humidity.

How much is it to rent a yacht in Florida?

The cost to charter a yacht in Florida – prices for yacht charters in Florida vary depending on the size and type of the yacht as well as available amenities and features. For $22,000, you can charter a 75-foot motor yacht that sleeps six guests in three cabins, while $170,000 will get you a 144-foot superyacht that sleeps twelve guests and features an elevator.

Several factors come into play when considering the cost of charting a yacht in Florida, including the year that the boat was built, the builder, and the selection of water toys available. The reputation of a boat or celebrity owners could also come into play when determining charter rates. Another detail to take into account is when you wish to book your charter as prices increase during the high season and decrease during the low season.

When booking your charter vacation, be sure to ask if the rate is all-inclusive or if there will be additional expenses, and don’t forget to account for a gratuity for your crew.

Explore South Florida and the Florida Keys onboard a Private Charter Yacht

On a private crewed yacht charter in Florida, guests will find plenty of excitement and adventure. From sailing the Florida Keys to exploring the luxury boutiques on Ocean Drive in South Beach, here are some ideas for must-see spots and must-do activities on a crewed yacht charter in Florida:

Florida Keys

The Florida Keys – the string of idyllic islands just south of Miami – stretch for about 120 miles off the southern tip of Florida, from Biscayne National Park all the way to Key West. Each of the islands has its own personality and there are many things to do and see in the Keys: Fantastic diving in Key Largo, sportfishing in Islamorada, and incredible sunsets in Key West, to name a few.

There is no other place like Miami – its exotic mix of cultures offers an exhilarating experience. If you are a foodie or if you enjoy the nightlife, Miami is a must-stop on your yacht charter in South Florida. But the city is not only fun – it has great galleries, museums, and world-famous architecture, the Art Deco of South Beach.

Fort Lauderdale

An undisputed yachting capital of the US, Fort Lauderdale offers more than just state-of-the-art marina facilities. The city boasts amazing beaches, upscale restaurants, and numerous art and cultural events. And of course, there is the Fort Lauderdale International Boat Show taking place every November – one of the biggest yachting events in the world.

The southernmost city in America, Key West, is the ultimate yacht charter destination. Here, you’ll find it all: beautiful beaches, quirky beach bars, and loads of interesting history.

South Florida Things to Do & See

South Florida has a Vibrant Nightlife

Head to the bright lights of Miami Beach, especially posh South Beach, for the best nightclub experience in North America. A-listers and celebrities regularly take to the VIP sections in South Beach’s clubs, and touring DJs make stops for drop-in sets. Whether you prefer beach cocktails at an open-air club or the basslines and dancing indoors, you’ll find the best of the best in Miami.

Beautiful Beaches

The Sunshine State’s stunning beaches are a major draw for Florida yacht charters. And in Florida, there are beaches to suit everyone’s tastes. From the sun-worshippers at Las Olas Beach in Fort Lauderdale to the beautiful reefs at Coral Reef State Park in Key Largo, a beautiful beach is always a short cruise away.

Arts, Culture, and Architecture

The historic Art Deco District of Miami Beach boasts swanky hotels, eclectic houses, and elaborately-designed apartment buildings, all with Miami’s signature Art Deco flair. Numerous tours are available for architecture buffs. Or choose to explore Miami Beach’s bustling arts scene, with galleries and museums featuring collections from the Renaissance to modern-day.

Dive a Coral Reef in the U.S.

Key Largo is home to a massive coral reef, which boasts a colorful array of plants and marine life. This “self-proclaimed dive capital of the world” attracts divers from across the globe to Florida. Make a stop on your crewed boat rental to snorkel or dive in John Pennekamp Coral Reef State Park, America’s first underwater park, which is known for its vibrant reef and idyllic beaches.

Magnificent Sunsets

The Florida Keys boast some of the most beautiful sunsets on the planet. End your day in the Marquesas Keys, a group of uninhabited islands that are surrounded by mangroves, or Indian Key, where colors brilliantly fade from the sky.

Best Private Florida Yacht Charters & Rentals

Our charter specialists at Worldwide Boat will help you plan an unforgettable yacht cruise in the Florida Keys, packed with as many activities or as much relaxation you want. Call us today!

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Get Away to Key West and Explore the Florida Keys by Sailboat

Did you know there's an international airport perched out in the Gulf of Mexico at Key West? Serviced by all major US airlines and with frequent flights from main airports in the East and South, Key West is so easy to get to. That's where you'll find our boat charter operators, who have a range of sail and motor boats for you to explore this unique corner of the USA.  

Along the Florida Keys the holidaymaking options are numerous. Enjoy the aquatic environment with countless opportunities to snorkel, swim, kayak, paddleboard and more, while totally relaxing on board, or ashore on one of the Keys' beautiful beaches. Enjoy an evening meal in one of the upmarket restaurants that dot the Keys, shop and enjoy the nightlife in the major centers of population, and get close to nature at one of several locations designated State Parks. 

While pandemic concerns are limiting travel options, consider Key West as your next boat charter vacation destination. Local ordinances reflect the need to keep everyone protected and make this a safe destination. The communities are welcoming and open for business. 

Some of the highlights to experience on a Florida Keys Sailing Charter Vacation 

Your Florida Keys adventure likely begins and ends at Key West, which is closer to Cuba than Miami yet connected to the US mainland by the 90-mile long Overseas Highway that's an experience in itself. Most sailing charter visitors arrive by air and take the short transfer to one of the charter bases located on the island. Famous for its coral reefs, local architecture, historic sites and nightlife, charming Key West is well worth some time before or after your charter.  

Like most charterers however, you will probably be keen to go sailing and start exploring the chain of cays that make up this most southerly part of the Continental USA. Two great things about sailing here are that distances between attractions can be as short as you'd like them to be, and anchorages are plentiful, if shallow in places. A seven-day charter Key West to Key Largo and return is easily achievable. 

Travelling out of the Stock island marina, it's less than 30 nautical miles to Baihia Honda Key, a popular stopover. In the vicinity there's a variety of stunning beaches, some say the best in the world. Looe Key has some of the best snorkelling you'll experience on your vacation. 

A similar distance to that travelled above will take you from Bahia Honda Key to Long Key, via Marathon, a major sport fishing town of 10,000 people surrounded by the bountiful sea. Stop a while and enjoy a seafood lunch, or you may prefer to do Marathon on the return. At Long Key enjoy the natural surroundings, the greenery and the birdlife. 

Perhaps after two days of sailing that have taken you from Key West more than half way to the mainland, you're ready to take it a bit easier. Less than ten nautical miles onward you'll come to Indian Key Historic State Park at Islamorada. Nearby is the San Pedro Underwater Archeological Preserve, another one of the numerous state parks along the Keys. The San Pedro was a Dutch ship sunk during a hurricane in 1733. What remains lies in 18 feet of water 1.25nm south of Indian Key, easily accessible to good swimmers. 

From Indian Key, it's a further 20nm sailing distance to Key Largo. Apart from the shops, bars and restaurants, most of the attractions are aquatic-based as they are all along the Keys. A visit to the Florida Keys Wild Bird Rehabilitation Center can be rewarding, a reminder of the fragility of nature in this delicate place. 

If you enjoy walking while on vacation, the Florida Keys Overseas Heritage Trail is accessible to many points along your sailing route. 

Browse our yachts for charter in Florida Keys

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One contact - every option - advice you can trust.

• Matching any competitive offer
• Sourcing boats with discounts available
• Personalising our proposal just for you
• Qualifying the operator as well as the boat
• Advising without bias based on 25+ years of experience
• We do more than just book yachts!

We will match any discount website offer on charter boat price, and still provide our customary high level of service.

The Essential Guide to Sailing Holiday Charters

The Sail Connections Essential Guide to Bareboat and Crewed Sailing Holiday Charters is jam-packed full of useful tips for getting the most out of your next boat charter. And it is FREE to download.

Enquire about a charter...

For a personal proposal structured to meet your needs, with advice on all aspects of your sailing charter.

Experience Destin in a whole new way.

 fair winds sailing co.

Sail along Destin, Florida's Emerald Coast aboard "Selah," a classic 32 foot sailboat. Charter your own specialized adventure with a licensed and experienced sailing captain to create memories that will last a life time.  We offer private sailing tours for up to six people that include day time sails, sunset cruises, dolphin tours and more!

A Sailboat With A Story.

Sailing vessel Selah is a beautiful boat with a strong family history and connections to the local area. She is a sea worthy vessel that has sailed all over Florida and the Bahamas, but now take guests out on sailing adventures here in Destin. Her most unique feature is a large bowsprit that is the perfect spot for viewing dolphins and other sea life or taking in the sunset.   Whether you are sailing for the first time or are have lots of experience, we offer an excellent opportunity to relax and unwind as we explore the Gulf of Mexico, Choctawhatchee Bay and the Destin Harbor.

Selah is also equipped with plenty of dry storage, a cooler with ice for drinks or snacks you may want to bring along and complimentary bottled water. 

Fair Winds Sailing Co prides itself on providing an unforgettable opportunity to experience the joy of sailing and everything Destin has to offer. That's why we want to help you get the most out of your trip. Whether it's taking the whole day to explore the coast, getting the best spot to watch fireworks or planning the perfect evening with your significant other, we can make it happen.

Book Online  today! or call 850-502-0664

Daytime Sails

We'll raise the sails, turn off the motor and head out in to the Gulf of Mexico for a day that's relaxing and exciting. Stand on the bowsprit and watch dolphins swim under your feet as they follow the boat. Lay out on the deck with a cold drink. It's the perfect way to spend an afternoon.

Sunset Cruises

End the day with a picture perfect cruise on Selah. Watch the sunset over the clear waters of Destin, then cruise through the harbor as Destin lights up the night. It's a great opportunity to share a bottle of wine with friends or to top off a romantic getaway. 

Specialty Excursions

Captain Harbor can customize your sailing trip to make your day with Fair Winds Sailing Co unique and memorable. Book Selah for an engagement shoot or an intimate wedding ceremony. Turn your trip into an all day experience. Ask for a hands-on sailing tutorial. We also offer packages for special events like fireworks cruises,  moonlight sails and more.

[email protected]

850 502 0664

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CALL US: 305-858-2822 MOBILE: 305-926-8457 [email protected] Write a Google Review

Sailing charters from South Florida to the Florida Keys and the Bahamas have been offered since 1980 by Cruzan Yacht Charters. Modern catamarans or more traditional monohulls with full crew and completely provisioned are available to these nearby destinations. Depart from Ft. Lauderdale or Miami for an enjoyable week’s vacation on one of our sailing yachts!

Bimini in the Bahamas is only 45 miles to the east of Miami or Ft. Lauderdale and accessible in a day sail from Florida. Enjoy the crystal clear waters, gorgeous beaches and fabulous marine life that these Bahamian islands have to offer just a short distance from mainland USA. Cruzan Yacht Charters offers many sailing yachts conveniently located to board for an affordable international yachting vacation!

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Lucky you... You just found Paradise!

Come sail away with the crew of troika ii , chart your own course... florida keys / bahamas, four-hour half-day rate $595 . book before noon this friday and receive a reduced rate of $525.

One week Sailboat Charters should not cost you an arm and a leg !! A Sailboat Charter is a great way to spend your vacation. Sailboat Charters of Miami specializes in Sailboat charter vacations. You don't have to spend a fortune on Florida vacations to have the time of your life. For just $1240(no kidding), you can escape to a tropical island paradise aboard your own crewed yacht!  If you are the type that enjoys pitching in a little, you can enjoy a Bareboat Charter, (the captain does all the hard stuff) . Don't compromise yourself any longer.... Cast-Off your worries and chart a different course ! Cruising vacations are relaxing vacations.  Take a Sailboat Charter, and you will always remember how fun and relaxing it was. We have Sailboat Charters to the Florida Keys, Sailing Vacations to the Bahamas. This is one of the best ways to celebrate spring break! We have the very best Spring Break Sailboat Charter vacation packages that you can find CHECK OUT THE STUDENT SPRING BREAK SAIL BOAT CHARTERS ON THE Spring Break Page! If you are looking for a Sailboat Charter in the Florida Keys, you have just found the Sailboat Charter company to do it with. Sailboat cruising is one of the most relaxing ways to spend your vacation.

Have you always had the dream of spending an intimate Honeymoon out away from it all? We have the answer. A honeymoon sailboat charter! Think of just the two of you, watching the sun go down over the bow, a warm breeze blowing, a nice cool drink in your hand, and no worries in the world. A honeymoon sailboat vacation is just what you want. Click here to check out the honeymoon sailboat charter. It is truly a Honeymooners dream trip! Our honeymoon sailboat vacation, is the best deal you can find on a truly unforgettable honeymoon! It is all inclusive, so no hidden fees or extras.

Charter Smarter... Sailboat Cruising in the Florida Keys And Bahamas is a phone call away !

Where are we located.

Sailing Charters in Florida never gets easier than this. Our Luxurious all teakwood sailing clipper is home based in the new Dinner Key Marina

in the heart of 'hip' Coconut Grove, Florida just a few miles south of Miami Beach and South Beach. This location is minutes from the airport, and is a convenient 'jumping off point' for Sailing Charters to the Florida Keys or across the Gulf Stream to The Bimini Island Chain in the Bahamas. From our marina you are minutes from sailing Bay and the fascinating coral reefs and sea gardens of John Pennekamp State Park. Summer or Winter. Florida Keys Sailing offers fun, protected-from-heavy-weather sailing. http://www.nps.gov/bisc -->

What Can we Do For You?

Charter your own Skippered Classic Clipper..... 46 feet of Traditional Elegance and Luxury For... Family Sailing Charters, Cocktail Parties, Private Day Charters, Special Occasions, Anniversaries, Birthdays, Sailing Charters in the Bahamas, Sailing Charters in the Florida Keys, Weddings at Sea and.. All Custom Tailored to your exact requirements. We want to make your Florida Sailing occasion an experience that you will cherish and talk about for years to come !! Come vacation amid some of the clearest waters and most spectacular cays and lagoons in the world, come sail with the crew of TROIKA II. Thrill to an exhilarating reach into paradise, troll for Mahi Mahi, grouper and mackerel, anchor in secluded lagoons, snorkel and explore our vast world-famous underwater preserves teaming with exotic marine life. Discover mysterious blue holes, caves or swim with playful dolphins. At days end, sit back and relax with your favorite 'sundowner cocktail'... relish the crimson sun dip behind magnificent deep blue seas..... savor a scrumptious candle lit dinner under glittering night skies.

The bottom line is we offer the best yacht in the business, best guest accommodation's, (check out the specifications page ), Best meal plan (check out the menus page ), the most experienced and personable crew (check out Captain David's page ), and a more varied cruising area for the price! Florida Yacht Charters are FUN and SAFE! We do not raise our rates during high season... EVER ! Cruising Kitty Limited? Check out the budget page , and the Skippered Bareboat page in the Packages Section. For more information E-mail us ,

"For Many years now we have enjoyed introducing people to the joys and challenges of crewed sailing charters and the wonders of our sub-tropical paradise. We enjoy sharing with our guests our many years of experience running 'the big boats'. Safety seamanship, rules navigation, piloting, handling, anchoring, knots, terminology, provisioning, food storage, onboard cooking, special recipes, scuba diving and snorkeling, spear and line fishing are just some of the skills and topics we'd like to share with you. We always encourage our guests to do as much or as little as they wish. Our primary concern however, is to make your hard earned vacation enjoyable, informative, and above all " safe." We also offer clothing optional Sailing Charters, along with Gay Sailing Charters. Yup mates... all are welcome! Sailboat Charters strives to provide the best atmosphere for a most relaxing sailing vacation for up to 6 passengers with a roomy 46 foot sailboat and all the amenities. Your pleasure is our number one goal ! Sailboat Charters are truly the best, and most relaxing way to spend your vacation. A sailing vacation is an unforgettable experience!

Company Profile

Captain David Sullivan U.S.C.G. License #733129 issued in 1988 - Unlimited Master's License, 100 Ton for steam, motor, or auxiliary sail vessels.

Captain David Sullivan has the education, experience and personality to provide the safe sailing adventure you'll cherish and talk about for years to come. David was born and raised in 'The Old Whaling Capital Of The World', New Bedford, Massachusetts, on Cape Cod. He has been sailing out of Miami Florida for the last 20 years. 

Contact Information

 Call or e-mail now for more information. Book early to ensure your charter boat will be available when you are. Call Now ! Telephone (305) 772-4221

Out of the USA Use the proper country code 011 (305) 772-4221

Postal address 2829 Bird Ave. PMB 216 Coconut Grove, Florida 33133

Electronic mail General Information: [email protected]

Webmaster: [email protected]

Captain David : [email protected]

Come for a beautiful Sailboat Charter on her! This Sailboat Charter is the Dream of a lifetime.

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Bareboat Charter

A bareboat charter means the charterer, as Captain, is solely responsible for the safe operation of the vessel, including all aspects of navigation, anchoring, docking, and controlling the vessel under sail or power. Key West is considered an advanced sailing destination and for the safety of other passengers and the vessel, it is vital the charterer have sufficient experience aboard vessels of a similar size & type as what you are seeking to hire. We also require there be one other person aboard to act as first mate, with enough boating experience to handle the vessel in the event the Captain is injured or goes overboard.

All of our bareboat charters have a 5 day/4 night minimum which is the ideal amount of time to experience one of our Florida Keys sailing itineraries .

Am I qualified?

Sail with confidence, am i qualified for bareboat charter.

The Florida Keys is considered an advanced sailing destination, offering great natural beauty in sometimes rare peaceful isolation. There are almost exclusively anchorages in our cruising grounds subject to tidal changes and currents, including open anchorages in the Westerly Island groups.

Our bareboat charter application will help us evaluate your sailing experience to establish your skill level, and that of your first mate, as suitable to these conditions. This application should be filled out in full, providing as much information as possible to validate your skills and experience. Please submit the requested documents together in order to complete the application process. No booking should be considered confirmed until this application has been approved by the reviewing Charter Base Manager. You may be contacted directly to answer any questions they may have.

Bareboat Charter General Qualifications & Requirements

•30 days or 400 miles in the last three years as named Captain on an equivalent size & type of yacht(s).

•ASA, US Sail, RYA or ICC certification to an equivalent Bareboat Charter level for Monohull & Multi Hull for Catamaran.

•Physically capable of handling the vessel in all situations & conditions (i.e. Managing sails, lines & anchor).

•Must have a qualified First Mate who completes a Crew Resume for approval.

•Must present a valid US driver’s license, or International Passport to verify identity and DOB.

•We reserve the right to approve your application on the condition of having a Check-Out Captain aboard for the first day (or more) at your expense, which would be agreed to in advance as a condition of approval.

•For applicants under the age of 30 or over 74 additional crew requirements may apply.

Don’t be discouraged if your experience isn’t quite strong enough yet. We offer several ways to assist charterers to meet the requirements. As well as being able to offer an ASA instructor accompany you on your bareboat charter so you can achieve your ASA Sailing Certifications , we can also arrange a one or two day refresher for an experienced mariner that might need to get familiar with some of the more advanced systems on newer boats, or just brush up on skills if it’s been awhile. These programs are very flexible and can be personalized to each charter guest.

Download our Captains Application: Captains Application for Sailing Vessels

First Mate’s Application for Sailing Vessels

For Power Vessels

During the charter check-in process, which takes approximately 2½ hours, you will receive a very comprehensive yacht systems orientation, inventory review, safety briefing, and a chart briefing of the cruising area to ensure you are comfortable with your float plan and the vessel. It is required that the Captain & First Mate arrive at the same time and attend the vessel check -in.

Optional Orientation cruise If you are chartering a manufacturer of boat for the first time and would like to do a short orientation sail to familiarize yourself with all the systems and equipment while under way, we highly recommend an orientation sail with a Captain familiar with your sailing vessel. It takes about an hour and they charge $150.00. This is an excellent way to do a shake down sail to make sure you can enjoy your vessel with confidence. This must be booked in advance to ensure there is a Captain available. This is not intended to teach boat handling skills.

6651 Maloney Ave, Unit 1 Key West, FL 33040

[email protected] 800-650-6940

KEEP IN TOUCH

Destination and charter fleet updates, special offers, and more

All Cruises INCLUDE bagged snackies, soft drinks & sparkling mineral water

(630) 383-8704

• Sunset Cruise
• Learn To Sail
• 3-Day Getaway

Southwest Florida's Best Sailing Charter

Florida Sailboat Charter

Port Charlotte / Charlotte Harbor / Punta Gorda 

Beautiful and Fun Cruises in Charlotte Harbor & Beyond!

Sunset Cruise, Private Yacht

2, 3 or 4 hours of daylight sailing topped off with a Florida famous sunset. A wonderful way to start the evening!

• 2 Hours Captained Private Charter  $319
• 3 Hours Captained Private Charter  $379
• 4 Hours Captained Private Charter  $439

Day Sailing, Private Yacht

Enjoy a wonderful sailing trip on Beautiful Charlotte Harbor! Feel the peace and power of sailing while soakin' up some rays!

Public, Per Person Daysailing

Experience the joy of sailing on a delightful Tour of Beautiful Charlotte Harbor. Feel the peace and power of sailing while soakin' up some rays!

•  2-Hour Captained Charter $119 per Person

3-Day GetAway

Sail to the most breathtakingly beautiful group of islands Florida has to offer, accessible only by boat!  This amazing getaway has it all!!  

Learn to Sail!

We are not licensed instructors, but we are happy to teach you how to sail on any of our cruises! Sailing, navigation, tacking, docking, etc.

Florida Sailboat Charter LLC

Port Charlotte, FL

Captain Curtis: (630) 383-8704 [email protected]

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Viral video shows multiple sharks steal catch, then attack fishing boat motor in Florida

Video shows multiple sharks trying to steal a red snapper off a fishing line during a charter trip off the coast of cocoa beach, florida..

A recent viral video of a shark feeding frenzy near Cocoa Beach shows a swarm of powerful sharks stealing a catch of red snapper from a charter fishing expedition. Jamie Glasner, owner of Fin and Fly Charters , says he's seen more and more sandbar sharks like the ones who ate a red snapper off the line this week off Florida's east coast. Glasner said the feeding frenzy wasn't typical for what he normally sees as a charter fishing captain.

Sharks galore: 10-foot great white shark pings again in Southwest Florida waters, this time off Sarasota

"What was different about this situation is when your fish gets eaten, it can be any depth down below the boat. This time it happened as we were reeling it out," Glasner said. "The shark jumps out and suddenly all the other sharks come out and started a frenzy on the surface. Some sharks were getting bit by other sharks," he added. "Anything that moves or makes vibration in the water they’ll attack it."

Here’s what we know about the Florida sharks video and why it went viral.

What did viral shark video from Cocoa Beach, Florida, show?

Two videos captured by a charter fishing captain show incorrigible sharks coming head to head with fishers in the Atlantic Ocean. One clip shows multiple sharks fighting over a red snapper on a line as it’s being reeled in as the frenzy devolves into the sharks nipping each other and biting the boat’s motor.

Another video captured by Jamie Glasner shows a blue fish on a rope attached to the boat as a shark hangs on and refuses to let go of the rope no matter what. In both instances, the stubborn sharks are dead set on getting a free meal.

Did a shark eat a boat motor in Florida?

Not exactly. According to a video taken by Jamie Glasner of Fin and Fly Charters, several sharks, attracted by a red snapper, came to swarm the catch. Because sharks are attracted to vibrations in the water, some of the animals went toward the boat's motor and bit it, he said.

What is a sandbar shark?

Sandbar sharks are a protected shark species and among the largest species found in coastal waters, according to National Oceanic and Atmospheric Administration fisheries, the agency tasked with regulating offshore fishing. Sandbar sharks can grow between 100 and 200 pounds and grow up to 8 feet in length.

Their diet includes everything from fish, to octopus to other sharks, and they can be found all along the East Coast as well as the Gulf of Mexico and the Caribbean.

Why are shark populations booming in Florida?

Charter fishing captain Jamie Glasner said NOAA restrictions on fishing for the sharks instituted in 2008 have resulted in a huge population boom for the sharks. He regularly takes groups with Fin and Fly Charters miles and miles offshore to catch and release the large animals, which are protected under federal law.

Restrictions on fishing for the sharks have been in place since 2008.

"NOAA fisheries probably needs to do another assessment and look at the shark population," Glasner added.