annapolis sailboat races

• AROUND THE SAILING WORLD
• BOAT OF THE YEAR
• Email Newsletters
• Best Marine Electronics & Technology
• America’s Cup
• St. Petersburg
• Caribbean Championship
• Boating Safety
• Regatta Series

The Lowdown on Long-Course Races in Annapolis

• By Dave Reed
• April 10, 2023

The inclusion of a distance-race offering was hatched in earlier years of the Helly Hansen Sailing World Regatta Series, with a goal of getting idle boats and crews off the dock, on to the water for one day, and into the party after racing. Simple enough, right?

Right, but is one day ever really enough? No way. If you’re going to dial up the crew list, order the sandwiches and strike the dodger, you might as well get another day of fun, right?

Right. At all Helly Hansen Sailing World Regatta Series stops this year, organizers are offering two days of distance racing (or what could be more aptly called long-course buoy racing, as there is no overnight element), where competitors enjoy a daylong race that tests the boat and its crew on all points of sail, across a variety of winds and conditions.

One of the best parts of a long-course race is that when the Sailing Instructions state the warning signal will be at 1000, you can bet you’ll be starting your wrist top timer at 1000. There will be no race committee chatter about whether the windward mark is perfectly in place for an erratically shifting morning breeze. Nope. with long-course racing, when you get the course, you know your marks, you get set, you go.

Managing the long-course action this year, as he did in 2022, will be Annapolis-based race officer Bruce Bingman. The plan, he says, is to start the long-course fleet 5 to 10 minutes before the big-boat one-designs on his circle, to send them on a 6- to 16-mile random-leg challenge and finish them right where they started—or perhaps somewhere else. We checked in with Bingman to pick his brain on what to expect and how best to conquer the unpredictable Chesapeake Bay.  

What sort of courses can our distance-race competitors expect?

Of course, it all depends on the wind strength and direction, but the way I normally do it is to send all the boats up to the same weather mark, maybe a mile or so directly upwind, and then after that, judging that we’ll set up near the red bell buoy off the entrance to the Severn River——about 3 miles out from harbor—I’d probably send them to Eastern Shore, around a few markers there with some beats, headsail reaches, some downwind work, and a jibe or two. Then come back around a box; roughly speaking so we get all compass legs if at all possible. I always try and think of interesting courses that we could do and I typically set them assuming that we have the prevailing southerlies or the post-frontal northerlies.

How many times can we expect to cross the current? Which can be a big deal.

At least twice. My intent is always to give people an interesting race. To get to the Eastern Shore you’ll have to cross it going over and obviously again coming back. I will, however, set up a few courses for the lighter breeze where they won’t cross the current because even on a light current day the current will run up to a knot in the center of the bay. If there’s been heavy rain, up in Pennsylvania or Northern Maryland, and they open the flood gates, you’ll get 3.5 knots of current running down the center of the bay.

Can you share some of your wisdom as it pertains to distance racing in this part of the bay?

I always run with both a knot meter and a GPS, as well as the boat’s compass. You want to make sure you’re optimizing all the way around. On a distance race, you always have to be thinking about optimizing VMC—that’s velocity down the course, not necessarily velocity directly to the mark. Part of the thinking of that is that if it’s long enough of race and you know the wind is going to shift during the race, and if you’re beating to the mark and another competitor has been just cracked off and going faster than you, they will be further down course, even though they may not be directly downwind of the mark. They’ll be further toward the mark than you are, so when the windshift comes, they can take advantage of the shift. They’ll either tack and lay the mark or be lifted toward the mark. I’m very much a VMC racer provided it’s long enough. You can’t do that on a one or two-mile leg, but once it gets over 2 miles, you really need to be thinking about what the wind will do. Look at clouds—obviously you want to sail to the dark cloud. Try to improve your chances the longer the distance gets. The shorter the leg, the more you need to focus on VMG, and that’s all about optimizing sail trim and boatspeed. When it comes to distance racing, I try never to pinch unless I have a very good reason.  

What are your thoughts on dealing with the current?

The further you get to the center of the bay, the strong the current is, so you don’t want to get caught short going around a mark in the middle of the bay. That last tack of 50 feet will cost you a lot more than over-standing by 200 feet of the mark. If I’m tacking for the Hackett’s Point can, for example, and the current is flowing down the bay and I’m in light northerly (going up the bay), I will wait until the thing is 45 degrees off my transom before I tack.

How about some more tips on racing in Annapolis; If you were racing, what would be your priorities?

Lots of water. Not beer, until after the race. I spend a lot of time looking at the weather and being really confident on which sails I will want to use and which ones come off the boat. For sure you want to make sure you’re prepped and have an outboard lead of some sort so you have a better slot to control for headsail reaching because you will almost certainly do some headsail reaching. If you’re rounding the mark and rigging up outboard leads, you’re too late. That’s not fast. If I’m going to run a staysail, I’ll make sure that’s set up and ready to go. Change sheets should be ready and available. Practice. If you can, before the race, get the crew together and practice some headsail changes and a spinnaker peel. It’s an opportunity to get out there and shake the cobwebs.

• More: Helly Hansen Sailing World Regatta Series , Helly Hansen Sailing World Regatta Series Annapolis , How-To , Sailboat Racing , Strategy
• More Regatta Series

One Charismatic Crew

Melges 24 team wins midwinter championship and overall title in st. pete, st. pete to shine again, regatta series in review, rib charter made easy.

• Digital Edition
• Customer Service
• Privacy Policy
• Terms of Use
• Cruising World
• Florida Travel + Life
• Sailing World
• Salt Water Sportsman
• Sport Fishing
• Wakeboarding

Many products featured on this site were editorially chosen. Sailing World may receive financial compensation for products purchased through this site.

Copyright © 2024 Sailing World. A Bonnier LLC Company . All rights reserved. Reproduction in whole or in part without permission is prohibited.

• Find A School
• Certifications
• North U Sail Trim
• Inside Sailing with Peter Isler
• Docking Made Easy
• Study Quizzes
• Bite-sized Lessons
• Fun Quizzes
• Sailing Challenge

ANNAPOLIS, MD PERFORMANCE RACE WEEK +  REGATTA EXPERIENCE ®

Welcome to American Sailing's Performance Race Week powered by North U. This clinic includes two days of on-the-water clinics, plus three days of racing at the Helly Hansen Sailing World Regatta. Seasoned coaches will be onboard your J/80, for both training and racing, guiding you through every facet of regatta success: strategic planning, tactical positioning, starting, boat speed, trim, helming, boat handling, and more!

“Performance Race Week is about getting faster and smarter, and while a sunburn will soon fade, the memories and the lessons will last a lifetime.”

Performance race week + REGATTA EXPERIENCE® ANNAPOLIS

Course overview.

North U has been turning sailors into racers and racers into winners since 1980. Whatever your level, we can raise your game. Sailboat racing is a complex endeavor: Trim, tactics, boat speed, helming, rules, sets, jibes, douses, wind shifts, current, waves, chop, weight placement, downwind angles, rig tuning, wind shadows, starting, heavy air, light air, etc. We will help you build on your strengths and improve in areas of weakness to become a better, more versatile racer.

The clinic teaches refined techniques to transform you from a racer into a winner.  Sailboat racing is a complex endeavor drawing upon a broad mix of skills. Every sailor has strengths and weaknesses in their skill set.  We’ll improve areas of weakness and build on your strengths to send you home a better, more versatile racer.  By having your coach on board we are able to focus on your particular skill set.

The Coaches

North U coaches combine championship racing skills with years of coaching experience. With just four sailors plus a coach aboard each boat you’ll get close personal attention. Just to be clear: The coaches will NOT be sailing the boats. You and your team do all the sailing.

The Boats - J/80

The J/80 is a comfortable, responsive, stable, high performance racing boat that features a large open cockpit with plenty of room for each crew member to do their job. It has a retractable bowsprit, a transom-hung rudder, fin keel, and large fractional rig. The sail plan includes a full-batten main, furling jib, and asymmetric spinnaker. The full range of sail controls and responsive design allow you to learn the impact of changes in trim on speed, balance, and pointing.

The Regatta

The Helly Hansen Sailing World Regatta in Annapolis is one of the premier events on the winter racing calendar. Among the 100s of boats, we will be racing one-design in the J/80 fleet with upwards of 30 boats competing. Your coach will be on board to provide training in real-time. We'll also have our video team on the water compiling footage for each day’s debrief.

Annapolis, Maryland, often referred to as the "Sailing Capital of the United States," boasts a rich maritime history, idyllic sailing conditions, a vibrant sailing culture, and a captivating blend of old-world charm and modern boating amenities. Whether you're an experienced sailor or just setting sail for the first time, Annapolis offers an unparalleled sailing experience.

Sailors are drawn to Annapolis for its picturesque Chesapeake Bay, which provides a perfect setting for sailboat races. The Chesapeake Bay is known for its moderate winds, making it ideal for sailors of all skill levels.

The rich maritime heritage of Annapolis is celebrated through museums, historic tours, and festivals, allowing visitors to connect with Annapolis's seafaring past. Its charming downtown, with its cobblestone streets and 18th-century architecture, provides a captivating backdrop to the sailing adventures on the Chesapeake Bay.

THE SAILING VENUE

The clinic is being run out of JWorld Annapolis in the Eastport neighborhood of Annapolis. The sailing will take place on the waters of Chesapeake Bay.

ACCOMMODATIONS

There are plenty of hotels in close vicinity to Eastport / Annapolis and plenty of good vacation rental options in the area. JWorld Annapolis has an accommodation guide to help get you started.

The Details

May 1st - 2nd: Pre-Regatta Clinic

• Morning Class Session
• Afternoon On-the-Water training
• Video Debrief

May 3rd - 5th: Helly Hansen Sailing World Regatta

• Morning Pre-Brief
• Regatta Sailing
• Post-Race Video Debrief

What's Included

Fully equipped J/80

• A Two Day Clinic Prior to the Regatta
• The Three Day Regatta
• A North U Coach On Board for both the Clinic & Regatta
• Lunch will be provided every day
• Regatta Entry Fee
• Daily Debriefs

What's Not Included

• Travel & Accommodations
• Food (except lunch which is provided)
• Personal Sailing Gear (bring your PFD and Racing Watch)

$2,490 - Individual Sailor ( Book Online )

$9,360 - Full Crew of 4 Sailors ( Book Online )

$7,360 - Bring Your Own Boat + Full Crew ( Book Online )

$QUOTE - Bring Your Own Boat Options ( Contact us to book )

Risk Free Registration Pay a $500/person deposit to reserve your space today and your payment will be fully refundable until February 15th, 2024.

Payment Due Dates All registrations must be paid in full by March 1st, 2024 .

Performance Race Week Regatta - Annapolis

• LOCATION: Annapolis, Maryland
• STARTS: Wednesday May 1st 2024 @ 8:30am
• ENDS: Sunday May 5th 2024 @ 6:00pm
• Crew #1 Price:

Choose a package:

• Hidden Performance Race Week
• Individual Sailor $2,490
• Full Crew of 4 Sailors (SAVE $150/person) $9,360
• Bring Your Own Boat + Full Crew (SAVE $1,750) $8,210
• Crew #2 Price:
• Crew #3 Price:
• Crew #4 Price:
• Pay In Full
• Pay $500 deposit/person
• Hidden Affiliate ID

Your Information

• Name * First Last
• Email * Enter Email Confirm Email
• ASA Number If you have an ASA ID Number then please enter it here.
• Phone Number
• Mailing Address * Street Address Address Line 2 City State / Province / Region ZIP / Postal Code Afghanistan Albania Algeria American Samoa Andorra Angola Anguilla Antarctica Antigua and Barbuda Argentina Armenia Aruba Australia Austria Azerbaijan Bahamas Bahrain Bangladesh Barbados Belarus Belgium Belize Benin Bermuda Bhutan Bolivia Bonaire, Sint Eustatius and Saba Bosnia and Herzegovina Botswana Bouvet Island Brazil British Indian Ocean Territory Brunei Darussalam Bulgaria Burkina Faso Burundi Cabo Verde Cambodia Cameroon Canada Cayman Islands Central African Republic Chad Chile China Christmas Island Cocos Islands Colombia Comoros Congo Congo, Democratic Republic of the Cook Islands Costa Rica Croatia Cuba Curaçao Cyprus Czechia Côte d'Ivoire Denmark Djibouti Dominica Dominican Republic Ecuador Egypt El Salvador Equatorial Guinea Eritrea Estonia Eswatini Ethiopia Falkland Islands Faroe Islands Fiji Finland France French Guiana French Polynesia French Southern Territories Gabon Gambia Georgia Germany Ghana Gibraltar Greece Greenland Grenada Guadeloupe Guam Guatemala Guernsey Guinea Guinea-Bissau Guyana Haiti Heard Island and McDonald Islands Holy See Honduras Hong Kong Hungary Iceland India Indonesia Iran Iraq Ireland Isle of Man Israel Italy Jamaica Japan Jersey Jordan Kazakhstan Kenya Kiribati Korea, Democratic People's Republic of Korea, Republic of Kuwait Kyrgyzstan Lao People's Democratic Republic Latvia Lebanon Lesotho Liberia Libya Liechtenstein Lithuania Luxembourg Macao Madagascar Malawi Malaysia Maldives Mali Malta Marshall Islands Martinique Mauritania Mauritius Mayotte Mexico Micronesia Moldova Monaco Mongolia Montenegro Montserrat Morocco Mozambique Myanmar Namibia Nauru Nepal Netherlands New Caledonia New Zealand Nicaragua Niger Nigeria Niue Norfolk Island North Macedonia Northern Mariana Islands Norway Oman Pakistan Palau Palestine, State of Panama Papua New Guinea Paraguay Peru Philippines Pitcairn Poland Portugal Puerto Rico Qatar Romania Russian Federation Rwanda Réunion Saint Barthélemy Saint Helena, Ascension and Tristan da Cunha Saint Kitts and Nevis Saint Lucia Saint Martin Saint Pierre and Miquelon Saint Vincent and the Grenadines Samoa San Marino Sao Tome and Principe Saudi Arabia Senegal Serbia Seychelles Sierra Leone Singapore Sint Maarten Slovakia Slovenia Solomon Islands Somalia South Africa South Georgia and the South Sandwich Islands South Sudan Spain Sri Lanka Sudan Suriname Svalbard and Jan Mayen Sweden Switzerland Syria Arab Republic Taiwan Tajikistan Tanzania, the United Republic of Thailand Timor-Leste Togo Tokelau Tonga Trinidad and Tobago Tunisia Turkmenistan Turks and Caicos Islands Tuvalu Türkiye US Minor Outlying Islands Uganda Ukraine United Arab Emirates United Kingdom United States Uruguay Uzbekistan Vanuatu Venezuela Viet Nam Virgin Islands, British Virgin Islands, U.S. Wallis and Futuna Western Sahara Yemen Zambia Zimbabwe Åland Islands Country

Sailor Information

• If you are registering for yourself please re-enter your contact information below.
• If you are registering on behalf of someone else please enter their contact information
• If you are registering a team of 4 sailors, please enter the contact information for each sailor.
• Sailor #1 * First Last
• Sailor #1 Email * Enter Email Confirm Email
• Sailor #2 * First Last
• Sailor #2 Email * Enter Email Confirm Email
• Sailor #3 * First Last
• Sailor #3 Email * Enter Email Confirm Email
• Sailor #4 * First Last
• Sailor #4 Email * Enter Email Confirm Email

Purchase Summary

• Performance Race Week Fees Price: $0.00
• ERROR: This is not a valid promo code!
• Group Discount Price:
• Early Bird Special Price:
• Deposit Due Today Price: $0.00
• Deposits Due Today ($500/person) Price: $0.00
• Full Payment Due Today Price: $0.00
• Remaining Balance (due before 03/01/2024) Price: $0.00
• Due Today Price: $0.00
• Grand Total Price: $0.00

Payment Information

• Credit Card * American Express Discover MasterCard Visa Supported Credit Cards: American Express, Discover, MasterCard, Visa Card Number Month 01 02 03 04 05 06 07 08 09 10 11 12 Year 2024 2025 2026 2027 2028 2029 2030 2031 2032 2033 2034 2035 2036 2037 2038 2039 2040 2041 2042 2043 Expiration Date   Security Code Cardholder Name
• Billing address is different than the mailing address provided above
• Billing Address * Street Address Address Line 2 City State / Province / Region ZIP / Postal Code Afghanistan Albania Algeria American Samoa Andorra Angola Anguilla Antarctica Antigua and Barbuda Argentina Armenia Aruba Australia Austria Azerbaijan Bahamas Bahrain Bangladesh Barbados Belarus Belgium Belize Benin Bermuda Bhutan Bolivia Bonaire, Sint Eustatius and Saba Bosnia and Herzegovina Botswana Bouvet Island Brazil British Indian Ocean Territory Brunei Darussalam Bulgaria Burkina Faso Burundi Cabo Verde Cambodia Cameroon Canada Cayman Islands Central African Republic Chad Chile China Christmas Island Cocos Islands Colombia Comoros Congo Congo, Democratic Republic of the Cook Islands Costa Rica Croatia Cuba Curaçao Cyprus Czechia Côte d'Ivoire Denmark Djibouti Dominica Dominican Republic Ecuador Egypt El Salvador Equatorial Guinea Eritrea Estonia Eswatini Ethiopia Falkland Islands Faroe Islands Fiji Finland France French Guiana French Polynesia French Southern Territories Gabon Gambia Georgia Germany Ghana Gibraltar Greece Greenland Grenada Guadeloupe Guam Guatemala Guernsey Guinea Guinea-Bissau Guyana Haiti Heard Island and McDonald Islands Holy See Honduras Hong Kong Hungary Iceland India Indonesia Iran Iraq Ireland Isle of Man Israel Italy Jamaica Japan Jersey Jordan Kazakhstan Kenya Kiribati Korea, Democratic People's Republic of Korea, Republic of Kuwait Kyrgyzstan Lao People's Democratic Republic Latvia Lebanon Lesotho Liberia Libya Liechtenstein Lithuania Luxembourg Macao Madagascar Malawi Malaysia Maldives Mali Malta Marshall Islands Martinique Mauritania Mauritius Mayotte Mexico Micronesia Moldova Monaco Mongolia Montenegro Montserrat Morocco Mozambique Myanmar Namibia Nauru Nepal Netherlands New Caledonia New Zealand Nicaragua Niger Nigeria Niue Norfolk Island North Macedonia Northern Mariana Islands Norway Oman Pakistan Palau Palestine, State of Panama Papua New Guinea Paraguay Peru Philippines Pitcairn Poland Portugal Puerto Rico Qatar Romania Russian Federation Rwanda Réunion Saint Barthélemy Saint Helena, Ascension and Tristan da Cunha Saint Kitts and Nevis Saint Lucia Saint Martin Saint Pierre and Miquelon Saint Vincent and the Grenadines Samoa San Marino Sao Tome and Principe Saudi Arabia Senegal Serbia Seychelles Sierra Leone Singapore Sint Maarten Slovakia Slovenia Solomon Islands Somalia South Africa South Georgia and the South Sandwich Islands South Sudan Spain Sri Lanka Sudan Suriname Svalbard and Jan Mayen Sweden Switzerland Syria Arab Republic Taiwan Tajikistan Tanzania, the United Republic of Thailand Timor-Leste Togo Tokelau Tonga Trinidad and Tobago Tunisia Turkmenistan Turks and Caicos Islands Tuvalu Türkiye US Minor Outlying Islands Uganda Ukraine United Arab Emirates United Kingdom United States Uruguay Uzbekistan Vanuatu Venezuela Viet Nam Virgin Islands, British Virgin Islands, U.S. Wallis and Futuna Western Sahara Yemen Zambia Zimbabwe Åland Islands Country

• Learn To Sail
• Mobile Apps
• Online Courses
• Upcoming Courses
• Sailor Resources
• ASA Log Book
• Bite Sized Lessons
• Knots Made Easy
• Catamaran Challenge
• Sailing Vacations
• Sailing Cruises
• Charter Resources
• International Proficiency Certificate
• Find A Charter
• All Articles
• Sailing Tips
• Sailing Terms
• Destinations
• Environmental
• Initiatives
• Instructor Resources
• Become An Instructor
• Become An ASA School
• Member / Instructor Login
• Affiliate Login
• Annapolis, MD May 1st – 5th, 2024
• Austin, TX April 8th – 12th, 2024
• Charleston, SC April 17th – 21st, 2024
• St. Petersburg, FL February 14th – 18th, 2024
• St Petersburg, FL March 11th – 15th, 2024
• St. Thomas, VI February 5th – 9th, 2024
• St. Thomas, VI March 4th – 8th, 2024

Annapolis Wednesday Sailboat Races in Summer 2022

4th of July Weekend on Treaty of Paris Trail – Part 2

Arundel County’s Best Summer Beaches

• Crofton Crabs & Ribs
• Crofton Food
• Crofton Ribs
• Edgewater Crabs & Ribs
• Edgewater Places To Eat
• Edgewater Seafood
• Maryland Family Owned Restaurant
• The Crab Shack Maryland Crabs

You probably know Annapolis is called America’s Sailing Capital. But you might not know that you can participate in sailboat races Wednesday nights on the Chesapeake Bay most of the summer.

Since being founded in the 1960s, Annapolis’ Wednesday Night Sailboat Races have been an increasingly popular summer tradition. Annapolitan sailors are serious about the competition, but in a cheerful way. These races have redefined what “Hump Day” means during the summer. Locals now celebrate the middle of their workweek being disrupted by this sporting event.

Racing Details

Typically, more than 125 sailboats in 15 classes participate, complying with U.S. Sailing Association rules. Landlubbers can avoid being seasick by watching the start and finish from the bars and restaurants along the Severn River, the Spa Creek Drawbridge, or boats along the race course.

Tactically maneuvering around the mouth of Spa Creek, the sailboats try to time crossing the start line just after the starting gun goes off. The racers then sail around several markers on the Chesapeake Bay, pass under the Spa Creek Drawbridge, and rush to cross the finish line to hear the cheers of well-heeled fans at the clubhouse of the Annapolis Yacht Club, which hosts the races.

Everyone Gets a Participation Trophy

The captains and crews range from professionals to amateurs. If you want to participate, all you have to do is book a cruise on either the Woodwind or Woodwind II.

Both sailboats were specially designed for the Chesapeake Bay, and they remind experts of the classic swift schooners that were considered “yachts” early in the 20th century.

In just the right moments, you and your loved one can even help to steer and crew one of these sailboats to victory.

FYI: Annapolis Wednesday Night Races on the Woodwinds

Make sure to stop by The Crab Shack before or after going to the Wednesday night sailboat races.

Prep for Your Crab Feast Here: The Crab Shack Menus for Crofton and Edgewater .

Seeking Super Seafood?

Lovers of super seafood, including fat, juicy crab, don’t have to drive to Baltimore, Ocean City, Hooper’s Island, or Annapolis anymore. Stay close to home and enjoy wonderful deliciousness all year around at the two locations below!

• The Crab Shack – Crofton
• The Crab Shack – Edgewater

Our Crofton branch can accommodate a large party group, so if you are interested in reserving tables, please call (443) 302-2680 .

Related posts

Savor the Flavor: A Culinary Journey through The Crab Shack’s Soups & Salads in Crofton

Indulge in the Best Happy Hour and Appetizers at The Crab Shack in Edgewater, Maryland

Savor the Coastal Charm: Indulge in The Crab Shack’s Sandwich Delights in Crofton, Maryland

Comments are closed.

AYC | Dockage | Accommodations | Provisions | Urgent Care Facilities |  Helpful Information​

Annapolis Yacht Club (AYC)

annapolisyc.com

AYC was founded in 1886 as an informal canoe club. Today, the Club's mission is to encourage and support a wide range of boating activities and to maintain facilities for the recreational and social use of its 2000 members.

The Annapolis Yacht Club is a full service, year-round premier private yacht club that provides high-quality programs for its members. These include sailboat racing, cruising for sailors and power boaters, a vigorous junior sailing program, fun, and educational winter activities, social events, and first-class dining and facilities.

AYC is a prominent fixture in Annapolis, is a good corporate citizen, and provides select opportunities for non-members such as its Junior Sailing program. In addition, AYC's Race Committee supports club racing, regional, national and international championships. AYC members are pleased to welcome these competitors and other visiting yachtsmen to the Clubhouse and sailing facilities.

History Club Guidelines

Race Headquarters: Annapolis

Annapolis Yacht Club

Race Headquarters for the Annapolis Newport Race is at the Sailing Center of the Annapolis Yacht Club located at 510 Severn Avenue, just over the Spa Creek Bridge from the Main Clubhouse. 

Registration, Tracker Pick Up, and Official Race Merchandise will be available at the Sailing Center. Please see the Sailing Instructions for the Registration schedule. 

Guest cards for AYC are available to all non-members visiting the Club for the race. Guest cards will be available and can be organized at the Front Desk of the Main Clubhouse at 2 Compromise Street.  

Dockage and Local Knowledge

Annapolis Dockage

Annapolis City Marina – Spa Creek

Annapolis Yacht Basin- Spa Creek

Horn Point Marina - Back Creek

Eastport Yacht Center - Back Creek

Safe Harbor Annapolis  - Back Creek

Annapolis Landing Marina – Back Creek

Port Annapolis Marina - Back Creek

Bert Jabin’s Yacht Yard – Back Creek

Liberty Marina – South River

For Mooring Information in Annapolis Harbor, contact the Harbormaster 

PORTBOOK - The Source for Annapolis and Newport Marine Services

Local COVID 19 Guidelines

This is not a comprehensive list of all resources, but may be useful​

State of Maryland 

Anne Arundel County

Accommodations

We are working with local hotels on room blocks - please come back to this section after the first of the year.

Local Grocery Stores

Giant Food  – full-service grocery store located in the Bay Forest Shopping Center. 948 Bay Ridge Rd.

Fresh Market  – small grocery store with prepared food selections, located in the Annapolis Harbor Center. 2504 Solomons Island Rd.

Graul’s Market Annapolis  – a small grocery store, excellent sandwiches, and bakery items, located in West Annapolis. 607 Taylor Ave.

Giolitti Italian Delicatessen  – specialty Italian market – prepared foods and sandwiches, wine selection, located across from Whole Foods Market at Annapolis Towne Center. 2068 Somerville Rd.

Whole Foods Market  – gourmet foods grocery store, prepared foods, located at Annapolis Towne Center. 200 Harker Pl Ste. 100

Trader Joe’s Market  – signature grocery items, frozen food selections, located adjacent to Annapolis Mall. 160 F, Jennifer Rd.

Catering/Breakfast and Lunch Options​

Bread and Butter Kitchen  – (410-202-8680) 303 Second St. in Eastport.

Eastport Kitchen  – (410-990-0000) 923 Chesapeake Ave

Wine, Beer & Spirits

Bay Ridge Wine & Spirits  – 111 Hillsmere Dr.

Eastport Liquors  – 1007 Bay Ridge Ave.

Wine Cellars of Annapolis - 1410 Forest Drive

Fawcett Boat Supply  – 919 Bay Ridge Rd.

West Marine  – 113 Hillsmere Dr.

Bacon Sails and Marine Supply  – 116 Legion Ave.

Urgent Care Facilities

Anne Arundel Medical Center Emergency Department

2001 Medical Pkwy

Annapolis, MD 21401

443-481-1000

West Street Medical

79 West Street

443-481-1293

Open 7 days a week 9 am - 5 pm, By appointment only

Patient First

2051 West Street

443-603-0758

Open 7 days a week 8 am - 10 pm, Walk-in

COVID-19 testing available

Righttime Medical Care

2114 Generals Hwy

410-224-6483

Open 7 days a week 8 am - 10 pm, Same-day Appointments recommended         

Helpful Information

Visit Annapolis

ANNAPOLIS TO NEWPORT RACE

Start 1: Friday, June 6

Start 2: saturday, june 7, 2025 dates are set.

2024 Sailing Season is coming! See you April 13, 2024!

Welcome Aboard!

Join us on our two beautiful, wooden, 74-foot schooners, Woodwind and Woodwind II , for a true sailing experience in Annapolis, Maryland.

Located in the heart of the Chesapeake Bay, Annapolis is “America’s Sailing Capital.” Help raise the sails, steer the boat, or simply sit back and relax as Woodwind sails from the historic Annapolis waterfront, past the Naval Academy and cruises into the Chesapeake Bay. As a family business, we take great pride in making your sailing experience a memorable one. Our captains and crew are engaging and enthusiastic. Sail away with us!

Make your sailing experience a memorable one! Sail away with us!