sailboat for sale chicago

Windy City Yacht Brokerage, LLC

Jeff pierce, cpyb 630-240-0409.

Twin   Detroit Diesel  16V92 2200 HP  Hours: 25 / 4577

Length:106’    Beam:22'    Displacement: 120 Tons

Location:Chicago, IL            See More »

Twin   MerCruiser  8.1 L MPI 310 HP  Hours: 916/ 902

Length:38’    Beam:13 ft    Displacement: 18,300 LBS

Twin   MerCruiser  6.2L MAG 320 HP  Hours: 525/ 525

Length:33’    Beam:11 ft 4 in    Displacement: 14,100 LBS

Twin   MerCruiser  350 MAG 300 HP  Hours: 162/ 162

Length:31’    Beam:10 ft    Displacement: 10,600 LBS

Single   Mercury    Hours: 1

Length:22’    Beam:8' 6"    

Single     Mercury 150 HP  Hours: 1

Length:19’    Beam:    

Location:Fox Lake, IL            See More »

Selling Your Boat Tips

Reprinted here with permission from "PassageMaker Magazine"

Why Use a Yacht Broker

The Right Broker: an essential part of the successful sale of your boat

Twin   MTU  2300 HP  Hours: 2200/ 2200 Length:70’    Beam:18' 3"    Displacement: 108,000 lbs

Location:SOLD, MI                 See More »

Twin   MTU  60 DDEC 1650 HP Length:59’    Beam:16 ft 6 in    Displacement: 62,861 lbs

Location:SOLD, IL                 See More »

Twin   Caterpillar  3196 1320 HP  Hours: 2195/ 2207 Length:54’    Beam:15 ft 11 in    Displacement: 39,000 lbs

Twin   Volvo   D12-800 1600 HP  Hours: 1059/ 1067 Length:53’    Beam:14 ft 8 in    Displacement: 45327

Other   Cummins  QSB 5.9  Hours: 540 Length:48’    Beam:12 ft    Displacement: 28000

Twin   Detroit Diesel  6V92 625 HP  Hours: 785/ 785 Length:47’    Beam:15ft 9in    Displacement: 49,668

Twin   Mercury  7.4L (454) MPI 380 HP  Hours: 250/ 250 Length:38’    Beam:13ft    Displacement: 18300

Twin   MerCruiser  350 MAG VDrive 600 HP  Hours: 117/ 117 Length:32’    Beam:11' 5"    Displacement: 13,200 LBS

Why Use a Professional Yacht Broker?

Boat transactions customarily represent large financial investments. It’s not unusual for transactions to exceed $100,000, and in some instances they may exceed $3,000,000. If you had a $100,000 income tax problem or a $100,000 legal question, would you attempt to handle it without experienced professional advice?

Considering the small upside cost and the large downside risk, it would be folly to consider a transaction in yacht brokerage without the professional assistance of a qualified Yacht Broker. Jeff Pierce at Windy City Yachts is dedicated to providing skilled professional advice to the Chicago Boating Community.

Whether you are buying or selling, WCYB’s Buyers Checklist » provides valuable guidance to a successful outcome.

The Chicago Yacht Broker

Windy City Yacht Brokerage LLC is owned and operated by Jeff Pierce, CPYB(see below for explanation) since 2004. Not only is Jeff a Yacht Broker, he is also a boater himself, having totally restored a 1986 52' Jefferson. Windy City Yachts uses standard Yacht Broker Association of America contracts, used by hundreds of other brokers so you know everything is being conducted in an ethical manner. Whether you are buying or selling a boat, Jeff makes certain that it is an easy and satisfying experience.

* What does the CPYB (Certified Professional Yacht Broker) designation mean?

• A yacht broker who has passed a rigorous 3 hour exam.
• A yacht broker who follows the Code of Ethics from the National Yacht Brokers Certification Program.
• A yacht broker who has completed the necessary continuing education requirements to maintain membership.

There are only 5 CPYB yacht brokers on Lake Michigan from Milwaukee to Saugatuck.

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Boats "sailboat" for sale in Chicago

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• Sailing Partners + Lessons (no experience required) 2024 $3,500 Chicago
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• Catalina 27 (1976) $4,900 Chicago
• 2018 Megabyte Sailboat $6,000 Kewanee
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• 1971 Pearson 26 Sailboat $3,900 Chicago
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• vintage,aluminum,grumman sailboats ,sail boat,sailing dinghy 9 foot $2,500 25 miles south of chicago
• Boat Bar $15,500 Oregon
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• C&C Mark lll 27’ $6,500 Nautical Donations/Crowleys Yacht Yard
• Hobi Tandem Islander Sailing Kayak w/North Woods Trailers Kayak Trailer $7,500 Flossmoor
• Arey’s Pond 14’ Racing Cat $28,000 Orleans MI
• Columbia 10.7 Sailboat $24,000 Waukegan
• Hunter 44 Deck Salon $150,000 Chicago
• Classic Ranger 33 $12,000 Nautical Donations / Crowleys Yacht Yard
• McLaughlin Boatworks Optimist $1,800 Roscoe Village
• Share My Sailboat $2,500 Great Lakes Naval Base
• Hobie Cat - 1984 $4,000 Highland Park
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• Pearson 30 Sailboat $7,500 Nautical Donations/Crowleys Yacht Yard
• Rare 1976 Grampian 7.9 Sailboat. Highest-quality. Trailer, 18 HP outbd $4,900 Kenosha
• Buccaneer 18 Sailboat and Trailer $4,000 Highland Park
• Zodiac RIB Dinghy Hypalon $3,800 Michigan City

Chicago Boat Show announces new location for 2025

The NMMA announced the  Discover Boating Chicago Boat Show is moving from McCormick Place to the Donald E. Stephens Convention & Conference Center (DES Convention Center) in 2025.

NMMA said the move of Chicagoland’s largest boating event is the result of thorough market analysis, exhibitor demand and boater feedback, and positions the show for growth to meet the needs of the boating industry and attendees throughout the region. The Discover Boating Chicago Boat Show will take place in its new space, January 8-12, 2025. 

“After consulting with stakeholders and in-depth analysis, the best path forward is producing the Discover Boating Chicago Boat Show at the DES Convention Center,” said Darren Envall, Vice President of Midwest Boat & Sportshows for NMMA. “The more centralized Rosemont, IL location positions the show for growth, accommodating the expanding boating population across a broader Chicagoland region, from the city and surrounding neighborhoods to the suburbs and exurbs of Chicago, and surrounding states.”

The DES Convention Center will host both large and small boats and exhibitors from a multi-state area spanning Illinois, Indiana, Michigan and Wisconsin.

Centrally located in the Village of Rosemont, 15 miles northwest of downtown Chicago, the DES Convention Center provides 840,000 square feet of exhibition space, is near a multitude of restaurants, hotels, shops and entertainment, and within close access to a number of major highways and public transportation offerings. The Discover Boating Chicago Boat Show joins other shows in the outdoor industry in making Rosemont its home, including the Chicago RV & Camping Show, Chicago Golf Show, and Travel & Adventure Show.

“The Chicagoland area is a hub for tourism and events, and the Village of Rosemont is no exception with its convenient location, close parking, and great amenities,” said Christopher Stephens, Executive Director of the Donald E. Stephens Convention Center. “On behalf of Rosemont and the DES Convention Center, we are pleased and honored to welcome the Discover Boating Chicago Boat Show to its new home and show exhibitors and both current and future boaters all that Rosemont has to offer. We look forward to carrying on this Chicago tradition and are invested in continuing this partnership with the NMMA.”

“We look forward to hosting the Discover Boating Chicago Boat Show at the DES Convention Center, providing critical business to the recreational boating industry and continuing as the best event for consumers to see and shop the region’s largest selection of boats,” said Envall.

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Chicago Boat Show setting sail for Rosemont in 2025

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The Chicago Boat Show, long a winter attraction at McCormick Place, is leaving the city and setting sail for the Donald E. Stephens Convention Center in Rosemont next year.

The annual show, which has seen dwindling attendance in recent years, is relocating to the northwest suburbs after nearly a century in Chicago, in part to be closer to its target recreational boat-buying customer, organizers said.

“We met with our exhibitors and the decision was made that we need to go out to the suburbs,” said Darren Envall, manager of the Chicago Boat Show. “It is closer to where people are doing boating in the Fox Lake area as well as Lake Geneva, and it is closer to where the dealers are located.”

The show, which dates back nearly a century, has throughout its history been a Chicago event of national importance on the boating industry calendar.

Owned and operated by the National Marine Manufacturers Association, the show was a mainstay at McCormick Place for decades, and before that at the since-demolished International Amphitheatre. The show has gone through several incarnations, reaching its pinnacle in the 1990s as the Chicago Boat, Sports & RV Show, which regularly attracted more than 50,000 visitors each year.

While attendance had declined in recent years, it still drew about 40,000 visitors annually before temporarily shutting down in 2021 and 2022 during the pandemic.

The most recent five-day show in January, hampered by a heavy snowstorm, drew fewer than 20,000 attendees, Envall said.

A loss for McCormick Place, a win for Rosemont, the migration of the boat show represents something of a zero-sum game for the Chicago-area convention business, which has been recovering in the post-pandemic landscape.

“Big exciting news,” said Christopher Stephens, executive director of the Donald E. Stephens Convention Center.

While there had been discussion in the past about luring the boat show to Rosemont, Stephens said things got “more serious” this year, helping the northwest suburb land a major regional event.

Stephens said the Rosemont convention center offered the boat show and its attendees adjacent hotels, entertainment and a 9,000-space parking facility, all of which helped seal the deal. Down the road, the show could expand to the entire 840,000 square feet of exhibition space, as needed.

He also touted safety as an advantage for Rosemont over Chicago, which has struggled with the perception of increased crime in the wake of the pandemic.

“We always want to make sure when people come here that they feel safe,” Stephens said. “We provide as much policing and traffic controls as possible for attendees.”

While corporate meetings are still down, Stephens said conventions and large public events have returned to pre-pandemic levels in Rosemont, with the 2025 calendar now significantly bolstered by the addition of the boat show.

At the same time, he said Rosemont doesn’t try to “poach business” from Chicago.

“We’ve always thought that a strong McCormick Place was good for Rosemont,” Stephens said. “We’ll obviously never turn down an event, if they want to relocate out to Rosemont and we can accommodate them, but we don’t actively solicit.”

For McCormick Place, it’s been win some, lose some in March.

Earlier this month, Microsoft announced it was returning its Ignite information technology conference to McCormick Place in November after a nine-year absence. The inaugural event in 2015 drew 20,000 attendees to Chicago’s convention center.

“The sales cycle can be very dynamic in the convention industry,” said Cynthia McCafferty, a McCormick Place spokesperson. “Microsoft Ignite was a great addition to our calendar this year, we have a very robust pipeline of new business ahead and feel good about the future.”

The loss of the boat show is both symbolic and substantial for McCormick Place, erasing a solid and historically well-attended event from the January calendar in 2025, and likely beyond.

The Chicago Boat Show was often the first big public event of the year, setting the table for the annual Chicago Auto Show and filling the exhibition halls with visitors dreaming of summer during the coldest winter months.

In 2025, the Chicago Boat Show will keep the city’s name, at least for now, as it migrates to the suburbs for a scheduled Jan. 8-12 run.

The new version of the show will focus more on fishing boats and weekend warriors who hitch up a trailer and head for the Chain O’Lakes to drop a line, as opposed to plying Lake Michigan in larger crafts. Envall said that represents about 85% of the boaters in the Chicago area, most of whom reside in the suburbs.

Despite its long history in Chicago, Envall said he expects Rosemont to be the event’s home for years to come.

“There’s a time to change and the change was to get out to the village of Rosemont where more of the recreational boater is reflected in the market,” Enval said.

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