Sailboat Sales Co | Top Boat Dealer in Chicago, IL Skip to content

Sailboat Sales Co

3434 E 95th St, Chicago, IL 60617
Brands
Beneteau, Chaparral +3
Services
Sales & Service
Pricing
Contact for Pricing

About

Chicago boaters can work with Sailboat Sales Co., a yacht brokerage based at Crowley’s Yacht Yard on the Calumet River, two bridges from Lake Michigan. This boat dealer near Chicago focuses on matching sailors and powerboaters with pre-owned brokerage vessels. Its boats for sale include sail and power options, with listings spanning cruisers, racers, racer-cruisers, sloop designs, cuddy cabins, and antique or classic boats. The available inventory identifies current used boats from Beneteau, Hunter, Catalina, Jeanneau, and Sea Ray.

The brokerage draws on more than 60 years of expertise and staff comprised solely of experienced sailors. Close ties to Crowley’s full-service boatyard connect buyers with marine service resources alongside the sales process. A large selection is kept at Crowley’s with both sailing and powerboat choices. Contact Sailboat Sales Co. to discuss the brokerage inventory and arrange your next boat purchase.

Features

  • Pre-owned brokerage boat sales
  • Sail and powerboat matching
  • Experienced sailor guidance
  • Full-service boatyard connection

Amenities

  • Showroom & Inventory
  • Service & Repair
  • Waterfront & Access

Why book with us

  • Choose a vessel matched to your boating style
  • Draw on deep on-the-water experience
  • Browse a large selection at Crowley’s
  • Work with staff comprised solely of experienced sailors
  • Benefit from close boatyard ties in Chicago

Frequently Asked Questions

How old do you have to be to rent a boat in Illinois?

Illinois law does not set one rental age for every boat: under the Boat Registration and Safety Act, no one under 10 may operate a motorboat, including personal watercraft, while a livery may not rent personal watercraft or specialty prop craft for operation by anyone under 16.

For a motorboat over 10 horsepower, ages 10 and 11 need direct on-board supervision by a parent, guardian, or parent-designated person at least 18. At 12, an operator may go without supervision by holding a valid boating safety certificate; ages 12 to 17 may instead use that supervision. Certificate rules also depend on birth date, though renters may qualify through approved abbreviated instruction. The rental operator sets its own minimum, so confirm it when booking.

Source: Illinois Department of Natural Resources (dnr.illinois.gov)

Do you need a boating license in Illinois?

Yes. In Illinois, anyone born on or after January 1, 1998, must have a valid boating safety certificate to operate a recreational motorboat over 10 horsepower, including a personal watercraft. No one under 10 may operate a motorboat. Ages 10 and 11 need direct onboard adult supervision; ages 12 through 17 need a certificate or qualifying supervision. A rental business cannot rent a personal watercraft for operation by anyone under 16. Licensed rental operators may give approved abbreviated safety instruction instead, allowing that renter to operate that livery’s rental without the certificate for up to one year. Common exemptions include qualifying nonresidents visiting up to 90 days and recognized out-of-state certificates. The Illinois Department of Natural Resources administers the program.

Source: Illinois Department of Natural Resources (dnr.illinois.gov)

Where can you go boating from Chicago, Illinois?

From Chicago, choose Lake Michigan for open-water cruising, the Playpen for a no-wake anchoring stop, or the Chicago River for a bridge-lined urban route. The Playpen lies between Ohio Street Beach and Oak Street Beach within Chicago Harbor and includes Anchorage A; it is often busy with rafted recreational boats. The Chicago Harbor Lock at the river mouth links Lake Michigan with the inland waterway system. For a lakefront start, DuSable, Monroe and Burnham harbors sit close to downtown; Diversey Harbor is the more sheltered option inside Lake Shore Drive, with bridge restrictions that limit it to powerboats.

Source: U.S. Coast Guard (navcen.uscg.gov)

What are the most popular boating destinations near Chicago, Illinois?

Boaters from Chicago often choose three Lake Michigan stops: the Playpen, Navy Pier Marina and 59th Street Harbor. The Playpen, between Ohio Street Beach and Oak Street Beach, draws recreational boats that anchor and raft together. Navy Pier Marina provides transient docking steps from the pier’s restaurants, entertainment and attractions. At 59th Street Harbor in Jackson Park, visiting boaters can use transient dockage and walk to the Museum of Science and Industry or 63rd Street Beach.

Source: U.S. Coast Guard (navcen.uscg.gov)

Location

3434 E 95th St, Chicago, IL 60617

Disclaimer

This listing was created using artificial intelligence and publicly available data. The information presented may be inaccurate, outdated, incomplete, or incorrect. Slipstream does not verify, endorse, or guarantee the accuracy of any listing content, including but not limited to contact information, pricing, services offered, hours of operation, or business status.

All content is provided “as is” and without warranties of any kind, express or implied. Slipstream expressly disclaims all liability for any loss, damage, or reliance arising from the use of this information. Users are solely responsible for independently verifying all details directly with the business.

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