Member Rentals


The Club owns a fleet of eleven, 23' keelboats available for member rental. Sign up for daily rentals or buy a season pass. These boats have a simple design that hold up to five people that make getting on the water easy for anyone interested.

TOM 28s

The Club owns a fleet of eight, 28' keelboats available to members. These boats are sporty and a blast to sail. Charter one of our exciting new Tom 28's for the entire season! Your charter fee includes professionally a maintained boat, equally matched sails, coaching and identically matched boats to race against. 

Paddle BoardS & Kayaks

The waterfront is more accessible than ever with paddle boards and kayaks available to our members. Rent daily or purchase a season pass. Anyone can get on the water after a brief instruction with the board or boat! Paddle sports are great for a tour of the harbor and daily exercise.

Match Racing

Match racing is a staple in the Club’s racing program. Belmont Station hosts match racing regattas including a Grade 2 and Grade 3 event.

Member Exclusive Boat Rentals and Charter Opportunities

Chicago Yacht Club members have a passion for getting out on the water, but almost 40 percent don’t own a boat. However, there are several companies owned by your fellow Chicago Yacht Club members that offer boat rentals and captained cruises and are offering exclusive rates for our members. Take advantage of these opportunities and then stop by the Club for lunch, dinner, or a glass of wine after your cruise. As part of this cooperative arrangement, Chicago Yacht Club committees will also have an opportunity to book specialty cruise events at discounted rates through these member companies. When making your reservation, mention you are a Chicago Yacht Club member to receive exclusive pricing.

  • Barton & Gray


      Barton & Gray is very pleased to offer Chicago Yacht Club members the following:

      • Night Cruises (group demos) on Tuesdays every month, 2nd watch (anytime between 3 p.m. - 10 p.m.) on the following dates: June 11, July 9, August 6 and September 10.
      • Members are welcome at special Barton & Gray outings in partnership with the Club throughout the season.
      • A generous discount off the initiation fee. Fuel and provisions credit of $5000.
      • Paid trial cruise to experience our program as a Barton & Gray member for a day.
      Contact Barton & Gray:

      Phone: (617) 728-3555
  • Pinnacle Yachts


      Chicago Yacht Club members will enjoy a 20% discount on chartered cruises for up to 6 people maximum. 
      Cruises include:

      • Choice of power boat or sail boat from Monroe, DuSable, Burnham, Belmont, Montrose or 31st Street Harbors
      • USCG Captain
      • 100% of proceeds will be donated to the Pinnacle Foundation
      • Watch for additional details and booking opportunities on the Chicago Yacht Club Calendar 

      Contact Pinnacle Yachts:

      Phone: (312) 896-0777 ext. 1


  • Chicago Sailing

      Chicago Sailing offers Chicago Yacht Club members the following:

      • 15% discount on all lessons, rentals, charters, & group outings
      • CYC Member Pricing on our Bi-Weekly wine tasting & sailing event "Wind & Wine” $65 Per Person 
      • Cruises out of Belmont two Wednesdays a month. Set Sail from Belmont at 6 p.m., cruise to Monroe for dinner, then enjoy the Wednesday night fireworks and a beautiful sail back north. $75 per person. 
      • CYC Member Pricing on our 2020 British Virgin Islands Cruising Course: Members spend 7 days enjoying some of the best cruising the Caribbean has to offer, all while earning two US Sailing certifications and your IPC (International Proficiency Certificate) $2,200 per person double occupancy, $3,400 per person single occupancy.
      Contact Chicago Sailing:

      Phone: (773) 871-7245

  • Chicago Yacht Works


      Chicago Yacht Works offers Chicago Yacht Club members: 

      • 25% discount on rental and charter rates of power boats (RIBS and runabouts) departing out of Belmont Harbor, 7 days a week.
      • Complimentary orientation on power boat rentals 
      Contact Chicago Yacht Works:

      Phone: (312) 724-9101

*Please make all arrangements directly with the boat company. Chicago Yacht Club is neither agent or charterer and nothing herein shall constitute an endorsement by Chicago Yacht Club of any service or product. Chicago Yacht Club disclaims any liability with respect to the use of any such service or product.

LandsEnd Business

CYC members are welcome to a great discount through our partnership with LandsEnd Business! Click here to shop! 

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