OUR SPACIOUS, LUXURY

LUXURY SAILBOATS

When you rent a boat from Chicago Sailboat Charters, we provide the best variety, service, and value for any charter or rental boat experience you desire.

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39'

FEET

12 PASSENGERS

FLEXIBLE BOOKING

BELMONT HARBOR

LUXURY SAILBOATS

These are stylish 39′ luxury cruisers designed for a balance of comfort and performance. Because of this design, the seating area in the cockpit is larger than even most 40-45′ sailboats, and there is a great deal of deck space.


As well as being comfortable, these sailboats do not lack in speed and handling. Able to sail in even the lightest of winds, as well as heavy conditions, these are perfect all around ships for Lake Michigan pleasure sailing.

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WHAT'S INCLUDED IN YOUR CHARTER

UP TO 12 PEOPLE SWIM LADDER
39 FEET ONBOARD BATHROOM
EXPANSIVE SUN PAD BEVERAGE PACKAGES OR BYOB
SPACIOUS INTERIOR UPGRADED AUDIO SYSTEM
COOLER CAPTAIN COSTS INCLUDED

HOW TO BOOK YOUR CHARTER ONLINE

Step 1: Use our online booking platform (click HERE) to select your date and view charter availability.

Step 2: Once you select your charter, reserve and pay directly online in less than 60 seconds.

Step 3: After booking, refer to your confirmation email for instructions on how to book a captain.

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WHY CHICAGO SAILBOAT CHARTERS?

Chicago Sailboat Charters offers Chicago's largest variety of captained charters for sailboats, yachts, and spacious boats, accommodating groups of 1 to 36 people. Enjoy daytime sailing, sunset cruises, swimming and sunbathing sails, or even witness the spectacular Navy Pier fireworks from our boats.

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OUR SAILBOATS & YACHTS ARE PERFECT FOR...

SWIMMING & PLAYPEN

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NAVY PIER FIREWORKS

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CHICAGO RIVER CRUISES

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DAYTIME

SAILING

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CELEBRATION EVENTS

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CORPORATE OUTINGS

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