Sail Chicago’s Lakefront with Captain Greg. Enjoy private charters, sunset cruises, and more on a luxurious Jeanneau Sun Odyssey 37.
Sail Chicago’s Lakefront with Captain Greg. Enjoy private charters, sunset cruises, and more on a luxurious Jeanneau Sun Odyssey 37.
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Navy Pier Marina - On A Boat Sailing provides an all-inclusive, VIP sailing adventure departing from the newly established Navy Pier Marina in Downtown Chicago. For those who value meticulous attention to detail, exceptional hospitality, and refined service, this private boat rental is ideal! Onboard amenities include:
Pricing for private groups of…
- Navy Pier Marina - On A Boat Sailing provides an all-inclusive, VIP sailing adventure departing from the newly established Navy Pier Marina in Downtown Chicago. For those who value meticulous attention to detail, exceptional hospitality, and refined service, this private boat rental is ideal! Onboard amenities include:
Pricing for private groups of up to 7 guests.
Custom pricing available for larger groups of up to 12.
Anchoring in the Chicago Playpen for swimming and floating parties.
Swim platform with rinse shower, lily pad, noodles, life jackets, and floaties.
Spacious open cockpit seating area.
Complimentary beverages and snacks or BYO (alcohol permitted).
Stereo surround sound speakers with Bluetooth connectivity.
Refrigerator with ice, fully equipped kitchenware.
Breathtaking skyline views of Downtown Chicago, Navy Pier, and the Chicago Lighthouse.
Anchoring for concerts at Northerly Island.
Kitchen, bathroom, and changing room on board.
No additional fees for fuel, security deposit, cleaning, or water toys. The boat is fully licensed, permitted, and insured, operating at the highest safety standards established and maintained by the US Coast Guard.
- Carbonated beverages
- Bottled water
- Snacks
- Pool floats, rafts and towels
- Carbonated beverages
- Bottled water
- Snacks
- Pool floats, rafts and towels
- Alcoholic beverages
- Alcoholic beverages
Captain Greg and his wife, First Mate Cait, are renowned sailors with an impressive track record. Their achievements include a 9-month, 6,000 nautical mile journey from Chicago to the Bahamas and back, completing “America’s Great Loop” from October 2020 to July 2021. They enthusiastically share their love for sailing and Lake Michigan with guests…
Captain Greg and his wife, First Mate Cait, are renowned sailors with an impressive track record. Their achievements include a 9-month, 6,000 nautical mile journey from Chicago to the Bahamas and back, completing “America’s Great Loop” from October 2020 to July 2021. They enthusiastically share their love for sailing and Lake Michigan with guests annually.
The meticulously maintained sailing yacht, a 2003 French-built Jeanneau Sun Odyssey 37, provides the perfect blend of adventurous sailing and the opportunity to anchor, swim, or float on the lake. It offers the finest private experience in the heart of the city.
The Chicago sailing charters are ideal for summer birthdays, romantic proposals, anniversaries, and more. Enjoy the sights, sounds, and stunning views of the Chicago Lakefront. From thrilling sailing adventures to serene sunset cruises, float parties, Navy Pier fireworks, and numerous special events throughout the year, there is something for everyone!
For a full refund, cancel at least 24 hours before the scheduled departure time.
For a full refund, cancel at least 24 hours before the scheduled departure time.