Chicago Sunset Sailing Cruise
Sail Chicago’s lakefront at sunset aboard a private 37-foot yacht
5.0 stars• 27 reviews
From$992incl. taxes and fees
Duration
2.5 hours
Ideal For
Up to 7 people
Includes
Captain, private sailboat, snacks
Highlights
See Chicago’s skyline from the water on a 2.5-hour private sunset sail. Relax with your group as you cruise from Navy Pier Marina.
- Watch the sunset over Chicago’s skyline from the water
- Sail privately with your group on a 37-foot luxury sailboat
- Depart from Navy Pier Marina in downtown Chicago
- Connect your music to Bluetooth surround-sound speakers
- Bring your own food and drinks, including beer, wine, champagne, or hard seltzer
What's Included
- USCG-certified captain trained in first aid and CPR
- Complimentary beverages and snacks
- Kitchenware, refrigerator, and bathroom
- Bluetooth surround-sound speakers
- Swim platform, ladder, life jackets, noodles, floaties, and towels
Know before you go
- All guests must sign the waiver provided in the confirmation email
- Children under 18 must be accompanied by a parent or guardian
- This cruise is not recommended for people with impaired mobility
- A separate captain fee applies to bookings for 8 or more guests; clarify the amount with Greetwell before booking
- Cruises may be canceled one hour before departure for current or forecast lightning or high wind
Cancellation Policy
Full refund up to two weeks before departure; 50% refund up to 48 hours before departure. Full refund if the operator cancels due to lightning or high wind.
FAQs
Yes. Every guest in your party must sign a waiver before the cruise.
Bring a rain jacket or layers for cooler days. Wear boat shoes, sandals, or tennis shoes with non-black soles.
Yes. Bring your own food and beverages, including beer, wine, champagne, or hard seltzer, for your sunset sailing cruise.
Meeting details
Navy Pier Marina, 797 E. Grand Ave, Chicago, IL 60611
Experience provided by On A Boat Sailing
Experience provided by On A Boat Sailing
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