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Highlights
Customers can embark on a private 2-hour sailing experience on Lake Michigan, accommodating up to eight people, complete with a dedicated captain. This exclusive charter offers an opportunity to enjoy breathtaking views of the Chicago skyline and the tranquil waters
About This Deal
Highlights
Experience a private 2-hour sailing experience on Lake Michigan, providing an exclusive and intimate escape for groups.
Accommodates up to eight people, making it ideal for family outings, celebrations, or friend gatherings.
Enjoy the convenience of an onboard bathroom, ensuring comfort throughout the journey.
Bring your own beverages with a cooler provided or arrange for a beverage package, allowing for a personalized experience.
A perfect gift for adventurers, special occasions, or anyone seeking a unique Chicago memory on the water.
Captain fees (an additional $150 fee)
Gratuity (15-20% of the retail cost, at customer's discretion)
What To Expect
Prepare for an unforgettable adventure as customers step aboard a private sailboat charter on the glistening waters of Lake Michigan. With the wind in their hair and the sun on their skin, they will glide past the iconic Chicago skyline, witnessing its magnificent architecture from a truly unique vantage point. This two-hour exclusive experience ensures a personalized journey, allowing the group to relax and soak in the serene beauty of the lake.
Designed for comfort and enjoyment, the vessel features a spacious interior and an upgraded audio system to enhance the mood. Customers can bring their own beverages or arrange for packages, keeping refreshments cool in the onboard cooler. With an experienced captain at the helm, guests are free to socialize, capture stunning photos, and create lasting memories on this tranquil escape from the city hustle.
Plan Your Visit
- DurationThe private sailing experience lasts approximately two hours on Lake Michigan.
How It Works
1. Grab the Deal
Buy your Groupon first!
2. Plan your Visit
Follow the link on your Groupon to select the date.
3. Redeem your Mobile Ticket
Enter your Groupon code at checkout.
4. Enjoy the Experience!
FAQs
What is included in this sailing experience?
The experience includes a private 2-hour sailing charter on Lake Michigan for up to eight people with a dedicated captain. It also features an onboard bathroom, a spacious interior, an upgraded audio system, and a cooler.
Are captain fees included in the voucher price?
No, captain fees are not included in the voucher price. There is an additional $150 fee for the captain.
Is it possible to bring my own beverages on board?
Yes, guests are welcome to bring their own beverages (BYOB). A cooler is provided on board for convenience. Beverage packages can also be arranged.
How many people can participate in this private sailing experience?
The private sailing experience is designed to accommodate up to eight people, making it perfect for small groups, families, or celebrations.
Do I need to bring my confirmation email to the charter?
It is suggested to bring the map that came with the email so that you do not end up in the wrong area (which may lead to delayed departure and a shorter charter).
What if I miss my charter due to circumstances I cannot control?
Unfortunately, since the boat and staff will have already been reserved, the full cost of the charter will still be charged if the guest is unable to attend for any reason. If advance notice is provided, lower change fees than the no-show 100% charge may apply.
Fine Print
Promotional value expires Sep 30, 2026. Amount paid never expires.
- 3-day hassle-free refund guarantee for unviewed vouchers.
- Appointment required. Merchant contact information will be available for you after purchase in your voucher.
- Valid Sat/Sun mornings at 9 am, or Mon/Tue/Thu at 9:30 am, 12:30 pm, 3:30 pm, or 6:30/7 pm.
- Must provide 14-day advanced notice of reschedule/cancellation (one time).
- Use your 8-person voucher to reserve the 2-hour bareboat rental from the applicable dates and times, then a list of captains will be supplied for you to retain.
- The cost for the captain using this voucher is $150 plus the customary gratuity of 15-20% of the retail cost will be at your discretion.
- Not valid July 4-5 or Aug 15-16.
- $100 fee to reschedule 10 or more days in advance of reservation.
- Valid only during regular operating hours.
- Valid for up to 8 people.
- May be repurchased every 90 days.
- Limit 1 per person.
- Captain fees not included in the voucher price; Additional $150 fee.
- Gratuity of 15-20% of the retail cost, but of course at your discretion
About Chicago Sailboat Charters
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