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Page 3 of 15 • 353 listings
7
Milwaukee
Wisconsin
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Michigan
15
Lake Geneva
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Williams Bay
Wisconsin
289
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Illinois
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Wisconsin
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Glen Lake
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Torch Lake
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Saint Clair Shores
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White Bear Lake
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Excelsior
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60
Lake Minnetonka
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Spring Park
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Hamilton
Ontario

Alexandra
Gorgeous 26ft Chaparral 257SSX Bowrider in Chicago
Our group had a great time with Mark’s boat; our captain Eduard was fantastic too! Easy to find the meeting point, plenty of time in the water, and just a great day! The lily pad was a nice addition as well. Would definitely recommend for a smaller group looking to be on the lake.

Vince
Set Sail with 36' Sailing Boat in Downtown, Chicago for 6 Guests
Highly recommend, Planned a surprised engagement, and Ted and Christy were awesome. Super accommodating, friendly, and went out of their way to make the experience very personal and fun. I wouldn’t want to experience a charter any other way.

Patrick
50ft ITALIAN YACHT - ELEGANT DESIGN - LUXURY VIBES - ONLY ONE LIKE THIS IN CHI
Paul and Seba were excellent hosts. The boat was clean, ready to go on time, and exceptionally flexible when we were a little bit late. Additionally they had great suggestions on where to go and how to spend time on the water. We plan to book with them again before the end of the year!
LR
Lindsey
Private Boat Charter - Sea Ray 390 Sundancer In Chicago
Our boat ride with Margaret and captain Bob was perfect, we had so much fun on their boat. They provided a very fun and safe ride with my friends for a birthday celebration. Would recommend to anyone!

Cheri Ann
Captained 51' Sea Ray Sundancer Luxury Yacht in Chicago - 7 Guests
Chris and his lovely wife hosted my family of 6 on their vessel for the 4th of July. He stayed in constant communication before the trip and also discussed the weather. He offered ideas for the perfect 5 hours on the Lake, and was not wrong. The couple was the perfect host. Their boat was beautiful. They gave us the best day!
AS
Andy
Lets go sailing on a world class 40ft Pacific Seacraft Sailboat from Chicago
What a wonderful time out on beautiful lake Michigan with Captain Bob! First time my family and I have been on a sailboat and we learned so much! The views of the city coupled with the hospitality onboard made it a day to remember for sure! A+ Highly recommend!