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Incredible sailboat rentals in Lake Michigan, United States.
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Top Destinations Nearby
10
Milwaukee
Wisconsin
8
Holland
Michigan
13
Lake Geneva
Wisconsin
8
Williams Bay
Wisconsin
288
Chicago
Illinois
8
Madison
Wisconsin
12
Glen Lake
Michigan
21
Torch Lake
Michigan
7
Toledo
Ohio
36
Detroit
Michigan
21
Saint Clair Shores
Michigan
10
White Bear Lake
Minnesota
23
Minneapolis
Minnesota
26
Minnetonka
Minnesota
10
Wayzata
Minnesota
10
Excelsior
Minnesota
60
Lake Minnetonka
Minnesota
14
Spring Park
Minnesota
Sailing Reviews in Lake Michigan
WK
William
Captained Charter this 36' C & C Cruising Monohull in Chicago, Illinois
Nijole was a wonderful captain with great communication and flexibility. The change in plans due to weather was seamless. We had a great time on the lake with Nijole, Remus and Piper and will chose her again if we are back in Chicago and want to go out for a sail. Thanks again Nijole!
Eric
Sailing Lessons with Chicago's #1 Rated Sailing School
I had a four hour private lesson with Doug and small crew. All were very helpful and knowledgeable, it was a great learning experience. I look forward to joining them again.
JK
Jessica
Charter this beautiful Catalina from Milwaukee, WI - Captain Included
Patrik was awesome! We did an engagement photo shoot on the boat and he helped us to get the perfect shots! Would highly recommend to anyone looking for a unique date night or fun photo shoot location!
CG
Cristobal
Private Cruise Onboard 32ft Hunter Legend Sailboat in Chicago
Doug was great. Very helpful and informative. Would book again.
MJ
Meneka
Captained Charter this 36' C & C Cruising Monohull in Chicago, Illinois
Sailing with Nijole and her husband was an incredible experience! From the start, they were very responsive in communication and flexible with our requested times, even allowing us to extend once on the water. Their knowledge, warmth, and passion for sailing made the trip both safe and fun, with stunning views that we’ll never forget. Highly recommend!
ZD
Zinnia
Captained Charter this 36' C & C Cruising Monohull in Chicago, Illinois
Amazing experience with top-notch communication from start to finish. Super responsive and incredibly knowledgeable—especially helpful for first-timers in Chicago. They guided us around the lake and to the perfect fireworks viewing spot, even capturing great photos for us. The captain was skilled and professional, and the music made the ride even better. Highly recommend!
Real reviews from happy Getmyboaters.
4.9 out of 5! 500,000+ reviews
