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Incredible sailboat rentals in Lake Michigan, United States.
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Top Destinations Nearby
12
Milwaukee
Wisconsin
7
Holland
Michigan
10
Lake Geneva
Wisconsin
7
Williams Bay
Wisconsin
279
Chicago
Illinois
8
Madison
Wisconsin
12
Glen Lake
Michigan
24
Torch Lake
Michigan
7
Toledo
Ohio
33
Detroit
Michigan
20
Saint Clair Shores
Michigan
8
White Bear Lake
Minnesota
32
Minneapolis
Minnesota
30
Minnetonka
Minnesota
9
Wayzata
Minnesota
68
Lake Minnetonka
Minnesota
12
Spring Park
Minnesota
67
Mississauga
Ontario
Sailing Reviews in Lake Michigan
CM
Caley
Beautiful Ranger 22 Sailboat for rent in Chicago Monroe Harbor
Amazing time! Ben is a very experienced and knowledgeable captain , he taught us how to steer the boat and answered all our questions. Hes very nice and made the ride great! You also get an amazing view of the city that you can’t get anywhere else I brought my boyfriend as a birthday present and it was perfect!
Ben
Beautiful Ranger 22 Sailboat for rent in Chicago Monroe Harbor
Ben was an awesome captain and a pleasure to be around during our two-hour trip. His boat is the perfect setting for a romantic date night, and I highly recommend experiencing the sunset on board, the views were absolutely amazing!
Brittany
Charter this beautiful Catalina from Milwaukee, WI - Captain Included
Patrik was so kind! We absolutely loved our sunset cruise around Milwaukee. He was so friendly and had great areas to go by! We loved every part of our engagement session and can’t think of a better skipper 🥰
CS
Corrie
41ft Sailing Crusing Monohull Charter on ''White Lake'' Michigan, USA.
John recently took my family out on Lake Michigan and he made the trip a great experience - communicative, nicely kept boat and very competent as a captain! I appreciated how he answered my youngest questions and was so thoughtful with them. Would recommend.
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!
Van A.
Charter this beautiful Catalina from Milwaukee, WI - Captain Included
A great Milwaukee skyline sail with an old sailor and his 8 and 5 year old grandkids. Patrick was totally accommodating and I was very happy. Toby “loved the ride” And Betty feigned boredom. I know they both loved the experience. Patrick our skipper was great. The boat clean and well cared for.
Real reviews from happy Getmyboaters.
4.9 out of 5! 500,000+ reviews
