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Page 1 of 1 • 19 listings
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

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.
SN
Sergey
Private Cruise onboard Hunter Legend Sailboat in Chicago
We (myself and 5 of my friends) had a private boat tour with Captain Mitch, and it was a greta experience. We did plenty of swimming in the open lake (outside the harbor) and did a quick tour along the shoreline. Mitch is very knowledgeable about the lake and the city, and many other things - it was both entertaining and educational to chat with him. Highly recommend!

Cindy
2hr Sunset Sail from the port of South Haven Mi. on a Catalina 36
Took our three grandchildren on a sailboat excursion with Captain Andy. Such a great, peaceful experience. Let the waves and breeze carry your troubles away. We’ve spent a good bit of time on the water but never in a sailboat and had me wanting to learn more. Such great hospitality, beautiful day, and magnificent lake. Dreading returning to the heat!