Stewart B.
6/18/2025
Incredible sailing experience. Matt let me take the wheel much of the time. Nice strong breeze made for a great time for all. Matt is the best!! The Lake Michigan venue was beautiful.
Sea Dog Sailing
Closed
(15)
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1750 N Lincoln Memorial Dr
Milwaukee, WI 53202
Sea Dog Sailing offers unique private excursions on Lake Michigan, allowing guests to experience the picturesque Milwaukee Harbor while enjoying the stunning skyline and notable landmarks like the Burke Brise Soleil at the Art Museum. With a maximum capacity of six guests, it caters to both those seeking relaxation and those eager to engage in the sailing experience.
The company is led by Captain Matthew Scott, a US Coast Guard licensed Master, and provides a variety of sailing options, including sunset cruises and custom trips for special events. Reservations are required and trips are scheduled based on availability and weather conditions.
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Reviews
4.515 reviewsColleen P.
6/18/2025
Great time sailing with Captain Matt! Fun for all as we sailed on Lake Michigan. Matt made sure we were all comfortable. His experience kept us all at ease. Stewart loved being able to take the...
Brian W.
6/18/2025
Incredible sailing experience. The Milwaukee skyline from the water is beautiful. The water and wind provide an exciting not boring sailing experience. New Captain Matt is very personable, helpful...
Kim P.
6/19/2018
Went on the sunset cruise, highly recommended! It is a real sailboat experience with Captain Bob. He takes time to explain how the ship works and makes sure you are comfortable. Money well spent!
Tee G.
6/9/2011
I'm a HUGE fan- I wish there were more stars to give. I've gone sailing with Captain Bob a number of times over the past couple years, and each time I've had a wonderful, relaxing and fun time....
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