
Sea Dog Sailing: Safe, scenic Lake Michigan sails with Captain Matt.
Sea Dog Sailing delivers guided Lake Michigan excursions in Milwaukee, led by Captain Matt. Guests praise safety first, Captain Matt’s expert lake knowledge, and relaxing cruises with scenic views of the Milwaukee shoreline and downtown. The experience includes opportunities to steer, enjoyable sunset trips, a clean boat, and reasonably priced, friendly service, with drinks provided.
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Relaxing evening cruises with stunning views of the Milwaukee skyline and Lake Michigan sunsets.
Customized sailing experiences for groups, couples, or special occasions with personalized attention.
Opportunities to steer the boat and learn sailing basics from Captain Matt in a safe environment.
Daytime tours highlighting local landmarks and natural beauty, perfect for sightseeing and photography.
Complimentary drinks provided onboard for added comfort and enjoyment during your sail.
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Overall rating
Jeff Volz
For my first time on the Sailboat it was awesome, Captain Matt was very nice and offered me to drive and I took the opportunity. Hearing the waves as we're sailing was so peaceful & relaxing to me. I would highly recommend taking a cruise with Sea Dog Sailing.
Eric Santiago
Matt is an excellent Captain and provides an amazing sunset trip. We felt comfortable the entire time and Matt was respectful of our space while providing a magnificent sailing experience. Some drinks were provided as well for our comfort.
Dan Burns
First and foremost, Captain Matt is an excellent and experienced sailor. Safety is paramount. His knowledge of Lake Michigan and Milwaukee makes sailing easy and enjoyable. It is an exceptional experience that everyone should do at least once. The backdrop of the Milwaukee shoreline and downtown is picturesque. Get on board, sit down, relax and enjoy getting back in touch with nature at its finest.
Barb and Kent Breitenfeldt
Captain Matt took my wife and I on an afternoon sail. It was a great time, Captain Matt is such a nice guy. Great conversation felt very safe. Reasonably priced , clean boat lots of fun.Definitely recommend it..
Jessica G
Thank you Captain Matt! Called the night prior and Matt worked it out to have us come the next morning as our schedule was tight! The boat is beautiful and Matt was such a great Captain and tour guide! Even letting us do some steering! Great experience!!!