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Enjoy a private sailing experience for up to five guests (children 12+) along the Milwaukee beautiful lakefront. Kick back, relax, and let your US Coast Guard licensed Captain treat you to stunning views of Milwaukee's spectacular skyline. Make memories, not landfill, is my motto. As a former Navy Search and Rescue Swimmer your trip will not only be enjoyable but safe. Things offered: - Sunset cruse - Take the helm and learn to sail. - Anchor and go for a swim. - Comfortable seating in the cockpit or at the bow. - Electric Toilet. - Alcohol allowed. - Blue tooth speaker to enjoy your favorite music. - Let me know if you have any special request.
This listing will be active on 02 Jan 2026.
You’ll be able to get in touch with the owner when they return.
JW
Our group of six women celebrating girl's weekend had the most memorable and special outting on Scott's boat. He is very friendly, accomodating, generous, and easy going. His background as a Navy search and rescue swimmer coupled with his confident sailing abilites assured the group that safety was never an issue. He perfectly integrated into or out of our conversations, highlighting is flexible nature. We all highly recommend!
TG
Scott was incredibly kind and accommodating to our photoshoot. I highly recommend him and his boat.
EM
Captain Scott provided an enjoyable adventure. We would highly recommend
Scott made everything easy. His sailboat is beautiful, so relaxing!
JH
Active Sailor
You’ll get directions to the departure location when you make a booking.
Full refund up to 1 day prior.