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Captained Charter 30' Sailboat in Milwaukee, Wisconsin

Milwaukee Sailboat Rental - Private 30' Captained Charter on Lake Michigan

With Captain

5.0(7 reviews) ·

8 bookings

the United States,Wisconsin,Milwaukee,Sailing

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.

Currently Snoozed(Out of Office)

This listing will be active on 02 Jan 2026.

You’ll be able to get in touch with the owner when they return.

Scott

8 total bookings

Capacity: 6 guests

Sailing: Cruising Monohull

Reviews

5.0 (7 reviews)

Listing Accuracy
Awesome
Departure & Return
Awesome
Vessel & Equipment
Awesome
Communication
Awesome
Value
Awesome
Itinerary & Experience
Awesome

3 photos have been added by reviewers who booked this listing.

JW
Jessica

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
Taylor

Scott was incredibly kind and accommodating to our photoshoot. I highly recommend him and his boat.
EM
Emily

Captain Scott provided an enjoyable adventure. We would highly recommend
Emily

Scott made everything easy. His sailboat is beautiful, so relaxing!
JH
Jessica