Cookies!
We use cookies to improve your browsing experience. By continuing to browse or closing this banner, you agree to our use of cookies. Find out more about our cookies policy here.
The Best Sailboat Rentals in Wisconsin
Browse, book, and get out onto the water with local captains and boat owners.
Suggested Searches
Types of Boats Popular in Wisconsin
Pontoons
Perfect for casual cruising, sandbar stops, swimming, and parties
$65-$750
Fishing Charters
Let a captain do the driving while you do the fishing
$35-$885
Fishing Boats
Boats outfitted for fishing, from small inshore angling boats to deep-sea yachts
$35-$1,040
Tours
Explore local waters with a boat rental dedicated to sightseeing and exploration
$35-$500
Kayaks
Who says you need a motor to have fun on the water?
$30-$225
Jet Skis
Fast, fun, and easy to operate, these are a guaranteed good time on the water
$45-$135
Yachts
From mid-size to mega yachts, these luxury boats are great for groups and celebrations
$175-$500
Wakeboarding Boats
A high-octane powerboat designed and outfitted for wakeboard towing
$60-$225
Top Sailboat Rental Locations Near Wisconsin
Recent Reviews in Wisconsin
ST
Sara
41ft Sailing Crusing Monohull Charter on ''White Lake'' Michigan, USA.
I booked this trip as a surprise for my dear friends Rob and Leslie. This was a first anniversary trip gift. John was amazing to work with and everything went smoothly. Rob and Leslie were so excited and said it is a memory for a lifetime. I would highly recommend John and his beautiful vessel!
CA
Calie
41ft Sailing Crusing Monohull Charter on ''White Lake'' Michigan, USA.
We had a perfect day sailing on White Lake. Captain John is very knowledgeable and experienced. You won’t be disappointed!
Deirdre
41ft Sailing Crusing Monohull Charter on ''White Lake'' Michigan, USA.
Fantastic afternoon out on the lake with John.
Top Sailboat Rental Locations in the United States
How To Book on Getmyboat
Browse
Find the right listing for you and your crew, with options for boat types, group size, captained or self-charter, and lots more.
Inquire & Book
Found one you like? Send a rental inquiry with your preferred trip details, and you’ll receive an offer from your captain to book.
Enjoy
Coordinate a pick-up place and time, meet your boat captain, and get out onto the water!
Dive into Our Journal
April 17, 2024
Boating Regulations in Milwaukee, WI
Read Article
April 17, 2024
Boating Regulations in Lake Geneva, WI
Read Article
December 11, 2019
The Best Fall Colors Boating Destinations - Getmyboat
Read Article
August 01, 2023
10 Boating Adventures of a Lifetime
Read Article
October 03, 2022
Getmyboat's Guides to the World of Boating
Read Article
August 12, 2021
Caribbean Flavors on the Water in NYC - Book an Anchored & Chef'd Catered Cruise with Getmyboat!
Read Article
Real reviews from happy Getmyboaters.
4.9 out of 5! 500,000+ reviews
