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The Best Sailboat Rentals Near Grosse Pointe Shores
Browse, book, and get out onto the water with local captains and boat owners.
Suggested Searches
Types of Boats Popular in Grosse Pointe Shores
Yachts
From mid-size to mega yachts, these luxury boats are great for groups and celebrations
$190-$460
Fishing Charters
Let a captain do the driving while you do the fishing
$45-$225
Pontoons
Perfect for casual cruising, sandbar stops, swimming, and parties
$45-$185
Fishing Boats
Boats outfitted for fishing, from small inshore angling boats to deep-sea yachts
$55-$200
Tours
Explore local waters with a boat rental dedicated to sightseeing and exploration
$200-$370
Kayaks
Who says you need a motor to have fun on the water?
$25-$270
Jet Skis
Fast, fun, and easy to operate, these are a guaranteed good time on the water
$135-$140
Wakeboarding Boats
A high-octane powerboat designed and outfitted for wakeboard towing
$110
Top Sailboat Rental Locations Near Grosse Pointe Shores
Saint Clair Shores, Michigan
20 boats to rent
Detroit, Michigan
33 boats to rent
Toledo, Ohio
8 boats to rent
Holland, Michigan
7 boats to rent
Mississauga, Ontario
65 boats to rent
Toronto, Ontario
58 boats to rent
Innisfil, Ontario
8 boats to rent
Torch Lake, Michigan
24 boats to rent
Lake Simcoe, Ontario
11 boats to rent
Glen Lake, Michigan
12 boats to rent
Lake Michigan, United States
370 boats to rent
Chicago, Illinois
279 boats to rent
Milwaukee, Wisconsin
12 boats to rent
Lake Geneva, Wisconsin
10 boats to rent
Williams Bay, Wisconsin
7 boats to rent
Madison, Wisconsin
8 boats to rent
Erie Canal, New York
18 boats to rent
Arlington, Virginia
28 boats to rent
Recent Reviews in Grosse Pointe Shores
ML
Martha
50ft Catamaran Charter with Water Toys - Annapolis, MD
We intentionally booked a late afternoon cruise around the Chesapeake so we would return around sunset to get great views and photos. Kristal was super responsive in preparing us and Captain Wayne and his 'first mate' Mish were super helpful with capturing the perfect photos. We would definitely book again!
CR
Chawin
38-ft Hunter 376 Sailing Adventure in Annapolis
Captain Alberto and Grace are wonderful hosts and guides. They have a wealth of sailing and life experience to share during your trip. They were very flexible with us during a proposal event.
CM
Caley
Beautiful Ranger 22 Sailboat for rent in Chicago Monroe Harbor
Amazing time! Ben is a very experienced and knowledgeable captain , he taught us how to steer the boat and answered all our questions. Hes very nice and made the ride great! You also get an amazing view of the city that you can’t get anywhere else I brought my boyfriend as a birthday present and it was perfect!
Ben
Beautiful Ranger 22 Sailboat for rent in Chicago Monroe Harbor
Ben was an awesome captain and a pleasure to be around during our two-hour trip. His boat is the perfect setting for a romantic date night, and I highly recommend experiencing the sunset on board, the views were absolutely amazing!
AP
Andrea
38-ft Hunter 376 Sailing Adventure in Annapolis
This was our crew’s second trip with Capt Alberto and was a second great experience. Capt Alberto shares his passion for sailing and teaching sailing! Capt and Grace are incredibly kind and make a great day spent out on the bay!
Elisabeth
Come Aboard and Sail Optimystic-Experience the breeze w/Lunch, Wine and Cheese
Charles & Renee were amazing! We booked last minute and enjoyed an awesome afternoon on The Optimystic in Chesapeake Bay!! We can’t wait to sail again!! Charles is an excellent Captain and host. A good teacher as well! Have an awesome winter!! See you in the Spring!! Charlie, Beth and Sam (Class of 2026) ⚓️⚓️⚓️
Top Sailboat Rental Locations in the United States
Los Angeles, California
374 boats to rent
Miami, Florida
933 boats to rent
San Francisco, California
74 boats to rent
Marina del Rey, California
135 boats to rent
Honolulu, Hawaii
57 boats to rent
Oakland, California
42 boats to rent
New York, New York
87 boats to rent
Annapolis, Maryland
50 boats to rent
San Diego, California
102 boats to rent
Charleston, South Carolina
120 boats to rent
Baltimore, Maryland
45 boats to rent
Newport Beach, California
133 boats to rent
Chicago, Illinois
279 boats to rent
Hitchcock, Texas
56 boats to rent
Texas City, Texas
38 boats to rent
Palm Beach, Florida
139 boats to rent
Dania Beach, Florida
255 boats to rent
Southampton, New York
65 boats to rent
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!
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