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The Best Sailboat Rentals Near Middletown
Browse, book, and get out onto the water with local captains and boat owners.
Suggested Searches
Types of Boats Popular in Middletown
Yachts
From mid-size to mega yachts, these luxury boats are great for groups and celebrations
$260-$3,350
Tours
Explore local waters with a boat rental dedicated to sightseeing and exploration
$235-$3,070
Fishing Charters
Let a captain do the driving while you do the fishing
$100-$500
Fishing Boats
Boats outfitted for fishing, from small inshore angling boats to deep-sea yachts
$100-$300
Pontoons
Perfect for casual cruising, sandbar stops, swimming, and parties
$305-$780
Jet Skis
Fast, fun, and easy to operate, these are a guaranteed good time on the water
$50
Recent Reviews in Middletown
AS
Andie
Stylishly restored classic 1970 Columbia 36 Yacht Private Sailing Tours
Ian and Kim were fantastic hosts, captain and first mate! We used Ian’s vessel for a music video shoot, and not only were they helpful and accommodating, but happy to have us aboard and a part of our production. I highly recommend booking with Ian for a similar situation or if you just wanted a fun outing with some good friends!
David
56' SeaRay Yacht in New York!
Had a really fantastic cruise with close friends -5 adults and 2 kids aged 9 and 11. Boat is fabulous, crew was great and Capt. Max was the best from start to finish. Listen to his recommendations - he knows what he’s doing. This was a special trip and one that my group will remember fondly for a long time.
CQ
Christopher
56' SeaRay Yacht in New York!
Captain Max and Ty were exceptional they went above and beyond for me and my group. They exceeded expectations and the vessel was just as beautiful as the pictures show definitely will be renting with you guys again. One of the best experiences of my lifetime
MA
Melinda
56' SeaRay Yacht in New York!
I highly recommend Captain Max and the Encore yacht. Follow the rules and you'll have an enjoyable time. Throughout the booking process, He is very responsive. It's a beautiful yacht! The main goal is to protect and maintain the yacht while delivering a fun day on the water. First Mate, MJ is amazing...skilled, helpful, and a great personality. You won't regret booking with Captain Max. This private charter saved my 40th birthday celebration since all other plans were cancelled due to covid.
vito
56' SeaRay Yacht in New York!
We recommend this boat 100% took clients for 5 hours around the hudson and the vibe was perfect! Captain was very professional and the crew was super nice ! We had the crew always asking if we need it something! 5 stars for the boat and crew! We will def be back
kc
karla
Family fun Bayliner boat NJ/NYC
My party and I had an amazing time with Eli!We were organizing a surprise party on the boat and Eli was accommodating to our time, patient and helped us set everything up! Great captain. He took us to the Statue of Liberty and the all around the skyline, provided beautiful views of the city. 10/10. I would recommend a friend to book with him!
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!
Real reviews from happy Getmyboaters.
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