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The Best Sailboat Rentals in Leeward Settlement
Browse, book, and get out onto the water with local captains and boat owners.
Suggested Searches
Types of Boats Popular in Leeward Settlement
Yachts
From mid-size to mega yachts, these luxury boats are great for groups and celebrations
$225-$1,000
Kayaks
Who says you need a motor to have fun on the water?
$115-$1,000
Fishing Boats
Boats outfitted for fishing, from small inshore angling boats to deep-sea yachts
$180-$500
Fishing Charters
Let a captain do the driving while you do the fishing
$180-$500
Tours
Explore local waters with a boat rental dedicated to sightseeing and exploration
$125-$450
Snorkeling
Get off the boat and into the water with offshore snorkeling trips
$290
Wakeboarding Boats
A high-octane powerboat designed and outfitted for wakeboard towing
$250
Jet Skis
Fast, fun, and easy to operate, these are a guaranteed good time on the water
$195
Top Sailboat Rental Locations Near Leeward Settlement
Recent Reviews in Leeward Settlement
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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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