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The Best Sailboat Rentals Near Hilton Head Island
Browse, book, and get out onto the water with local captains and boat owners.
Suggested Searches
Types of Boats Popular in Hilton Head Island
Tours
Explore local waters with a boat rental dedicated to sightseeing and exploration
$30-$290
Yachts
From mid-size to mega yachts, these luxury boats are great for groups and celebrations
$35-$400
Fishing Charters
Let a captain do the driving while you do the fishing
$110-$400
Pontoons
Perfect for casual cruising, sandbar stops, swimming, and parties
$120-$275
Fishing Boats
Boats outfitted for fishing, from small inshore angling boats to deep-sea yachts
$110-$150
Kayaks
Who says you need a motor to have fun on the water?
$45
Jet Skis
Fast, fun, and easy to operate, these are a guaranteed good time on the water
$135
Top Sailboat Rental Locations Near Hilton Head Island
Recent Reviews in Hilton Head Island
Andrea
Day Sails and Sunset Cruises - Downtown St. Petersburg, FL - 44' Yacht
I went out with Nick for my bachelorette. We had the most amazing time. It was so beautiful, smooth and relaxing. Highly recommend to anyone
MC
Maria
CATAMARAN/DOLPHIN SAIL FOLLY BEACH SC
Our captain Richard gave us a great experience on the water, even making a pit stop at a small island to take a closer look at the dolphins! Was a greay time, would highly recommend to anyone!
AI
Audrey
Well Appointed Beneteau 32, Folly Beach, SC
Greg was so hospitable and a wonderful tour guide! I’d highly recommend choosing him for your sailboat tour!
RP
Rachel
Well Appointed Beneteau 32, Folly Beach, SC
If you don’t book him, you are missing out! I would say this was the best part of our vacation but all of us agreed it’s going to be one of the best memories of our life. Don’t hesitate, book now. Best captain. Best boat. Best experience.
EG
Erica
🎉🐬⛵️HUGE Sailing Catamaran Yacht in Charleston on Folly Beach, South Carolina
We can't say enough amazing things about our trip with Ryan. He was the BEST captain and did not bat an eye when asked to get the perfect shot. I would highly recommend spending the day on his boat and seeing all of the things Charleston has to offer.
RD
Reighan
🎉🐬⛵️HUGE Sailing Catamaran Yacht in Charleston on Folly Beach, South Carolina
We had the BEST time with Ryan and Barrell (1st mate)! Ryan was communicative, helpful, and created a great environment for us. We rented for a bachelorette trip and are still talking about our boat trip. We’d definitely use him again if we’re ever back in Charleston. We can’t recommend enough.
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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