Cookies!
We use cookies to improve your browsing experience. And dolphins make us happy. Find out more about our cookies policy here.
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
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.
LL
Lauren
🎉🐬⛵️HUGE Sailing Catamaran Yacht in Charleston on Folly Beach, South Carolina
Captain Ryan made this the absolute best part of our trip to Charleston. His boat and amenities are incredible and his knowledge of Charleston matches. I could not recommend booking with him enough he will truly create a magical experience for your trip!
LM
Lindsay
🎉🐬⛵️HUGE Sailing Catamaran Yacht in Charleston on Folly Beach, South Carolina
Captain Ryan truly went above and beyond to make our Charleston trip extremely memorable! His boat was beautiful and where we sailed was stunning. Good music, dolphin watching, charcuterie, and the cool waves beneath us. Hands down the best part of our trip and we cannot wait to do it again next time we visit!
VR
Valeria
🎉🐬⛵️HUGE Sailing Catamaran Yacht in Charleston on Folly Beach, South Carolina
When I tell you I had 3 bachelorette trips this summer it was a lot but Captain Ryan was amazing! I went on a few different water excursions this past summer and wanted something different and more intimate with my girls, Captain Ryan was phenomenal! Was easy to communicate with and very welcoming and so was his adorable pup on the boat! My girlfriends and I had the best time on the boat with him, he made it easy for us to relax and unwind and enjoy our time together! Could not recommend him more! You won’t be disappointed!
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.
4.9 out of 5! 500,000+ reviews
