Hilton Head Sailing

Hilton Head Sailing Tours and Rentals

Sailing Rates

Captain Chartered
1 1/2 Hour Day Rates 2 Hour Sunset Rates
38' SUMO $49 per person $65 per person
Private 38' SUMO $285 $375
* 3 person minimum, or equivalent fare. 6 person maximum
Sail Boat Rentals
* Must have prior experience. Sailing Lessons are Available.
* 2-hour Minimum
14' Hobie Cat $60 / hour + tax
22' Catalina Capri $85 / hour + tax
Sail Boat Lessons
* 2 person minimum or equivalent fare
1 1/2 hour Lesson $75 per person

Cruise the Calibogue Sound!

Step aboard our captain charters for a Hilton Head Island Sailing experience at its finest. Take in the ocean air while you sit back and let the sailing experience calm your soul.

If you prefer sightseeing, you can keep your eyes peeled for the funny dolphins, the gentle manatee, or the graceful and wise sea turtles that may cross our path. Our sailing trips can also be exciting and fast moving, as the captain sails into the wind. How you enjoy your day on the sail boat is up to you. We are just here to make sure you have an awesome time.


imageIf you want exhilaration, hop aboard the 38' SUMO trimaran, the fastest sailboat on Hilton Head. Pamper yourself with cushioned seats, full cabin and enclosed head for a sailing experience unlike any other.
Reserve Now

Sail Flick (& Lessons)

imageIf you are an experienced sailor, you can rent our 22' Catalina Capri and explore the local waters on your own. If you would like to take an hour and a half lesson, we're ready to sail with you!
* Reservation by phone only - 843-671-4386.

Hobie Cat Rentals

imageHave a blast sailing around on your mini-catamaran, the Hobie Cat! They are easy to sail for the novice, yet with enough power and speed for even the most experienced sailor!
* Reservation by phone only - 843-671-4386.

All chartered vessels carry up to six passengers to ensure an intimate sailing experience. Whether you are looking to sit back and enjoy the ride, go fast with the wind in your face, or just have all-around FUN, H2O Sports will handle everything for you. If the sailing bug has bitten you, we also offer lessons on How to Sail. Welcome aboard... LET'S GO SAILING!

Call Phone1-843-671-4386 or