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Find Sailing Charters Near You

4.9

(4,968 Reviews)

Page 6 of 10 • 240 listings

Sailing in Folly Beach · 6 guests

Sailing The Edge of America - Folly Beach

5.0

$200/hour

Powerboats in Folly Beach · 6 guests

Tiki Bar, Hoppin, Sandbars, Down Island Vibes with Barrier island views

New

Superowner

$150/hour

Sailing in Folly Beach · 6 guests

Well Appointed Beneteau 32, Folly Beach, SC

5.0

$190/hour

Sailing in Folly Beach · 6 guests

🎉🐬⛵️HUGE Sailing Catamaran Yacht in Charleston on Folly Beach, South Carolina

5.0

Superowner

$300/hour

Sailing in New York · 4 guests

Sail the Adirondack Mountain Lakes

New

$160/hour

Sailing in Hilton Head Island · 24 guests

36ft Custom Catamaran Charter - Private Cruise for Up to 24 Guests

New

$725+/hour

Sailing in Hilton Head Island · 6 guests

27ft Stiletto Sailboat SE Private Sailing Experience - Salt Marsh Charter

New

$136+/hour

Sailing in Westbrook · 6 guests

Charter 36ft Sloop In Westbrook, Connecticut

5.0

$250/hour

Powerboats in Savannah · 17 guests

26ft Beach Cat Private Charter in Savannah GA *COI Vessel

5.0

$450/hour

Sailing in Greenport · 6 guests

Captained sail on a beautiful and comfortable 50' wooden ketch

New

$475/hour

Sailing in Sag Harbor · 6 guests

Learn To Sail 23' Pearson With Instructor In Sag Harbor, New York

New

$249/hour

Sailing in New York · 6 guests

SAIL Historic Southern Lake Champlain on 30ft Catalina Sailboat

New

$150/hour

Sailing in Sag Harbor · 41 guests

Sag Harbor 73ft Luxuriously Custom Schooner Private Sailing Experience

5.0

$1,100+/hour

Sailing in Sag Harbor · 25 guests

Enjoy the Hamptons waters on wonderful and unique Classic 45' Mahogany Trimaran

5.0

$900+/hour

Sailing in Sag Harbor · 6 guests

Classic Beauty: Nautor Swan 46' Bluewater Cruiser, Sag Harbor, New York

5.0

$310+/hour

Sailing in Sag Harbor · 12 guests

Sail the glamorous Hamptons in a 58ft Catana luxury catamaran

New

$1,200/hour

Limited Availability

Sailing in Sag Harbor · 12 guests

41' Beautiful sailing catamaran, perfect for lounging, swimming, and sailing

5.0

$750+/hour

Sailing in Sag Harbor · 6 guests

42' Catalina Sailing Yacht in the Hamptons - For a perfect day on the water /)

5.0

$312+/hour

Sailing in Sag Harbor · 6 guests

A large and luxurious French Beneteau Farr 57 Sailing Yacht for up to 6

New

$1,000+/hour

Sailing in Sag Harbor · 6 guests

Private Sailing Charter – Explore the Hamptons from Sag Harbor Aboard a Beneteau

New

$230+/hour

Sailing in Stonington · 6 guests

36ft Beneteau Private Sailing Charter – Explore Mystic and Fisher's Island

5.0

$220+/hour

Sailing in Warwick · 6 guests

Narragansett Bay Sailing Onboard Classic 36' Hunter Yacht

New

$150/hour

Sailing in Newport · 6 guests

Sailing in Newport- Catalina 320 Sailboat with Captain Kenneth & Captain Perrin

5.0

$180/hour

Sailing in Providence · 6 guests

Providence Private Day Sail Onboard Classic 28' Sabre Yacht Serenity

New

$150/hour

Top Destinations Nearby

Local Sailing Reviews

BA
Brianne

41' Beautiful sailing catamaran, perfect for lounging, swimming, and sailing
We had the the most beautiful sunset cruise with Brian and their catamaran. Beyond accommodating, easy to communicate with, and a beautiful space. We had a group of 12 girls, and we felt more than comfortable relaxing, being silly- and not to mention the endless photos we asked to take. Everything you need on board with freedom to bring what you like. I could not suggest booking with Brian more!
SV
Stacey

42' Catalina Sailing Yacht in the Hamptons - For a perfect day on the water /)
Nate is truly the best of the best if you’re looking to book a boating experience! There are individuals who distinctly stand out for good reason and Nate is one of them through and through.
Kelly

Well Appointed Beneteau 32, Folly Beach, SC
Greg is an amazing captain!! He’s chill, fun, and so accommodating! We used the boat for our engagement pics and he couldn’t have been nicer to us and our photographer. We would definitely go on his boat again in a heartbeat!!!
George

42' Catalina Sailing Yacht in the Hamptons - For a perfect day on the water /)
Nate and his team were very accommodating and it was a pleasant ride. They were very flexible and gave us top tier service. Two thumbs up!
JG
Jen

Well Appointed Beneteau 32, Folly Beach, SC
Loved our sunset cruise with Greg for my friends birthday. Beautiful boat, scenery, and weather! It was so relaxing to sail, watch the dolphins and catch a gorgeous sunset on the water. Greg was super nice, took pics of our group, and made the trip more enjoyable with his easygoing personality. We would sail again with Greg anytime!
Angela

Well Appointed Beneteau 32, Folly Beach, SC
We cannot say enough about Greg! He’s knowledge of sailing, the area, and the ability to make you feel like you’re at home on his beautiful boat. Your mistake would be not having Greg as your captain! Thank you for a wonderful experience and look forward to the next time!!!!