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All listings near me

Find Sailing Charters Near You

4.9
(4,945 Reviews)

Page 6 of 10240 listings

🎉🐬⛵️HUGE Sailing Catamaran Yacht in Charleston on Folly Beach, South Carolina
Sailing in Folly Beach · 6 guests

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

5.0
Superowner
$300/hour
Sail the Adirondack Mountain Lakes
Sailing in New York · 4 guests

Sail the Adirondack Mountain Lakes

New
$160/hour
36ft Custom Catamaran Charter - Private Cruise for Up to 24 Guests
Sailing in Hilton Head Island · 24 guests

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

New
$725+/hour
27ft Stiletto Sailboat SE Private Sailing Experience - Salt Marsh Charter
Sailing in Hilton Head Island · 6 guests

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

New
$136+/hour
Charter 36ft Sloop In Westbrook, Connecticut
Sailing in Westbrook · 6 guests

Charter 36ft Sloop In Westbrook, Connecticut

5.0
$275/hour
26ft Beach Cat Private Charter in Savannah GA *COI Vessel
Powerboats in Savannah · 17 guests

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

5.0
$450/hour
Captained sail on a beautiful and comfortable 50' wooden ketch
Sailing in Greenport · 6 guests

Captained sail on a beautiful and comfortable 50' wooden ketch

New
$475/hour
Learn To Sail 23' Pearson With Instructor In Sag Harbor, New York
Sailing in Sag Harbor · 6 guests

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

New
$249/hour
SAIL Historic Southern Lake Champlain on 30ft Catalina Sailboat
Sailing in New York · 6 guests

SAIL Historic Southern Lake Champlain on 30ft Catalina Sailboat

New
$150/hour
Sag Harbor 73ft Luxuriously Custom Schooner Private Sailing Experience
Sailing in Sag Harbor · 41 guests

Sag Harbor 73ft Luxuriously Custom Schooner Private Sailing Experience

5.0
$1,100+/hour
Enjoy the Hamptons waters on wonderful and unique Classic 45' Mahogany Trimaran
Sailing in Sag Harbor · 25 guests

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

5.0
$900+/hour
Classic Beauty: Nautor Swan 46' Bluewater Cruiser, Sag Harbor, New York
Sailing in Sag Harbor · 6 guests

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

5.0
$310+/hour
Limited Availability
41' Beautiful sailing catamaran, perfect for lounging, swimming, and sailing
Sailing in Sag Harbor · 12 guests

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

5.0
$750+/hour
Sail the glamorous Hamptons in a 58ft Catana luxury catamaran
Sailing in Sag Harbor · 12 guests

Sail the glamorous Hamptons in a 58ft Catana luxury catamaran

New
$1,200/hour
42' Catalina Sailing Yacht in the Hamptons - For a perfect day on the water /)
Sailing in Sag Harbor · 6 guests

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

5.0
$312+/hour
A large and luxurious French Beneteau Farr 57 Sailing Yacht for up to 6
Sailing in Sag Harbor · 6 guests

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

New
$1,000+/hour
Private Sailing Charter – Explore the Hamptons from Sag Harbor Aboard a Beneteau
Sailing in Sag Harbor · 6 guests

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

New
$230+/hour
36ft Beneteau Private Sailing Charter – Explore Mystic and Fisher's Island
Sailing in Stonington · 6 guests

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

5.0
$220+/hour
Able Custom 42' Chartered Sailing Experience in Stonington, CT
Sailing in Stonington · 3 guests

Able Custom 42' Chartered Sailing Experience in Stonington, CT

New
$200+/hour
Narragansett Bay Sailing Onboard Classic 36' Hunter Yacht
Sailing in Warwick · 6 guests

Narragansett Bay Sailing Onboard Classic 36' Hunter Yacht

New
$150/hour
Sailing in Newport- Catalina 320 Sailboat with Captain Kenneth & Captain Perrin
Sailing in Newport · 6 guests

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

5.0
$180/hour
Providence Private Day Sail Onboard Classic 28' Sabre Yacht Serenity
Sailing in Providence · 6 guests

Providence Private Day Sail Onboard Classic 28' Sabre Yacht Serenity

New
$150/hour
High Demand
63' Catamaran - Newport, RI - Luxury sailing for large groups!
Sailing in Newport · 40 guests

63' Catamaran - Newport, RI - Luxury sailing for large groups!

New
$833/hour
42ft J Boat Sailing Yacht in Newport, Rhode Island
Sailing in Newport · 4 guests

42ft J Boat Sailing Yacht in Newport, Rhode Island

5.0
$260/hour

Local Sailing Reviews

  1. 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!

  2. 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.

  3. George

    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!

  4. YB

    Yoni

  5. CH

    Chris

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

    Ryan our captain went above and beyond. He was an excellent captain and his customer service was exquisite! 5⭐⭐⭐⭐⭐

  6. JW

    Jamie

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

    This was definitely the highlight of my bachelorette trip to Charleston!! Captain Ryan was amazing, super accommodating and went above & beyond - he even surprised us with a karaoke machine. The boat was awesome & came with anything you could need - pillows & tons of seats, a cooler with ice, a kitchen with cups, a bathroom, etc. Thank you for such a great trip Captain Ryan - we will definitely book again our next trip!