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    Find Sailing Charters Near You

    4.9
    (4,950 Reviews)

    Page 6 of 10 • 240 listings

    Well Appointed Beneteau 32, Folly Beach, SC
    Sailing in Folly Beach · 6 guests

    Well Appointed Beneteau 32, Folly Beach, SC

    5.0
    $190/hour
    🎉🐬⛵️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

    Top Destinations Nearby

    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. Kelly

      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!!!

    4. 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!

    5. YB

      Yoni

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

      He is an excellent captain.

    6. 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⭐⭐⭐⭐⭐

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