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    Find Sailing Charters Near You

    4.9
    (4,920 Reviews)

    Page 6 of 10 • 240 listings

    Sunday Mimosa Brunch Sail: Shared Sail with Brunch Bites Included
    Sailing in Mount Pleasant · 100 guests

    Sunday Mimosa Brunch Sail: Shared Sail with Brunch Bites Included

    New
    $375/hour
    Shared Charleston Harbor Sunset Sail - 50ft Catamaran with Bar Onboard
    Sailing in Mount Pleasant · 100 guests

    Shared Charleston Harbor Sunset Sail - 50ft Catamaran with Bar Onboard

    New
    $375/hour
    Shared Party Boat Sail w/Bar: Charleston Harbor - Perfect for Bach or Birthday
    Sailing in Mount Pleasant · 100 guests

    Shared Party Boat Sail w/Bar: Charleston Harbor - Perfect for Bach or Birthday

    5.0
    $375/hour
    Private Charter Charleston Harbor Sail - 55ft Catamaran with Bar Onboard
    Sailing in Mount Pleasant · 100 guests

    Private Charter Charleston Harbor Sail - 55ft Catamaran with Bar Onboard

    New
    $1,625+/hour
    CATAMARAN/DOLPHIN SAIL FOLLY BEACH SC
    Sailing in Folly Beach · 6 guests

    CATAMARAN/DOLPHIN SAIL FOLLY BEACH SC

    5.0
    $190/hour
    FOLLY BEACH CATAMARAN SUNSET SAIL, departing Folly River boat landing 190/hr
    Sailing in Folly Beach · 6 guests

    FOLLY BEACH CATAMARAN SUNSET SAIL, departing Folly River boat landing 190/hr

    5.0
    $200/hour
    Sailing The Edge of America - Folly Beach
    Sailing in Folly Beach · 6 guests

    Sailing The Edge of America - Folly Beach

    5.0
    $200/hour
    Tiki Bar, Hoppin, Sandbars, Down Island Vibes with Barrier island views
    Powerboats in Folly Beach · 6 guests

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

    New
    Superowner
    $150/hour
    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
    Private Sailing Experience
    Sailing in Hilton Head Island · 6 guests

    Private Sailing Experience

    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
    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
    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
    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
    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
    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

    Top Destinations Nearby

    Local Sailing Reviews

    1. 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!!!

    2. 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!

    3. PM

      Pooja

      FOLLY BEACH CATAMARAN SUNSET SAIL, departing Folly River boat landing 190/hr

      Went out on a sunset sail with my family for my dad’s 60th birthday. Johnny had everything we needed to have the best time. Would easily choose to sail with Johnny any time we’re back in the area. Everyone had a blast!

    4. Graeme

      Graeme

      FOLLY BEACH CATAMARAN SUNSET SAIL, departing Folly River boat landing 190/hr

      Fantastic experience with Johnny. If you are doing a day sail there is not a better choice as far as boat and the captain was awesome.

    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. TW

      Taylor

      FOLLY BEACH CATAMARAN SUNSET SAIL, departing Folly River boat landing 190/hr

      We LOVED Paul!!! Very personable, and knowledgeable about the vessel and the water! 10/10

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