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    Find Sailing Charters Near You

    4.9
    (4,731 Reviews)

    Page 5 of 10 • 240 listings

    30ft C&C 30 MK 1 Sailboat: Jersey City Harbor Sailing with Views of NYC Skyline
    Sailing in Bronx · 6 guests

    30ft C&C 30 MK 1 Sailboat: Jersey City Harbor Sailing with Views of NYC Skyline

    New
    $150/hour
    Shamrock-Classic 42 foot Allied XL Yawl Wilmington, NC
    Sailing in Wilmington · 6 guests

    Shamrock-Classic 42 foot Allied XL Yawl Wilmington, NC

    5.0
    $350/hour
    Charter 38' Pearson Cruising Monohull in Mamaroneck, New York
    Sailing in Mamaroneck · 10 guests

    Charter 38' Pearson Cruising Monohull in Mamaroneck, New York

    5.0
    $50/hour
    Sailing Long Island Sound with Captain Steve onboard 34ft Beneteau Oceanis
    Sailing in Port Washington · 6 guests

    Sailing Long Island Sound with Captain Steve onboard 34ft Beneteau Oceanis

    5.0
    $169+/hour
    Sail Long Island's Gold Coast on this beautiful 36' Jeanneau!
    Sailing in Oyster Bay · 6 guests

    Sail Long Island's Gold Coast on this beautiful 36' Jeanneau!

    5.0
    $208+/hour
    Charter Sailboat Cruiser Motorsail Yacht, in Stamford, Connecticut
    Tours in Stamford · 6 guests

    Charter Sailboat Cruiser Motorsail Yacht, in Stamford, Connecticut

    4.9
    Superowner
    $225+/hour
    Sailing JOURNEY on the Sound
    Sailing in Stamford · 6 guests

    Sailing JOURNEY on the Sound

    New
    $262/hour
    Sail From Northport or Huntington, NY
    Sailing in Huntington · 12 guests

    Sail From Northport or Huntington, NY

    4.8
    Superowner
    $150/hour
    Hunter Marine Passage 450 - Sail from Norwalk/Westport, CT
    Sailing in Norwalk · 12 guests

    Hunter Marine Passage 450 - Sail from Norwalk/Westport, CT

    4.7
    Superowner
    $200/hour
    Captained Charter 21ft Sailboat in Salisbury 2 person charter 2 hrs.
    Sailing in Salisbury · 2 guests

    Captained Charter 21ft Sailboat in Salisbury 2 person charter 2 hrs.

    5.0
    $85/hour
    Captained Sailboat Charter in Salisbury 2 hr sails 4 persons
    Sailing in Salisbury · 4 guests

    Captained Sailboat Charter in Salisbury 2 hr sails 4 persons

    5.0
    $160/hour
    Private Luxury Sailing in the Charleston Harbor — Captain Included, BYOB
    Sailing in Charleston · 6 guests

    Private Luxury Sailing in the Charleston Harbor — Captain Included, BYOB

    5.0
    Superowner
    $240/hour
    Luxury BYOB Sailing in the Charleston Harbor
    Sailing in Charleston · 6 guests

    Luxury BYOB Sailing in the Charleston Harbor

    5.0
    Superowner
    $240/hour
    Afternoon Sail | Private 50ft Luxury Sailing Yacht in Charleston
    Sailing in Mount Pleasant · 12 guests

    Afternoon Sail | Private 50ft Luxury Sailing Yacht in Charleston

    New
    $250/hour
    Morning Sail | Private 50ft Luxury Sailing Yacht in Charleston
    Sailing in Mount Pleasant · 12 guests

    Morning Sail | Private 50ft Luxury Sailing Yacht in Charleston

    New
    $250/hour
    Sunset Sail | Private 50ft Luxury Sailing Yacht in Charleston
    Sailing in Mount Pleasant · 12 guests

    Sunset Sail | Private 50ft Luxury Sailing Yacht in Charleston

    5.0
    $250/hour
    Luxury 42ft Catamaran Sailing Charter in Charleston Harbor
    Sailing in Mount Pleasant · 6 guests

    Luxury 42ft Catamaran Sailing Charter in Charleston Harbor

    5.0
    Superowner
    $235+/hour
    Instant Book
    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
    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 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

    Top Destinations Nearby

    Local Sailing Reviews

    1. PC

      Peter

      Charter 38' Pearson Cruising Monohull in Mamaroneck, New York

      Had a GREAT day on the sound with Captain Rick. His boat is in excellent condition clean comfortable and so well maintained. Rick is a very experienced sailor with whom we always felt safe. He showed us all over Long Island Sound, which he knows so well. I highly recommend Rick for a great day on the water!!

    2. MW

      Megan

      Sunset Sail | Private 50ft Luxury Sailing Yacht in Charleston

      Jennifer was an amazing captain. We had an amazing time on the wind chaser. She had everything we needed & gave us a wonderful & smooth ride! We couldn't recommend this excursion more!

    3. CM

      Cara

      Sunset Sail | Private 50ft Luxury Sailing Yacht in Charleston

      Jen and Janet were great! They made us feel so warm, welcome, and a lot of fun! They were amazing and I would highly recommend.

    4. 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!

    5. 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.

    6. Sarah

      Sarah

      Sunset Sail | Private 50ft Luxury Sailing Yacht in Charleston

      We had a great time with Jen and Janet. They were passionate sailors that put the needs and safety of the passengers first.

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