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The Best Sailboat Rentals Near Bay Shore

Browse, book, and get out onto the water with local captains and boat owners.

    Our Favorite Sailboat Rentals Near Bay Shore

    4.9 (4,845 reviews)

    •

    • Sail From Northport or Huntington, NY - $200/Hour - $33.33/Per Person
      Sailing in Huntington · 10 guests

      Sail From Northport or Huntington, NY - $200/Hour - $33.33/Per Person

      5.0
      Superowner
      Best of 2023
      $150/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
      $185+/hour
    • 25' Bayliner for rent in East Rockaway
      Powerboats in Freeport · 7 guests

      25' Bayliner for rent in East Rockaway

      New
      $113+/hour
    • Sail From Port Washington, NY - $219/Hour - $37/Person
      Sailing in Port Washington · 6 guests

      Sail From Port Washington, NY - $219/Hour - $37/Person

      4.8
      Superowner
      Best of 2023
      $219/hour
    • Sailing Long Island Sound with Captain Steve
      Sailing in Port Washington · 6 guests

      Sailing Long Island Sound with Captain Steve

      5.0
      $199/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
      $180+/hour
    • Sailing JOURNEY on the Sound
      Sailing in Stamford · 6 guests

      Sailing JOURNEY on the Sound

      New
      $262/hour
    • Sail from Norwalk/Westport, CT - $200/Hour - $33.33/Person
      Sailing in Norwalk · 12 guests

      Sail from Norwalk/Westport, CT - $200/Hour - $33.33/Person

      4.7
      Superowner
      Best of 2023
      $200/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
    • Fun in the Sun with Manhattan skyline in the background
      Sailing in Bronx · 6 guests

      Fun in the Sun with Manhattan skyline in the background

      New
      $150/hour
    • ASA practice sailing exercizes
      Tours in Bronx · 6 guests

      ASA practice sailing exercizes

      New
      $150/hour
    • Sunset C&C Sailboat cruise outside of NYC: the beauty of Long Island!
      Sailing in Bronx · 6 guests

      Sunset C&C Sailboat cruise outside of NYC: the beauty of Long Island!

      New
      $150/hour
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    This weekend$100-$300 trips2-4 peopleCaptained

    Types of Boats Popular in Bay Shore

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    Top Sailboat Rental Locations Near Bay Shore

    Most Popular Yacht Rentals in Bay Shore

    • *Female Owned*-#1 Luxury- FALL SPECIAL UP T0 25% OFF-12 max (with cap for 6)
      Events in Manhattan · 12 guests

      *Female Owned*-#1 Luxury- FALL SPECIAL UP T0 25% OFF-12 max (with cap for 6)

      5.0
      $400/hour
    • Custom Designed Monterey 360SC | Ultimate Luxury
      Events in Manhattan · 13 guests

      Custom Designed Monterey 360SC | Ultimate Luxury

      4.8
      Best of 2023
      $375/hour
    • Private Schooner in NY
      Sailing in Queens · 6 guests

      Private Schooner in NY

      New
      $1,500/day
    • 2019 45' Sea Ray Motor Yacht Charter for 12 People in New York
      Events in Manhattan · 12 guests

      2019 45' Sea Ray Motor Yacht Charter for 12 People in New York

      4.7
      $2,750/day
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    Most Popular Boat Tours in Bay Shore

    • Private Yacht | Epitome of NYC Luxury | RIVA | FiDi Manhattan| Weekday Discounts
      Events in Manhattan · 12 guests

      Private Yacht | Epitome of NYC Luxury | RIVA | FiDi Manhattan| Weekday Discounts

      5.0
      $600+/hour
    • 110ft Luxury Yacht Private Charter in NYC | 6-Course Dinner and Live Music
      Tours in Manhattan · 120 guests

      110ft Luxury Yacht Private Charter in NYC | 6-Course Dinner and Live Music

      New
      $4,000/hour
    • North River Sailing - See NYC from a Classic Racing Yacht
      Sailing in Manhattan · 6 guests

      North River Sailing - See NYC from a Classic Racing Yacht

      5.0
      $275/hour
    • 50' Super Sport Yacht in NYC
      Events in Brooklyn · 6 guests

      50' Super Sport Yacht in NYC

      New
      $650/hour
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    Most Popular Pontoon Rentals in Bay Shore

    • 45 Passenger Tiki Boat (Manhattan or nj pick up)
      Powerboats in Manhattan · 45 guests

      45 Passenger Tiki Boat (Manhattan or nj pick up)

      5.0
      $780/hour
    • 10 Passenger Comfortable Pontoon Boat - for fun with families / friends
      Powerboats in Queens · 10 guests

      10 Passenger Comfortable Pontoon Boat - for fun with families / friends

      5.0
      $160+/hour
    • 35ft Cycleboat Party Boat Rental in Manhattan
      Powerboats in Manhattan · 26 guests

      35ft Cycleboat Party Boat Rental in Manhattan

      5.0
      $499/hour
    • 15 Passenger 28ft Comfortable Starcraft Pontoon Boat
      Powerboats in Queens · 15 guests

      15 Passenger 28ft Comfortable Starcraft Pontoon Boat

      New
      $305+/hour
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    Recent Reviews in Bay Shore

    Top Sailboat Rental Locations in the United States

    How To Book on Getmyboat

    4.9 out of 5! • 500,000+ reviews
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      Browse

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      Inquire & Book

      Found one you like? Send a rental inquiry with your preferred trip details, and you’ll receive an offer from your captain to book.

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      Enjoy

      Coordinate a pick-up place and time, meet your boat captain, and get out onto the water!

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