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    Long Island, US Boat Rentals & Yacht Charters

    5.0
    (306 Reviews)

    Page 1 of 3 • 60 listings

    • Recommended
    • Price: Low to High
    • Price: High to low
    • Highest Rated
    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
    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
    Its "Play Time", Lets go have some fun on the water.
    Powerboats in Oyster Bay · 12 guests

    Its "Play Time", Lets go have some fun on the water.

    5.0
    $365+/hour
    Great times around Norwalk,Westport,and Rowayton. BEST RATES,BEST REVIEWS
    Events in Norwalk · 6 guests

    Great times around Norwalk,Westport,and Rowayton. BEST RATES,BEST REVIEWS

    4.8
    $235/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
    Limited Availability
    50’ Yacht in Oysterbay, Cruise, Paddleboard, Kayak, Tubing
    Events in Oyster Bay · 12 guests

    50’ Yacht in Oysterbay, Cruise, Paddleboard, Kayak, Tubing

    5.0
    $575+/hour
    Glen Cove, NY - Private Yacht Charter - 43' Azimut Flybridge
    Events in Port Washington · 12 guests

    Glen Cove, NY - Private Yacht Charter - 43' Azimut Flybridge

    4.9
    $360+/hour
    Limited Availability
    Sail From Northport or Huntington, NY
    Sailing in Huntington · 12 guests

    Sail From Northport or Huntington, NY

    4.8
    Superowner
    $150/hour
    Beautiful & Modern 35 Foot Express Cruiser!!
    Events in Huntington · 6 guests

    Beautiful & Modern 35 Foot Express Cruiser!!

    5.0
    $325/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
    $225+/hour
    Sunset, 3-6 Hour Cruises on Spacious Cruiser - Norwalk, Westport, Rowayton CT
    Events in Norwalk · 6 guests

    Sunset, 3-6 Hour Cruises on Spacious Cruiser - Norwalk, Westport, Rowayton CT

    5.0
    $375/hour
    A boat charter to experience, BEST RATES, BEST REVIEWS
    Powerboats in Westport · 6 guests

    A boat charter to experience, BEST RATES, BEST REVIEWS

    5.0
    $235/hour
    Charter Legasea Fishing & Cruise Charter
    Powerboats in Freeport · 6 guests

    Charter Legasea Fishing & Cruise Charter

    New
    $250/hour
    Tiki Boat Cruise to Fire Island for up to 18 people
    Powerboats in Fire Island · 18 guests

    Tiki Boat Cruise to Fire Island for up to 18 people

    5.0
    $500/hour
    70 foot Sunseeker Manhattan Yacht in NYC
    Events in Bronx · 12 guests

    70 foot Sunseeker Manhattan Yacht in NYC

    5.0
    $1,000+/hour
    Sunset off Fairfield beach BEST RATES, BEST REVIEWS
    Powerboats in Fairfield · 6 guests

    Sunset off Fairfield beach BEST RATES, BEST REVIEWS

    5.0
    $235/hour
    32' Luxurious Yacht Certified Express Cruiser
    Events in Stamford · 8 guests

    32' Luxurious Yacht Certified Express Cruiser

    5.0
    $300/hour
    45ft Sundeck Motor Yacht in Glen Cove
    Events in Glen Cove · 12 guests

    45ft Sundeck Motor Yacht in Glen Cove

    New
    $395/hour
    Cruise in Style to Fire Island on the Tiara 3500 Open Yacht
    Events in Bay Shore · 6 guests

    Cruise in Style to Fire Island on the Tiara 3500 Open Yacht

    5.0
    $260+/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
    30ft 2022 Pontoon w/ Slide- Stamford, CT! Charter Specialists. Over 3000+ Trips
    Powerboats in Stamford · 10 guests

    30ft 2022 Pontoon w/ Slide- Stamford, CT! Charter Specialists. Over 3000+ Trips

    5.0
    $300/hour
    75’ Sunseeker Predator Mega Yacht
    Powerboats in Bronx · 12 guests

    75’ Sunseeker Predator Mega Yacht

    5.0
    $1,250/hour
    2021 22’ Deck Boat in Northport, Long Island, New York
    Powerboats in Northport · 6 guests

    2021 22’ Deck Boat in Northport, Long Island, New York

    4.9
    $185+/hour
    Deck boat on the Great South Bay!
    Powerboats in New York · 6 guests

    Deck boat on the Great South Bay!

    New
    $100+/hour

    Top Destinations Nearby

    Long Island 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. JC

      Jenn

      50’ Yacht in Oysterbay, Cruise, Paddleboard, Kayak, Tubing

      This experience was nothing short of amazing! The staff so well mannered and very accommodating- highly recommend this rental! My daughter and her friends are still talking about their night.

    3. Laura

      Laura

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

      I would highly recommend sailing with Captain Steve! He is extremely knowledgeable and an excellent sailor. We loved our sail with him!

    4. jj

      joy

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

      stellar experience overall, great memories with my family and learned a little history about oyster Bay.

    5. CH

      Crystal

      Charter Sailboat Cruiser Motorsail Yacht, in Stamford, Connecticut

      Captain Marco is the best!

    6. EC

      Erica

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

      Mark was absolutely fantastic! He was in great communication with me for the planning, was extremely flexible with the departure time given the weather forecast within the days before, and overall made it the best sailing experience possible! The boat was in incredible condition and surpassed what is even pictured. I couldn’t recommend him more and we will definitely be sailing with him again

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