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    Fairfield, Connecticut Boat Rentals & Yacht Charters

    Page 1 of 1 • 24 listings

    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
    Bertram 46' Motor Yacht - Sunset Charters Or Swimming Off The Beach
    Events in Bridgeport · 12 guests

    Bertram 46' Motor Yacht - Sunset Charters Or Swimming Off The Beach

    New
    $650/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
    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
    Formula 400SSC The Pinnacle of Luxury Boating - Rent this boat in Norwalk
    Powerboats in Norwalk · 13 guests

    Formula 400SSC The Pinnacle of Luxury Boating - Rent this boat in Norwalk

    New
    $700+/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
    Welcome aboard on our 33ft charter have fun, relax & enjoy Sunset Cruises.
    Events in Norwalk · 6 guests

    Welcome aboard on our 33ft charter have fun, relax & enjoy Sunset Cruises.

    New
    $265+/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
    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
    32' Luxurious Yacht Certified Express Cruiser
    Events in Stamford · 8 guests

    32' Luxurious Yacht Certified Express Cruiser

    5.0
    $300/hour
    Stamford Luxury Escape: 45ft Cantius Yacht with Space for 12 Guests
    Events in Stamford · 12 guests

    Stamford Luxury Escape: 45ft Cantius Yacht with Space for 12 Guests

    New
    $583+/hour
    Customized Boating Adventure on the Sound | 25ft Seacraft Pacific Center Console
    Powerboats in Stamford · 6 guests

    Customized Boating Adventure on the Sound | 25ft Seacraft Pacific Center Console

    New
    $300/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
    Tiki Boat Booze Cruise Tour in Port Jefferson, New York
    Powerboats in Port Jefferson · 29 guests

    Tiki Boat Booze Cruise Tour in Port Jefferson, New York

    New
    $1,950/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
    ''Over The Top'' Malibu 24mxz Bowrider Rental in Northport, New York
    Powerboats in Northport · 6 guests

    ''Over The Top'' Malibu 24mxz Bowrider Rental in Northport, New York

    New
    $541/hour
    Cruisers 420 Express Cruiser Rental in Long Island Sound
    Events in Greenwich · 6 guests

    Cruisers 420 Express Cruiser Rental in Long Island Sound

    4.8
    $575/hour
    Sail From Northport or Huntington, NY
    Sailing in Huntington · 12 guests

    Sail From Northport or Huntington, NY

    4.8
    Superowner
    $150/hour
    20ft Nautique Ski Boat: Ski Instruction, Tubing, Fishing and Fun on Lake Zoar
    Powerboats in Connecticut · 7 guests

    20ft Nautique Ski Boat: Ski Instruction, Tubing, Fishing and Fun on Lake Zoar

    5.0
    $140/hour
    Rent a Celebrity Cruiser with Captain included in price
    Water Sports in New Haven · 9 guests

    Rent a Celebrity Cruiser with Captain included in price

    New
    $80+/hour
    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
    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
    Snoozed - Active 02 Sep 2026
    Enjoy Oysterbay on a speed boat
    Powerboats in Oyster Bay · 6 guests

    Enjoy Oysterbay on a speed boat

    New
    Snoozed - Active 02 Sep 2026
    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
    Instant Book

    Top Destinations Nearby

    Fairfield Reviews

    1. AM

      Anna

      Charter Sailboat Cruiser Motorsail Yacht, in Stamford, Connecticut

      We had a wonderful experience on the water with Captain Marco. He was incredibly friendly, knowledgeable, and made our family feel welcome from the moment we stepped aboard. Our children had a fantastic time, and Marco did a great job engaging with them and making the experience memorable. It was the perfect way to celebrate a special occasion as a family. Highly recommend!

    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. NR

      Nicole

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

      Great time with Captain Mark. He made the experience very special. Will definitely rebook him in the future

    4. MC

      Mari

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

      Amazing day on the water ! Highly recommend!

    5. KG

      KJ

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

      Jonathan is very knowledgeable of the area and a great captain. Will definitely book with him again!

    6. 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.

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