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    Connecticut, US Boat Rentals & Yacht Charters

    5.0
    (329 Reviews)

    Page 1 of 5 • 102 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
    84ft Azimut – Luxury Yacht + Jet Skis, Seabobs & Jacuzzi
    Events in Greenport · 12 guests

    84ft Azimut – Luxury Yacht + Jet Skis, Seabobs & Jacuzzi

    5.0
    Superowner
    Best of 2026
    $950/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
    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
    36ft Vintage Yacht Marlinspike Charter in Sag Harbor, New York
    Events in Sag Harbor · 6 guests

    36ft Vintage Yacht Marlinspike Charter in Sag Harbor, New York

    5.0
    $400/hour
    Limited Availability
    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
    Slide Pontoon on Candlewood Lake
    Powerboats in New Fairfield · 8 guests

    Slide Pontoon on Candlewood Lake

    5.0
    $165+/hour
    32' 2020 Sundancer + Seabob Yacht Rental in Sag Harbor, New York
    Events in Sag Harbor · 12 guests

    32' 2020 Sundancer + Seabob Yacht Rental in Sag Harbor, New York

    5.0
    $1,063/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
    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
    40ft Private Yacht charter for all occasions in Branford and Thimble Islands.
    Events in Branford · 12 guests

    40ft Private Yacht charter for all occasions in Branford and Thimble Islands.

    5.0
    $199/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
    51ft Galeon: Get Ready for your next day on the water in the Hamptons, NY
    Powerboats in Sag Harbor · 12 guests

    51ft Galeon: Get Ready for your next day on the water in the Hamptons, NY

    New
    $1,562+/hour
    Enjoy the Hamptons waters on wonderful and unique Classic 45' Mahogany Trimaran
    Sailing in Sag Harbor · 25 guests

    Enjoy the Hamptons waters on wonderful and unique Classic 45' Mahogany Trimaran

    5.0
    $900+/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
    $250+/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
    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
    Cruise Long Island Sound Aboard 62ft Lagoon 620 Catamaran in Greenwich, CT
    Sailing in Greenwich · 12 guests

    Cruise Long Island Sound Aboard 62ft Lagoon 620 Catamaran in Greenwich, CT

    5.0
    $1,500/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
    Tubing and Water Fun on Candlewood Lake
    Powerboats in New Fairfield · 8 guests

    Tubing and Water Fun on Candlewood Lake

    5.0
    $195/hour
    Charter 36ft Sloop In Westbrook, Connecticut
    Sailing in Westbrook · 6 guests

    Charter 36ft Sloop In Westbrook, Connecticut

    5.0
    $250/hour
    2023 Pardo 43 – Modern Performance & Luxury in Montauk and Hamptons
    Events in Montauk · 12 guests

    2023 Pardo 43 – Modern Performance & Luxury in Montauk and Hamptons

    5.0
    $875+/hour

    Connecticut Reviews

    1. CF

      Carlos

      Charter Sailboat Cruiser Motorsail Yacht, in Stamford, Connecticut

      Captain Marco was absolutely amazing! He was incredibly attentive to our entire group throughout our birthday party celebration and truly went above and beyond. His energy and hospitality made it such a special and memorable day for all of us. We would definitely recommend him to anyone looking for a perfect day on the water and we are already planning our future boat adventures with him!

    2. BA

      Brianne

      41' Beautiful sailing catamaran, perfect for lounging, swimming, and sailing

      We had the the most beautiful sunset cruise with Brian and their catamaran. Beyond accommodating, easy to communicate with, and a beautiful space. We had a group of 12 girls, and we felt more than comfortable relaxing, being silly- and not to mention the endless photos we asked to take. Everything you need on board with freedom to bring what you like. I could not suggest booking with Brian more!

    3. 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!

    4. DS

      David

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

      We had a terrific time on the water with Captain Matt. The boat is immaculate and he knew exactly where to take us. We'll definitely charter from him again.

    5. SV

      Stacey

      42' Catalina Sailing Yacht in the Hamptons - For a perfect day on the water /)

      Nate is truly the best of the best if you’re looking to book a boating experience! There are individuals who distinctly stand out for good reason and Nate is one of them through and through.

    6. 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

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