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    All listings in the United States

    Awesome sailboat rentals in United States.

    4.9
    (8,254 Reviews)

    Page 23 of 40 • 949 listings

    • Recommended
    • Price: Low to High
    • Price: High to low
    • Highest Rated
    Private overnight Charter on a Luxurious Fountaine Pajot 47 up to 8 guests
    Sailing in Nassau · 9 guests

    Private overnight Charter on a Luxurious Fountaine Pajot 47 up to 8 guests

    New
    Best of 2025
    $3,715+/night
    Newport Private Day Sail onboard 28' Sabre Yacht Serenity
    Sailing in Newport · 4 guests

    Newport Private Day Sail onboard 28' Sabre Yacht Serenity

    New
    $150/hour
    42' Luxury Catamaran Sailboat
    Sailing in Miami · 6 guests

    42' Luxury Catamaran Sailboat

    New
    $300/hour
    Rent This Lux Sea Ray 33’ Miami Experience
    Events in Miami · 12 guests

    Rent This Lux Sea Ray 33’ Miami Experience

    New
    $130+/hour
    Captained 42' Sailing Catamaran with 3 cabins and all the toys
    Sailing in Key West · 6 guests

    Captained 42' Sailing Catamaran with 3 cabins and all the toys

    New
    $320/hour
    Hunter 'Legend' Sailboat, 36ft in Seabrook, Texas
    Sailing in Seabrook · 8 guests

    Hunter 'Legend' Sailboat, 36ft in Seabrook, Texas

    5.0
    $151+/hour
    MAXICAT 65ft Private Party Catamaran in Cartagena
    Sailing in Cartagena · 80 guests

    MAXICAT 65ft Private Party Catamaran in Cartagena

    New
    Superowner
    Best of 2025
    $6,700/day
    2019 Hudson 48' Yacht Charter!! Wider than a 70ft yacht !
    Events in Cancún · 14 guests

    2019 Hudson 48' Yacht Charter!! Wider than a 70ft yacht !

    New
    $708/hour
    Catalina 27 Sailboat Rental in Olga, Washington
    Sailing in Anacortes · 6 guests

    Catalina 27 Sailboat Rental in Olga, Washington

    5.0
    $90+/hour
    Amazing Day On Catamaran 43 FT With Unlimited Open Bar Cancun and Isla Mujeres
    Sailing in Cancún · 35 guests

    Amazing Day On Catamaran 43 FT With Unlimited Open Bar Cancun and Isla Mujeres

    New
    $283/hour
    Sailing Catamaran Rental in West Bay
    Sailing in West Bay · 50 guests

    Sailing Catamaran Rental in West Bay

    5.0
    $288/hour
    Instant Book
    Montego Bay All-inclusive Yacht Experience
    Events in Montego Bay · 10 guests

    Montego Bay All-inclusive Yacht Experience

    New
    Superowner
    Best of 2025
    $998/hour
    Amazing Cruising Catamaran in Cabo San Lucas, Mexico
    Sailing in Marina · 30 guests

    Amazing Cruising Catamaran in Cabo San Lucas, Mexico

    New
    $550/hour
    Mattapoisett Sailboat Cruise - 42ft "Our Passion"
    Sailing in Mattapoisett · 6 guests

    Mattapoisett Sailboat Cruise - 42ft "Our Passion"

    New
    Superowner
    $250/hour
    Luxury Yacht Sailing Tour inclusive of Lunch and Drinks on board Aquila 44’
    Events in Nassau · 12 guests

    Luxury Yacht Sailing Tour inclusive of Lunch and Drinks on board Aquila 44’

    New
    $700/hour
    Private Sailing Charters - 37ft Sailboat in New York
    Sailing in Manhattan · 6 guests

    Private Sailing Charters - 37ft Sailboat in New York

    5.0
    $325/hour
    3 courses dinner & sunset cruise on a luxury catamaran up to 12 guests
    Sailing in Nassau · 12 guests

    3 courses dinner & sunset cruise on a luxury catamaran up to 12 guests

    New
    Best of 2025
    $4,800/hour
    Gorgeous Luxury 50 ft Lagoon Catamaran in San Pedro Belize
    Sailing in San Pedro · 12 guests

    Gorgeous Luxury 50 ft Lagoon Catamaran in San Pedro Belize

    New
    $475/hour
    Luxury Catamaran Lagoon ' Capacity up to 18
    Powerboats in Cartagena · 18 guests

    Luxury Catamaran Lagoon ' Capacity up to 18

    New
    $180/hour
    Luxury Sea Ray 48FT For Queens and Kings Sailing in Cancun and Isla Mujeres
    Sailing in Cancún · 20 guests

    Luxury Sea Ray 48FT For Queens and Kings Sailing in Cancun and Isla Mujeres

    New
    $272+/hour
    2006 Hunter 44’ Sloop Sailing Charter In Island Heights, New Jersey
    Sailing in Island Heights · 6 guests

    2006 Hunter 44’ Sloop Sailing Charter In Island Heights, New Jersey

    5.0
    $120/hour
    Enjoy Spacious Sailing with our Large Catamaran on the Beautiful Hudson River!
    Sailing in New York · 12 guests

    Enjoy Spacious Sailing with our Large Catamaran on the Beautiful Hudson River!

    5.0
    $624+/hour
    5O FT - LAGOON CATAMARAN -PLM- UP TO 40 PAX IN CANCUn
    Events in Cancún · 45 guests

    5O FT - LAGOON CATAMARAN -PLM- UP TO 40 PAX IN CANCUn

    New
    $191+/hour
    45' Sea Ray Yacht Charter in Turks & Caicos
    Powerboats in The Bight Settlement · 15 guests

    45' Sea Ray Yacht Charter in Turks & Caicos

    New
    $500/hour

    Top Destinations Nearby

    Sailing Reviews in United States

    1. JM

      Julie

      Hunter 'Legend' Sailboat, 36ft in Seabrook, Texas

      The girls had such a great time! They appreciated the upgrade (when y'all found out it was a bachelorette party they got the upgrade) and said the boat driver was very attentive and super nice! It was the best part of their bachelorette weekend! Thank you!

    2. EK

      Emily

      Private Sailing Charters - 37ft Sailboat in New York

      James went above and beyond, he was my accomplice for my best friend’s proposal and they were more than happy with the amazing service and experience. If you have the opportunity to book please go ahead and do so, you will not regret it! Thank you James!!!

    3. MS

      Michelle

      Catalina 27 Sailboat Rental in Olga, Washington

      Lots to learn of you're new at sailing. Great teacher. Guess over it until you get it. Did a wonderful job explaining everything. The who what when where and why's. Also gave us a great dinner ideas.

    4. Jessica

      Jessica

      Enjoy Spacious Sailing with our Large Catamaran on the Beautiful Hudson River!

      We celebrated a bachelorette party on the boat and had an aamzing time! Captain Peter and Jen were wonderful hosts! Would definitely recommend them and the boat for any event!

    5. KJ

      Kyle

      2006 Hunter 44’ Sloop Sailing Charter In Island Heights, New Jersey

      Fantastic trip with a great captain. Captain Mike was very experienced and was able to easily navigate us on a windy day. We had a great time and would book with him again.

    6. Caitlin

      Caitlin

      2006 Hunter 44’ Sloop Sailing Charter In Island Heights, New Jersey

      Such a great time with captain Mike! So easy going, fun and a smooth process!

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