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    All listings in the United States

    Awesome sailboat rentals in United States.

    4.9
    (8,479 Reviews)

    Page 24 of 41 • 973 listings

    • Recommended
    • Price: Low to High
    • Price: High to low
    • Highest Rated
    Experience Maine on 65ft Classic Schooner Yacht
    Sailing in Rockport · 30 guests

    Experience Maine on 65ft Classic Schooner Yacht

    5.0
    $500/hour
    Private 38ft Sunset Sailing Catamaran Charter — San Juan del Sur
    Sailing in San Juan del Sur · 25 guests

    Private 38ft Sunset Sailing Catamaran Charter — San Juan del Sur

    New
    $160/hour
    🛥️🏝️ SAIL IN PUNTA CANA PRIVATE GROUPS 🛥️🏝️
    Tours in Dominican Republic · 40 guests

    🛥️🏝️ SAIL IN PUNTA CANA PRIVATE GROUPS 🛥️🏝️

    New
    Superowner
    Best of 2026
    $75/hour
    Maxicat 65ft Private Party Catamaran in Cartagena
    Sailing in Cartagena · 80 guests

    Maxicat 65ft Private Party Catamaran in Cartagena

    New
    Superowner
    $838/hour
    $3000 HR |15 Guests|Catamaran - Choptank River
    Sailing in Maryland · 15 guests

    $3000 HR |15 Guests|Catamaran - Choptank River

    New
    Superowner
    $700/hour
    Hunter 'Legend' Sailboat, 36ft in Seabrook, Texas
    Sailing in Seabrook · 8 guests

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

    5.0
    $151+/hour
    Lagoon 45' All Inclusive From Tulum
    Sailing in Tulum · 30 guests

    Lagoon 45' All Inclusive From Tulum

    New
    Superowner
    $634/hour
    Private 60ft Party Catamaran to Isla Catalina from La Romana – up to 65 Guests
    Powerboats in La Romana · 65 guests

    Private 60ft Party Catamaran to Isla Catalina from La Romana – up to 65 Guests

    New
    $3,750/day
    La Paz and Balandra Beach Catamaran Experience from Los Cabos
    Sailing in La Paz · 40 guests

    La Paz and Balandra Beach Catamaran Experience from Los Cabos

    New
    $225/day
    Limited Availability
    Shared Party Boat Sail w/Bar: Charleston Harbor - Perfect for Bach or Birthday
    Sailing in Mount Pleasant · 100 guests

    Shared Party Boat Sail w/Bar: Charleston Harbor - Perfect for Bach or Birthday

    5.0
    $375/hour
    An amazing charter experience - Lagoon 44 Cruising Catamaran in Cartagena
    Sailing in Cartagena · 23 guests

    An amazing charter experience - Lagoon 44 Cruising Catamaran in Cartagena

    New
    Superowner
    $231/hour
    Private 40ft Catamaran Charter to Rosario Islands, Cartagena
    Sailing in Cartagena · 15 guests

    Private 40ft Catamaran Charter to Rosario Islands, Cartagena

    New
    $3,799/day
    Instant Book
    Cruising Catamaran Rental in Puerto Plata, Puerto Plata
    Sailing in Barrio Las Yaguitas · 80 guests

    Cruising Catamaran Rental in Puerto Plata, Puerto Plata

    1.0
    Superowner
    Best of 2026
    $183/hour
    Private Catamaran Sosúa – 4 Hours, BBQ Lunch, Drinks, Snorkel & Hotel Pickup
    Powerboats in Sosúa · 15 guests

    Private Catamaran Sosúa – 4 Hours, BBQ Lunch, Drinks, Snorkel & Hotel Pickup

    New
    $1,149/day
    Have an amazing time on Maxi Cat 65 Cruising Catamaran in Cartagena, Colombia
    Sailing in Cartagena · 80 guests

    Have an amazing time on Maxi Cat 65 Cruising Catamaran in Cartagena, Colombia

    New
    Superowner
    $5,000/day
    Best Catamaran In Cancun and Isla Mujeres - Accommodate Up To 100 Guests
    Sailing in Cancún · 100 guests

    Best Catamaran In Cancun and Isla Mujeres - Accommodate Up To 100 Guests

    New
    $537/hour
    Private Catamaran Ocho Rios – Dunn's River Falls, Snorkel & Open Bar, up to 20
    Powerboats in Ocho Rios · 60 guests

    Private Catamaran Ocho Rios – Dunn's River Falls, Snorkel & Open Bar, up to 20

    New
    $4,190/day
    Isla Mujeres Eco Catamaran Experience with Snorkeling & Beach Club
    Sailing in Cancún · 30 guests

    Isla Mujeres Eco Catamaran Experience with Snorkeling & Beach Club

    New
    Superowner
    Best of 2026
    $75/hour
    65 People - All inclusive service aboard the 65ft Power Catamaran
    Events in Marina · 65 guests

    65 People - All inclusive service aboard the 65ft Power Catamaran

    New
    $548/hour
    Unforgettable Private Sunset Cruise in Punta Cana - Luxury VIP Boat Experience
    Events in Sosúa · 25 guests

    Unforgettable Private Sunset Cruise in Punta Cana - Luxury VIP Boat Experience

    New
    $135/hour
    Luxury Catamaran 44 in Puerto Vallarta, Banderas Bay
    Sailing in Marina Vallarta · 12 guests

    Luxury Catamaran 44 in Puerto Vallarta, Banderas Bay

    New
    Superowner
    $459/hour
    Limited Availability
    57' Fountaine Pajot Sailing Catamaran - A Luxury Experience
    Sailing in Fort Lauderdale · 12 guests

    57' Fountaine Pajot Sailing Catamaran - A Luxury Experience

    5.0
    $450/hour
    36ft Private Catamaran Cancun – Open Bar & Snorkel
    Sailing in Cancún · 28 guests

    36ft Private Catamaran Cancun – Open Bar & Snorkel

    New
    $200/hour
    Instant Book
    Enjoy an exclusive experience aboard the Leopard 38' Catamaran
    Sailing in Cartagena · 15 guests

    Enjoy an exclusive experience aboard the Leopard 38' Catamaran

    New
    Superowner
    $230/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. MH

      Madeline

      Experience Maine on 65ft Classic Schooner Yacht

      It was an absolutely beautiful sail! The captain and crew were so personable, sweet and accommodating! Gorgeous day and a BREATHTAKING boat! 10000/10 would recommend

    3. MB

      Molly

      Shared Party Boat Sail w/Bar: Charleston Harbor - Perfect for Bach or Birthday

      The captain and crew were great! We had lots of fun, we thought it was BYOB but there is actually a bar on board that you can order from.

    4. Daryl

      Daryl

      Experience Maine on 65ft Classic Schooner Yacht

      Highly recommended. Very knowledgeable and capable crew, trustworthy. Beautiful boat and we had a great time.

    5. erkan

      erkan

      57' Fountaine Pajot Sailing Catamaran - A Luxury Experience

      Crew , boat , owner … they were the best !

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