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    All listings in the United States

    Awesome sailboat rentals in United States.

    4.9
    (8,083 Reviews)

    Page 6 of 39 • 919 listings

    • Recommended
    • Price: Low to High
    • Price: High to low
    • Highest Rated
    Morgan 382 Sailboat for charter in Pensacola, Florida
    Sailing in Pensacola · 6 guests

    Morgan 382 Sailboat for charter in Pensacola, Florida

    5.0
    $75/hour
    Private Luxury Sailing in the Charleston Harbor — Captain Included, BYOB
    Sailing in Charleston · 6 guests

    Private Luxury Sailing in the Charleston Harbor — Captain Included, BYOB

    5.0
    Superowner
    $240/hour
    Premium 47ft Exclusive Yacht Charter Rental Aruba
    Events in Oranjestad-East · 10 guests

    Premium 47ft Exclusive Yacht Charter Rental Aruba

    5.0
    $499/hour
    CATAMARAN/DOLPHIN SAIL FOLLY BEACH SC
    Sailing in Folly Beach · 6 guests

    CATAMARAN/DOLPHIN SAIL FOLLY BEACH SC

    5.0
    $190/hour
    High Demand
    50ft Catamaran Charter with Water Toys -Boca Raton, FL
    Sailing in Deerfield Beach · 12 guests

    50ft Catamaran Charter with Water Toys -Boca Raton, FL

    5.0
    $350/hour
    40' Sea Ray Sundancer All-Inclusive Yacht Charter in Riviera Maya.
    Events in Puerto Aventuras · 12 guests

    40' Sea Ray Sundancer All-Inclusive Yacht Charter in Riviera Maya.

    5.0
    Superowner
    Best of 2026
    $350/hour
    Unforgettable Adventure Aboard a 75’ Sailing Schooner Charter in Long Beach
    Sailing in Long Beach · 12 guests

    Unforgettable Adventure Aboard a 75’ Sailing Schooner Charter in Long Beach

    5.0
    Superowner
    $189+/hour
    Instant Book
    “Exclusive Escape, Unlimited Adventure on our Yacht”
    Events in Miami · 13 guests

    “Exclusive Escape, Unlimited Adventure on our Yacht”

    4.8
    $250/hour
    Caribbean Vibez on a Brooklyn Sailboat
    Sailing in Brooklyn · 4 guests

    Caribbean Vibez on a Brooklyn Sailboat

    5.0
    Superowner
    $191/hour
    Sailing Charter On 39' Catalina Sailboat In Fort Lauderdale, Florida
    Sailing in Fort Lauderdale · 6 guests

    Sailing Charter On 39' Catalina Sailboat In Fort Lauderdale, Florida

    5.0
    Superowner
    $119+/hour
    2hr Sunset Sail from the port of South Haven Mi. on a Catalina 36
    Sailing in South Haven · 6 guests

    2hr Sunset Sail from the port of South Haven Mi. on a Catalina 36

    5.0
    $200/hour
    Hawaiian Breeze in Marina del Rey
    Sailing in Marina del Rey · 6 guests

    Hawaiian Breeze in Marina del Rey

    5.0
    $150/hour
    The Wanderlust Ultimate Catamaran Adventure
    Sailing in Nassau · 12 guests

    The Wanderlust Ultimate Catamaran Adventure

    5.0
    $639/hour
    44' Luxury Cruiser Sailboat Charter | San Francisco Bay
    Sailing in Alameda · 6 guests

    44' Luxury Cruiser Sailboat Charter | San Francisco Bay

    5.0
    $159/hour
    47' Leopard Sailing Catamaran on Clear Lake/Galveston Bay
    Sailing in Seabrook · 12 guests

    47' Leopard Sailing Catamaran on Clear Lake/Galveston Bay

    5.0
    $300/hour
    47ft Sea Ray Yacht Rental | Miami Luxury Experience
    Events in Miami · 13 guests

    47ft Sea Ray Yacht Rental | Miami Luxury Experience

    New
    $200/hour
    ⛵️ Catamaran 49-Person Party Boat Includes: 1-Captain, 1-Mate and 1-Bartender
    Sailing in Miami Beach · 49 guests

    ⛵️ Catamaran 49-Person Party Boat Includes: 1-Captain, 1-Mate and 1-Bartender

    5.0
    Superowner
    $700+/hour
    Lovely Catalina 36 Sailboat in Puerto Vallarta
    Sailing in Marina Vallarta · 12 guests

    Lovely Catalina 36 Sailboat in Puerto Vallarta

    5.0
    Superowner
    $155/hour
    42 Foot Bertram Trojan Motor Yacht in Los Angeles
    Events in Long Beach · 6 guests

    42 Foot Bertram Trojan Motor Yacht in Los Angeles

    5.0
    $145/hour
    56' SeaRay Yacht in New York!
    Events in Brooklyn · 12 guests

    56' SeaRay Yacht in New York!

    4.8
    $475/hour
    ⛵️ MARIAH — 60’ CATAMARAN (UP TO 49 GUESTS)
    Sailing in Miami Beach · 49 guests

    ⛵️ MARIAH — 60’ CATAMARAN (UP TO 49 GUESTS)

    5.0
    Superowner
    $700+/hour
    Limited Availability
    BEAUTIFUL 42' Catamaran Sailing Adventure in Marina del Rey!
    Sailing in Marina del Rey · 12 guests

    BEAUTIFUL 42' Catamaran Sailing Adventure in Marina del Rey!

    5.0
    Superowner
    $425/hour
    Luxury Sailing Charters at Navy Pier Marina
    Sailing in Chicago · 10 guests

    Luxury Sailing Charters at Navy Pier Marina

    5.0
    Superowner
    $250/hour
    Instant Book
    Sailing Charters in Wilmington NC
    Sailing in Wilmington · 6 guests

    Sailing Charters in Wilmington NC

    5.0
    $178/hour

    Top Destinations Nearby

    Sailing Reviews in United States

    1. LT

      Lorella

      42 Foot Bertram Trojan Motor Yacht in Los Angeles

      Captain Ryan was very kind and understanding. We were a girl group and he was quite the gentleman. He took some amazing pictures and I can’t wait to see them. I’ll be back to upload them once I have them. Great experience overall

    2. JM

      Justice

      42 Foot Bertram Trojan Motor Yacht in Los Angeles

      Ryan was amazing! His personally complimented our experience. He was available to assist us, but was also able to make us feel like we were there alone for our intimate proposal ! So glad to have him as apart of our engagement!

    3. HV

      Henry

      Unforgettable Adventure Aboard a 75’ Sailing Schooner Charter in Long Beach

      best guy ever john you did it once again thank yiu so much for everything and thank you to your family as well for helping out cant wait to do this again

    4. SR

      Siddharth

      Unforgettable Adventure Aboard a 75’ Sailing Schooner Charter in Long Beach

      Had a great experience with Captain John. He was really accommodating, helpful and the boat was spacious and clean. Had super fun experience.

    5. SS

      Sasha

      50ft Catamaran Charter with Water Toys -Boca Raton, FL

      10/10 experience. Amazing service and the boat was exactly what we expected!

    6. SL

      Scott

      42 Foot Bertram Trojan Motor Yacht in Los Angeles

      Ryan is great! Would definitely ride with him again.

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