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All listings in the United States

Awesome sailboat rentals in United States.

4.9
(8,481 Reviews)

Page 6 of 40 • 940 listings

Hunter Passage 456 Yacht - Sailing From West Palm Beach, FL
Sailing in West Palm Beach · 12 guests

Hunter Passage 456 Yacht - Sailing From West Palm Beach, FL

4.3
Superowner
$125+/hour
45' Sea Ray Yacht Charter in Turks & Caicos
Powerboats in The Bight Settlement · 15 guests

45' Sea Ray Yacht Charter in Turks & Caicos

5.0
$500/hour
Limited Availability
Luxury 48' Leopard Catamaran in Cartagena
Sailing in Cartagena · 25 guests

Luxury 48' Leopard Catamaran in Cartagena

4.8
Superowner
Best of 2026
$213+/hour
32ft Classic Sailing Charter on Swedish Sloop for 6 Guests
Sailing in Rockland · 6 guests

32ft Classic Sailing Charter on Swedish Sloop for 6 Guests

5.0
$150/hour
Caribbean Vibez on a Brooklyn Sailboat
Sailing in Brooklyn · 4 guests

Caribbean Vibez on a Brooklyn Sailboat

5.0
Superowner
$191/hour
Hudson 58ft Sailing Vessel - Enjoy The Classic Sailing Experience With Us!
Sailing in Marina del Rey · 12 guests

Hudson 58ft Sailing Vessel - Enjoy The Classic Sailing Experience With Us!

4.8
$275+/hour
Fountaine Pajot Great Sailing Catamaran for up to 25 people!
Sailing in Cartagena · 25 guests

Fountaine Pajot Great Sailing Catamaran for up to 25 people!

4.6
Superowner
$1,600/day
Beautiful Ranger 22 Sailboat for rent in Chicago's Monroe Harbor
Sailing in Chicago · 3 guests

Beautiful Ranger 22 Sailboat for rent in Chicago's Monroe Harbor

4.9
$107+/hour
Exclusive Sailing Boat
Sailing in Marina Vallarta · 15 guests

Exclusive Sailing Boat

5.0
Superowner
Best of 2026
$76+/hour
44' Leopard Catamaran All-Inclusive Charter in Riviera Maya
Sailing in Puerto Aventuras · 35 guests

44' Leopard Catamaran All-Inclusive Charter in Riviera Maya

5.0
Superowner
Best of 2026
$520/hour
42ft Catalina MkII Sailing Yacht in The San Diego Bay, California
Sailing in San Diego · 6 guests

42ft Catalina MkII Sailing Yacht in The San Diego Bay, California

5.0
$285/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
Fully Equipped Bavaria 46 Cruiser in La Paz, Baja California Sur
Sailing in Zona Comercial · 6 guests

Fully Equipped Bavaria 46 Cruiser in La Paz, Baja California Sur

5.0
$120/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
High Demand
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
Private Jeanneau Sun Odyssey 37ft Sailboat Chicago Cruise with 10 Guests
Sailing in Chicago · 10 guests

Private Jeanneau Sun Odyssey 37ft Sailboat Chicago Cruise with 10 Guests

5.0
Superowner
$250/hour
Instant Book
81' Sailboat | Hot Tub + Full Water Toys | Up to 50 Guests
Sailing in Marina Vallarta · 50 guests

81' Sailboat | Hot Tub + Full Water Toys | Up to 50 Guests

New
$603/hour
Sail San Diego Bay Aboard a French Yacht - Beer and Wine Included!
Sailing in San Diego · 6 guests

Sail San Diego Bay Aboard a French Yacht - Beer and Wine Included!

5.0
$450/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
44 Luxury Catamaran BIG BEN
Sailing in Leeward Settlement · 18 guests

44 Luxury Catamaran BIG BEN

5.0
$875+/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
Premium Sunset Sailing on a True WestSail 43ft Yacht
Sailing in San Diego · 6 guests

Premium Sunset Sailing on a True WestSail 43ft Yacht

5.0
$200/hour
Newport Harbor Sailing Adventure
Sailing in Newport Beach · 6 guests

Newport Harbor Sailing Adventure

5.0
$133/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

Sailing Reviews in United States

  1. AD

    Amaia

    Luxury 48' Leopard Catamaran in Cartagena

    Tuvimos una experiencia padrísima con este catamarán. Desde el primer contacto la comunicación fue excelente y el barco estaba impecable. La tripulación fue súper linda y atenta en todo momento; nos tocó un día con mal clima (nublado, lluvia y el mar bastante picado), pero navegaron a muy buena velocidad priorizando siempre nuestra seguridad, lo cual nos dio muchísima tranquilidad. Es un gran plus que cuenten con wifi y que puedas conectar tu propia música a las bocinas. Sin duda los volveríamos a contratar.

  2. LJ

    Latrice

    Luxury 48' Leopard Catamaran in Cartagena

    Derek’s catamaran was lovely and my guests enjoyed it. Diego and the crew were great. Very helpful and waited on us hand and foot. Thank you! We had a great time.

  3. JT

    Juan

    BEAUTIFUL 42' Catamaran Sailing Adventure in Marina del Rey!

    Very fun boat! Does get a bit shaky on water. Not any water activities so we brought our own floaties. Music loud throughout boat. Also includes 2 beds downstairs. Do wish there was some nausea medication on board and floaties or paddles

  4. NC

    Noah

    Newport Harbor Sailing Adventure

    Captain Andrew provides a lovely charter experience! It was at once both relaxing and adventurous. He’s extremely knowledgeable and professional. Can’t wait to book another charter!

  5. BB

    Beonka

    Luxury 48' Leopard Catamaran in Cartagena

    On time. Very friendly and helpful staff on the bait. They treated my party of 16 people very well. The boat was beautiful and I would definitely rent from Derek again.

  6. GK

    George

    Hunter Passage 456 Yacht - Sailing From West Palm Beach, FL

    Capt Mark is not just a skilled boatman, he is a gentleman of many talents. What a delight to spend the day on his Naked Truth (thankfully, Capt stayed fully clothed!). This was a sailing experience even staying in the intracoastal. You made our day memorable! I look forward to our next voyage.