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All listings in the United States

Awesome sailboat rentals in United States.

4.9
(8,196 Reviews)

Page 6 of 40946 listings

Beautiful Classic Sailboat in Marina Del Rey
Sailing in Marina del Rey · 10 guests

Beautiful Classic Sailboat in Marina Del Rey

5.0
$200+/hour
40' Leopard Luxury Catamaran All-Inclusive Charter in Playa del Carmen.
Powerboats in Playa del Carmen · 20 guests

40' Leopard Luxury Catamaran All-Inclusive Charter in Playa del Carmen.

5.0
Superowner
$450/hour
Rent a 5 person Daysailer in Valle de Bravo, Mexico
Sailing in Valle de Bravo · 5 guests

Rent a 5 person Daysailer in Valle de Bravo, Mexico

5.0
Best of 2025
$59/hour
Shannon Cruising 52' Sailboat on Lake Pontchartrain, Louisiana
Sailing in New Orleans · 6 guests

Shannon Cruising 52' Sailboat on Lake Pontchartrain, Louisiana

5.0
$110/hour
Incredible 36' Cruiser For Rent
Powerboats in Long Beach · 10 guests

Incredible 36' Cruiser For Rent

5.0
$149/hour
Beautiful Sea Ray Flybridge 45 ft Available In Cabo San Lucas,
Events in Marina · 12 guests

Beautiful Sea Ray Flybridge 45 ft Available In Cabo San Lucas,

5.0
$350/hour
Sail Away In Negril With 39ft Leopard Catamaran
Sailing in Negril · 16 guests

Sail Away In Negril With 39ft Leopard Catamaran

5.0
Superowner
Best of 2025
$900/hour
All-Inclusive Luxury Sailing Catamaran Charter from Paradise Island
Sailing in Nassau · 12 guests

All-Inclusive Luxury Sailing Catamaran Charter from Paradise Island

5.0
$600/hour
Instant Book
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
Award winning 41' Hunter Sailboat
Sailing in Marina del Rey · 12 guests

Award winning 41' Hunter Sailboat

4.0
$265+/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
Charter Open Bar Catamaran for a Boat Party in Cancún and Isla Mujeres
Sailing in Cancún · 35 guests

Charter Open Bar Catamaran for a Boat Party in Cancún and Isla Mujeres

5.0
$214/hour
Special End of Season Sunday pricing for 8 to 13 passengers
Sailing in Chicago · 13 guests

Special End of Season Sunday pricing for 8 to 13 passengers

5.0
$550/hour
42ft J Boat Sailing Yacht in Newport, Rhode Island
Sailing in Newport · 4 guests

42ft J Boat Sailing Yacht in Newport, Rhode Island

5.0
$260/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
Catamaran Party Boat up to 49 people. Includes: 1-Captain, 2-Mates
Sailing in Miami · 49 guests

Catamaran Party Boat up to 49 people. Includes: 1-Captain, 2-Mates

5.0
Superowner
Best of 2025
$800/hour
Beneteau Oceanis 473 Luxury Sailing Charter in Grand Cayman, Cayman Islands
Sailing in West Bay · 15 guests

Beneteau Oceanis 473 Luxury Sailing Charter in Grand Cayman, Cayman Islands

5.0
$350/hour
3.5hr Catamaran Experience Montego Bay
Sailing in Montego Bay · 30 guests

3.5hr Catamaran Experience Montego Bay

5.0
Superowner
Best of 2025
$834/hour
38ft Leopard Catamaran in Cape Canaveral
Sailing in Cape Canaveral · 6 guests

38ft Leopard Catamaran in Cape Canaveral

5.0
$250/hour
Sea Ray Sundancer 32Ft Motor Yacht Rental in Cabo San Lucas, Baja California Sur
Events in Marina · 8 guests

Sea Ray Sundancer 32Ft Motor Yacht Rental in Cabo San Lucas, Baja California Sur

5.0
$170/hour
Caribbean Vibez on a Brooklyn Sailboat
Sailing in Brooklyn · 4 guests

Caribbean Vibez on a Brooklyn Sailboat

5.0
Superowner
$191/hour
Beneteau Oceanis 50 Cruising Yacht in Rock Hall, Maryland
Sailing in Rock Hall · 6 guests

Beneteau Oceanis 50 Cruising Yacht in Rock Hall, Maryland

5.0
$150/hour
Luxury Sailing from Navy Pier Marina
Sailing in Chicago · 10 guests

Luxury Sailing from Navy Pier Marina

5.0
Superowner
$200/hour
Instant Book
Sailing Charter On 39' Catalina Sailboat In Fort Lauderdale, Florida
Tours in Fort Lauderdale · 6 guests

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

5.0
Superowner
$119+/hour

Sailing Reviews in United States

  1. EDDIE

    EDDIE

    All-Inclusive Luxury Sailing Catamaran Charter from Paradise Island

    Ignacio was a wonderful host. He creates a good game plan for the day and makes the entire ride / day comfortable for all. I would definitely use him if we travel back to Nassau. This specific vessel is also perfect for a day charter for a group of 4 or more

  2. VS

    Vicky

    42ft J Boat Sailing Yacht in Newport, Rhode Island

    We had a great day out exploring the bay with Captain Tony. It was a wonderful sailboat experience, that included a swim in a quiet cove and tour of notable homes on the coast. The ride come with a free lesson on the History of Newport, if you would like one. We look forward to seeing the Captain again soon!

  3. CS

    Carissa

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

    My friends and I had the best experience with Alex, Captain John and Joe! They made the booking process so seamless, and addressed all of my questions and concerns in a timely manner. The boat itself was beautiful, and the team was kind enough to lend us their paddleboards when we stopped to swim. They were extremely communicative, and gave us clear instructions on how to find them upon arrival. Easily a 10/10 experience!

  4. SS

    Susan

    42ft J Boat Sailing Yacht in Newport, Rhode Island

    Anthony was kind enough to take us out on super short notice when a different boat canceled us. We were traveling for the sole purpose of an afternoon sail and had nonrefundable travel and hotel. i am so grateful the other boat canceled because Anthony and his J42 were simply the best! i recommend him highly to anyone who wants to sail. He appeals to all levels of sailors and has great knowledge of the area and is willing to share. We got some history lessons as well as the sail. Fantastic!

  5. SL

    Susan

    42 Foot Bertram Trojan Motor Yacht in Los Angeles

    Our boat ride with Ryan was wonderful! Smooth/relaxing; great table to sit around for our party of 4; Bluetooth for music; friendly and engaging driver, Ryan; minimal decisions to make. We will book again for a future outing!

  6. Catherine

    Catherine

    42 Foot Bertram Trojan Motor Yacht in Los Angeles

    Boating with Ryan was truly the best experience! He was very accommodating and the perfect captain! The boat is absolutely beautiful and the experience was the highlight of our trip! Ryan also took amazing photos of my friends and I creating fun memories we will always look back on. I 1000% recommend this experience to everyone! Best captain ever!!!