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All listings in the United States

Awesome sailboat rentals in United States.

4.9
(8,464 Reviews)

Page 5 of 39931 listings

Come sail away on this Jeanneau 58' Sailboat in San Diego
Sailing in San Diego · 6 guests

Come sail away on this Jeanneau 58' Sailboat in San Diego

4.8
$400/hour
40' Leopard Luxury Catamaran All-Inclusive Charter in Playa del Carmen.
Sailing in Playa del Carmen · 20 guests

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

5.0
Superowner
Best of 2026
$450/hour
Limited Availability
12 passengers:  Explore San Diego Bay on a Luxury Sailing Catamaran
Sailing in San Diego · 12 guests

12 passengers: Explore San Diego Bay on a Luxury Sailing Catamaran

5.0
$330/hour
Yacht Party 42' Sea RaySundancer Free 1-way pick up transportation Hotel Marina
Events in Cancún · 8 guests

Yacht Party 42' Sea RaySundancer Free 1-way pick up transportation Hotel Marina

5.0
$180/hour
Instant Book
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
SINGLAR PLUS BITCOIN LIMITED EDITION
Powerboats in Cartagena · 10 guests

SINGLAR PLUS BITCOIN LIMITED EDITION

4.8
$550/day
 CATAMARAN/DOLPHIN SAIL  FOLLY BEACH SC
Sailing in Folly Beach · 6 guests

CATAMARAN/DOLPHIN SAIL FOLLY BEACH SC

5.0
$190/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
$65/hour
Luxury 42ft Catamaran Sailing Charter in Charleston Harbor
Sailing in Mount Pleasant · 6 guests

Luxury 42ft Catamaran Sailing Charter in Charleston Harbor

5.0
Superowner
$235+/hour
13 person Sailing Yacht Chicago Weekday Special 4th Hour Free!
Sailing in Chicago · 13 guests

13 person Sailing Yacht Chicago Weekday Special 4th Hour Free!

5.0
$550/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
Beautiful Cruising Catamaran for Up to 20 Friends in Cartagena, Colombia
Sailing in Cartagena · 20 guests

Beautiful Cruising Catamaran for Up to 20 Friends in Cartagena, Colombia

4.8
Superowner
$900/day
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
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
Cancun Private 44ft Catamaran - Isla Mujeres | Open Bar, Lunch – Groups & Events
Sailing in Cancún · 40 guests

Cancun Private 44ft Catamaran - Isla Mujeres | Open Bar, Lunch – Groups & Events

5.0
Superowner
$300/hour
Hawaiian Breeze in Marina del Rey
Sailing in Marina del Rey · 6 guests

Hawaiian Breeze in Marina del Rey

5.0
$150/hour
Charter Open Bar Catamaran for a Boat Party in Cancún and Isla Mujeres
Sailing in Cancún · 40 guests

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

5.0
$296+/hour
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
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
Cruise on the Blue Mind J35 Sailboat for 6 guests
Sailing in Morehead City · 6 guests

Cruise on the Blue Mind J35 Sailboat for 6 guests

4.0
$90/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
Sail the Hudson River in Kingston
Sailing in Kingston · 6 guests

Sail the Hudson River in Kingston

5.0
$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
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

Sailing Reviews in United States

  1. LS

    Lisette

    Beautiful Cruising Catamaran for Up to 20 Friends in Cartagena, Colombia

    Highly Recommended Catamaran Cruise in Cartagena! We had an absolutely wonderful time on our catamaran cruise in Cartagena with a group of 10, and every single person loved it from start to finish. The boat was comfortable, the crew was friendly and attentive, and the entire experience felt perfectly organized and relaxing. The highlight for me was the delicious fried fish served onboard, fresh, flavorful, and a real treat, while the swim stops were fantastic, with clear water, fun locations, and a very safe setup that made everyone feel comfortable jumping in. It was the ideal mix of scenic sailing, refreshing swims, and good vibes. We’ll definitely be booking this again the next time we’re in Cartagena!

  2. Susan

    Susan

    Beneteau Oceanis 50 Cruising Yacht in Rock Hall, Maryland

    This was a perfect sailing experience. The boat is immaculate, comfortable and beautiful. Captain Joe is incredibly knowledgable and fun! Everyone should get a chancw to experience this!!!!

  3. SP

    Samir

    Cancun Private 44ft Catamaran - Isla Mujeres | Open Bar, Lunch – Groups & Events

    Joe was an amazing host. Everything was just as described and he met everyone’s expectation. They went above and beyond to make sure we were accommodated. I would highly recommend

  4. RA

    Robert

    42 Foot Bertram Trojan Motor Yacht in Los Angeles

    What a positive experience! Ryan is a patient and engaging captain, who clearly has mastery of his craft. The boat is roomy and clean. Money well spent. Bon Voyage!

  5. KL

    Krista

    CATAMARAN/DOLPHIN SAIL FOLLY BEACH SC

    Johnny was a fantastic captain! My fiancé and I booked this last minute and we had such a wonderful day! We saw dolphins and popped over to a sandbar with beautiful seashells. If you are looking for a relaxing cruise on the water with an incredible captain this is it! 5 stars all the way!!!

  6. Kathleen

    Kathleen

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

    The crew were kind and accommodating. My son enjoyed the trip! Thank you!