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All listings in the United States

Awesome sailboat rentals in United States.

4.9
(8,341 Reviews)

Page 4 of 39915 listings

Schock 35' Cruiser Sailboat in San Francisco Bay
Sailing in Alameda · 6 guests

Schock 35' Cruiser Sailboat in San Francisco Bay

5.0
$99/hour
Instant Book
Wild Cat 35 Sailing Catamaran Charter starting fare up to 12 people.
Sailing in Isla Mujeres · 26 guests

Wild Cat 35 Sailing Catamaran Charter starting fare up to 12 people.

4.8
Superowner
$169+/hour
Catalina 36 Sailing Yacht Charter Mazingon in Valle de Bravo
Sailing in Valle de Bravo · 16 guests

Catalina 36 Sailing Yacht Charter Mazingon in Valle de Bravo

5.0
$172/hour
Luxury Leopard 38 Catamaran located in Downtown Miami
Sailing in Miami · 12 guests

Luxury Leopard 38 Catamaran located in Downtown Miami

5.0
$219+/hour
Sailing is unique in Puerto Vallarta on board the Catalina 42 Sailing Yacht!
Sailing in Marina Vallarta · 12 guests

Sailing is unique in Puerto Vallarta on board the Catalina 42 Sailing Yacht!

5.0
Superowner
$145/hour
“Exclusive Escape, Unlimited Adventure on our Yacht”
Events in Miami · 13 guests

“Exclusive Escape, Unlimited Adventure on our Yacht”

4.8
$250/hour
Private Luxury Yacht Experience in Montego Bay
Events in Montego Bay · 12 guests

Private Luxury Yacht Experience in Montego Bay

5.0
$450/hour
2019 Lagoon 450F Sailing Catamaran Yacht in Puerto Vallarta, Mexico
Sailing in Marina Vallarta · 17 guests

2019 Lagoon 450F Sailing Catamaran Yacht in Puerto Vallarta, Mexico

5.0
$370+/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
Come sail away on this Jeanneau 58' Sailboat in San Diego
Sailing in San Diego · 8 guests

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

4.8
$400/hour
55ft Irwin Sailboat in Marina del Rey, YOUR PRIVATE GROUP BEST CHOICE IN L.A.!
Sailing in Marina del Rey · 12 guests

55ft Irwin Sailboat in Marina del Rey, YOUR PRIVATE GROUP BEST CHOICE IN L.A.!

4.9
Superowner
Best of 2026
$185+/hour
SINGLAR PLUS BITCOIN LIMITED EDITION
Powerboats in Cartagena · 10 guests

SINGLAR PLUS BITCOIN LIMITED EDITION

4.8
$550/day
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
$63/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
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
Luxury BYOB Sailing in the Charleston Harbor
Sailing in Charleston · 6 guests

Luxury BYOB Sailing in the Charleston Harbor

5.0
Superowner
$240/hour
Limited Availability
FOLLY BEACH CATAMARAN SUNSET SAIL, departing Folly River boat landing 190/hr
Sailing in Folly Beach · 6 guests

FOLLY BEACH CATAMARAN SUNSET SAIL, departing Folly River boat landing 190/hr

5.0
$200/hour
Limited Availability
Explore Newport Harbor on a Luxurious Beneteau Sense 55 Sailboat
Sailing in Newport · 6 guests

Explore Newport Harbor on a Luxurious Beneteau Sense 55 Sailboat

5.0
$400/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
SEARAY SLX400 | $600hr | 13 People
Events in Washington · 13 guests

SEARAY SLX400 | $600hr | 13 People

4.5
Superowner
$625/hour
Instant Book
52ft Custom Motor Yacht for Charter in Cabo San Lucas
Events in Marina · 18 guests

52ft Custom Motor Yacht for Charter in Cabo San Lucas

4.8
$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
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
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

Sailing Reviews in United States

  1. Alex

    Alex

    Luxury Leopard 38 Catamaran located in Downtown Miami

    Thanks for helping us organize this Aaron. My review is moreso for Liam, our amazing captain! Thanks for being a great add to the boat this past weekend. We really appreciated your service and wanting to find the best spots and iten for us. Much appreciated and see ya again!

  2. DM

    David

    Schock 35' Cruiser Sailboat in San Francisco Bay

    This was an amazing experience for me and my family. Dan was a great host as a captain, and made the boat ride extremely fun! This is definitely something I will be returning to do in the future. Thank you so much for everything Dan.

  3. Braxton

    Braxton

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

    If aliens visited our planet and were looking for a perfect excursion out on the water, for their first foray/experience of sailing, I would recommend Julie, & her wonderful vessel as a representative for the Earth, because my experience could not have been more PERFECT! Genuinely, this was the best experience I've ever had sailing so far and I've been on a few different excursions in my lifetime so far. Julie hospitality & smooth sailing (figuratively & literally) was far and away the highlight of my weekend here in San Diego. I cannot wait to find myself in her knowledgeable hands again for another perfect adventure out on the ocean.

  4. SS

    Sam

    “Exclusive Escape, Unlimited Adventure on our Yacht”

    Had the best time, couldn’t be more grateful to Carlos. We booked this super last minute and he managed to get it done no problem. Price was very fair and overall we had the best time. Crew and captain were both incredible as well and really elevated the experience. 10/10

  5. ME

    Maddie

    FOLLY BEACH CATAMARAN SUNSET SAIL, departing Folly River boat landing 190/hr

    Captain Johnny was absolutely wonderful! Booked for a bachelorette trip and it was such a fantastic time. Spent some time in the sand, on the water and saw some native aquatic life. Could not recommend enough!

  6. Raymond

    Raymond

    FOLLY BEACH CATAMARAN SUNSET SAIL, departing Folly River boat landing 190/hr

    The most amazing experience. Dolphins, sunset and fireworks. It was a dream. Captain was amazing, friendly and kind. Thank you and see you soon !