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All listings in the United States

Awesome sailboat rentals in United States.

4.9
(8,509 Reviews)

Page 4 of 40 • 952 listings

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
Lagoon 38 Beautiful Sailing Catamaran in Puerto Vallarta, México
Sailing in Marina Vallarta · 20 guests

Lagoon 38 Beautiful Sailing Catamaran in Puerto Vallarta, México

5.0
$265/hour
Private Luxury Yacht Experience in Montego Bay
Events in Montego Bay · 12 guests

Private Luxury Yacht Experience in Montego Bay

5.0
$400/hour
Private 38' Hunter Sailing boat in Cabo San Lucas
Sailing in Marina · 12 guests

Private 38' Hunter Sailing boat in Cabo San Lucas

4.9
Superowner
Best of 2026
$206/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
$60/hour
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
High End Catamaran, Luxury Private Party in Cabo San Lucas. Captain &  crew inc
Powerboats in Marina · 50 guests

High End Catamaran, Luxury Private Party in Cabo San Lucas. Captain & crew inc

5.0
Superowner
$600/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
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
$163/hour
All Inclusive 42-ft Private Trimaran for Snorkeling Adventures in Cabo San Lucas
Sailing in Marina · 50 guests

All Inclusive 42-ft Private Trimaran for Snorkeling Adventures in Cabo San Lucas

5.0
Superowner
Best of 2026
$367/hour
Luxury Tripp 44' Sailboat Charter in San Francisco Bay
Sailing in Alameda · 12 guests

Luxury Tripp 44' Sailboat Charter in San Francisco Bay

5.0
$189/hour
Private Catamaran Escape for 2–6 Guests – Celebrate Your Way
Sailing in Marina · 6 guests

Private Catamaran Escape for 2–6 Guests – Celebrate Your Way

4.8
Superowner
$170/hour
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
Beautiful Classic Sailboat in Marina Del Rey
Sailing in Marina del Rey · 10 guests

Beautiful Classic Sailboat in Marina Del Rey

5.0
$170+/hour
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
Sailing Charter On 35' Ericson Sloop In Puerto Vallarta, Mexico
Sailing in Marina Vallarta · 8 guests

Sailing Charter On 35' Ericson Sloop In Puerto Vallarta, Mexico

5.0
Superowner
$119+/hour
Amazing Party Boats In Puerto Plata Make Your Reservation Now
Powerboats in Puerto Plata · 100 guests

Amazing Party Boats In Puerto Plata Make Your Reservation Now

5.0
Superowner
Best of 2026
$50/hour
Private Luxury Yacht Charter Aruba | Bilingual Crew, 4.9★ 260+ Bookings
Events in Oranjestad-East · 15 guests

Private Luxury Yacht Charter Aruba | Bilingual Crew, 4.9★ 260+ Bookings

5.0
Superowner
$530/hour
55ft Hudson sailboat in Marina del Rey. Your private group. Best Choice in L.A.
Sailing in Marina del Rey · 12 guests

55ft Hudson sailboat in Marina del Rey. Your private group. Best Choice in L.A.

5.0
Superowner
Best of 2026
$185+/hour
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
“Exclusive Escape, Unlimited Adventure on our Yacht”
Events in Miami · 13 guests

“Exclusive Escape, Unlimited Adventure on our Yacht”

4.9
$250/hour
Sail the Hudson River in Kingston
Sailing in Kingston · 6 guests

Sail the Hudson River in Kingston

5.0
$125/hour
Enjoy Luxury Catamaran for Islands, Sunsets and Night Events
Sailing in Cartagena · 20 guests

Enjoy Luxury Catamaran for Islands, Sunsets and Night Events

5.0
Superowner
$155+/hour
Sailing Trips out of La Conner, Washington
Sailing in Anacortes · 8 guests

Sailing Trips out of La Conner, Washington

5.0
$500/day

Sailing Reviews in United States

  1. EJ

    Eira

    Luxury Tripp 44' Sailboat Charter in San Francisco Bay

    Had an absolutely incredible experience sailing in San Francisco Bay for fleet week. We were right in the middle of the action, saw all the aeronautical displays up close, all whilst properly sailing in a racing yacht! Captain Dan commanded a complex outing with aplomb! Would recommend!

  2. Evelyn

    Evelyn

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

    An unforgettable way to see San Diego! Julie was amazing! My cousin was visiting from Chicago and wanted to experience San Diego from the water, and this was the perfect way to do it. The boat was perfect, the views were beautiful, and we even got to see seals up close. It was a bit chilly the day we sailed, but the crew thought of everything, with warm blankets and comfy chairs so we could relax on the deck. Julie made the whole experience special, and I'd recommend booking with her to anyone!

  3. AZ

    Adam

    Private Luxury Yacht Charter Aruba | Bilingual Crew, 4.9★ 260+ Bookings

    We had a family day on the boat with my wife and 3 kids (ages 6, 5, and 2). We had the most incredible day. Jesus and Jose catered to all of our needs especially realizing when we needed to make a slight change of plans due to some snorkeling challenges with the little ones. The food was also amazing. Consensus was that this was the best day in Aruba

  4. HF

    Hervey

    Sailing Trips out of La Conner, Washington

    Terje - TK - is a great captain with such varied and useful experience on the water - fisherman, captain, and tour guide for the San Juans. We had a great 5 days on the water!

  5. KM

    Kevin

    Sail the Hudson River in Kingston

    Had a great time, super flexible. The captain and first were super interesting. Thank you so much for the great time! Definitely do this if you can.

  6. 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