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All listings in the United States

Awesome sailboat rentals in United States.

4.9
(8,388 Reviews)

Page 4 of 38912 listings

High Demand
Luxury 50ft Custom Catamaran in Vancouver for 12 Guests
Sailing in Vancouver · 12 guests

Luxury 50ft Custom Catamaran in Vancouver for 12 Guests

5.0
$395/hour
The Midnight Sun,  Affordable Luxury  motor yacht
Events in Oranjestad-East · 15 guests

The Midnight Sun, Affordable Luxury motor yacht

5.0
Superowner
$530/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
$176/hour
🤩VIP EXPERIENCE 🎊🎂🛥💕Bachelorette/Birthday Party Power in Sosua Beach.
Events in Barrio Las Yaguitas · 150 guests

🤩VIP EXPERIENCE 🎊🎂🛥💕Bachelorette/Birthday Party Power in Sosua Beach.

5.0
$160/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
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
Sailing Trips out of La Conner, Washington
Sailing in Anacortes · 8 guests

Sailing Trips out of La Conner, Washington

5.0
$500/day
“Exclusive Escape, Unlimited Adventure on our Yacht”
Events in Miami · 13 guests

“Exclusive Escape, Unlimited Adventure on our Yacht”

4.9
$250/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
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
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
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
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
$600hr | 12 Guests | SLX400 |
Events in Washington · 13 guests

$600hr | 12 Guests | SLX400 |

4.5
Superowner
$625/hour
Instant Book
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
Luxury BYOB Sailing in the Charleston Harbor
Sailing in Charleston · 6 guests

Luxury BYOB Sailing in the Charleston Harbor

5.0
Superowner
$240/hour
See the wonders of Puerto Vallarta aboard 38' Sailing Catamaran Charter
Sailing in Isla Iguana · 12 guests

See the wonders of Puerto Vallarta aboard 38' Sailing Catamaran Charter

5.0
Superowner
Best of 2026
$240/hour
High Demand
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
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 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
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
 CATAMARAN/DOLPHIN SAIL  FOLLY BEACH SC
Sailing in Folly Beach · 6 guests

CATAMARAN/DOLPHIN SAIL FOLLY BEACH SC

5.0
$190/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
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
$64/hour

Sailing Reviews in United States

  1. Amanda

    Amanda

    “Exclusive Escape, Unlimited Adventure on our Yacht”

    absolutely gorgeous boat the deck hands helped us get everything on put everything away. We had an amazing time I did this for my bachelorette and me and my guests had the most fun. They have a very loud speaker throughout the whole boat. It was such a fun experience

  2. rs

    reid

    Sailing Trips out of La Conner, Washington

    TK was communicative, flexible with our needs, incredibly knowledgeable, and took us out for an amazing time! We did this with my 3yo daughter and he was attentive, safe, and responsible every step of the way. I highly recommend him.

  3. 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!!!

  4. 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.

  5. WA

    Whitney

    The Midnight Sun, Affordable Luxury motor yacht

    We had a great time celebrating my sister’s 40th birthday… everything was perfect!!

  6. 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