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All listings in the United States

Awesome sailboat rentals in United States.

4.9
(8,041 Reviews)

Page 4 of 39918 listings

Avalon Harbor's Only Sailing Charter
Sailing in Avalon · 6 guests

Avalon Harbor's Only Sailing Charter

5.0
$275+/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
Cal 36 Sailboat Rental in Marblehead, Massachusetts
Sailing in Marblehead · 6 guests

Cal 36 Sailboat Rental in Marblehead, Massachusetts

5.0
$165/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
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
🤩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
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
$275/hour
    Cancun Private Catamaran Isla Mujeres 🏝️ Open Bar, Snorkeling Lunch & Fun
Sailing in Cancún · 15 guests

Cancun Private Catamaran Isla Mujeres 🏝️ Open Bar, Snorkeling Lunch & Fun

5.0
Superowner
$169/hour
Sail Away Private Day Trip: all inclusive with Snorkelling and Island Hop!
Sailing in San Pedro · 10 guests

Sail Away Private Day Trip: all inclusive with Snorkelling and Island Hop!

4.9
$275+/hour
Luxury 40' Leopard Catamaran Tours & Charters in Cartagena, Colombia
Sailing in Cartagena · 15 guests

Luxury 40' Leopard Catamaran Tours & Charters in Cartagena, Colombia

4.7
$200/hour
Instant Book
Hudson 58ft Sailing Vessel - Enjoy The Classic Sailing Experience With Us!
Sailing in Marina del Rey · 12 guests

Hudson 58ft Sailing Vessel - Enjoy The Classic Sailing Experience With Us!

4.8
$275+/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
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
The Midnight Sun,  Affordable Luxury  motor yacht
Events in Oranjestad-East · 15 guests

The Midnight Sun, Affordable Luxury motor yacht

5.0
Superowner
$498/hour
SINGLAR PLUS BITCOIN LIMITED EDITION
Powerboats in Cartagena · 10 guests

SINGLAR PLUS BITCOIN LIMITED EDITION

4.8
$550/day
Suncatcher 22ft Family Pontoon!
Powerboats in Montana · 8 guests

Suncatcher 22ft Family Pontoon!

5.0
$65/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
Luxury BYOB Sailing in the Charleston Harbor
Sailing in Charleston · 6 guests

Luxury BYOB Sailing in the Charleston Harbor

5.0
Superowner
$220/hour
Safe & solid sailing catamaran - Green power! Stunning beauty & great location!
Sailing in Richmond · 6 guests

Safe & solid sailing catamaran - Green power! Stunning beauty & great location!

5.0
$162+/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
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 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
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
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

Sailing Reviews in United States

  1. GM

    Gagan

    Safe & solid sailing catamaran - Green power! Stunning beauty & great location!

    I had a great time on board with Captain Fred and James who were taking over for Jan while he was away. Jan reached out to me via phone call and gave me a great run down of expectations and what I wanted the itinerary to be. He also followed with an orientation email and introduced me to Fred. Fred was great and was really passionate about sailing. He even let us drive for a good while. It was an incredible experience and we likely will be back with more people!!

  2. MH

    Madeline

    Hudson 58ft Sailing Vessel - Enjoy The Classic Sailing Experience With Us!

    Perfect sailboat experience for a large group!! I booked this for a group of photographers and I, and it was seriously everything we could've hoped for! The boat is gorgeous above and below deck and our captain was excellent! He was so helpful in helping us navigate where to spend the most of our time since it was pretty rough waters outside of the marina, and helped to make sure the seasick ones in our group felt comfortable & no one ended up getting too sick! Would book again in a heartbeat :)

  3. TM

    Tyler

    Lagoon 38 Beautiful Sailing Catamaran in Puerto Vallarta, México

    We were a group of 13 and had a blast out on Yacht. Everything from booking to sailing was A+. I would highly recommend booking with this company. Big shoutout to the crew for making the day so special.

  4. DB

    David

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

    Our Host & Captain were amazing. They gave our family a great tour on the water with our own private swimming area, a scenic sunset cruise and checking out all the majestic cliffs and caves. We'll definitely rent from them again.

  5. DH

    Debbi

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

    This boat is as advertised. It’s a floating living room. It’s very comfortable and easy to get into and out of the water. It’s not set up to deal with large waves or long periods on the open ocean so you are limited in where you can go. But it is a very nice time and exactly as I expected. The staff was amazing…beyond friendly and helpful. The guacamole is delicious (more matcha!). I would definitely do this again.

  6. MK

    Michele

    Cancun Private Catamaran Isla Mujeres 🏝️ Open Bar, Snorkeling Lunch & Fun

    We had a wonderful time! The boat was clean and comfortable. The captain and crew were AMAZING and took good care of care of us. They were professional, helpful and friendly! Lunch was good and drinks were okay. Snorkeling the shipwreck was fun and we saw lots of cool fish. Water was a little rough but our guide went in the water with us which made us feel safe! We would definitely book again if we are ever in the area!