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All listings in the United States

Awesome sailboat rentals in United States.

4.9
(8,498 Reviews)

Page 18 of 40 • 951 listings

San Diego Sunset & Sunshine Sailing Tour on our Catalina 36 MK1 Sailboat
Sailing in San Diego · 8 guests

San Diego Sunset & Sunshine Sailing Tour on our Catalina 36 MK1 Sailboat

5.0
$300/hour
Classic Yacht Charter in New York, New York
Sailing in Manhattan · 30 guests

Classic Yacht Charter in New York, New York

5.0
$1,600/hour
Sailing Trip on 35' Catamaran in Cozumel All Inclusive
Sailing in Zona Hotelera Norte · 15 guests

Sailing Trip on 35' Catamaran in Cozumel All Inclusive

5.0
Superowner
$329/hour
Private Catamaran Charter to Passion Island, Cozumel | 44ft Voyage Yacht
Sailing in Zona Hotelera Norte · 20 guests

Private Catamaran Charter to Passion Island, Cozumel | 44ft Voyage Yacht

5.0
$384/hour
40ft Pirate Ship Themed Catamaran in Dobbs Ferry
Sailing in New York · 12 guests

40ft Pirate Ship Themed Catamaran in Dobbs Ferry

5.0
$289/hour
Luxury Private Sail Yacht rental for groups and families up to 15 Pax
Sailing in Isla Mujeres · 15 guests

Luxury Private Sail Yacht rental for groups and families up to 15 Pax

5.0
$129/hour
5⭐️ SUNSEEKER 64’ Visit Isla Mujeres
Events in Playa del Carmen · 15 guests

5⭐️ SUNSEEKER 64’ Visit Isla Mujeres

5.0
Superowner
$713/hour
40ft Jeanneau Sloop Charter in Fort Lauderdale
Sailing in Fort Lauderdale · 6 guests

40ft Jeanneau Sloop Charter in Fort Lauderdale

5.0
$109+/hour
Private Cat 30' Magic-Sea-wind Sailing Catamaran
Sailing in Cancún · 20 guests

Private Cat 30' Magic-Sea-wind Sailing Catamaran

5.0
$165+/hour
Catamaran 38' Private tour to Isla Mujeres / Cancun / Playa del Carmen
Sailing in Centro - Supmza. 001 · 16 guests

Catamaran 38' Private tour to Isla Mujeres / Cancun / Playa del Carmen

5.0
$200+/hour
77 ft Catamaran Cruise With Drinks, food and Waterslide In Cancún, Mexico
Sailing in Cancún · 280 guests

77 ft Catamaran Cruise With Drinks, food and Waterslide In Cancún, Mexico

5.0
$1,227/hour
🛥🥂VIP EXPERIENCE-Prívate Catamaran for bachelorette-birthday in Puerto Plata
Events in Barrio Las Yaguitas · 60 guests

🛥🥂VIP EXPERIENCE-Prívate Catamaran for bachelorette-birthday in Puerto Plata

1.0
$170/hour
50ft Searay Yacht - Waterfall Cruise at Deep Cove
Powerboats in Port Moody · 14 guests

50ft Searay Yacht - Waterfall Cruise at Deep Cove

5.0
$421/hour
Nice Sailing vessel 41ft for cruising and explore PV.
Sailing in Marina Vallarta · 12 guests

Nice Sailing vessel 41ft for cruising and explore PV.

5.0
$164/hour
Come Experience the ambient waters of the Potomac on the Sylvan MIRAGE Pontoon!
Powerboats in Washington · 6 guests

Come Experience the ambient waters of the Potomac on the Sylvan MIRAGE Pontoon!

5.0
$185/hour
Experience Ultimate Tropical Luxury on 38' Lagoon Catamaran in Nuevo Vallarta
Sailing in Nuevo Vallarta · 23 guests

Experience Ultimate Tropical Luxury on 38' Lagoon Catamaran in Nuevo Vallarta

5.0
$350+/hour
Lagoon 45' 2021 Cancun - Isla Mujeres
Sailing in Cancún · 18 guests

Lagoon 45' 2021 Cancun - Isla Mujeres

5.0
Superowner
$400+/hour
Instant Book
Sail on Amazing Sea Ray 53ft with flybridge perfect for 22 people min 4hours
Events in Cancún · 15 guests

Sail on Amazing Sea Ray 53ft with flybridge perfect for 22 people min 4hours

5.0
$272/hour
Catamaran Lagoon 42 in Puerto Aventuras
Sailing in San Miguel de Cozumel · 27 guests

Catamaran Lagoon 42 in Puerto Aventuras

5.0
Superowner
$645/hour
Set sail on NY Harbor aboard this beautiful and luxurious Ericson sloop!
Sailing in Manhattan · 6 guests

Set sail on NY Harbor aboard this beautiful and luxurious Ericson sloop!

5.0
$224+/hour
Sailing Charter, 42 ft Cutter Ketch snorkeling, scuba. Roatan Honduras
Sailing in Bay Islands Department · 6 guests

Sailing Charter, 42 ft Cutter Ketch snorkeling, scuba. Roatan Honduras

5.0
$600/day
Unforgettable Movie Night Onboard Our 380 S2 Lagoon
Sailing in Long Beach · 12 guests

Unforgettable Movie Night Onboard Our 380 S2 Lagoon

5.0
Superowner
$199/hour
Boat Rental On Lake Washington - 19ft Sea Ray
Powerboats in Renton · 8 guests

Boat Rental On Lake Washington - 19ft Sea Ray

3.0
$150/hour
Instant Book
Negril Private Catamaran Cruise with Snorkeling & Drinks
Sailing in West End · 120 guests

Negril Private Catamaran Cruise with Snorkeling & Drinks

New
$509/hour

Sailing Reviews in United States

  1. TF

    Tricia

    Sailing Charter, 42 ft Cutter Ketch snorkeling, scuba. Roatan Honduras

    My husband and I sailed with Captain John in August 2026, and it was an incredible experience! John put together a wonderful three-day private itinerary for us, including all the meals and snacks we enjoyed along the way. Since neither of us had ever sailed before, John was kind enough to show us the “ropes” 🙂 and made us feel comfortable and involved throughout the trip. From amazing snorkeling spots to fresh seafood dinners, every part of the experience was relaxing, memorable, and truly special. We couldn’t have asked for a better sailing experience and highly recommend Captain John to anyone looking for a fun, relaxing, and personalized adventure!

  2. Leslie

    Leslie

    5⭐️ SUNSEEKER 64’ Visit Isla Mujeres

    Don’t hesitate ! Book this! Started with amazing service from pick up at our hotel all the way through. Amazing crew & captain. Booking was very easy as well. Amazing service seriously. I’ve been on plenty of boats and this by far was my favorite. Service was amazing. Food preparation was great. You won’t regret it ! Plus this boat is beautiful & clean !

  3. SS

    Shaun

    40ft Jeanneau Sloop Charter in Fort Lauderdale

    This was our first time sailing and Captain Dan was amazing 🤩. He is very knowledgeable and accommodating. We sat up front on a couple of bean bags which was perfect and very comfortable. We will definitely do this again. Oh and we saw 👀dolphins 🐬 too. 🙌

  4. Kathy

    Kathy

    40ft Jeanneau Sloop Charter in Fort Lauderdale

    It was a great choice! Captain Dan welcomed us and prepared us so we would have a most enjoyable and safe trip! We toured beautiful areas, sailed along the coast and a great ocean adventure! We dropped anchor for a swim and lunch and had great conversation !! Thank you and we will be back!

  5. Vidur

    Vidur

    Private Cat 30' Magic-Sea-wind Sailing Catamaran

    Boat and crew were absolutely top notch! Everyone was more than willing to create an itinerary based on my preferences, also the crew was always one step away to refill drinks. Highly recommend renting via Eduardo! Shoutout to Helen for getting the reservation turned around in less than 12 hours!

  6. TR

    Tamara

    Catamaran 38' Private tour to Isla Mujeres / Cancun / Playa del Carmen

    We are an extended family of 14 and wanted to snorkel, see the island by boat, enjoy the sunset, swim and relax. Gustavo and crew were amazing! Pick up and drop off at our dock were no problem. Although the water was rough, they allowed us to snorkel and swim where we wanted. A great trip on a great boat!