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All listings in the United States

Awesome sailboat rentals in United States.

4.9
(8,291 Reviews)

Page 20 of 39925 listings

"Marlin del Rey" 66ft Catamaran Sailing in Playa Tamarindo
Sailing in Tamarindo · 70 guests

"Marlin del Rey" 66ft Catamaran Sailing in Playa Tamarindo

5.0
$532/hour
40' Catamaran - Sail away
Sailing in Marina del Rey · 6 guests

40' Catamaran - Sail away

5.0
$400/hour
Private 40ft Catamaran Charter to Rosario Islands, Cartagena
Sailing in Cartagena · 18 guests

Private 40ft Catamaran Charter to Rosario Islands, Cartagena

New
$500/hour
Cabo San Lucas Private 28ft Yacht Tour with Snorkel
Events in Marina · 8 guests

Cabo San Lucas Private 28ft Yacht Tour with Snorkel

New
$255/hour
MAXIMA Powerboat 38ft in Cartagena de Indias
Powerboats in Cartagena · 20 guests

MAXIMA Powerboat 38ft in Cartagena de Indias

4.0
$830/day
Private 45ft Catamaran Yacht In Cabo | All-Inclusive Food and Open Bar
Powerboats in Marina · 20 guests

Private 45ft Catamaran Yacht In Cabo | All-Inclusive Food and Open Bar

New
$759+/hour
Rosario Islands Private Cruise – 40ft Catamaran from Cartagena
Powerboats in Cartagena · 40 guests

Rosario Islands Private Cruise – 40ft Catamaran from Cartagena

New
$750/hour
🛥️🏝️ Snorkeling Cruise Charter in Puerto Plata🛥️🏝️
Sailing in Barrio Las Yaguitas · 18 guests

🛥️🏝️ Snorkeling Cruise Charter in Puerto Plata🛥️🏝️

New
Superowner
Best of 2026
$75/hour
Experience the Gulf Star 41' Sailing and Dining in Guanacaste
Sailing in Guanacaste Province · 12 guests

Experience the Gulf Star 41' Sailing and Dining in Guanacaste

5.0
$200/hour
46ft Sailing Catamaran Private Charter / Capacity 45 people
Sailing in Cancún · 45 guests

46ft Sailing Catamaran Private Charter / Capacity 45 people

3.3
Superowner
$343+/hour
Charter 45ft Cruising Catamaran In Playa Flamingo, Costa Rica
Sailing in Playa Flamingo · 45 guests

Charter 45ft Cruising Catamaran In Playa Flamingo, Costa Rica

5.0
$750/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
40ft Lagoon Sailing Catamaran with Skipper and Crew!
Sailing in Marina Vallarta · 18 guests

40ft Lagoon Sailing Catamaran with Skipper and Crew!

New
$625/hour
Personalized Luxury Catamaran Experiences
Sailing in Nuevo Vallarta · 16 guests

Personalized Luxury Catamaran Experiences

New
$658/hour
High Demand
San Diego Bay 2.5 Hour Catamaran Sailing Tour - Small Group 6 or less @$99pp
Sailing in San Diego · 6 guests

San Diego Bay 2.5 Hour Catamaran Sailing Tour - Small Group 6 or less @$99pp

5.0
$54/hour
Sunset Sail - Philadelphia Waterfront with O'Day 322 Sailing Yacht
Sailing in Philadelphia · 6 guests

Sunset Sail - Philadelphia Waterfront with O'Day 322 Sailing Yacht

5.0
$350/hour
Luxury 50ft Custom Catamaran in Vancouver for 12 Guests
Sailing in Vancouver · 12 guests

Luxury 50ft Custom Catamaran in Vancouver for 12 Guests

New
$458/hour
3-Hour Morning Sail | Private 50ft Luxury Sailing Yacht in Charleston
Sailing in Mount Pleasant · 12 guests

3-Hour Morning Sail | Private 50ft Luxury Sailing Yacht in Charleston

New
$250/hour
Foilborne Power Catamaran 40´Party Boat For Your Next Adventure!
Sailing in Herradura · 35 guests

Foilborne Power Catamaran 40´Party Boat For Your Next Adventure!

5.0
$500/hour
Limited Availability
Miami Sunset Sailing Cruise with Open Bar, Appetizers, DJ on 60ft Catamaran
Sailing in Miami Beach · 49 guests

Miami Sunset Sailing Cruise with Open Bar, Appetizers, DJ on 60ft Catamaran

New
$1,500/hour
Leopard 53 Power Catamaran (25-ft wide deck space)
Powerboats in Fort Lauderdale · 12 guests

Leopard 53 Power Catamaran (25-ft wide deck space)

New
$400+/hour
🛥️🏝️ SAIL IN PUNTA CANA PRIVATE GROUPS 🛥️🏝️
Tours in Dominican Republic · 40 guests

🛥️🏝️ SAIL IN PUNTA CANA PRIVATE GROUPS 🛥️🏝️

New
Superowner
Best of 2026
$75/hour
30 Persons 46' Cruising LEOPARD Sailing Catamaran in Cancún, For Charter
Sailing in Cancún · 30 guests

30 Persons 46' Cruising LEOPARD Sailing Catamaran in Cancún, For Charter

New
$540/hour
45' Luxury Sailing Catamaran Charter
Sailing in Saint Petersburg · 6 guests

45' Luxury Sailing Catamaran Charter

5.0
$300+/hour

Sailing Reviews in United States

  1. LC

    Louis

    Experience the Gulf Star 41' Sailing and Dining in Guanacaste

    Incredible sailing experience, look no further and book. From start to finish Hugo and the fellow two crew members were incredible guides, and the itinerary they drafted was spectacular. Great value and every step of the way was incredible. Food and drinks very good as well, and a very safe experience. Also compared to other options the best value in Guanacaste. Will be back!!

  2. AS

    Adam

    San Diego Bay 2.5 Hour Catamaran Sailing Tour - Small Group 6 or less @$99pp

    Knowledgeable, Friendly, and Fun. 100% recommend, we will be back.

  3. WL

    William

    Foilborne Power Catamaran 40´Party Boat For Your Next Adventure!

    I rented the catamaran and it’s was good. We saw whales, baby sea turtles and more. The captain ( Elias ) was fantastic. The deck hand was also great. Boat was also great.

  4. KB

    KAREN

    Experience the Gulf Star 41' Sailing and Dining in Guanacaste

    Hugo's sailing trip was the perfect fit for our group of 5, varying in all ages and activity levels. We were able to customize our tour to fit what we were looking for.

  5. KC

    Katie

    Charter 45ft Cruising Catamaran In Playa Flamingo, Costa Rica

    We had the best time for my 40th birthday w/ 19 ppl . The food was excellence. The staff was great and the boat was perfect. Just take me back again please!

  6. SY

    Sierra

    MAXIMA Powerboat 38ft in Cartagena de Indias

    The boat crew helped themselves to our beverages, held our itinerary up with their lunch, and didn’t communicate so we couldn’t go everywhere we wanted. They were fine, but I expected a little more from a luxury experience. The boat itself was very beautiful.