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All listings in the United States

Awesome sailboat rentals in United States.

4.9
(8,362 Reviews)

Page 21 of 39924 listings

Private 42-Foot Sailing Catamaran Charter in Bocas del Toro
Sailing in Bocas del Toro Province · 22 guests

Private 42-Foot Sailing Catamaran Charter in Bocas del Toro

New
$420/hour
Private 35ft Catamaran Charter in La Paz – Snorkeling, Kayaking & Sea Lions Trip
Powerboats in La Paz · 8 guests

Private 35ft Catamaran Charter in La Paz – Snorkeling, Kayaking & Sea Lions Trip

New
$290/hour
Private 80-Guest Sailing Catamaran Charter to Cayo Levantado
Sailing in El Centro · 80 guests

Private 80-Guest Sailing Catamaran Charter to Cayo Levantado

New
$900/hour
Private 51ft Power Catamaran Charter from Tamarindo
Powerboats in Tamarindo · 18 guests

Private 51ft Power Catamaran Charter from Tamarindo

New
$7,840/day
46ft Catamaran – Gulf of Papagayo Charter w/ Captain & Snorkeling
Sailing in Guanacaste Province · 30 guests

46ft Catamaran – Gulf of Papagayo Charter w/ Captain & Snorkeling

New
$840/hour
Private 44ft Sailing Catamaran Charter in Papagayo
Sailing in Guanacaste Province · 30 guests

Private 44ft Sailing Catamaran Charter in Papagayo

New
$8,400/day
Private 40ft Catamaran Charter in Miches, El Seibo: Snorkeling & Lunch
Sailing in Dominican Republic · 35 guests

Private 40ft Catamaran Charter in Miches, El Seibo: Snorkeling & Lunch

New
$1,050/hour
Afternoon Sail | Private 50ft Jeanneau Sun Odyssey Sailing Yacht in Charleston
Sailing in Mount Pleasant · 12 guests

Afternoon Sail | Private 50ft Jeanneau Sun Odyssey Sailing Yacht in Charleston

New
$250/hour
"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
Best 75ft Catamaran in Cancun and Isla Mujeres! Holds 100 people
Sailing in Cancún · 100 guests

Best 75ft Catamaran in Cancun and Isla Mujeres! Holds 100 people

5.0
$856+/hour
MAXIMA Powerboat 38ft in Cartagena de Indias
Powerboats in Cartagena · 20 guests

MAXIMA Powerboat 38ft in Cartagena de Indias

4.0
$830/day
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
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
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
🛥️🏝️ 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
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
Limited Availability
Montego Bay Escape – 47ft Voyage Catamaran Snorkel & Party Cruise
Sailing in Montego Bay · 30 guests

Montego Bay Escape – 47ft Voyage Catamaran Snorkel & Party Cruise

New
Superowner
$500/hour
50ft Sunseeker Yacht Perfect for your Party in Cabo San Lucas
Events in Marina · 10 guests

50ft Sunseeker Yacht Perfect for your Party in Cabo San Lucas

New
$270/hour
Rent our 25ft Sailboat in Kemah, Texas
Sailing in Seabrook · 4 guests

Rent our 25ft Sailboat in Kemah, Texas

5.0
$54/hour
49-Passenger Sailing Charter Catamaran at Navy Pier Marina
Sailing in Chicago · 49 guests

49-Passenger Sailing Charter Catamaran at Navy Pier Marina

New
$900/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
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
Classic Rainbow Hobie Cat Racing or Day Sailor
Sailing in Des Moines · 4 guests

Classic Rainbow Hobie Cat Racing or Day Sailor

New
$150/hour
Sunset Cruise in Myrtle Beach, South Carolina
Sailing in Little River · 6 guests

Sunset Cruise in Myrtle Beach, South Carolina

5.0
$450/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. DF

    Dina

    Rent our 25ft Sailboat in Kemah, Texas

    Loved the sailing experience on the 25 foot sailboat. Eventhough it was an old sailboat form the 80's, David, our captain, was in control of every detail. He is a great captain. He is very paused and confident and easy to get along with. Recommend David with closed eyes. Lucy and the rest of the gals at the office are great people.

  3. RC

    Ryan

    Sunset Cruise in Myrtle Beach, South Carolina

    Great trip! The captain was terrific! Most of the time is spent going to and from the open ocean, but it is a scenic voyage. Fair price. Boat is in good-fair condition. We grabbed take-out at the marina before pushing off.

  4. 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.

  5. 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.

  6. 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!