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All listings in the United States

Awesome sailboat rentals in United States.

4.9
(8,236 Reviews)

Page 6 of 39934 listings

Hawaiian Breeze in Marina del Rey
Sailing in Marina del Rey · 6 guests

Hawaiian Breeze in Marina del Rey

5.0
$150/hour
High Demand
42 Foot Bertram Trojan Motor Yacht in Los Angeles
Events in Long Beach · 6 guests

42 Foot Bertram Trojan Motor Yacht in Los Angeles

5.0
$145/hour
 CATAMARAN/DOLPHIN SAIL  FOLLY BEACH SC
Sailing in Folly Beach · 6 guests

CATAMARAN/DOLPHIN SAIL FOLLY BEACH SC

5.0
$190/hour
Lovely Catalina 36 Sailboat in Puerto Vallarta
Sailing in Marina Vallarta · 12 guests

Lovely Catalina 36 Sailboat in Puerto Vallarta

5.0
Superowner
$155/hour
60ft AIcon Yacht – Perfect for Luxury Day Trips
Events in Miami · 13 guests

60ft AIcon Yacht – Perfect for Luxury Day Trips

4.8
$350/hour
47' Leopard Sailing Catamaran on Clear Lake/Galveston Bay
Sailing in Seabrook · 12 guests

47' Leopard Sailing Catamaran on Clear Lake/Galveston Bay

5.0
$300/hour
⛵️ Catamaran 49-Person Party Boat Includes: 1-Captain, 1-Mate and 1-Bartender
Sailing in Miami Beach · 49 guests

⛵️ Catamaran 49-Person Party Boat Includes: 1-Captain, 1-Mate and 1-Bartender

5.0
Superowner
$700+/hour
Private Jeanneau Sun Odyssey 37ft Sailboat Chicago Cruise with 10 Guests
Sailing in Chicago · 10 guests

Private Jeanneau Sun Odyssey 37ft Sailboat Chicago Cruise with 10 Guests

5.0
Superowner
$250/hour
Instant Book
81' Sailboat | Hot Tub + Full Water Toys | Up to 50 Guests
Sailing in Marina Vallarta · 50 guests

81' Sailboat | Hot Tub + Full Water Toys | Up to 50 Guests

New
$603/hour
Beautiful Cruising Catamaran for Up to 20 Friends in Cartagena, Colombia
Sailing in Cartagena · 20 guests

Beautiful Cruising Catamaran for Up to 20 Friends in Cartagena, Colombia

4.8
Superowner
$900/day
Limited Availability
56' SeaRay Yacht in New York!
Events in Brooklyn · 12 guests

56' SeaRay Yacht in New York!

4.8
$475/hour
50' Spacious Catamaran for Fun & Adventure – Food, Drinks & Water Toys
Sailing in Marina · 40 guests

50' Spacious Catamaran for Fun & Adventure – Food, Drinks & Water Toys

New
$720/hour
Sail in downtown Toronto
Sailing in Toronto · 6 guests

Sail in downtown Toronto

5.0
$118/hour
42' Catalina Sailing Yacht in the Hamptons - For a perfect day on the water /)
Sailing in Sag Harbor · 6 guests

42' Catalina Sailing Yacht in the Hamptons - For a perfect day on the water /)

5.0
$312+/hour
50' Azimut All-Inclusive Yacht Charter in Playa del Carmen.
Events in Playa del Carmen · 20 guests

50' Azimut All-Inclusive Yacht Charter in Playa del Carmen.

4.9
Superowner
Best of 2026
$420/hour
44' Luxury Cruiser Sailboat Charter  | San Francisco Bay
Sailing in Alameda · 6 guests

44' Luxury Cruiser Sailboat Charter | San Francisco Bay

5.0
$159/hour
Sailing Charters in Wilmington NC
Sailing in Wilmington · 6 guests

Sailing Charters in Wilmington NC

5.0
$178/hour
Captained Sail on San Francisco Bay on 51' Morgan Out Island Ketch
Events in Sausalito · 30 guests

Captained Sail on San Francisco Bay on 51' Morgan Out Island Ketch

4.9
Superowner
Best of 2026
$650/hour
3.5hr Catamaran Experience Montego Bay
Sailing in Montego Bay · 30 guests

3.5hr Catamaran Experience Montego Bay

5.0
Superowner
$834/hour
Newport Harbor Sailing Adventure
Sailing in Newport Beach · 6 guests

Newport Harbor Sailing Adventure

5.0
$133/hour
Day Sails and Sunset Cruises in Downtown St. Petersburg,  44' Morgan Sailboat
Sailing in Saint Petersburg · 6 guests

Day Sails and Sunset Cruises in Downtown St. Petersburg, 44' Morgan Sailboat

5.0
$206+/hour
42 Sailing Monohull Tours in Sausalito
Sailing in Sausalito · 6 guests

42 Sailing Monohull Tours in Sausalito

5.0
Superowner
$200/hour
Sailing From Pompano Beach, FL
Sailing in Pompano Beach · 12 guests

Sailing From Pompano Beach, FL

4.6
Superowner
$125+/hour
Nicest Certified 53' Santa Cruz Sailing Yacht on the West Coast - 20 Pax Package
Sailing in San Francisco · 20 guests

Nicest Certified 53' Santa Cruz Sailing Yacht on the West Coast - 20 Pax Package

5.0
$750+/hour

Sailing Reviews in United States

  1. SV

    Stacey

    42' Catalina Sailing Yacht in the Hamptons - For a perfect day on the water /)

    Nate is truly the best of the best if you’re looking to book a boating experience! There are individuals who distinctly stand out for good reason and Nate is one of them through and through.

  2. LD

    Lucy

    Nicest Certified 53' Santa Cruz Sailing Yacht on the West Coast - 20 Pax Package

    We had a beautiful day on the bay with Drew and Garrett who are both accomplished sailors and considerate hosts. Everyone felt comfortable and taken care of and I would highly recommend them to anyone looking for a day on the water with local experts. It was a gorgeous day and reminded us why we are so lucky to live here!

  3. LT

    Lorella

    42 Foot Bertram Trojan Motor Yacht in Los Angeles

    Captain Ryan was very kind and understanding. We were a girl group and he was quite the gentleman. He took some amazing pictures and I can’t wait to see them. I’ll be back to upload them once I have them. Great experience overall

  4. Jahaan

    Jahaan

    56' SeaRay Yacht in New York!

    We had an absolutely fantastic day out on the water with this private boat. From start to finish, everything was well organized, relaxing, and enjoyable. The boat was clean, comfortable, and perfect for taking in the beautiful scenery. Our captain was friendly, knowledgeable, and made sure everyone felt welcome and safe throughout the trip. We loved having the flexibility of a private boat, allowing us to explore at our own pace and enjoy some truly memorable views. We would highly recommend to anyone looking for a fun, relaxing, and personalized day on the water. We can't wait to do it again!

  5. George

    George

    42' Catalina Sailing Yacht in the Hamptons - For a perfect day on the water /)

    Nate and his team were very accommodating and it was a pleasant ride. They were very flexible and gave us top tier service. Two thumbs up!

  6. MH

    Maggie

    Beautiful Cruising Catamaran for Up to 20 Friends in Cartagena, Colombia

    We had an amazing time! The crew was fantastic and the boat was perfect for what we needed. Thank you!!