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All listings in the United States

Awesome sailboat rentals in United States.

4.9
(8,140 Reviews)

Page 8 of 39925 listings

Montego Bay Private Champagne Sunset Catamaran Cruise
Powerboats in Montego Bay · 10 guests

Montego Bay Private Champagne Sunset Catamaran Cruise

New
$1,896/hour
2.5hr Catamaran Experience Montego Bay
Events in Montego Bay · 30 guests

2.5hr Catamaran Experience Montego Bay

5.0
Superowner
$995/hour
Sailing Trips out of La Conner, Washington
Sailing in Anacortes · 8 guests

Sailing Trips out of La Conner, Washington

5.0
$500/day
Let's go Sailing in Miami!
Sailing in Miami · 6 guests

Let's go Sailing in Miami!

5.0
$45+/hour
Memorable Experience on this Leopard 47 Catamaran
Sailing in Isla Iguana · 25 guests

Memorable Experience on this Leopard 47 Catamaran

5.0
$325/hour
34ft Pacific Seacraft Sailboat for full day Trip in Santa Marta, Magdalena
Sailing in Santa Marta · 12 guests

34ft Pacific Seacraft Sailboat for full day Trip in Santa Marta, Magdalena

5.0
$100/hour
60’ Premier Sailing Yacht in San Diego.
Sailing in San Diego · 35 guests

60’ Premier Sailing Yacht in San Diego.

5.0
$775/hour
3hr Classic Yacht Experience Montego Bay
Powerboats in Montego Bay · 25 guests

3hr Classic Yacht Experience Montego Bay

5.0
Superowner
$933/hour
One & Only - 52 Foot Luxury SeaRay Yacht, Brooklyn Bridge Park!
Events in Manhattan · 12 guests

One & Only - 52 Foot Luxury SeaRay Yacht, Brooklyn Bridge Park!

5.0
$475/hour
Beautiful Sea Ray Flybridge 45 ft Available In Cabo San Lucas,
Events in Marina · 12 guests

Beautiful Sea Ray Flybridge 45 ft Available In Cabo San Lucas,

5.0
$350/hour
Private Sailing Tour Flamingo, Guanacaste - Unforgettable Ocean Adventure
Sailing in Potrero · 12 guests

Private Sailing Tour Flamingo, Guanacaste - Unforgettable Ocean Adventure

5.0
$165/hour
Instant Book
Sailing NYC aboard 34' Catalina
Sailing in Manhattan · 6 guests

Sailing NYC aboard 34' Catalina

5.0
Superowner
$285/hour
38' Sailing catamaran for parties / events in Long Beach! DISCOUNT WEEK DAYS
Sailing in Long Beach · 12 guests

38' Sailing catamaran for parties / events in Long Beach! DISCOUNT WEEK DAYS

5.0
Superowner
$169+/hour
DAYTRIP/SLEEP ON BOARD TO CATALINA
Sailing in Los Angeles · 12 guests

DAYTRIP/SLEEP ON BOARD TO CATALINA

4.9
Superowner
$199/hour
44' Leopard Catamaran All-Inclusive Charter in Playa del Carmen.
Sailing in Playa del Carmen · 35 guests

44' Leopard Catamaran All-Inclusive Charter in Playa del Carmen.

5.0
Superowner
Best of 2026
$520/hour
37ft Sea Ray Sundancer Yacht for Charter  in Cabo San Lucas, Baja California Sur
Events in Marina · 8 guests

37ft Sea Ray Sundancer Yacht for Charter in Cabo San Lucas, Baja California Sur

5.0
$230/hour
Great Catamaran for Cholon, Barú, sunset cruise, lunch or dinner on board...
Sailing in Cartagena · 45 guests

Great Catamaran for Cholon, Barú, sunset cruise, lunch or dinner on board...

4.9
Superowner
$1,000/day
Yacht 46ft, FREE pick up transportation hotel marina one way
Tours in Cancún · 15 guests

Yacht 46ft, FREE pick up transportation hotel marina one way

5.0
$230/hour
San Diego Catamaran Charter | Private Sunset Sail & Harbor Cruises - 12 guests
Sailing in San Diego · 12 guests

San Diego Catamaran Charter | Private Sunset Sail & Harbor Cruises - 12 guests

5.0
$300+/hour
SUNSEEKER 60FT, free pick up transportation HOTEL MARINA one way
Events in Cancún · 20 guests

SUNSEEKER 60FT, free pick up transportation HOTEL MARINA one way

5.0
$330/hour
Instant Book
Your own 42' Private Sailboat in Cabo
Sailing in Marina · 14 guests

Your own 42' Private Sailboat in Cabo

5.0
Superowner
Best of 2026
$363/hour
Sea Ray Sundancer 38ft – Classic Luxury Cruise in Miami!
Events in Miami · 13 guests

Sea Ray Sundancer 38ft – Classic Luxury Cruise in Miami!

5.0
$70/hour
Well Appointed Beneteau 32, Folly Beach, SC
Sailing in Folly Beach · 6 guests

Well Appointed Beneteau 32, Folly Beach, SC

5.0
$190/hour
Sail with us aboard our 64’ sailing yacht Artemis. Gloucester MA. Meal included!
Sailing in Gloucester · 6 guests

Sail with us aboard our 64’ sailing yacht Artemis. Gloucester MA. Meal included!

5.0
$250/hour

Sailing Reviews in United States

  1. DT

    Dj

    San Diego Catamaran Charter | Private Sunset Sail & Harbor Cruises - 12 guests

    My wife and I had a great time, the trip exceeded our expectations, we even had a whale sighting!

  2. EE

    Ebony

    2.5hr Catamaran Experience Montego Bay

    Booking a private boating experience with Shari was one of the best decisions we've made. From the moment we boarded, we were greeted with warm smiles and exceptional hospitality, setting the stage for a day of fun and relaxation. The crew was highly professional, ensuring safety while also making the experience entertaining for everyone on board. We also chose an additional birthday package, which was worth every penny. When our flight was canceled due to weather, Shari handled the situation gracefully, promptly rescheduling our booking. Their flexibility and commitment to customer satisfaction were greatly appreciated. For anyone looking for a memorable boating adventure, we highly recommend booking with Shari, it’s an investment in unforgettable memories.

  3. CC

    Carla

    2.5hr Catamaran Experience Montego Bay

    The cruise was great. Awesome weather! The crew was outstanding. Do a sunset cruise you'll love the view. The only con was for the price we paid per person there should have been some kind of finger food (fruit, chicken, etc) other than chips and drinks.

  4. Jess

    Jess

    Sailing Trips out of La Conner, Washington

    The location, sailboat, incredible captain made this trip phenomenal. We made up our own itinerary based on what we needed and the captain ensued that was part of the itinerary. Prior to the trip, the captain promptly answered all our questions, and while sailing was easy going and extremely knowledgeable. Our group had never sailed, however TK (the captain) provided clear guidance and direction completely erasing this concern. We had an incredible time out on the water, sailing for the very first time. Would very much do it again, and know I will rate everyone in the further against the captain (TK). He had great communication, conversation was incredible, and better yet he made you feel comfortable on the boat.

  5. Sherne-marie

    Sherne-marie

    Sailing Trips out of La Conner, Washington

    Terje was an excellent host whose main focus was ensuring the trip was both memorable and magical. i learned so much from this experience and from the captain. we went to the most beautiful spots that made me question if i was in Washington or Tahiti.

  6. SL

    Sarah

    Sailing Trips out of La Conner, Washington

    We has a perfect day on the water to celebrate my mom's life with close family. Captain was so accomodating and made sure we got our full time in even though we had to delay our departure due to one party arriving late. Terje was flexible and respectful of our wishes and made the trip so easy. We thoroughly enjoyed every minute and highly recommend chatering with Terje. Will definitely sail with him again!