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All listings in the United States

Awesome sailboat rentals in United States.

4.9
(8,467 Reviews)

Page 8 of 41 • 966 listings

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
Suncatcher 22ft Family Pontoon!
Powerboats in Montana · 8 guests

Suncatcher 22ft Family Pontoon!

5.0
$65/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...

4.8
Superowner
$1,000/day
⛵️ 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
ELEGANCE CATAMARAN LAGOON  45 IN PUERTO VALLARTA-NUEVO NAYARIT
Sailing in Isla Iguana · 30 guests

ELEGANCE CATAMARAN LAGOON 45 IN PUERTO VALLARTA-NUEVO NAYARIT

5.0
$250+/hour
Come Sailing at Navy Pier Marina, Chicago - Beautiful 36' Catalina Sailboat
Sailing in Chicago · 6 guests

Come Sailing at Navy Pier Marina, Chicago - Beautiful 36' Catalina Sailboat

5.0
$225/hour
Sail San Diego Bay Aboard a French Yacht - Beer and Wine Included!
Sailing in San Diego · 6 guests

Sail San Diego Bay Aboard a French Yacht - Beer and Wine Included!

5.0
$450/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
Private Luxury Sailing in the Charleston Harbor — Captain Included, BYOB
Sailing in Charleston · 6 guests

Private Luxury Sailing in the Charleston Harbor — Captain Included, BYOB

5.0
Superowner
$240/hour
LUXURY VIBES CATAMARAN 380 PUERTO VALLARTA - NUEVO NAYARIT-CRUZ HUANACAXTLE
Sailing in Isla Iguana · 15 guests

LUXURY VIBES CATAMARAN 380 PUERTO VALLARTA - NUEVO NAYARIT-CRUZ HUANACAXTLE

5.0
$265/hour
3hr Classic Yacht Experience Montego Bay
Powerboats in Montego Bay · 35 guests

3hr Classic Yacht Experience Montego Bay

5.0
Superowner
$933/hour
Beautiful Sea Ray Flybridge 45ft Available In Cabo San Lucas,
Events in Marina · 12 guests

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

5.0
$350/hour
Full Day Sailing Potrero Guanacaste Province, Costa Rica
Sailing in Potrero · 12 guests

Full Day Sailing Potrero Guanacaste Province, Costa Rica

5.0
$200/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
3-hour exclusive Catamaran Sunrise or Sunset
Sailing in Isla Mujeres · 16 guests

3-hour exclusive Catamaran Sunrise or Sunset

4.9
Superowner
$262/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
Sailing From Pompano Beach, FL
Sailing in Pompano Beach · 12 guests

Sailing From Pompano Beach, FL

4.6
Superowner
$125+/hour
Incredible 36' Cruiser For Rent
Powerboats in Long Beach · 10 guests

Incredible 36' Cruiser For Rent

5.0
$149/hour
Lagoon 40 in Nuevo Vallarta. Sip Margaritas, Relax, and Sail the day away
Sailing in Nuevo Vallarta · 18 guests

Lagoon 40 in Nuevo Vallarta. Sip Margaritas, Relax, and Sail the day away

5.0
Superowner
Best of 2026
$263+/hour
Instant Book
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
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
$255/hour
FAST J/105 Sailing Yacht Charter Downtown San Francisco, California!
Sailing in San Francisco · 6 guests

FAST J/105 Sailing Yacht Charter Downtown San Francisco, California!

5.0
Superowner
$300+/hour
Amazing Sailing Trip in NYC !!! The Most beautiful Sailboat in NYC
Sailing in Manhattan · 6 guests

Amazing Sailing Trip in NYC !!! The Most beautiful Sailboat in NYC

5.0
$300/hour
Let's go Sailing in Miami!
Sailing in Miami · 6 guests

Let's go Sailing in Miami!

5.0
$45+/hour

Sailing Reviews in United States

  1. TA

    Ty

    Suncatcher 22ft Family Pontoon!

    We had a great experience renting this pontoon. The host was incredibly accommodating, flexible, and communicative from start to finish. The listing was exactly as advertised, and everything on the boat worked perfectly. The pickup and dropoff was easy. We’d definitely rent from them again!

  2. PM

    Peter

    Suncatcher 22ft Family Pontoon!

    Our party had to switch the reservation from one person to another and the owners worked with us to make sure we could make the change. They communicated clearly, promptly, and professionally, making the process easy and enjoyable. I’d rent from them again without hesitation!

  3. AL

    Adam

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

    There were two boats at the marina with the same name, so once we showed the security a picture of the boat, it was easy to find the right boat. The boat was really comfy and clean. Had a small bathroom as well. The staff made us paella and we ate it on the boat. They formed a small table. We also did the all you can drink option as well, which included beers, water and spirits. The markup on this package seemed a little high ($75/pp), but overall, we had a fantastic experience. Due to the weather, we didn’t end up spending any time at a beach, but we went to a lagoon and swam around. It was a great day. They have a Bluetooth speaker which was easy to access. The staff were excellent. We paid for the boat in advance on the website and the food/drinks by credit card on the boat before it departed.

  4. LD

    LaRae

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

    We had an amazing time again. This is our 3rd time renting this boat. Nicholas is prompt and courteous. The boat was big enough for all group members to sit on the same level and enjoy themselves. The crew was amazing and very helpful. We had an amazing time.

  5. GP

    Gabriel

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

    This catamaran was the best part of our trip to Cartagena. Exactly what they advertised. Amazing crew. Extremely professional and fun. They have good sound system. The first stop was great. Amazing location. The last part at dusk getting into the city harbor was magical. We had the best time, and hopefully we'll do it again.

  6. DG

    Donald

    Memorable Experience on this Leopard 47 Catamaran

    Our group of 8 enjoyed a four-hour Puerto Vallarta cruise with Janette, Gabriel y Gabriel Jr, and Jose. They sailed us to a place where we could swim, dive off the boat, stand-up paddle board, and try our balance on the lilly pad. The teenage girls tanned themselves in style at the front of the boat. We enjoyed the views of the shore and the lovely breeze. Some of us enjoyed practicing our Espanol with the crew. At some point we were served delicious lunch at a table in the shade. Such a peaceful day. This was the favorite activity of the week-long vacation for many in our group. We highly recommend.