Cookies & Agreements

By continuing to use this website, you have read and agree to the Terms of Use and agree to the collection and use of your information by cookies and similar technologies, as set forth in our Privacy Policy.

All listings in the United States

Awesome sailboat rentals in United States.

4.9
(8,474 Reviews)

Page 15 of 41 • 971 listings

Sailing Hobie Cat Rental in Noord, Aruba
Sailing in Oranjestad-West · 4 guests

Sailing Hobie Cat Rental in Noord, Aruba

4.4
$89/hour
53ft Vagabond Ketch Rig Sailing Yacht with Captain, Clear Lake, Kemah, Texas
Events in Kemah · 12 guests

53ft Vagabond Ketch Rig Sailing Yacht with Captain, Clear Lake, Kemah, Texas

5.0
$199/hour
Newport RI: Sailing, Swimming and Sightseeing Trips on 32' Sailboat
Sailing in Newport · 6 guests

Newport RI: Sailing, Swimming and Sightseeing Trips on 32' Sailboat

5.0
$195/hour
High Demand
Luxury Catamaran Lagoon ' Capacity up to 18
Powerboats in Cartagena · 18 guests

Luxury Catamaran Lagoon ' Capacity up to 18

5.0
Superowner
$180/hour
BEAUTIFUL 42' Catamaran Sailing Adventure in Marina del Rey!
Sailing in Marina del Rey · 12 guests

BEAUTIFUL 42' Catamaran Sailing Adventure in Marina del Rey!

5.0
Superowner
$425/hour
Private Charter with Crew | Sail the Legendary Wind of Howe Sound | Squamish, BC
Sailing in Squamish · 12 guests

Private Charter with Crew | Sail the Legendary Wind of Howe Sound | Squamish, BC

5.0
$281/hour
Chaparral 256 Family Cabin Cruiser
Powerboats in Jersey City · 9 guests

Chaparral 256 Family Cabin Cruiser

5.0
$275/hour
Beautiful 36' Sea Ray Motor Yacht up to 12 guests and floating mat in Miami!!
Powerboats in Miami · 10 guests

Beautiful 36' Sea Ray Motor Yacht up to 12 guests and floating mat in Miami!!

4.3
$100+/hour
44' Luxury Catamaran Private Sailing Adventure
Sailing in Zona Hotelera Norte · 25 guests

44' Luxury Catamaran Private Sailing Adventure

5.0
$376/hour
Charter 44' Orana Cruising Catamaran In Deale, Maryland
Sailing in Deale · 10 guests

Charter 44' Orana Cruising Catamaran In Deale, Maryland

5.0
$250+/hour
🎉 Miches All Stars Cruise All Inclusive Luxury Yacht entertainment
Powerboats in Dominican Republic · 150 guests

🎉 Miches All Stars Cruise All Inclusive Luxury Yacht entertainment

5.0
Superowner
Best of 2026
$17/hour
Sailing Tour | Sail the Legendary Wind of Howe Sound | Squamish, BC
Sailing in Squamish · 10 guests

Sailing Tour | Sail the Legendary Wind of Howe Sound | Squamish, BC

5.0
$32/hour
60' Sailing Party Catamaran in Miami Florida
Sailing in Miami Beach · 49 guests

60' Sailing Party Catamaran in Miami Florida

4.6
$1,300/hour
Exclusive Giant 60ft Sundancer Motor Yacht In Cancún, Quintana Roo
Events in Cancún · 18 guests

Exclusive Giant 60ft Sundancer Motor Yacht In Cancún, Quintana Roo

4.0
Superowner
Best of 2026
$350/hour
35' Cruising Catamaran on San Francisco Bay
Sailing in Oakland · 10 guests

35' Cruising Catamaran on San Francisco Bay

4.9
$225/hour
62ft Lagoon 620 Catamaran – Private Cruise Experience in Newport, RI
Sailing in Newport · 12 guests

62ft Lagoon 620 Catamaran – Private Cruise Experience in Newport, RI

5.0
$1,500/hour
Shopping Tour to Isla Mujeres, Everyday 12:30 (Shared Basis)
Sailing in Isla Mujeres · 30 guests

Shopping Tour to Isla Mujeres, Everyday 12:30 (Shared Basis)

5.0
Superowner
$395/hour
Let’s Go Sailing On This Beautiful Private Catalina 350 Yacht From San Francisco
Sailing in San Francisco · 6 guests

Let’s Go Sailing On This Beautiful Private Catalina 350 Yacht From San Francisco

5.0
$300/hour
Captained Charter 62' Azimut Luxury Motor Yacht Rental in Chicago!
Events in Chicago · 13 guests

Captained Charter 62' Azimut Luxury Motor Yacht Rental in Chicago!

5.0
$1,190/hour
4-Hour Sailing Catamaran for Rent in Punta Sam, Cancun
Sailing in Isla Mujeres · 12 guests

4-Hour Sailing Catamaran for Rent in Punta Sam, Cancun

5.0
Superowner
$221/hour
Lagoon 42´ Catamaran - All Inclusive In Tulum
Sailing in Tulum · 30 guests

Lagoon 42´ Catamaran - All Inclusive In Tulum

5.0
Superowner
$550+/hour
Sail Away in Style: Private 37ft Catamaran Charter in Cancún for up to 25 Guests
Sailing in Cancún · 25 guests

Sail Away in Style: Private 37ft Catamaran Charter in Cancún for up to 25 Guests

4.4
Superowner
$157+/hour
52ft Private Catamaran Playa Flamingo – Sunset or Morning
Sailing in Guanacaste Province · 20 guests

52ft Private Catamaran Playa Flamingo – Sunset or Morning

5.0
$1,949/day
Clean Modern Sailboat - Private Sailing Experience
Sailing in Pensacola · 6 guests

Clean Modern Sailboat - Private Sailing Experience

New
$143/hour

Sailing Reviews in United States

  1. RW

    Richard

    Charter 44' Orana Cruising Catamaran In Deale, Maryland

    Rob will do everything he can to make your cruise one of the best ever!!

  2. PC

    Peter

    Sailing Hobie Cat Rental in Noord, Aruba

    Lisa was a great host as she welcomed us and got us squared away with the 16 ft Hobie Cat w/jib! The whole experience was incredible and we got some great speed on the Hobie Cat. It was a high wind day (25-30 mph) and we couldn’t have asked for a better time on the water. Lisa was gracious, helpful, and fun!

  3. LF

    Lena

    Newport RI: Sailing, Swimming and Sightseeing Trips on 32' Sailboat

    Amazing trip! Eric was fantastic. He asked us what we wanted to do, and he took us to his favorite spots. We went swimming and jumped off rocks. He told us very interesting stories and was extremely friendly. He made the whole experience better. He made us feel like the boat was our own. Great time, amazing boat. I’d definitely book him again!

  4. Kelly

    Kelly

    Newport RI: Sailing, Swimming and Sightseeing Trips on 32' Sailboat

    Eric was very prompt, accommodating and took great care of us on our last minute booking. He actually timed everything perfectly for a late afternoon, cruise out into the gulf, searching for dolphins, and wayward pirates, caught the sunset perfectly as we were returning to the marina. We all had a blast, great conversation, and just a good time with great people.

  5. Emily

    Emily

    BEAUTIFUL 42' Catamaran Sailing Adventure in Marina del Rey!

    We had the best time!! 12 of us sailed from Marina Del Rey to Catalina Island for a birthday party and it was incredible. 6 of us camped and the others spent the night on board. The captains were so fun and helpful and the boat was super spacious. We saw so much wildlife on the ride out and back. Highly recommend booking!

  6. MM

    Matthew

    BEAUTIFUL 42' Catamaran Sailing Adventure in Marina del Rey!

    Rented the vessel from 3-6 to get a sunset in. Captain and first mate were lovely people and was happy they were part of my birthday experience. Music was easy to connect to the speakers. They had drinks and beverages for us set up already which was nice. It was cold being in Feb but we had tons of blankets. Would rent for another hour or two next time during the summer. There is snorkeling gear on board and the interior is absolutely lovely. We saw sea lions and dolphins which was awesome. My friends had a blast and we plan to rent the boat again this summer when it’s warmer. Rate isn’t bad either with enough people.