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All listings in the United States

Awesome sailboat rentals in United States.

4.9
(8,476 Reviews)

Page 14 of 40 • 938 listings

★ 28' Classic Schooner in Rockland, Maine ★
Sailing in Rockland · 4 guests

★ 28' Classic Schooner in Rockland, Maine ★

5.0
$175/hour
!!Best 2025 Winner !! Power Catamaran in La Romana, Dominican Republic
Events in La Romana · 100 guests

!!Best 2025 Winner !! Power Catamaran in La Romana, Dominican Republic

5.0
Superowner
Best of 2026
$60/hour
46' Lagoon 450 Sailing Catamaran - 12 Guests - Kemah Boardwalk Marina, Galv Bay
Sailing in Kemah · 12 guests

46' Lagoon 450 Sailing Catamaran - 12 Guests - Kemah Boardwalk Marina, Galv Bay

5.0
$512+/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
Yacht 46ft Sea Ray, Free pick up transporation Hotel Marina One way
Tours in Cancún · 15 guests

Yacht 46ft Sea Ray, Free pick up transporation Hotel Marina One way

5.0
$210/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
50' Pirate Ship Adventure Aboard Queen Anne's Revenge in Seattle
Sailing in Seattle · 47 guests

50' Pirate Ship Adventure Aboard Queen Anne's Revenge in Seattle

4.9
$1,050/hour
Curacao Private Sunset Tour Deluxe
Sailing in Santa Barbara Plantation · 6 guests

Curacao Private Sunset Tour Deluxe

5.0
$250/hour
Sailing Long Island Sound with Captain Steve onboard 34ft Beneteau Oceanis
Sailing in Port Washington · 6 guests

Sailing Long Island Sound with Captain Steve onboard 34ft Beneteau Oceanis

5.0
$169+/hour
Chaparral 256 Family Cabin Cruiser
Powerboats in Jersey City · 9 guests

Chaparral 256 Family Cabin Cruiser

5.0
$275/hour
No Rush Sailing Tours
Sailing in San Pedro · 16 guests

No Rush Sailing Tours

5.0
$125/day
Leopard 53 Power Catamaran (25-ft wide deck space)
Powerboats in Fort Lauderdale · 13 guests

Leopard 53 Power Catamaran (25-ft wide deck space)

New
$400+/hour
44' Luxury Catamaran Private Sailing Adventure
Sailing in Zona Hotelera Norte · 25 guests

44' Luxury Catamaran Private Sailing Adventure

5.0
$396/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
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
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
Hunter 45' - Largest Sailing Yacht in Central Texas, Lake Travis
Sailing in Lakeway · 18 guests

Hunter 45' - Largest Sailing Yacht in Central Texas, Lake Travis

5.0
$299+/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
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
Luxury Catamaran Lagoon ' Capacity up to 18
Powerboats in Cartagena · 18 guests

Luxury Catamaran Lagoon ' Capacity up to 18

5.0
Superowner
$180/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
Discover, Explore, Experience San Diego - Setting sail is the ultimate serenity!
Sailing in San Diego · 6 guests

Discover, Explore, Experience San Diego - Setting sail is the ultimate serenity!

New
$225/hour
Gemini 105M Private Catamaran Sailing & Snorkeling in Guanacaste
Sailing in Coco · 10 guests

Gemini 105M Private Catamaran Sailing & Snorkeling in Guanacaste

5.0
$165/hour
Stunning Dufour 38 Sailboat for Charter. Learn to Sail. Fireworks. Team Building
Sailing in Vancouver · 8 guests

Stunning Dufour 38 Sailboat for Charter. Learn to Sail. Fireworks. Team Building

5.0
$177/hour

Sailing Reviews in United States

  1. SL

    Samantha

    Chaparral 256 Family Cabin Cruiser

    Eli was AMAZING! We had the best time for my friend’s 40th birthday and would recommend him to anyone in a heartbeat!

  2. 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!

  3. 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.

  4. AR

    Aubrey

    50' Pirate Ship Adventure Aboard Queen Anne's Revenge in Seattle

    Pirate bachelorette/bachelor party is not only doable but amazing with Peter. Everyone had a wonderful time and the crew were all so accommodating of all requests! Great communication and easy loading and unloading. Will pillage with them again anytime!

  5. RS

    Rob

    Curacao Private Sunset Tour Deluxe

    The day with Hilde and Norbert on Maxie Sailing was complete perfection. From the moment we stepped aboard both hosts were warm and welcoming; we had fresh muffins and sparkling wine before departure. The tour of Spanish Bay was a perfect start and included some local history. We then had a relaxing day at a secluded bay. The food - all prepared by Hilde - was exceptional. Abundant tapas to start followed by pasta salad with shrimp and delicious burgers. I highly recommend spending the day with these two - you won't be disappointed.

  6. Jorge

    Jorge

    Curacao Private Sunset Tour Deluxe

    This was a great relaxing experience for our family. We were able to tell from the beginning that Hilde and Norbert love what they do as the service that they provide is excellent! We are a family of four with an 11 and 17 year old and we all had such a great time. Thank you Hilda and Norbert, next time we go to Curacao we will be looking for you again 🙂