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All listings in the United States

Awesome sailboat rentals in United States.

4.9
(8,251 Reviews)

Page 13 of 40950 listings

Private yacht 46ft Cancun, up to 15 pax
Tours in Cancún · 15 guests

Private yacht 46ft Cancun, up to 15 pax

5.0
$207/hour
35' Seawind Sailing Catamaran  - Cabo
Sailing in Marina · 7 guests

35' Seawind Sailing Catamaran - Cabo

5.0
$350/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
Sail San Diego on 68ft classic Sailing Yacht
Sailing in San Diego · 30 guests

Sail San Diego on 68ft classic Sailing Yacht

5.0
$600+/hour
55ft Private Catamaran Charter for Up to 55 Guests in Cancún, Quintana Roo
Sailing in Cancún · 55 guests

55ft Private Catamaran Charter for Up to 55 Guests in Cancún, Quintana Roo

5.0
$400+/hour
Instant Book
Curacao Private Morning Tour All Inclusive
Sailing in Santa Barbara Plantation · 6 guests

Curacao Private Morning Tour All Inclusive

5.0
$250/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
★ 28' Classic Schooner in Rockland, Maine ★
Sailing in Rockland · 4 guests

★ 28' Classic Schooner in Rockland, Maine ★

5.0
$175/hour
Ask about our SPECIAL end of season Sunday Savings! Captain included.
Sailing in Chicago · 6 guests

Ask about our SPECIAL end of season Sunday Savings! Captain included.

5.0
$450/hour
Charter 42' Cruising Catamaran In Cancun, Mexico
Sailing in Cancún · 10 guests

Charter 42' Cruising Catamaran In Cancun, Mexico

New
$310+/hour
Luxury Stylish Poontoon
Powerboats in Cornelius · 8 guests

Luxury Stylish Poontoon

5.0
$150/hour
Enjoy a small group Sunset Sailing Cruise in Cabo San Lucas
Sailing in Marina · 14 guests

Enjoy a small group Sunset Sailing Cruise in Cabo San Lucas

5.0
Superowner
$168/hour
Classic Beauty: Nautor Swan 46' Bluewater Cruiser, Sag Harbor, New York
Sailing in Sag Harbor · 6 guests

Classic Beauty: Nautor Swan 46' Bluewater Cruiser, Sag Harbor, New York

5.0
$310+/hour
36' Private Catamaran Charter in Cozumel, Mexico
Sailing in San Miguel de Cozumel · 15 guests

36' Private Catamaran Charter in Cozumel, Mexico

5.0
$310/hour
Instant Book
Private Yacht Luxury Turquoise Adventure Ocho Rios, Jamaica
Sailing in Ocho Rios · 40 guests

Private Yacht Luxury Turquoise Adventure Ocho Rios, Jamaica

5.0
$1,560/hour
Chicago's Largest Chartered Catamaran!
Sailing in Chicago · 13 guests

Chicago's Largest Chartered Catamaran!

5.0
Best of 2025
$375+/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
$279+/hour
Private Charter on a 38ft Cruising Catamaran for Up to 15 People in Cabo, Mexico
Sailing in Marina · 15 guests

Private Charter on a 38ft Cruising Catamaran for Up to 15 People in Cabo, Mexico

5.0
$420/hour
Curacao Private Sunset Tour Deluxe
Sailing in Jan Thiel · 6 guests

Curacao Private Sunset Tour Deluxe

5.0
$250/hour
Catmania Sailing Catamarans in Playa Mujeres, Cancun, Mexico.
Sailing in Isla Mujeres · 38 guests

Catmania Sailing Catamarans in Playa Mujeres, Cancun, Mexico.

5.0
Superowner
Best of 2025
$262/hour
Fort Lauderdale Bahamas Sailing Charters
Sailing in Fort Lauderdale · 6 guests

Fort Lauderdale Bahamas Sailing Charters

5.0
$130+/hour
47’ Saona Fountaine Pajot All-Inclusive Luxury Catamaran in Puerto Vallarta
Sailing in Nuevo Vallarta · 14 guests

47’ Saona Fountaine Pajot All-Inclusive Luxury Catamaran in Puerto Vallarta

5.0
$918/hour
35' Beneteau Sailing Yacht For Rent Newport (MAP: 2022-32)
Sailing in Newport Beach · 10 guests

35' Beneteau Sailing Yacht For Rent Newport (MAP: 2022-32)

5.0
$100+/hour
Sail in Modern Luxury Beneteau Oceanis 37 Yacht
Sailing in Oceanside · 6 guests

Sail in Modern Luxury Beneteau Oceanis 37 Yacht

New
$150/hour

Sailing Reviews in United States

  1. MV

    Michael

    ★ 28' Classic Schooner in Rockland, Maine ★

    Great experience. Captain Neal is a wealth of sailing knowledge and a lot of fun. My girls were thrilled for a chance to take the tiller! Would definitely book again.

  2. rp

    rita

    ★ 28' Classic Schooner in Rockland, Maine ★

    Great experience traveling through Rockland harbor! Captain Neal very nice and accompanying. Bathroom on board too

  3. SW

    SAJA

    Luxury Stylish Poontoon

    Our trip with Michael was fantastic! My family of 6 booked a trip with him on the 4th of July, and we had a great time relaxing on the water in his beautiful boat. He took us to some of the popular coves on Lake Norman until we finally settled on a sandbar. We parked and enjoyed the water with locals until our trip came to an end. 3 hours was the perfect amount of time for our group. We would certainly book with Michael again!

  4. JM

    Jordan

    35' Seawind Sailing Catamaran - Cabo

    Rodrigo and Juan were a wonderful team! The boat was very clean, the service was amazing from getting us delicious drinks to the amazing food and great options for our kids. Rodrigo did a great job taking us around to see all of Cabo and some close up whale watching and Juan did a great job telling us about all the sight seeing and keeping us happy with snacks and drinks. We would highly recommend this experience!

  5. GG

    Georgina

    35' Seawind Sailing Catamaran - Cabo

    The service is incredible! José and Jesus were so kind and accommodating, and we had a blast getting to learn more about the area and see some whales! The food was delicious and the drinks were perfect. Truly a highlight of our Cabo trip, we will definitely book again!

  6. KK

    Kristez

    35' Seawind Sailing Catamaran - Cabo

    All 7 of us who went on the boat agreed this was an amazing experience. 100% worth the money - beautiful boat, fun hosts, good combination of being able to sit out in the sun/swim, or sit inside and eat their amazing food. The hosts were incredible, made great drinks, and always made sure we had a drink in hand!