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All listings in the United States

Awesome sailboat rentals in United States.

4.9
(7,525 Reviews)

Page 16 of 451,078 listings

Luxury Shared Sunset Sailing Cruise in Cabo San Lucas, Mexico
Sailing in Marina · 14 guests

Luxury Shared Sunset Sailing Cruise in Cabo San Lucas, Mexico

5.0
Superowner
Best of 2023
$105person
Deal of the Day! Lagoon 40 Ft Catamaran for Rent in Cartagena, Colombia.
Powerboats in Cartagena · 18 guests

Deal of the Day! Lagoon 40 Ft Catamaran for Rent in Cartagena, Colombia.

New
$2,500day
Glamour 38' Custom Sailing Cabo San Lucas Tour and/or Whale Watching tour.
Sailing in Marina · 6 guests

Glamour 38' Custom Sailing Cabo San Lucas Tour and/or Whale Watching tour.

5.0
Superowner
Best of 2023
$120hour
Cruising Monohull Charter in Samaná, Dominican Republic
Sailing in Samana · 10 guests

Cruising Monohull Charter in Samaná, Dominican Republic

5.0
$1,586day
Romantic city lights trip on beanbags on 42 ft Bertram
Events in Long Beach · 6 guests

Romantic city lights trip on beanbags on 42 ft Bertram

5.0
$125hour
Luxury 72' Power Catamaran in Nuevo Vallarta & Puerto Vallarta
Powerboats in Nuevo Vallarta · 35 guests

Luxury 72' Power Catamaran in Nuevo Vallarta & Puerto Vallarta

5.0
$507-$788hour
60' Cruising Monohull Ketch in Vineyard Haven, MA
Sailing in Tisbury · 12 guests

60' Cruising Monohull Ketch in Vineyard Haven, MA

5.0
$200-$275hour
Sail the Legendary Wind of Howe Sound on 40' Sailing Yacht Charter
Sailing in Squamish · 10 guests

Sail the Legendary Wind of Howe Sound on 40' Sailing Yacht Charter

5.0
$116person
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
Best of 2023
$79person
Sail from Atlantic Highlands, NJ - $265/Hour - $44/Person
Sailing in Atlantic Highlands · 6 guests

Sail from Atlantic Highlands, NJ - $265/Hour - $44/Person

4.0
Superowner
Best of 2023
$265hour
Catmania Sailing Catamarans in Playa Mujeres, Cancun, México.
Sailing in Isla Mujeres · 38 guests

Catmania Sailing Catamarans in Playa Mujeres, Cancun, México.

5.0
Superowner
Best of 2023
$285hour
San Diego Sunset & Sunshine Sailing Tour on our Catalina 36 MK1 Sailboat
Sailing in San Diego · 6 guests

San Diego Sunset & Sunshine Sailing Tour on our Catalina 36 MK1 Sailboat

New
$100person
40' Lagoon 2014 LUXURY PRIVATE CHARTER - All Inclusive
Sailing in San Miguel de Cozumel · 20 guests

40' Lagoon 2014 LUXURY PRIVATE CHARTER - All Inclusive

5.0
$300hour
44' Catamaran Party Boat In Grand Bahamas Island
Sailing in Bell Channel Bay · 45 guests

44' Catamaran Party Boat In Grand Bahamas Island

4.5
$140person
Shadowfax Cruising Catamaran Charter in Nanaimo, Canada
Sailing in Nanaimo · 12 guests

Shadowfax Cruising Catamaran Charter in Nanaimo, Canada

5.0
$95person
Charter a Beneteau 38 Sailing Yacht in MDR
Sailing in Marina del Rey · 6 guests

Charter a Beneteau 38 Sailing Yacht in MDR

5.0
$175hour
60ft. Catamaran for 70 people in Cancún, Quintana Roo
Sailing in Cancún · 65 guests

60ft. Catamaran for 70 people in Cancún, Quintana Roo

New
Snoozed - Active 02 Jan 2025
Classic sailboat in the heart of NYC.
Sailing in Manhattan · 6 guests

Classic sailboat in the heart of NYC.

5.0
$330hour
41ft Sailing Charters from Costa Mujeres, Cancun
Sailing in Isla Mujeres · 32 guests

41ft Sailing Charters from Costa Mujeres, Cancun

5.0
Superowner
Best of 2023
$248hour
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
$1,050hour
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
$918hour
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
$105person
Charter this Ultra-Luxury Beneteau 37 Sailboat downtown San Francisco
Sailing in San Francisco · 6 guests

Charter this Ultra-Luxury Beneteau 37 Sailboat downtown San Francisco

5.0
$350-$400hour
46ft. Fountaine Pajot Sailing Catamaran in Puerto Aventuras, Mexico
Sailing in Puerto Aventuras · 20 guests

46ft. Fountaine Pajot Sailing Catamaran in Puerto Aventuras, Mexico

5.0
$263-$467hour

Sailing Reviews in United States

  1. Mykola

    Mykola

    Charter this Ultra-Luxury Beneteau 37 Sailboat downtown San Francisco

    Everything was great, Drew is a very nice person and he explained everything.

  2. SD

    Stewart

    60' Cruising Monohull Ketch in Vineyard Haven, MA

    Sequoia and his crew were very accommodating. My wife had been in an accident and was wearing a cast. They made sure they used the utmost care in getting her on and off the boat. The weather was beautiful and we toured the harbor and they gave us a history of some of the tall ships and wooden boat yard. The recommendation for lunch at the Black Dog was great. Fun time _/)

  3. JA

    Jem

    Sail the Legendary Wind of Howe Sound on 40' Sailing Yacht Charter

    If I could give 10/5 stars, I would. We had an engagement shoot and David and Alison exceeded all our expectations. They were fun, friendly, and professional. They made us feel at ease during the sail. Super knowledgeable. They toured us around and knew exactly where to take photos. We had an exceptional time and are already thinking of our next sail with them two. We highly recommend David and Alison for all your sailing needs. Definitely the BEST Captain and Crew out there!

  4. ab

    abby

    Sail the Legendary Wind of Howe Sound on 40' Sailing Yacht Charter

    My friends and I had an incredible time and we absolutely loved the whole sailing boat experience. The views are breathtaking on the Sea to Sky shore. We will definitely go back for another sailing trip. Thank you David and Harli for giving us an unforgivable trip

  5. Edward

    Edward

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

    An absolutely beautiful, gorgeous trip… thank you Fab for booking us with CatMania, Frankie was fun, happy and professional! The entire crew aboard the catamaran went over and above to insure we had a great snorkeling trip to Isla Mujeres. Already planning out next adventure, thank you again.

  6. PB

    Philip

    40' Lagoon 2014 LUXURY PRIVATE CHARTER - All Inclusive

    Our trip was awesome. We did 6 hours and they let us decide how to use the time. We cruised, snorkeled, we to a gorgeous beach and sailed back. The crew catered to every need and did anything and everything to ensure we had a great experience. It was everyone’s highlight of the trip.