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All listings in the United States

Awesome sailboat rentals in United States.

4.9
(7,648 Reviews)

Page 27 of 451,074 listings

2000 Muddy 43' Sailing Monohull Charter in Cartagena
Sailing in Cartagena · 10 guests

2000 Muddy 43' Sailing Monohull Charter in Cartagena

New
Superowner
Best of 2023
$700day
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
2019 Hudson 48' Yacht Charter!! Wider than a 70ft yacht !
Events in Cancún · 14 guests

2019 Hudson 48' Yacht Charter!! Wider than a 70ft yacht !

New
Snoozed - Active 02 Jan 2025
All-Inclusive Private Yacht 62' Luxury Sunreef Yacht *Captain & Chef* in Bahamas
Sailing in Rokers Point Settlement · 25 guests

All-Inclusive Private Yacht 62' Luxury Sunreef Yacht *Captain & Chef* in Bahamas

New
$800hour
2022 Axis Wakeboard Boat Rental in Vegas, Nevada
Powerboats in Las Vegas · 12 guests

2022 Axis Wakeboard Boat Rental in Vegas, Nevada

5.0
$300-$325hour
Fully Crewed Sailing Cruises Aboard 41' Sailboat in Rock Hall, MD
Sailing in Rock Hall · 4 guests

Fully Crewed Sailing Cruises Aboard 41' Sailboat in Rock Hall, MD

5.0
$150hour
Charter Lagoon 500 the Most Luxurious Sailing Catamaran in Cancún, Mexico
Sailing in Cancún · 45 guests

Charter Lagoon 500 the Most Luxurious Sailing Catamaran in Cancún, Mexico

New
$30hour
Charter Lagoon 40 Sailing Catamaran Yacht In Cartagena, Colombia
Sailing in Cartagena · 12 guests

Charter Lagoon 40 Sailing Catamaran Yacht In Cartagena, Colombia

New
$1,000-$1,300day
Gorgeous Luxury Lagoon Catamaran in San Pedro Belize
Sailing in San Pedro · 12 guests

Gorgeous Luxury Lagoon Catamaran in San Pedro Belize

New
$2,500day
Pacific Yacht Tour up to 2 People in Marina del Rey
Sailing in Marina del Rey · 2 guests

Pacific Yacht Tour up to 2 People in Marina del Rey

5.0
$140-$155hour
Sail the San Francisco Bay on a Beneteau 45 Cruising Monohull
Sailing in Oakland · 6 guests

Sail the San Francisco Bay on a Beneteau 45 Cruising Monohull

New
$200hour
Charter this  53ft Cruising Catamaran for a Boat Party in Cancún, Quintana Roo
Sailing in Cancún · 55 guests

Charter this 53ft Cruising Catamaran for a Boat Party in Cancún, Quintana Roo

New
$504hour
Sol Brillio Negril Sailing Catamaran Rental for 100 person in Negril Westmoreland, Parish
Sailing in Negril · 100 guests

Sol Brillio Negril Sailing Catamaran Rental for 100 person in Negril Westmoreland, Parish

New
$1,800hour
Experience Maine on 65ft Classic Schooner Yacht
Sailing in Rockport · 30 guests

Experience Maine on 65ft Classic Schooner Yacht

5.0
$65person
2006 Hunter 44’ Sloop Sailing Charter In Island Heights, New Jersey
Sailing in Island Heights · 6 guests

2006 Hunter 44’ Sloop Sailing Charter In Island Heights, New Jersey

5.0
$120hour
80ft Dyna Craft Power Mega Yacht with Jacuzzi
Events in Cancún · 15 guests

80ft Dyna Craft Power Mega Yacht with Jacuzzi

New
Snoozed - Active 02 Jan 2025
Sail this Spring Break!
Sailing in Marina del Rey · 4 guests

Sail this Spring Break!

New
$150hour
Private Sailing Charters - 37ft Sailboat
Sailing in Manhattan · 6 guests

Private Sailing Charters - 37ft Sailboat

5.0
$325hour
45ft  Luxury Catamaran Private Charter / Capacity 38 people
Sailing in Cancún · 40 guests

45ft Luxury Catamaran Private Charter / Capacity 38 people

New
$572-$862hour
42ft Luxury Catamaran Private Charter / Capacity 40 people
Sailing in Cancún · 40 guests

42ft Luxury Catamaran Private Charter / Capacity 40 people

New
$400-$550hour
Private Sailing Battles
Sailing in Seattle · 20 guests

Private Sailing Battles

New
$125person
Catamaran Lagoon 42 in Puerto Aventuras
Sailing in San Miguel de Cozumel · 27 guests

Catamaran Lagoon 42 in Puerto Aventuras

New
Best of 2023
$667hour
Nautitech 43 Cruising Catamaran Rental in San Blas Islands, Panama
Sailing in Guna Yala Comarca · 6 guests

Nautitech 43 Cruising Catamaran Rental in San Blas Islands, Panama

New
$1,600night
Charter the  Cruising Monohull in Las Terrenas, Samana
Sailing in Las Terrenas · 10 guests

Charter the Cruising Monohull in Las Terrenas, Samana

New
$1,586day

Sailing Reviews in United States

  1. Jessenia

    Jessenia

    2006 Hunter 44’ Sloop Sailing Charter In Island Heights, New Jersey

    Good experience , everything nice good captain and great service

  2. JC

    Jenna

    2022 Axis Wakeboard Boat Rental in Vegas, Nevada

    Had an amazing day out on the lake with Billy and 10 of my friends. The boat was in fantastic condition and perfect for our 11 person group. Billy was very responsive to all our questions and concerns prior to our trip. We were able to float around at the beach, go tubing, cliff jump and wake surf. Billy was the perfect captain and super helpful through out our 6 hour day. Highly recommend this experience to anyone looking to have a great day on the water!

  3. EK

    Emily

    Private Sailing Charters - 37ft Sailboat

    James went above and beyond, he was my accomplice for my best friend’s proposal and they were more than happy with the amazing service and experience. If you have the opportunity to book please go ahead and do so, you will not regret it! Thank you James!!!

  4. Alex

    Alex

    2022 Axis Wakeboard Boat Rental in Vegas, Nevada

    Awesome boat and accommodating 5 star captain. Everything went very smooth from booking, communication, planning/flexibility, and finally on the lake surfing and tubing. Highly recommend!

  5. KJ

    Kyle

    2006 Hunter 44’ Sloop Sailing Charter In Island Heights, New Jersey

    Fantastic trip with a great captain. Captain Mike was very experienced and was able to easily navigate us on a windy day. We had a great time and would book with him again.

  6. Alon

    Alon

    2022 Axis Wakeboard Boat Rental in Vegas, Nevada

    Wow! We did not expect Billy to be such a great host, his boat is top of the line, clean, comfortable, we had the best experience 🙏🫶