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All listings in the United States

Awesome sailboat rentals in United States.

4.9
(7,650 Reviews)

Page 14 of 451,074 listings

Mexico Rocks Shared Day Sail in Belize
Sailing in San Pedro · 16 guests

Mexico Rocks Shared Day Sail in Belize

New
$129person
38' Sailing Catamaran, Chicago's Largest!
Sailing in Chicago · 12 guests

38' Sailing Catamaran, Chicago's Largest!

5.0
Superowner
$440-$500hour
Well Appointed Beneteau 32, Folly Beach, SC
Sailing in Folly Beach · 6 guests

Well Appointed Beneteau 32, Folly Beach, SC

5.0
$190hour
32' Hunter Vision Sailboat in Marina del Rey, California
Sailing in Marina del Rey · 6 guests

32' Hunter Vision Sailboat in Marina del Rey, California

5.0
$175hour
Rent a 5 person Daysailer in Valle de Bravo, Mexico
Sailing in Sin Nombre · 5 guests

Rent a 5 person Daysailer in Valle de Bravo, Mexico

5.0
$65hour
Sea Ray 350 Luxury Charter for Up to 10 Guests in Cabo, San Lucas
Events in Marina · 10 guests

Sea Ray 350 Luxury Charter for Up to 10 Guests in Cabo, San Lucas

5.0
Snoozed - Active 02 Nov 2024
Sail with us aboard ARTEMIS in Gloucester MA and New England
Sailing in Gloucester · 6 guests

Sail with us aboard ARTEMIS in Gloucester MA and New England

5.0
$250hour
65ft Hatteras Luxury Motor Yacht up to 28 pax in Cancún, Quintana Roo
Events in Cancún · 28 guests

65ft Hatteras Luxury Motor Yacht up to 28 pax in Cancún, Quintana Roo

5.0
Best of 2023
$323hour
Cruising Catamaran Rental in Guna Yala Comarca
Sailing in Guna Yala Comarca · 4 guests

Cruising Catamaran Rental in Guna Yala Comarca

5.0
$300day
Enjoy an Excursion in Cabo San Lucas, Mexico on this Sailing Catamaran
Sailing in Ildefonso Green · 12 guests

Enjoy an Excursion in Cabo San Lucas, Mexico on this Sailing Catamaran

5.0
$450hour
Discover the Magic of Sailing: Private Tours for Every Occasion
Sailing in Scarborough · 4 guests

Discover the Magic of Sailing: Private Tours for Every Occasion

5.0
$73hour
43ft Sailing Yacht Charter In San Francisco Bay
Sailing in Sausalito · 6 guests

43ft Sailing Yacht Charter In San Francisco Bay

4.9
$283hour
Surf Boat for 14 guest $225 - $250/hr in LAKE AUSTIN
Powerboats in Austin · 14 guests

Surf Boat for 14 guest $225 - $250/hr in LAKE AUSTIN

5.0
$225hour
Private Sailing Charter, 33' Sailboat- 6ppl, Long Beach CA
Sailing in Long Beach · 6 guests

Private Sailing Charter, 33' Sailboat- 6ppl, Long Beach CA

4.9
$155hour
ALL INCLUSIVE luxury day and overnight charter on the sailing catamaran Amura
Sailing in Nassau · 40 guests

ALL INCLUSIVE luxury day and overnight charter on the sailing catamaran Amura

5.0
$960hour
Enjoy the best of Mission Bay aboard a Captained 85' Wooden Viking Style Ketch
Sailing in San Diego · 12 guests

Enjoy the best of Mission Bay aboard a Captained 85' Wooden Viking Style Ketch

New
Superowner
Best of 2023
$590hour
Full or Half Day Private Charter Aboard 50' Ohana in Panama City, Florida
Sailing in Panama City · 12 guests

Full or Half Day Private Charter Aboard 50' Ohana in Panama City, Florida

5.0
$299-$320hour
Charter 40' Cruising Catamaran In Cozumel, Mexico
Sailing in Centro · 10 guests

Charter 40' Cruising Catamaran In Cozumel, Mexico

New
$355-$365hour
34' Cruiser Sailboat in Clear Lake/Galveston Bay
Sailing in Kemah · 6 guests

34' Cruiser Sailboat in Clear Lake/Galveston Bay

5.0
$150hour
MARTINA Powerboat 40FT in Cartagena de Indias
Powerboats in Cartagena · 35 guests

MARTINA Powerboat 40FT in Cartagena de Indias

New
$949day
74ft for 55 people Motor Yacht Charter in Cabo San Lucas, Baja California Sur
Events in Marina · 55 guests

74ft for 55 people Motor Yacht Charter in Cabo San Lucas, Baja California Sur

5.0
$1,100hour
35' Seawind Sailing Catamaran  - Cabo
Sailing in Marina · 7 guests

35' Seawind Sailing Catamaran - Cabo

5.0
$325-$350hour
Charter this Classic Shannon Sailboat w/ Professional Captain in Chicago
Sailing in Chicago · 4 guests

Charter this Classic Shannon Sailboat w/ Professional Captain in Chicago

5.0
$202hour
40' Leopard Luxury Catamaran All-Inclusive Charter in Tulum.
Sailing in Tulum · 20 guests

40' Leopard Luxury Catamaran All-Inclusive Charter in Tulum.

5.0
Superowner
Best of 2023
$400hour

Sailing Reviews in United States

  1. Quincy

    Quincy

    ALL INCLUSIVE luxury day and overnight charter on the sailing catamaran Amura

    20/10 experience, the pictures doesn’t not the catamaran justice. Super spacious, clean, and beautiful. Had a group of 21 and it was able to accommodate everybody easily. Food and the service were nothing short of spectacular! Definitely recommend

  2. 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!

  3. SD

    Shaunak

    38' Sailing Catamaran, Chicago's Largest!

    Captain Brian and Russell were A W E S O M E!!! From the beginning, Brian was great ... very responsive to inquiries and follow up questions. During the cruise, that's when our experience went from GREAT to AWESOME! Brian and Russell were great, on-time, professional and courteous. They took good care of us and just let us relax. Thank you for making our UChicago graduation celebration weekend a fun and memorable experience! HIGHLY RECOMMEND cruising the lakefront and swimming in the Play Pen!!

  4. Veronica

    Veronica

    38' Sailing Catamaran, Chicago's Largest!

    My friends and I rented the catamaran boat from Jim for the 4th of July and had such an amazing time. The boat was even better in person and comfortably fit me and 12 of my friends. Captains Russell and Brian were also amazing. They were so much fun and so accommodating. They set everything up for us (the cooler with all of our drinks, bowls of chips we had brought, etc). We rented the boat for 3 hours but were having such a good time that we asked if we could pay to extend our use for another hour. Luckily they had no other immediate obligations and they were able to make it happen. As a nice bonus, they even had those fun water noodles for us to use. So much fun and my friends and I can't wait for our next boat outing with these guys!

  5. Angela

    Angela

    Well Appointed Beneteau 32, Folly Beach, SC

    We cannot say enough about Greg! He’s knowledge of sailing, the area, and the ability to make you feel like you’re at home on his beautiful boat. Your mistake would be not having Greg as your captain! Thank you for a wonderful experience and look forward to the next time!!!!

  6. LW

    Lori

    Well Appointed Beneteau 32, Folly Beach, SC

    Captain Greg gave us the best experience for our first time sailing!! Not only was he extremely nice and fun, but very educational! The Water Music is a beautiful sail boat and we felt extremely safe on board with Captain Greg. The whole experience was relaxing with just absolutely stunning sunset views. We can't wait to go sailing again with Captain Greg!!