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All listings in the United States

Awesome sailboat rentals in United States.

4.9
(7,646 Reviews)

Page 7 of 451,074 listings

47' Private Catamaran Cruise with Dj, Mixologist and Open Bar - Montego Bay
Sailing in Montego Bay · 30 guests

47' Private Catamaran Cruise with Dj, Mixologist and Open Bar - Montego Bay

5.0
Superowner
$834hour
Private Catmaran With Fun Crew up to 55 People Open Bar Unlimited Drinks
Sailing in Cancún · 55 guests

Private Catmaran With Fun Crew up to 55 People Open Bar Unlimited Drinks

New
$40person
Exclusive Sailing Boat
Sailing in Marina Vallarta · 15 guests

Exclusive Sailing Boat

New
$80-$137hour
Sailing Charter in Toronto
Sailing in Toronto · 6 guests

Sailing Charter in Toronto

5.0
$73person
Captained Charter 30' Sailboat in Milwaukee, Wisconsin
Sailing in Milwaukee · 6 guests

Captained Charter 30' Sailboat in Milwaukee, Wisconsin

5.0
$150hour
Sail the San Francisco Bay with Sun Odessy 449 Cruising Monohull!!!
Sailing in San Francisco · 8 guests

Sail the San Francisco Bay with Sun Odessy 449 Cruising Monohull!!!

5.0
$250-$300hour
37' Luxury Sailboat with Captain in Chicago, Illinois
Sailing in Chicago · 10 guests

37' Luxury Sailboat with Captain in Chicago, Illinois

5.0
Superowner
$299hour
44ft Millennium Cruising Catamaran Charter in Bolívar, Colombia
Sailing in Cartagena · 20 guests

44ft Millennium Cruising Catamaran Charter in Bolívar, Colombia

5.0
Snoozed - Active 02 Jan 2025
75' Sailing Schooner Charter in Long Beach, California
Sailing in Long Beach · 12 guests

75' Sailing Schooner Charter in Long Beach, California

5.0
Superowner
$115person
Instant Book
Sailing Tours and Sightseeing in playa Potrero Guanacaste Province, Costa Rica
Sailing in Potrero · 12 guests

Sailing Tours and Sightseeing in playa Potrero Guanacaste Province, Costa Rica

5.0
$100person
Sail San Francisco Bay On 51' Morgan Out Island Ketch with Captain
Events in Sausalito · 30 guests

Sail San Francisco Bay On 51' Morgan Out Island Ketch with Captain

4.9
$500hour
ALL FEES INCLUDED! Endeavor 43 Sailboat Charter out of Miami.
Sailing in Miami · 4 guests

ALL FEES INCLUDED! Endeavor 43 Sailboat Charter out of Miami.

5.0
Superowner
Best of 2023
$75-$80hour
35ft C&C 35 Sailboat in Toronto
Sailing in Etobicoke · 6 guests

35ft C&C 35 Sailboat in Toronto

5.0
$183hour
Sailing Charter On 39' Catalina Sailboat In Fort Lauderdale, Florida
Tours in Fort Lauderdale · 6 guests

Sailing Charter On 39' Catalina Sailboat In Fort Lauderdale, Florida

5.0
Superowner
$119-$125hour
42ft Catalina MkII Sailing Yacht in The San Diego Bay, California
Sailing in San Diego · 6 guests

42ft Catalina MkII Sailing Yacht in The San Diego Bay, California

5.0
$325hour
New 2022 BAYLINER DX2000!!! Spacious and perfect for cruising around AMI!
Powerboats in Holmes Beach · 8 guests

New 2022 BAYLINER DX2000!!! Spacious and perfect for cruising around AMI!

4.9
$372-$515day
Sail Away In Negril With 39ft Leopard Catamaran
Sailing in Negril · 16 guests

Sail Away In Negril With 39ft Leopard Catamaran

5.0
Superowner
Best of 2023
$900hour
 Catamaran sail experience in Aruba. OPEN BAR AND BBQ included
Sailing in Oranjestad-West · 40 guests

Catamaran sail experience in Aruba. OPEN BAR AND BBQ included

New
$123person
Silverwave 22' Pontoon Rental from Downtown Tampa Area /Sunset & Evening Cruises
Powerboats in Tampa · 12 guests

Silverwave 22' Pontoon Rental from Downtown Tampa Area /Sunset & Evening Cruises

4.8
$90hour
Catamaran Party Boat (49 Max) Includes: 1-Captain, 1-Mate and 1-Bartender
Sailing in Miami Beach · 49 guests

Catamaran Party Boat (49 Max) Includes: 1-Captain, 1-Mate and 1-Bartender

5.0
Superowner
$800hour
FAST J/105 Sailing Yacht Charter Downtown San Francisco, California!
Sailing in San Francisco · 6 guests

FAST J/105 Sailing Yacht Charter Downtown San Francisco, California!

5.0
$225-$300hour
C&C 27 Sailboat for rent on Puget Sound
Sailing in Everett · 6 guests

C&C 27 Sailboat for rent on Puget Sound

5.0
$80hour
SHARED Catamaran sailing tour to Passion Island (10 am to 3pm)
Sailing in Zona Hotelera Norte · 20 guests

SHARED Catamaran sailing tour to Passion Island (10 am to 3pm)

5.0
$95person
Luxury Beneteau Sense 55 Sailing Yacht Rental in George Town, Cayman Islands
Sailing in George Town · 20 guests

Luxury Beneteau Sense 55 Sailing Yacht Rental in George Town, Cayman Islands

5.0
$425hour

Sailing Reviews in United States

  1. Kathy

    Kathy

    Sailing Charter On 39' Catalina Sailboat In Fort Lauderdale, Florida

    A glorious day at sea! Do yourself a favor and book this experience! You won’t regret it! Feeling at ease on the water and really enjoying the element was what were were striving for! As a local realtor, I make sure to enjoy what this beautiful place has to offer and this is one of them!

  2. MB

    Monica

    Sail the San Francisco Bay with Sun Odessy 449 Cruising Monohull!!!

    We booked Jim's boat for my sister's birthday (she's a Pisces). Jim was nothing short of an exceptional host and his boat was beautiful. Communication was great from start to finish, he answered all our questions, and gave user friendly directions. (And made a ton of dad jokes).The inside space had a bunch of amenities we forgot to bring and Jim kept us at ease with his knowledge and expertise while out on the Bay. Jim was amazing, funny, and a whole VIBE. We all enjoyed the trip and would highly recommend his ship.

  3. Christine

    Christine

    44ft Millennium Cruising Catamaran Charter in Bolívar, Colombia

    Enrique and Louis were the best! The boat was great and we they were so accommodating. You can play your own music too. We went for a bachelorette trip and was very fun.

  4. oo

    oladayo

    47' Private Catamaran Cruise with Dj, Mixologist and Open Bar - Montego Bay

    My Family and I had a wonderful time with the staff and crew

  5. JH

    John

    Sailing Tours and Sightseeing in playa Potrero Guanacaste Province, Costa Rica

    During our pleasant lunch at Las Brisas waiting for our appointed meeting time, we observed the Surfari Del Mar offshore at anchor and wondered who would be taking the place of Captain Jack who, we had learned the evening before, had recently passed away. Much to our surprise, and eventual delight, we were approached by a lovely young lady who introduced herself as Frecia, skipper of the Surfari. While strong winds the previous day had kicked up sediment in the water where we snorkeled making it less than perfect, everything else on the cruise was exceptional – the sailboat itself, the crew (Frecia and her two Argentinian mates), the music playlist, the food and local drinks and the sunset. This was “Pura Vida” at its best! The booking of the cruise through GetMyBoat was easy and without issue.

  6. ST

    Svetoslav

    Sailing Tours and Sightseeing in playa Potrero Guanacaste Province, Costa Rica

    That was one of our greatest days spent in Costa Rica. We were an international group of 6 adults and a small child who decided to have a boat trip right the next day. Captain Jack remained available for us till midnight for clarifying the booking details. We had 4-5 hours trip with diving, fishing and a delicious food made onboard included. We were also able to see the sunset from the ocean. The Captain Jack crew - Pressia and the boys are so lovely. We talked and laugh a lot with them. What a prefect day it was.:) I highly recommend you to reserve one day from your vacation and go for it.