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All listings in the United States

Awesome sailboat rentals in United States.

4.9
(8,051 Reviews)

Page 14 of 39920 listings

Exclusive Giant 60ft Sundancer Motor Yacht In Cancún, Quintana Roo
Events in Cancún · 18 guests

Exclusive Giant 60ft Sundancer Motor Yacht In Cancún, Quintana Roo

4.0
Superowner
Best of 2026
$350/hour
Power in Las Galeras
Sailing in Las Galeras · 10 guests

Power in Las Galeras

New
$1,580/day
Lagoon 42´ Catamaran - All Inclusive In Tulum
Sailing in Tulum · 30 guests

Lagoon 42´ Catamaran - All Inclusive In Tulum

5.0
Superowner
$550+/hour
42' Trimaran Rental in Cabo San Lucas, Mexico
Events in Marina · 45 guests

42' Trimaran Rental in Cabo San Lucas, Mexico

5.0
$720/hour
Sunset, Hour and Day Sailing Tours in St. Pete Beach - 30ft Dufour Sailboat
Sailing in Saint Pete Beach · 6 guests

Sunset, Hour and Day Sailing Tours in St. Pete Beach - 30ft Dufour Sailboat

5.0
$110/hour
Beautiful 36' Sea Ray Motor Yacht up to 12 guests and floating mat in Miami!!
Powerboats in Miami · 10 guests

Beautiful 36' Sea Ray Motor Yacht up to 12 guests and floating mat in Miami!!

4.3
$100+/hour
Sailing Long Island Sound with Captain Steve onboard 34ft Beneteau Oceanis
Sailing in Port Washington · 6 guests

Sailing Long Island Sound with Captain Steve onboard 34ft Beneteau Oceanis

5.0
$169+/hour
4-Hour Sailing Catamaran for Rent in Punta Sam, Cancun
Sailing in Isla Mujeres · 12 guests

4-Hour Sailing Catamaran for Rent in Punta Sam, Cancun

5.0
Superowner
$221/hour
San Diego Sunset & Sunshine Sailing Tour on our Catalina 36 MK1 Sailboat
Sailing in San Diego · 8 guests

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

5.0
$300/hour
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
$395/hour
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
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

5.0
$497+/hour
Frostbite-Free Sailing Adventures - Catamaran w/ Sunroom - Captained
Sailing in Alameda · 6 guests

Frostbite-Free Sailing Adventures - Catamaran w/ Sunroom - Captained

5.0
$350/hour
60' Sailing Party Catamaran in Miami Florida
Sailing in Miami Beach · 49 guests

60' Sailing Party Catamaran in Miami Florida

4.6
$1,300/hour
Cruising Monohull Charter in Samaná, Dominican Republic
Sailing in Samana · 10 guests

Cruising Monohull Charter in Samaná, Dominican Republic

4.0
$1,586/day
Nicest Certified 53' Santa Cruz Sailing Yacht on the West Coast - 20 Pax Package
Sailing in San Francisco · 20 guests

Nicest Certified 53' Santa Cruz Sailing Yacht on the West Coast - 20 Pax Package

5.0
$750+/hour
Beneteau 36’ Cruising Monohull in Redondo Beach
Sailing in Redondo Beach · 7 guests

Beneteau 36’ Cruising Monohull in Redondo Beach

5.0
$125/hour
Leopard 51 Flybridge Power Catamaran in Tulúm
Powerboats in Tulum · 25 guests

Leopard 51 Flybridge Power Catamaran in Tulúm

5.0
Superowner
$607+/hour
Custom Sailing Charter - Newport/ Block Island
Sailing in Newport · 6 guests

Custom Sailing Charter - Newport/ Block Island

5.0
$450/hour
Spend the Day on Buzzards Bay - Sail on "Omoo" a Pearson 35 Cruising Yacht
Sailing in New Bedford · 6 guests

Spend the Day on Buzzards Bay - Sail on "Omoo" a Pearson 35 Cruising Yacht

5.0
$180/hour
Sail to Fishers Island on a fast and classy 35' Sailboat
Sailing in New London · 6 guests

Sail to Fishers Island on a fast and classy 35' Sailboat

5.0
$240+/hour
Curacao Private Romantic Sunset Tour 2p
Sailing in Santa Barbara Plantation · 2 guests

Curacao Private Romantic Sunset Tour 2p

5.0
$250/hour
All-Inclusive Pricing for Luxury 46ft Catamaran: California Coast & Catalina!
Sailing in Marina del Rey · 6 guests

All-Inclusive Pricing for Luxury 46ft Catamaran: California Coast & Catalina!

5.0
$250/hour
Instant Book
Cancun Shared Catamaran: Isla Mujeres, Snorkeling, Drinks & Buffet Lunch
Sailing in Cancún · 40 guests

Cancun Shared Catamaran: Isla Mujeres, Snorkeling, Drinks & Buffet Lunch

5.0
$60/day

Sailing Reviews in United States

  1. KB

    Katja

    Frostbite-Free Sailing Adventures - Catamaran w/ Sunroom - Captained

    The booking process was easy, and Jeremy was very quick to respond to any questions. On the day of our trip, we arrived about 50 minutes early due to light traffic, and the team was flexible enough to let us start about 20 minutes earlier so we could enjoy the great weather. During the 3-hour trip, we spent most of our time relaxing on the hammock, which comfortably fit three people at once. The team also provided very comfortable loungers for the other two members of our group. They were attentive throughout the trip and warned us about larger waves that might drench us while we were sitting on the hammock. Captain Efe regularly checked in to make sure we were doing well and happily explained what we were seeing around us, including the container ships, cranes, and the bay. We had an amazing trip. The boat is beautiful, and we felt safe and well taken care of the entire time. I would 100% recommend this experience and can’t wait to go out with Captain Efe again.

  2. AS

    Alex

    Frostbite-Free Sailing Adventures - Catamaran w/ Sunroom - Captained

    Crew was great, boat was in very good condition. Captain was very knowledgeable and informative. We had a great day sailing in the bay.

  3. Mark

    Mark

    Exclusive Giant 60ft Sundancer Motor Yacht In Cancún, Quintana Roo

    We had an incredible time! From start to finish, their communication was clear, professional, and super helpful—they answered every question quickly and made the booking process effortless. The crew was friendly and attentive, making sure we had everything we needed throughout the trip. The yacht itself was clean, spacious, and even better than the photos. They truly went above and beyond to make our day unforgettable. Highly recommend and will definitely book again!

  4. MR

    Matthew

    Sailing Long Island Sound with Captain Steve onboard 34ft Beneteau Oceanis

    We had a great time sailing out of Port Washington with Steven! Got to sail around the harbor to see some cool houses in Great Neck, the old lighthouse, and views of New York City in the distance. Steven was very communicative and a great captain for the morning! Would do again!

  5. KS

    Katherine

    Sailing Long Island Sound with Captain Steve onboard 34ft Beneteau Oceanis

    Steven was an excellent host! He answered all of our questions up to the trip and met us on the dock when we got there. The boat was great and the trip was exciting, he even let us help sail! All the views were great and we loved the whole experience!

  6. JH

    John

    Sailing Long Island Sound with Captain Steve onboard 34ft Beneteau Oceanis

    Four of us went out with Captain Steve for a 3 hour sunset sail. It was calm when we got on the boat. A light breeze picked up once we got underway. We sailed out of Manhasset Bay into the LI Sound. We first headed towards the Throgs Neck Bridge. When we got abreast of Kings Point and the Merchant Marine Academy, we turned around and headed back east. Steve pointed out the various islands (e.g., Hart Island) and lighthouses and coastal points (Connecticut, Larchmont, the Bronx, Whitestone and Throgs Neck Bridges, Merchant Marine Academy, Manhattan skyline in the distance, etc.) we saw, providing appropriate history and commentary along the way. He answered numerous questions. He was a most amiable host. The boat was in great shape, clean and well maintained. We recommend this experience most highly.