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All listings in the United States

Awesome sailboat rentals in United States.

4.9
(7,393 Reviews)

Page 14 of 38890 listings

Beneteau 41.1 Oceanis Sailing Charter in Vancouver
Sailing in Vancouver · 6 guests

Beneteau 41.1 Oceanis Sailing Charter in Vancouver

5.0
$357/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
Luxury 62' Lagoon Catamaran
Sailing in Warwick · 12 guests

Luxury 62' Lagoon Catamaran

5.0
$1,325/hour
Private 44-ft Catamaran Charter for Up to 45 Guests
Sailing in Cancún · 45 guests

Private 44-ft Catamaran Charter for Up to 45 Guests

5.0
$343+/hour
Instant Book
60' Sailing Party Catamaran in Miami Florida ($1,300 PER HOUR)
Travel in Miami Beach · 49 guests

60' Sailing Party Catamaran in Miami Florida ($1,300 PER HOUR)

4.6
$1,300/hour
40ft Catamaran Private Charter / Capacity 30 people
Sailing in Cancún · 30 guests

40ft Catamaran Private Charter / Capacity 30 people

5.0
$229+/hour
Lancer 36 Sailing Sloop for 8 Passenger in Puerto Vallarta
Sailing in Marina Vallarta · 8 guests

Lancer 36 Sailing Sloop for 8 Passenger in Puerto Vallarta

New
Superowner
Best of 2025
$125/hour
Stunning Dufour 38 Sailboat for Charter. Learn to Sail. Fireworks. Team Building
Sailing in Vancouver · 8 guests

Stunning Dufour 38 Sailboat for Charter. Learn to Sail. Fireworks. Team Building

5.0
$178/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
42ft Catamaran Charter in Cancun for up to 30 Guests
Sailing in Cancún · 30 guests

42ft Catamaran Charter in Cancun for up to 30 Guests

New
$257+/hour
Custom Sailing Charter - Newport/ Block Island
Sailing in Newport · 6 guests

Custom Sailing Charter - Newport/ Block Island

5.0
$290/hour
Private Sailing Tour Flamingo, Guanacaste - Unforgettable Ocean Adventure
Sailing in Potrero · 12 guests

Private Sailing Tour Flamingo, Guanacaste - Unforgettable Ocean Adventure

New
Best of 2025
$650/day
26ft Beneteau Flyer 8 Sundeck
Powerboats in Marina del Rey · 8 guests

26ft Beneteau Flyer 8 Sundeck

New
$200/hour
Luxury 2021 Sailing Cat Lagoon 420
Sailing in Nuevo Vallarta · 20 guests

Luxury 2021 Sailing Cat Lagoon 420

New
$290+/hour
Charleston's Largest Private Luxury Sailing Yacht 50ft Windchaser Custom Cruises
Sailing in Mount Pleasant · 12 guests

Charleston's Largest Private Luxury Sailing Yacht 50ft Windchaser Custom Cruises

New
$250/hour
COME AND ENJOY THE C'YA WITH US AND FAMILY
Events in Miami · 13 guests

COME AND ENJOY THE C'YA WITH US AND FAMILY

New
Superowner
$365+/hour
Brand New Bali Camaran All Inclusive with Chef and Bartender
Events in Tulum · 20 guests

Brand New Bali Camaran All Inclusive with Chef and Bartender

New
$540/hour
Sail Away on the Sunreef Catamaran 62 FT
Sailing in Culebra · 29 guests

Sail Away on the Sunreef Catamaran 62 FT

New
$1,814+/hour
Beautiful Sailboat for Private Outings, South Bay LA, King Harbor Marina
Sailing in Redondo Beach · 6 guests

Beautiful Sailboat for Private Outings, South Bay LA, King Harbor Marina

5.0
$240+/hour
Christmas Boat Parade Pirate Ship Cruise in Newport Beach, California
Sailing in Newport Beach · 6 guests

Christmas Boat Parade Pirate Ship Cruise in Newport Beach, California

5.0
$160/hour
No Rush Sailing Tours
Sailing in San Pedro · 16 guests

No Rush Sailing Tours

5.0
$125/day
Join us on the 38' 2006 Hunter for Sunset Cruises and Catalina Island Sail Trips
Sailing in Long Beach · 6 guests

Join us on the 38' 2006 Hunter for Sunset Cruises and Catalina Island Sail Trips

5.0
$140/hour
Sailboat tours in Port of Los Angeles (San Pedro)
Sailing in Los Angeles · 6 guests

Sailboat tours in Port of Los Angeles (San Pedro)

5.0
$190/hour
Instant Book
20ft Bayliner VR5 Boat in Rockville, IN
Powerboats in Indiana · 8 guests

20ft Bayliner VR5 Boat in Rockville, IN

5.0
$510/day

Sailing Reviews in United States

  1. Jordan

    Jordan

    Join us on the 38' 2006 Hunter for Sunset Cruises and Catalina Island Sail Trips

    I had the pleasure of booking with Lisa & Alex for a couple of hours on a beautiful sunset afternoon. I had a special moment I wanted to create, and they were both so encouraging and helpful with all my needs. They were flexible, communicative, and fun trip companions. Alex is a great captain, and Lisa helped me with taking pictures while we stayed in the moment. I would not have been able to bring my idea to life without them, and I would highly recommend them to anyone looking for a boat managed by some amazing people for any type of event, get-together, or hangout.

  2. SG

    Sintera

    60' Sailing Party Catamaran in Miami Florida ($1,300 PER HOUR)

    The Original catamaran had a mechanical issue, and he worked feverishly to find me 2 yachts to accommodate the 26 people I had attending. In addition to still providing food & beverages for both yachts as originally agreed. In addition, he threw in Happy Birthday balloon décor for one of the yachts which I obviously rode on. It was an awesome day, the decorations were amazing and helped make the pics for my 50th birthday celebration epic... Fun was had by all !!!

  3. EA

    Ebonie

    60' Sailing Party Catamaran in Miami Florida ($1,300 PER HOUR)

    We left about 20 min late, not due to any reason within my group. And I don't mean pulling off 20 min late, I mean standing at the pier for 20 extra min waiting to board. I was not happy about that but I did not mention it. The captain of the boat was not Cesar. All communication had been with Cesar up until then. The sail itself was wonderful!! The crew was nice. Snacks were as expected. Bartender was great! They assisted us very well with jumping off and getting on the boat. Even down to our more nervous passengers. They were truly awesome. My entire party had an amazing time!! We would do this again, I'd just ask to be on time or compensate that time with either more time on the back end or money back. At $950/hour, a 20 min loss is a decent amount. But the experience was truly amazing

  4. Julia

    Julia

    Stunning Dufour 38 Sailboat for Charter. Learn to Sail. Fireworks. Team Building

    Paul is personable while also extremely professional. He is obviously very familiar with his boat and we felt very safe during our entire trip. He’s super adept at spotting whale blows and spotting wildlife in general, which allowed us to spot an entire orca family. Amazing experience overall, and I would especially recommend Paul if you’re looking to learn how to sail!

  5. AB

    Anthony

    Stunning Dufour 38 Sailboat for Charter. Learn to Sail. Fireworks. Team Building

    What a fantastic day! Paul is a very experienced sailor and made the trip both educational and extremely fun! Paul is a fantastic teacher and everyone had a chance to sail the boat and feel the wind in our hands. I would recommend Paul to anyone. Great for a corporate event, or a romantic day on the water with your significant other. Can't wait until next time!

  6. AW

    Andrea

    Stunning Dufour 38 Sailboat for Charter. Learn to Sail. Fireworks. Team Building

    We can’t say enough good things about our wonderful experience with Paul. From the first inquiry, his communication and responsiveness was outstanding. We encountered some challenges with our original plans and Paul went above and beyond to coordinate with us to make our trip possible. He brought the Radiance to pick up our group in a new location which required him to overnight in that location the evening before so that he could ensure that he would be able to meet us at the appropriate time. It was an extremely important and special trip for our family and he went to great lengths to make sure all went smoothly. It was a pleasure to spend our day with him and we are incredibly grateful for his expertise and outstanding customer service. We eagerly look forward to our next sail with Paul!