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All listings in the United States

Awesome sailboat rentals in United States.

4.9
(8,051 Reviews)

Page 16 of 39920 listings

Now available: 53" Carver Yacht for spring and summer sunset & day cruises
Events in Galveston · 12 guests

Now available: 53" Carver Yacht for spring and summer sunset & day cruises

5.0
$400/hour
Classic Sparkman & Stevens Sailboat: Choose Leisure Sailing or Hands-On Lessons
Sailing in Lacey Township · 6 guests

Classic Sparkman & Stevens Sailboat: Choose Leisure Sailing or Hands-On Lessons

5.0
$149/hour
Charter Jeanneau 50 DS Sailing Yacht in English Bay
Sailing in North Vancouver · 10 guests

Charter Jeanneau 50 DS Sailing Yacht in English Bay

5.0
$367/hour
Let’s Go Sailing On This Beautiful Private Catalina 350 Yacht From San Francisco
Sailing in San Francisco · 6 guests

Let’s Go Sailing On This Beautiful Private Catalina 350 Yacht From San Francisco

5.0
$300/hour
20ft Bayliner VR5 Boat in Rockville, IN
Powerboats in Indiana · 8 guests

20ft Bayliner VR5 Boat in Rockville, IN

5.0
$510/day
Private 37ft Catamaran Charter in Cancún for up to 25 Guests
Sailing in Cancún · 25 guests

Private 37ft Catamaran Charter in Cancún for up to 25 Guests

5.0
Superowner
$157+/hour
Limited Availability
Incredible 36' Cruiser For Rent
Powerboats in Long Beach · 10 guests

Incredible 36' Cruiser For Rent

5.0
$149/hour
44' Leopard Catamaran All-Inclusive Charter in Tulum Beach.
Sailing in Tulum · 35 guests

44' Leopard Catamaran All-Inclusive Charter in Tulum Beach.

4.5
Superowner
Best of 2026
$520/hour
Leopard 53 Power Catamaran (25-ft wide deck space)
Powerboats in Fort Lauderdale · 12 guests

Leopard 53 Power Catamaran (25-ft wide deck space)

New
$340+/hour
No tie-ups: 39' Sailboat, Catalina 380 with huge cockpit
Sailing in Chicago · 12 guests

No tie-ups: 39' Sailboat, Catalina 380 with huge cockpit

4.8
$245/hour
Instant Book
Boat for Groups of up to 60 People in Cancún, Quintana Roo
Events in Cancún · 61 guests

Boat for Groups of up to 60 People in Cancún, Quintana Roo

5.0
$203/hour
Fountaine Pajot 38ft Catamaran in Isla Mujeres Fountain Pajot
Sailing in Centro - Supmza. 001 · 18 guests

Fountaine Pajot 38ft Catamaran in Isla Mujeres Fountain Pajot

5.0
$250/hour
52ft  Luxury Catamaran Private Charter / Capacity 45 people
Sailing in Cancún · 45 guests

52ft Luxury Catamaran Private Charter / Capacity 45 people

5.0
Superowner
$586+/hour
41ft Sailing Crusing Monohull Charter on ''White Lake'' Michigan, USA.
Sailing in Whitehall · 6 guests

41ft Sailing Crusing Monohull Charter on ''White Lake'' Michigan, USA.

5.0
$140/hour
Melges 24 - One Design Racing Experience
Sailing in Hampton · 5 guests

Melges 24 - One Design Racing Experience

5.0
Superowner
$100/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
Private Sailing Tours in Playa Flamingo, Guanacaste
Sailing in Playa Flamingo · 17 guests

Private Sailing Tours in Playa Flamingo, Guanacaste

5.0
Superowner
$186+/hour
Sail Cabo in Style - Escape the Crowds on a Private 36ft Sailboat
Sailing in Marina · 10 guests

Sail Cabo in Style - Escape the Crowds on a Private 36ft Sailboat

5.0
$150/hour
Private sailing tour in Cancún Mexico
Sailing in Isla Mujeres · 8 guests

Private sailing tour in Cancún Mexico

5.0
$150/hour
32ft Sailboat for Beautiful Sail on Lake Erie (Cleveland area)
Sailing in Cleveland · 6 guests

32ft Sailboat for Beautiful Sail on Lake Erie (Cleveland area)

5.0
$325+/hour
45' Luxury Sailing Catamaran Charter
Sailing in Saint Petersburg · 6 guests

45' Luxury Sailing Catamaran Charter

5.0
$300+/hour
Private 51" Leopard at Punta Mita Lite!
Sailing in La Cruz de Huanacaxtle · 30 guests

Private 51" Leopard at Punta Mita Lite!

5.0
$428+/hour
2 Hour Sunset River Cruise for up to 6 people in Fort Lauderdale
Sailing in Fort Lauderdale · 6 guests

2 Hour Sunset River Cruise for up to 6 people in Fort Lauderdale

5.0
$150/hour
38ft Excess Catamaran 4 cabins/2 heads
Sailing in Marina del Rey · 12 guests

38ft Excess Catamaran 4 cabins/2 heads

5.0
$330/hour

Sailing Reviews in United States

  1. KI

    Keoni

    Incredible 36' Cruiser For Rent

    I want to start off thanking God for people like Captain Chris. I had the absolute pleasure of celebrating my 33rd birthday with Captain Chris, and I truly cannot recommend him enough. From start to finish, he exceeded every expectation. His boat was spotless, and his sailing was incredibly smooth—it honestly felt effortless and relaxing the entire time. What stood out the most was his professionalism and kindness. He was extremely accommodating, answered every call leading up to the trip, and made sure we had clear directions and everything we needed. He welcomed everything we brought onboard without any hesitation and never once made us feel uncomfortable or restricted—he simply allowed us to enjoy our time fully. Captain Chris has such a calm and respectful presence that at times we even forgot he was there, yet everything ran perfectly. That balance is rare, and he handled it beautifully. This experience meant more to us than just a birthday celebration. Our family had just experienced a loss, and this day gave us a moment to breathe, laugh, and reconnect. It truly felt like a healing escape, and Captain Chris played a huge role in creating that space for us. It felt like we were in a movie, and he was the one helping bring it all together behind the scenes. I’m beyond grateful for the experience and for his energy, professionalism, and generosity. If you’re thinking about booking—do it. You will not be disappointed. He is absolutely stellar. Thank you again, Captain Chris, for making my birthday unforgettable. 💛

  2. Amy

    Amy

    38ft Excess Catamaran 4 cabins/2 heads

    The boat was beautiful and Anne was super easy to contact and communicate with, making the whole experience a breeze! We had a great time!

  3. HS

    Harman

    Charter Jeanneau 50 DS Sailing Yacht in English Bay

    Chris and his wife were amazing. I Did a surprise proposal. They were so professional they greeted us outside the boat with uniforms. Both of them helped my whole family get on board safely. He Gave us all the guidelines to be safe. Really cared for our safety. We were around some crazy boaters that night and they had no clue what they were doing and Chris jumped into action saved us every time, he’s well prepared for anything that might happen. He’s a very trust worthy captain his background shows for it. His sail boat is amazing it’s huge and it’s spacious and clean. It’s really nice and well maintained. I would definitely rent again. Price is amazing for what you get and him and his wife have such a great personality. They also helped us off load and take stuff back to our cars amazing people. Highly recommend renting from him. Safest captain

  4. MR

    Matt

    Charter Jeanneau 50 DS Sailing Yacht in English Bay

    Chris and Michelle were fantastic hosts aboard their boat. We had a group of nine, including a baby and it was the perfect way to spend an afternoon in Vancouver. We got to see incredible views of the city during a peaceful sail and enjoyed the company that Chris, Michelle and Frederick (the cat) provided. Strongly recommend and would book with them again.

  5. NB

    Nicole

    20ft Bayliner VR5 Boat in Rockville, IN

    First time renting a boat through this platform - would definitely do it again. HIGHLY recommend Peter. Communication was excellent from the get go... easy to schedule, easy to pick up/meet, boat and equipment was in great condition...we had everything we needed for a great day on the lake. Would DEFINITELY rent from him again. As we stopped past the marina to fill up, the worker said, "nice boat." When we told him it was a rental he was shocked and said it was way nicer than anything they rented out. Highly recommend!

  6. MH

    Monica

    Incredible 36' Cruiser For Rent

    Captain Chris was great! We had kids and seniors on board as well as adults. We requested specific destinations for our agenda and he accommodated us very well. He even gave us suggestions for where to go. Brought food and drink on board and there was enough space for us all to roam. I appreciate him looking after the kids and making sure they had life vests. Definitely will be using him for the next boat trip.