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All listings in the United States

Awesome sailboat rentals in United States.

4.9
(8,479 Reviews)

Page 12 of 41 • 973 listings

Wedding Groups Best Seller 82ft Luxury Catamaran with Open Bar Unlimited
Sailing in Isla Mujeres · 140 guests

Wedding Groups Best Seller 82ft Luxury Catamaran with Open Bar Unlimited

5.0
$483+/hour
All-Inclusive Private 42’ Trimaran in Los Cabos
Sailing in Marina · 50 guests

All-Inclusive Private 42’ Trimaran in Los Cabos

4.8
Superowner
Best of 2026
$379/hour
Bali 43 Complete comfort Catamaran
Sailing in Marina del Rey · 12 guests

Bali 43 Complete comfort Catamaran

5.0
$400/hour
Welcome Aboard Optimystic! Create a beautiful memory on the water.
Sailing in Essex · 6 guests

Welcome Aboard Optimystic! Create a beautiful memory on the water.

5.0
$150/hour
Stunning 56' Sailing Yacht in Nassau! Up to 26 guests.
Sailing in Nassau · 26 guests

Stunning 56' Sailing Yacht in Nassau! Up to 26 guests.

4.4
$607+/hour
Private Catamaran Tour and Snorkeling all-Inclusive, Tamarindo CR - Up to 16
Sailing in Tamarindo · 16 guests

Private Catamaran Tour and Snorkeling all-Inclusive, Tamarindo CR - Up to 16

5.0
$387/hour
Instant Book
Bachelorette Party in Trimaran at Cabo San Lucas💃🏼🍾⛵️
Sailing in Marina · 50 guests

Bachelorette Party in Trimaran at Cabo San Lucas💃🏼🍾⛵️

5.0
Superowner
Best of 2026
$359/hour
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
$960/hour
2022 Chaparral 23' SSI  - Get up to 6 captained up and down the Potomac River
Powerboats in Fort Washington · 6 guests

2022 Chaparral 23' SSI - Get up to 6 captained up and down the Potomac River

5.0
$150+/hour
36ft Sailing Catamaran Charter for Up to 20 People in Cancún
Sailing in Cancún · 20 guests

36ft Sailing Catamaran Charter for Up to 20 People in Cancún

5.0
Superowner
$129+/hour
Beneteau Oceanis 41 for sailing adventures in San Blas Islands
Sailing in Guna Yala Comarca · 3 guests

Beneteau Oceanis 41 for sailing adventures in San Blas Islands

New
$700/day
Sailing Catamaran Yacht for up to 20 Guests in Aruba
Sailing in Oranjestad-West · 24 guests

Sailing Catamaran Yacht for up to 20 Guests in Aruba

4.7
Superowner
$675/hour
Sail Long Island's Gold Coast on this beautiful 36' Jeanneau!
Sailing in Oyster Bay · 6 guests

Sail Long Island's Gold Coast on this beautiful 36' Jeanneau!

5.0
$225+/hour
Private 38' Catalina Sailing Catamaran Charter for up to 7 Person with Captain
Sailing in Chicago · 6 guests

Private 38' Catalina Sailing Catamaran Charter for up to 7 Person with Captain

5.0
$450/hour
Sailing in Cancun and Isla Mujeres
Sailing in Cancún · 45 guests

Sailing in Cancun and Isla Mujeres

New
$269+/hour
NIGHT ON BOARD on a 38' sailing catamaran IN SAN PEDRO OR CATALINA
Sailing in Los Angeles · 12 guests

NIGHT ON BOARD on a 38' sailing catamaran IN SAN PEDRO OR CATALINA

5.0
Superowner
$169+/hour
Hunter 336 Sailboat! Relaxing Sailing Palm Beach
Sailing in North Palm Beach · 4 guests

Hunter 336 Sailboat! Relaxing Sailing Palm Beach

5.0
$120/hour
⛵️ Catamaran Party Boat 42-people Includes: 1-Captain, 1-Mate and 1-Bartender
Sailing in Miami Beach · 42 guests

⛵️ Catamaran Party Boat 42-people Includes: 1-Captain, 1-Mate and 1-Bartender

3.0
Superowner
$700+/hour
Experience premier service: NYC’s longest-running private sailing charter
Sailing in Manhattan · 6 guests

Experience premier service: NYC’s longest-running private sailing charter

5.0
$395/hour
🛥🤩LUXURY YACHT PARTY SAILING AND Swimming in SOSUA, Puerto Plata.
Events in Sosúa · 150 guests

🛥🤩LUXURY YACHT PARTY SAILING AND Swimming in SOSUA, Puerto Plata.

4.4
$300/hour
Epic 42ft Party Catamaran for Rent in Cabo San Lucas
Events in Marina · 30 guests

Epic 42ft Party Catamaran for Rent in Cabo San Lucas

5.0
$550/hour
Gorgeous Luxurious 50ft Sailing Catamaran in Cancún & Isla Mujeres - Open Bar
Sailing in Cancún · 30 guests

Gorgeous Luxurious 50ft Sailing Catamaran in Cancún & Isla Mujeres - Open Bar

5.0
$302/hour
Ocean Inlet Captained Charter onboard Beneteau 39 Sailboat in Little River, South Carolina
Sailing in Little River · 6 guests

Ocean Inlet Captained Charter onboard Beneteau 39 Sailboat in Little River, South Carolina

5.0
$150/hour
Sailing Sloop Hunter 40 in Puerto Vallarta
Sailing in Marina Vallarta · 12 guests

Sailing Sloop Hunter 40 in Puerto Vallarta

4.7
Superowner
$165/hour

Sailing Reviews in United States

  1. Gian

    Gian

    All-Inclusive Private 42’ Trimaran in Los Cabos

    Loved the boat crew! It was a great time with the guys. Plenty of room on the trimaran, the drinks and food were also good! They had a big speaker we could connect to that was playing solid audio quality which was a plus. Overall recommend. We also got good pictures from the crew. Thanks again

  2. Rudolf

    Rudolf

    Welcome Aboard Optimystic! Create a beautiful memory on the water.

    Charles and his wife are amazing people who went above and beyond to offer us an amazing sailing experience all while teaching us about the various aspects of boating life. Book them for your next adventure, you won’t be disappointed.

  3. EL

    Emelyne

    36ft Sailing Catamaran Charter for Up to 20 People in Cancún

    Great experience. We were a bit late and they were able to accommodate us. We had a great time on the boat. Would do it again!

  4. JH

    Jenn

    Wedding Groups Best Seller 82ft Luxury Catamaran with Open Bar Unlimited

    The catamaran was amazing. We did the day after our wedding. Our group loved it. The communication was fast and effective. Accommodations on board were amazing, the crew made sure our group was comfortable and that we had everything we needed. Would strongly recommend.

  5. NN

    Natalie

    All-Inclusive Private 42’ Trimaran in Los Cabos

    My group of 19 had so much fun on this private excursion! One thing that stood out what how extremely kind and attentive the staff was. The bartender, driver, coordinator, photographer, etc. were all so nice and made sure we were safe and having fun. However a tip from me would be to not party too hard the night before because half of our group was so hungover and seasick LOL. Despite that, we still had so much fun making memories in the water. Food and drinks were great! There is a photographer on board who was very kind but there is an additional charge for photos/drone footage which we unfortunately did not purchase because it was out of budget. There are also some jelly fish in the water that some of my friends got stung by. The staff was helpful to spray some unknown liquid on the stings to prevent it from getting worse. Overall through the hangover, I still had a great time thanks to Big Mike Adventures!!!

  6. SC

    Shelby

    All-Inclusive Private 42’ Trimaran in Los Cabos

    This boat was perfect for my group! The food and drinks were delicious and the vibes were high!! They took us to watch the whales and we saw so many, it was a highlight of our trip to Cabo for our group. Will definitely be booking again on our next trip!