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All listings in the United States

Awesome sailboat rentals in United States.

4.9
(8,466 Reviews)

Page 12 of 41 • 964 listings

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
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
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
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
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
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
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
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
Instant Book
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
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
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
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
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
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
⛵️ 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
🛥🤩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
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
Irwin Center Cockpit 53ft Cruising Monohull in Clear Lake Shores!!
Sailing in Clear Lake Shores · 6 guests

Irwin Center Cockpit 53ft Cruising Monohull in Clear Lake Shores!!

5.0
$180/hour
41ft Metta Sailing Catamaran in Turks and Caicos Islands
Sailing in Leeward Settlement · 12 guests

41ft Metta Sailing Catamaran in Turks and Caicos Islands

5.0
$450/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
36' Private Catamaran Charter in Cozumel | Perfect for Cruise Passengers
Sailing in San Miguel de Cozumel · 15 guests

36' Private Catamaran Charter in Cozumel | Perfect for Cruise Passengers

5.0
$310/hour
Cancun Party Yacht 46ft Sea Ray Flybridge
Tours in Cancún · 15 guests

Cancun Party Yacht 46ft Sea Ray Flybridge

5.0
$260/hour
53ft Vagabond Ketch Rig Sailing Yacht with Captain, Clear Lake, Kemah, Texas
Events in Kemah · 12 guests

53ft Vagabond Ketch Rig Sailing Yacht with Captain, Clear Lake, Kemah, Texas

5.0
$199/hour

Sailing Reviews in United States

  1. 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!

  2. DJ

    Danica

    53ft Vagabond Ketch Rig Sailing Yacht with Captain, Clear Lake, Kemah, Texas

    Gordon and Captain B went above and beyond to make our experience memorable. It wasn't a job for them but rather a calling. We will definitely be booking with them again.

  3. LJ

    Lauren

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

    We had a large group and several specific requests. Eryn was wonderful to work with ahead of time on all the details and made the planning process very easy. Captain Randy and his crew were amazing. Their service and attentiveness to our group were exceptional. We had a wonderful experience on our outing will definitely be doing this again the next time we are in the Bahamas!

  4. Sean

    Sean

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

    What an amazing day. They crew was incredible. Attentive, engaging, thorough, just awesome. Not only did we snorkel on a great reef, have our own private beach to relax on, have a shark circle us...but we saw a solar eclipse on a boat, in the middle of the Bahamas. That's truly a once in a lifetime experience. We will be back!

  5. JW

    Jacki

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

    This was the highlight of our cruise!! It was the perfect way to spend the day at Nassau. We had a large group (16 adults, 3 children) and everyone had a great time! From booking to the end of the trip, it was all handled in such a friendly and professional manner! Next time we are in Nassau, we will use them again!!

  6. LF

    Lara & Gus

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

    Such a Fun Day! We had the best time renting a boat here! The whole process was super easy — the staff was friendly, helpful, and made sure we had everything we needed before heading out. The boat was clean, comfy, and perfect for a fun day on the water. We spent the afternoon cruising, swimming, and just relaxing — couldn’t have asked for a better experience. Everyone had so much fun! Highly recommend this place if you’re looking for great service and good vibes. If you’re looking for a fun, stress-free way to enjoy the water, Big Mike is the person to rent from.