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All listings in the United States

Awesome sailboat rentals in United States.

4.9
(8,496 Reviews)

Page 12 of 40 • 951 listings

Beautiful 41' Sailing Yacht in Nassau! Small group cruises & private charters.
Sailing in Nassau · 12 guests

Beautiful 41' Sailing Yacht in Nassau! Small group cruises & private charters.

4.7
$252+/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
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
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
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
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
$305/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
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
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
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
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
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
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
🛥🤩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
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
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
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
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
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
Cancun Party Yacht 46ft Sea Ray Flybridge
Tours in Cancún · 15 guests

Cancun Party Yacht 46ft Sea Ray Flybridge

5.0
$260/hour
Instant Book
Sailing Sloop Hunter 40 in Puerto Vallarta
Sailing in Marina Vallarta · 12 guests

Sailing Sloop Hunter 40 in Puerto Vallarta

4.7
Superowner
$145/hour

Sailing Reviews in United States

  1. 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.

  2. RM

    Richard

    ALL INCLUSIVE luxury day and overnight charter on the sailing catamaran Amura

    The Amura was the highlight of our time in the Bahamas! The communication was clear, and time at sea was fantastic. The boat had all the toys that our family could want. Captain Dan and crew make for a really enjoyable day. Also the food was incredible, come hungry!

  3. Casi

    Casi

    Sailing Catamaran Yacht for up to 20 Guests in Aruba

    Thanks for sharing the best parts of Aruba.. Highly grateful for this experience. Hands down the best boating experience I've ever participated in.. I will do the same exact thing next visit. Thank you !!!

  4. DS

    Dahlia

    Beautiful 41' Sailing Yacht in Nassau! Small group cruises & private charters.

    Thank you for a fantastic day!! The crew were super courteous, relaxed, welcoming and highly competent. The sail itself was lovely. They pointed out the best snorkeling spots and changed up the itinerary for us with no notice when we decided ON THE BOAT on swimming with the turtles and adding an extra hour! The entire experience was perfect from the ease of booking, the prompt responses to my multiple email questions, the extra adventure add-ons … to the boat itself which is is impeccably kept. The cabin is the cleanest we have ever been in, and we have sailed a lot! The drinks and food were fresh and delicious. All in all a Father’s Day to remember!!

  5. vc

    vince

    Beautiful 41' Sailing Yacht in Nassau! Small group cruises & private charters.

    Great trip, real sailing, amazing captain and crew. Best experience we've had ever on a charter sail. Fun at the beach, snorkeling from the boat, and really, really good BBQ. If you're looking for something special to do while in the Bahamas - this is it.

  6. RZ

    Rachel

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

    David was communicative and professional during the booking process. He was easy to reach and very responsive. Leading up to the trip, he communicated everything we needed to know. Our boat ride was smooth sailing and relaxing. It was a nice Father’s Day trip for the family. We hope to book again soon!