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All listings in the United States

Awesome sailboat rentals in United States.

4.9
(8,086 Reviews)

Page 19 of 39916 listings

Set sail on NY Harbor aboard this beautiful and luxurious Ericson sloop!
Sailing in Manhattan · 6 guests

Set sail on NY Harbor aboard this beautiful and luxurious Ericson sloop!

5.0
$224+/hour
2hr Day Sail from the port of South Haven Mi. on a Catalina 36
Sailing in South Haven · 6 guests

2hr Day Sail from the port of South Haven Mi. on a Catalina 36

5.0
$175/hour
Sailing Lessons on the San Francisco Bay
Tours in Berkeley · 4 guests

Sailing Lessons on the San Francisco Bay

5.0
$123+/day
Pajot 46 Sailing Catamaran in Tulum and Playa!!
Sailing in Tulum · 15 guests

Pajot 46 Sailing Catamaran in Tulum and Playa!!

5.0
Superowner
$450/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
$185/day
North River Sailing - See NYC from a Classic Racing Yacht
Sailing in Manhattan · 6 guests

North River Sailing - See NYC from a Classic Racing Yacht

5.0
$315/hour
48 Ft Catamaran sailing on the Biscayne Bay . Party, Sound healing, Wingfoil
Sailing in Miami · 13 guests

48 Ft Catamaran sailing on the Biscayne Bay . Party, Sound healing, Wingfoil

5.0
$187+/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
Amazing 36' Catamaran in Puerto Aventuras, closest marina from Tulum
Sailing in Puerto Aventuras · 18 guests

Amazing 36' Catamaran in Puerto Aventuras, closest marina from Tulum

5.0
$325/hour
La Paz Island Adventure Sailing Cruiser
Sailing in Zona Comercial · 8 guests

La Paz Island Adventure Sailing Cruiser

5.0
$235/hour
Charter 42' Lagoon Catamaran in Annapolis, MD
Sailing in Arnold · 12 guests

Charter 42' Lagoon Catamaran in Annapolis, MD

5.0
$425/hour
★Midcoast Maine aboard the Schooner Yacht Meteor ★
Sailing in Rockland · 4 guests

★Midcoast Maine aboard the Schooner Yacht Meteor ★

5.0
$175/hour
Shamrock-Classic 42 foot Allied XL Yawl Wilmington, NC
Sailing in Wilmington · 6 guests

Shamrock-Classic 42 foot Allied XL Yawl Wilmington, NC

5.0
$350/hour
Aicon 67 Fly  – Elite Luxury Yacht Experience
Events in Miami · 13 guests

Aicon 67 Fly – Elite Luxury Yacht Experience

New
$350/hour
Instant Book
Day Sails & Sunset Cruises – Downtown St. Petersburg, FL – 36’ Catalina Yacht
Sailing in Saint Petersburg · 6 guests

Day Sails & Sunset Cruises – Downtown St. Petersburg, FL – 36’ Catalina Yacht

New
$206+/hour
Sail into your Deep, Relaxed State
Sailing in Marina del Rey · 6 guests

Sail into your Deep, Relaxed State

New
$155+/hour
Puerto Plata Boat Budget-Friendly B-day Party Charter with Deals!
Powerboats in Sosúa · 80 guests

Puerto Plata Boat Budget-Friendly B-day Party Charter with Deals!

New
Superowner
Best of 2026
$50/hour
77 ft Catamaran Cruise With Drinks, food and Waterslide In Cancún, Mexico
Sailing in Cancún · 280 guests

77 ft Catamaran Cruise With Drinks, food and Waterslide In Cancún, Mexico

5.0
$1,227/hour
Captained Sailboat Charter in Salisbury 2 hr sails 4 persons
Sailing in Salisbury · 4 guests

Captained Sailboat Charter in Salisbury 2 hr sails 4 persons

5.0
$160/hour
Personalized Luxury Catamaran Getaways on 47ft Fountaine Pajot
Sailing in Nuevo Vallarta · 12 guests

Personalized Luxury Catamaran Getaways on 47ft Fountaine Pajot

New
$870/hour
45’ Leopard 2020 Cruising Catamaran in Cancun - Isla Mujeres!
Sailing in Cancún · 18 guests

45’ Leopard 2020 Cruising Catamaran in Cancun - Isla Mujeres!

5.0
Superowner
$515/hour
Sailing Catamaran Rental in West Bay
Sailing in West Bay · 50 guests

Sailing Catamaran Rental in West Bay

5.0
$288/hour
Relaxing Catamaran Adventure: Snorkel, Sail, Dolphins
Sailing in Fort Walton Beach · 6 guests

Relaxing Catamaran Adventure: Snorkel, Sail, Dolphins

5.0
$110+/hour
New Yacht Charter Bali 5.4 Sailing Catamaran in Annapolis Maryland
Sailing in Annapolis · 13 guests

New Yacht Charter Bali 5.4 Sailing Catamaran in Annapolis Maryland

5.0
$1,100/hour

Sailing Reviews in United States

  1. LP

    Luke

    Sailing Lessons on the San Francisco Bay

    This was so fun! We were happy to learn the basics of sailing. It was awesome and we had a blast, despite the low winds up the channel. Would sail again and recommend!

  2. SD

    Sonya

    Amazing 36' Catamaran in Puerto Aventuras, closest marina from Tulum

    We had an absolute blast! The crew was super helpful and made for an unforgettable experience. We felt safe and they helped us to have a wonderful time! Definitely would book again! Thank you!!

  3. TM

    Thomas

    New Yacht Charter Bali 5.4 Sailing Catamaran in Annapolis Maryland

    This is a great boat and we had an absolute blast. worth every penny!

  4. Jennifer

    Jennifer

    Set sail on NY Harbor aboard this beautiful and luxurious Ericson sloop!

    Dave and his boat are fantastic! We booked for some sailing instruction, and while there wasn’t much wind, it was still amazing. Dave explained the boat setup, the electronics, and other relevant things to consider when sailing in the harbor while giving us a beautiful tour around lower Manhattan. We also set sail and took the wheel for a bit. I would 100% recommend going out on Dave’s boat with him whether for a sightseeing tour or to learn from him, or both.

  5. Michael

    Michael

    48 Ft Catamaran sailing on the Biscayne Bay . Party, Sound healing, Wingfoil

    My family had a wonderful day on The Bubble! Catherine and Serge responded quickly to our inquiries and were very accommodating of a request to change the time. They made us feel at home on the boat and the boat was great. They have a table outside and inside with seating, and a large area in the front to lounge. There have yoga mats and blankets we used and a speaker you can connect to. We were able to put our food in a fridge and a cooler. They provided water bottles. We enjoyed a fun ride in their dingy to go see the stilt houses in the bay as well. If you’re able to go on The Bubble at sunset you may be treated as we were to a gorgeous sunset over the water in addition to the great view of Miami lit up. Our captain Doug was great-super nice and professional and interesting to speak to him about the places he has lived all over the world. I highly recommend The Bubble!

  6. AD

    Alison

    48 Ft Catamaran sailing on the Biscayne Bay . Party, Sound healing, Wingfoil

    We had such an amazing time on the Bubble for my bachelorette party! The boat is huge and was very stable on the bay - no one got sea sick! We were able to sail the whole time except leaving the dock. Captain Serge made sure we had a great time and also made sure we were all super safe onboard. The main bathroom is very large for a boat and clean. We also loved hanging out on the floating mat in the water! I highly recommend and would love to sail on the Bubble again!