Cookies & Agreements

By continuing to use this website, you have read and agree to the Terms of Use and agree to the collection and use of your information by cookies and similar technologies, as set forth in our Privacy Policy.

All listings in the United States

Awesome sailboat rentals in United States.

4.9
(8,047 Reviews)

Page 19 of 39918 listings

La Paz Island Adventure Sailing Cruiser
Sailing in Zona Comercial · 8 guests

La Paz Island Adventure Sailing Cruiser

5.0
$235/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
Personalized Luxury Catamaran Getaways on 47ft Fountaine Pajot
Sailing in Nuevo Vallarta · 12 guests

Personalized Luxury Catamaran Getaways on 47ft Fountaine Pajot

New
$879/hour
Sail into your Deep, Relaxed State
Sailing in Marina del Rey · 6 guests

Sail into your Deep, Relaxed State

New
$155+/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
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
Sailboat tours in Port of Los Angeles (San Pedro)
Sailing in Los Angeles · 6 guests

Sailboat tours in Port of Los Angeles (San Pedro)

5.0
$190/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
Sailing Lessons on the San Francisco Bay
Tours in Berkeley · 4 guests

Sailing Lessons on the San Francisco Bay

5.0
$123+/day
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
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
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
Charter 42' Lagoon Catamaran in Annapolis, MD
Sailing in Arnold · 12 guests

Charter 42' Lagoon Catamaran in Annapolis, MD

5.0
$425/hour
Sailing Catamaran Rental in West Bay
Sailing in West Bay · 50 guests

Sailing Catamaran Rental in West Bay

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

Relaxing Catamaran Adventure: Snorkel, Sail, Dolphins

5.0
$110+/hour
Charter the Maxicat 65 Sailing Catamaran in Cartagena, Colombia
Sailing in Cartagena · 60 guests

Charter the Maxicat 65 Sailing Catamaran in Cartagena, Colombia

5.0
$3,500/day
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
65ft Sailing Catamaran in Playa del Coco
Sailing in Coco · 70 guests

65ft Sailing Catamaran in Playa del Coco

5.0
$532/hour
Sailing The Edge of America - Folly Beach
Sailing in Folly Beach · 6 guests

Sailing The Edge of America - Folly Beach

5.0
$200/hour
Custom 45ft Sailing Catamaran with food and open bar
Sailing in Cancún · 55 guests

Custom 45ft Sailing Catamaran with food and open bar

New
$553/hour
Jeanneau 49 Sailing Charter in Channel Islands Harbor, Oxnard CA
Sailing in Oxnard · 6 guests

Jeanneau 49 Sailing Charter in Channel Islands Harbor, Oxnard CA

5.0
$363+/hour
Captained 80' Sailing Schooner Charter In Key West, Florida
Sailing in Key West · 32 guests

Captained 80' Sailing Schooner Charter In Key West, Florida

5.0
$475+/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. AD

    Andrew

    ★Midcoast Maine aboard the Schooner Yacht Meteor ★

    We just got back from a wonderful day on the water :) We bareboat chartered the Meteor. Captain Neal was able to be flexible on our timing since our original day was bad weather and he did not have many bookings around the same time. He made perfect suggestions regarding weather, currents, tides and routes to help us learn the area quickly and be able to navigate a beautiful day on Penobscot Bay. 100% we will be back again! Treat his boat well and Capt Neal will treat you well in return! Thanks so much for a wonderful day!

  4. MA

    Megan

    Shamrock-Classic 42 foot Allied XL Yawl Wilmington, NC

    James was so accommodating for our elopement on his sailboat. He was always quick to respond and great at communicating with us. We really enjoyed our trip on the water and James made it easy for us to be comfortable and sit and relax. It was perfect!

  5. JA

    Julie

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

    We wholeheartedly recommend the Dancer for large group outings! Our post-wedding day trip with 53 guests was an absolute highlight. The phenomenal crew went above and beyond, anticipating and catering to every need of our guests. The food and drinks were fabulous, exceeding our expectations. It was the perfect way to cap off our wedding celebrations, creating lasting memories for everyone. Highly recommend!

  6. Tim

    Tim

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

    Top to bottom amazing! Our contact Libia was attentive and organized from our first contact. The staff for the boat were amazing. Great food and plenty of attention to all our guests! My second boat reserved through GET MY BOAT, no problems at all. Highly recommend!!!