Cookies!

We use cookies to improve your browsing experience. By continuing to browse or closing this banner, you agree to our use of cookies. Find out more about our cookies policy here.

All listings in the United States

Awesome sailboat rentals in United States.

4.9
(8,251 Reviews)

Page 19 of 40950 listings

Nautical Adventures | 42ft Hunter Passage Sailboat
Sailing in Vancouver · 8 guests

Nautical Adventures | 42ft Hunter Passage Sailboat

5.0
$93/hour
All inclusive & Private Leopard Catamaran 52ft
Sailing in Juárez · 35 guests

All inclusive & Private Leopard Catamaran 52ft

New
Best of 2025
$600/hour
The Olympia Classic Yacht Experience in La Paz
Sailing in Policentro Ó Marina Palmira · 10 guests

The Olympia Classic Yacht Experience in La Paz

5.0
$104/hour
MAXIMA Powerboat 38ft in Cartagena de Indias
Powerboats in Cartagena · 20 guests

MAXIMA Powerboat 38ft in Cartagena de Indias

4.0
$830/day
Discover Sailing 3hr Introductory Sail
Sailing in Toronto · 4 guests

Discover Sailing 3hr Introductory Sail

4.5
$69/hour
Exclusive Sailing Boat
Sailing in Marina Vallarta · 15 guests

Exclusive Sailing Boat

New
Superowner
Best of 2025
$74+/hour
Private Yacht Tour — Miami Skyline Sunset Cruise with Bottle of Champagne
Tours in Miami Beach · 10 guests

Private Yacht Tour — Miami Skyline Sunset Cruise with Bottle of Champagne

New
Superowner
$159+/hour
Luxury Private Sail Yacht rental for groups and families up to 15 Pax
Sailing in Isla Mujeres · 15 guests

Luxury Private Sail Yacht rental for groups and families up to 15 Pax

5.0
$129/hour
Relaxing Catamaran Adventure: Snorkel, Sail, Dolphins
Sailing in Fort Walton Beach · 6 guests

Relaxing Catamaran Adventure: Snorkel, Sail, Dolphins

5.0
$110+/hour
Instant Book
Sailing live aboard  Charter in Montego Bay, Jamaica
Sailing in Montego Bay · 15 guests

Sailing live aboard Charter in Montego Bay, Jamaica

5.0
$950/day
Padanaram / Dartmouth Harbor Sailboat Cruise 42ft "Our Passion"
Sailing in Dartmouth · 6 guests

Padanaram / Dartmouth Harbor Sailboat Cruise 42ft "Our Passion"

5.0
Superowner
$250/hour
40' Catamaran - Sail away
Sailing in Marina del Rey · 6 guests

40' Catamaran - Sail away

5.0
$400/hour
Instant Book
60ft. Catamaran for 70 people in Cancún, Quintana Roo
Sailing in Cancún · 65 guests

60ft. Catamaran for 70 people in Cancún, Quintana Roo

New
$626/hour
Pajot 46 Sailing Catamaran in Tulum and Playa!!
Sailing in Tulum · 15 guests

Pajot 46 Sailing Catamaran in Tulum and Playa!!

5.0
Superowner
$527/hour
40 ft Jeanneau Sloop Charter in Fort Lauderdale
Sailing in Fort Lauderdale · 6 guests

40 ft Jeanneau Sloop Charter in Fort Lauderdale

5.0
$109+/hour
78ft Catamaran Private Charter / Capacity 100 people in Cancún, Quintana Roo
Sailing in Cancún · 100 guests

78ft Catamaran Private Charter / Capacity 100 people in Cancún, Quintana Roo

5.0
$685+/hour
50ft Luxury Great White Catamaran Charter – Up to 42 Guests in Miami!
Sailing in Miami Beach · 42 guests

50ft Luxury Great White Catamaran Charter – Up to 42 Guests in Miami!

New
Superowner
Best of 2025
$850/hour
Best 75ft Catamaran in Cancun and Isla Mujeres! Holds 100 people
Sailing in Cancún · 100 guests

Best 75ft Catamaran in Cancun and Isla Mujeres! Holds 100 people

5.0
$790+/hour
★Midcoast Maine aboard the Schooner Yacht Meteor ★
Sailing in Rockland · 4 guests

★Midcoast Maine aboard the Schooner Yacht Meteor ★

5.0
$175/hour
Charter 38' Lagoon Catamaran in Nuevo Vallarta Mexico
Sailing in Nuevo Vallarta · 23 guests

Charter 38' Lagoon Catamaran in Nuevo Vallarta Mexico

5.0
$350+/hour
80' Sailing Schooner Charter In Key West, Florida
Sailing in Key West · 32 guests

80' Sailing Schooner Charter In Key West, Florida

5.0
$475+/hour
Beautiful Catalina Marina Del Rey
Sailing in Marina del Rey · 8 guests

Beautiful Catalina Marina Del Rey

New
$125/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
Power in Las Galeras
Sailing in Las Galeras · 10 guests

Power in Las Galeras

New
$1,580/day

Sailing Reviews in United States

  1. Ignacio Agustin

    Ignacio Agustin

    The Olympia Classic Yacht Experience in La Paz

    Nicolas and his team are absolutely fantastic, with great chefs and captains that know every cove and area around La Paz. Definitely worth it and a lot of fun!

  2. SL

    Stephen

    Nautical Adventures | 42ft Hunter Passage Sailboat

    Shawn is super helpful and nice with his welcoming fluffy fam! Will recommend to friends!

  3. Becca

    Becca

    Relaxing Catamaran Adventure: Snorkel, Sail, Dolphins

    Amazing in every way! Kip & Elizabeth were so kind and accommodating. We got to relax, snorkel, and even saw some dolphins which made the trip extra memorable. Kip was always responsive to messages and the process couldn’t have been more seamless from start to finish. Couldn’t recommend enough!

  4. SS

    Shaun

    40 ft Jeanneau Sloop Charter in Fort Lauderdale

    This was our first time sailing and Captain Dan was amazing 🤩. He is very knowledgeable and accommodating. We sat up front on a couple of bean bags which was perfect and very comfortable. We will definitely do this again. Oh and we saw 👀dolphins 🐬 too. 🙌

  5. Kathy

    Kathy

    40 ft Jeanneau Sloop Charter in Fort Lauderdale

    It was a great choice! Captain Dan welcomed us and prepared us so we would have a most enjoyable and safe trip! We toured beautiful areas, sailed along the coast and a great ocean adventure! We dropped anchor for a swim and lunch and had great conversation !! Thank you and we will be back!

  6. 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!