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All listings in the United States

Awesome sailboat rentals in United States.

4.9
(8,469 Reviews)

Page 18 of 39933 listings

Limited Availability
Set Sail on a classic 36' S2 in Chicago for up to 6 Guests
Sailing in Chicago · 6 guests

Set Sail on a classic 36' S2 in Chicago for up to 6 Guests

5.0
$200/hour
 Come Play and Sail Away Barnegat Bay!
Sailing in Lacey Township · 6 guests

Come Play and Sail Away Barnegat Bay!

5.0
$150/hour
Sailing Trip on 35' Catamaran in Cozumel All Inclusive
Sailing in Zona Hotelera Norte · 15 guests

Sailing Trip on 35' Catamaran in Cozumel All Inclusive

5.0
Superowner
$355/hour
Private Catamaran Charter to Passion Island, Cozumel | 44ft Voyage Yacht
Sailing in Zona Hotelera Norte · 20 guests

Private Catamaran Charter to Passion Island, Cozumel | 44ft Voyage Yacht

5.0
$415/hour
Classic Yacht Charter in New York, New York
Sailing in Manhattan · 30 guests

Classic Yacht Charter in New York, New York

5.0
$1,900/hour
40ft Jeanneau Sloop Charter in Fort Lauderdale
Sailing in Fort Lauderdale · 6 guests

40ft Jeanneau Sloop Charter in Fort Lauderdale

5.0
$109+/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
5⭐️ SUNSEEKER 64’ Visit Isla Mujeres
Events in Playa del Carmen · 15 guests

5⭐️ SUNSEEKER 64’ Visit Isla Mujeres

5.0
Superowner
$770/hour
Nice Sailing vessel 41ft for cruising and explore PV.
Sailing in Marina Vallarta · 12 guests

Nice Sailing vessel 41ft for cruising and explore PV.

5.0
$164/hour
Boat Rental On Lake Washington - 19ft Sea Ray
Powerboats in Renton · 8 guests

Boat Rental On Lake Washington - 19ft Sea Ray

3.0
$150/hour
Instant Book
Private Cat 30' Magic-Sea-wind Sailing Catamaran
Sailing in Cancún · 20 guests

Private Cat 30' Magic-Sea-wind Sailing Catamaran

5.0
$165+/hour
Catamaran 38' Private tour to Isla Mujeres / Cancun / Playa del Carmen
Sailing in Centro - Supmza. 001 · 16 guests

Catamaran 38' Private tour to Isla Mujeres / Cancun / Playa del Carmen

5.0
$200+/hour
50ft Searay Yacht - Waterfall Cruise at Deep Cove
Powerboats in Port Moody · 14 guests

50ft Searay Yacht - Waterfall Cruise at Deep Cove

5.0
$435/hour
Come Experience the ambient waters of the Potomac on the Sylvan MIRAGE Pontoon!
Powerboats in Washington · 6 guests

Come Experience the ambient waters of the Potomac on the Sylvan MIRAGE Pontoon!

5.0
$185/hour
Power in Las Galeras
Sailing in Las Galeras · 10 guests

Power in Las Galeras

New
$1,580/day
5-Star Lagoon 44’ Catamaran In Cancun & Isla Mujeres
Sailing in Cancún · 25 guests

5-Star Lagoon 44’ Catamaran In Cancun & Isla Mujeres

5.0
Superowner
$431/hour
Savannah's Ultimate Private Sailing Experience-43' Trimaran
Sailing in Savannah · 6 guests

Savannah's Ultimate Private Sailing Experience-43' Trimaran

New
$200+/hour
Gorgeous 42' Bali Catamaran in Marina del Rey
Sailing in Marina del Rey · 12 guests

Gorgeous 42' Bali Catamaran in Marina del Rey

New
Superowner
$575/hour
Sail on Amazing Sea Ray 53ft with flybridge perfect for 22 people min 4hours
Events in Cancún · 15 guests

Sail on Amazing Sea Ray 53ft with flybridge perfect for 22 people min 4hours

5.0
$293/hour
52ft  Luxury Catamaran Private Charter / Capacity 45 people
Sailing in Cancún · 45 guests

52ft Luxury Catamaran Private Charter / Capacity 45 people

5.0
Superowner
$586+/hour
Experience Ultimate Tropical Luxury on 38' Lagoon Catamaran in Nuevo Vallarta
Sailing in Nuevo Vallarta · 23 guests

Experience Ultimate Tropical Luxury on 38' Lagoon Catamaran in Nuevo Vallarta

5.0
$350+/hour
Catamaran Lagoon 42 in Puerto Aventuras
Sailing in San Miguel de Cozumel · 27 guests

Catamaran Lagoon 42 in Puerto Aventuras

5.0
Superowner
$645/hour
Limited Availability
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
36' Private Catamaran Charter in Puerto Aventuras | Closest Marina to Tulum
Sailing in Puerto Aventuras · 18 guests

36' Private Catamaran Charter in Puerto Aventuras | Closest Marina to Tulum

5.0
$325/hour

Sailing Reviews in United States

  1. JK

    James

    Set Sail on a classic 36' S2 in Chicago for up to 6 Guests

    Ted was the captain of the boat and was excellent. He made our ride very enjoyable and stayed out for the fireworks at the end which was amazing. Kids loved the experience too!

  2. Vince

    Vince

    Set Sail on a classic 36' S2 in Chicago for up to 6 Guests

    Highly recommend, Planned a surprised engagement, and Ted and Christy were awesome. Super accommodating, friendly, and went out of their way to make the experience very personal and fun. I wouldn’t want to experience a charter any other way.

  3. dr

    david

    Set Sail on a classic 36' S2 in Chicago for up to 6 Guests

    Went on a 3 hour cruise with Captain Dawn and Ted and wow did we have a great time. It’s well worth it to see Chicago from the lake, and no better way to get out on the water than on a sailboat. Will definitely reach out to this group again when I return to Chicago.

  4. RJ

    Robert

    Set Sail on a classic 36' S2 in Chicago for up to 6 Guests

    Ray and Cassidy were great! We didn't have a planned route or destination so Ray chose his own and it was incredible! The views were amazing and we had the best seats in the house to the Air and Water show! Ray and Cassidy were both friendly and knowledgeable through the whole experience. We couldn't have asked for a better crew! The boat was beautiful and a couple of us even had a chance to steer it. All around amazing.

  5. BG

    Bradley

    Set Sail on a classic 36' S2 in Chicago for up to 6 Guests

    Ray and Cassidy were very friendly, and allowed us to help sail the vessel as we requested. Ray is very qualified and enjoys sailing. I'm sure we could have laid back and relaxed as they did all of the work, but I think our experience was much better for having been more involved. Thanks, and we'll definitely use Ray again if we are back in the area and have the chance!

  6. MM

    Megan

    Come Play and Sail Away Barnegat Bay!

    Amazing experience! Thanh is a great guide and sailed the boat great. We felt safe, entertained, and had a great time! Thanh let us bring hard seltzer’s and food, and even helped us carry platters on to the boat. Great time, would highly recommend!