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All listings in the United States

Awesome sailboat rentals in United States.

4.9
(8,285 Reviews)

Page 18 of 40939 listings

Luxury 2021 Sailing Cat Lagoon 420
Sailing in Nuevo Vallarta · 20 guests

Luxury 2021 Sailing Cat Lagoon 420

New
$295+/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
55Ft Sunseeker Yacht
Powerboats in Marina · 12 guests

55Ft Sunseeker Yacht

New
$465/hour
38ft Excess Catamaran 4 cabins/2 heads
Sailing in Marina del Rey · 12 guests

38ft Excess Catamaran 4 cabins/2 heads

5.0
$380/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
$341/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
3-Hours Puerto Plata Private Catamaran Cruise with BBQ Drinks and Snorkel
Powerboats in Sosúa · 15 guests

3-Hours Puerto Plata Private Catamaran Cruise with BBQ Drinks and Snorkel

New
$332/hour
Private Catamaran Charter to Passion Island, Cozumel | 38ft Voyage Yacht
Sailing in Zona Hotelera Norte · 20 guests

Private Catamaran Charter to Passion Island, Cozumel | 38ft Voyage Yacht

5.0
$398/hour
40ft Lagoon Sailing Catamaran with Skipper and Crew!
Sailing in Marina Vallarta · 18 guests

40ft Lagoon Sailing Catamaran with Skipper and Crew!

New
$625/hour
Welcome Aboard Optimystic! Create a beautiful memory on the water.
Sailing in Essex · 6 guests

Welcome Aboard Optimystic! Create a beautiful memory on the water.

5.0
$150/hour
Catamaran Lose 50 Country House La Romana
Sailing in La Romana · 20 guests

Catamaran Lose 50 Country House La Romana

New
$2,088/day
5⭐️ SUNSEEKER 64’ Visit Isla Mujeres
Events in Playa del Carmen · 15 guests

5⭐️ SUNSEEKER 64’ Visit Isla Mujeres

5.0
Superowner
$738/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
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
Unforgettable Movie Night Onboard Our 380 S2 Lagoon
Sailing in Long Beach · 12 guests

Unforgettable Movie Night Onboard Our 380 S2 Lagoon

5.0
Superowner
$199/hour
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
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
42ft Sea Ray Motor Yacht Rental in Cabo San Lucas, Baja California Sur
Events in Marina · 10 guests

42ft Sea Ray Motor Yacht Rental in Cabo San Lucas, Baja California Sur

New
$250/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
$281/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
$421/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
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
44ft Lagoon Catamaran Cancun and Isla Mujeres for 25 Guests
Sailing in Isla Mujeres · 25 guests

44ft Lagoon Catamaran Cancun and Isla Mujeres for 25 Guests

New
$360/hour

Sailing Reviews in United States

  1. LM

    Liz

    Welcome Aboard Optimystic! Create a beautiful memory on the water.

    Charles was an outstanding guide. Before the outing (which was a birthday gift for my fiancé) he even offered to pick up a cake so that it could be a surprise. He and his wife made us feel at home right away as if we were out just sailing with friends. It was a gorgeous late afternoon / sunset sail with the option of swimming and cooking on the boat. We didn't rush back. Riding on the bow was so relaxing. He took time explaining sailing tips to my fiancé and let him drive the boat for awhile. Communication was clear. We'd love to book again with Charles and Renee!

  2. DS

    Deborah

    Nice Sailing vessel 41ft for cruising and explore PV.

    The 1st Mate was wonderful, Angel made sure I was taken care of and gave me my personal space- the only thing was I couldn’t walk around and was laying or sitting the whole time- the captain was completely attentive of the surroundings and the conditions the sea had to offer . Being a woman , by myself - definitely felt comfortable ! D Shaheen

  3. Olivia

    Olivia

    38ft Excess Catamaran 4 cabins/2 heads

    We had the most amazing day on the water with captain Mark! The boat was even better than we imagined. There was plenty of space to set up our food spread and drinks. We appreciated the quick communication (even while on the water), and also that we were able to extend the time! We will be back for sure!

  4. Elisabeth

    Elisabeth

    Welcome Aboard Optimystic! Create a beautiful memory on the water.

    Charles & Renee were amazing! We booked last minute and enjoyed an awesome afternoon on The Optimystic in Chesapeake Bay!! We can’t wait to sail again!! Charles is an excellent Captain and host. A good teacher as well! Have an awesome winter!! See you in the Spring!! Charlie, Beth and Sam (Class of 2026) ⚓️⚓️⚓️

  5. Leslie

    Leslie

    5⭐️ SUNSEEKER 64’ Visit Isla Mujeres

    Don’t hesitate ! Book this! Started with amazing service from pick up at our hotel all the way through. Amazing crew & captain. Booking was very easy as well. Amazing service seriously. I’ve been on plenty of boats and this by far was my favorite. Service was amazing. Food preparation was great. You won’t regret it ! Plus this boat is beautiful & clean !

  6. 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. 🙌