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All listings in the United States

Awesome sailboat rentals in United States.

4.9
(7,663 Reviews)

Page 23 of 451,072 listings

Sailing Yacht Charter with amazing crew all inclusive
Sailing in Panama City · 6 guests

Sailing Yacht Charter with amazing crew all inclusive

New
$815night
Lagoon 44ft CATAMARAN
Events in Cancún · 30 guests

Lagoon 44ft CATAMARAN

New
$393hour
47 ft Luxury Crunchy Motor Yacht for up to 12 people in Cancun and Isla Mujeres
Events in Cancún · 12 guests

47 ft Luxury Crunchy Motor Yacht for up to 12 people in Cancun and Isla Mujeres

5.0
$210hour
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-$475hour
Luxury Experience with a 38ft  Sailboat | Puerto Vallarta
Sailing in Isla Iguana · 8 guests

Luxury Experience with a 38ft Sailboat | Puerto Vallarta

New
$160-$220hour
Luxury Experience with 40ft Sailboat | Puerto Vallarta
Sailing in Isla Iguana · 14 guests

Luxury Experience with 40ft Sailboat | Puerto Vallarta

New
$200-$220hour
Sailboat tour Los Angeles up to 6 people.
Sailing in Marina del Rey · 6 guests

Sailboat tour Los Angeles up to 6 people.

5.0
$113-$179hour
50ft Sailing Catamaran Private Charter / Capacity 50 people
Sailing in Cancún · 50 guests

50ft Sailing Catamaran Private Charter / Capacity 50 people

5.0
$314-$450hour
42ft Sea Ray Sundancer Yacht Available in PV
Events in Marina Vallarta · 10 guests

42ft Sea Ray Sundancer Yacht Available in PV

New
$300hour
Catamaran Lose 50 Casa de Campo La Romana
Sailing in La Romana · 20 guests

Catamaran Lose 50 Casa de Campo La Romana

New
$2,088day
Amazing Cruising Catamaran in Cabo San Lucas, Mexico
Sailing in Marina · 30 guests

Amazing Cruising Catamaran in Cabo San Lucas, Mexico

New
$550hour
Sailing Lessons on the San Francisco Bay
Tours in Berkeley · 4 guests

Sailing Lessons on the San Francisco Bay

5.0
$123-$245day
Beautiful & Luxury 44 Lagoon New Catamaran in Cozumel / Private Tour in COZUMEL
Sailing in San Miguel de Cozumel · 30 guests

Beautiful & Luxury 44 Lagoon New Catamaran in Cozumel / Private Tour in COZUMEL

New
$535hour
Private Sunset Cruise (2-Hours) in Destin, Florida
Powerboats in Destin · 6 guests

Private Sunset Cruise (2-Hours) in Destin, Florida

5.0
$175hour
3 courses dinner & sunset cruise on a luxury catamaran up to 12 guests
Sailing in Nassau · 12 guests

3 courses dinner & sunset cruise on a luxury catamaran up to 12 guests

New
$300person
36 YELLOWFIN   Sunset Cruises / Sandbar Party / Intercoastal Cruise
Fishing in Bay Pines · 6 guests

36 YELLOWFIN Sunset Cruises / Sandbar Party / Intercoastal Cruise

5.0
$150hour
Cruising Monohull Rental in Kingston
Sailing in Kingston · 6 guests

Cruising Monohull Rental in Kingston

5.0
$125hour
Luxury Experience 29ft Titan Yacht in La Cruz de Huanacaxtle, Mexico
Events in Punta de Mita · 8 guests

Luxury Experience 29ft Titan Yacht in La Cruz de Huanacaxtle, Mexico

5.0
$300-$366hour
All-Inclusive Private Yacht Charter on 62' Luxury Sunreef Yacht *Captain & Chef*
Sailing in Nassau · 25 guests

All-Inclusive Private Yacht Charter on 62' Luxury Sunreef Yacht *Captain & Chef*

New
$800hour
Custom Catamaran with food and open bar
Sailing in Cancún · 45 guests

Custom Catamaran with food and open bar

New
Snoozed - Active 02 Jan 2025
45 Sea Ray Flybridge available for rent in Cabo San Lucas
Events in Marina · 12 guests

45 Sea Ray Flybridge available for rent in Cabo San Lucas

New
$350hour
Crewed Charter on 42' Lagoon Sailing Catamaran from Playa del Carmen
Sailing in Playa del Carmen · 20 guests

Crewed Charter on 42' Lagoon Sailing Catamaran from Playa del Carmen

5.0
$750hour
AMAZING 65 FOOT CATAMARAN IN CARTAGENA COLOMBIA
Events in Cartagena · 56 guests

AMAZING 65 FOOT CATAMARAN IN CARTAGENA COLOMBIA

New
$3,200day
"Marlin del Rey" 66ft Catamaran Sailing in Playa Tamarindo
Sailing in Tamarindo · 70 guests

"Marlin del Rey" 66ft Catamaran Sailing in Playa Tamarindo

5.0
$75person

Sailing Reviews in United States

  1. JF

    Joey

    Private Sunset Cruise (2-Hours) in Destin, Florida

    Ladd was our captain for this trip. We couldn’t ask for a better crew than him and Sebastian. We had to delay our trip a day because of a storm but they more than made up for it. They also documented our trip with photos that they emailed to us. It was very relaxing and informative. We also got to see some dolphins. Very nice people. Overall, a 10 star outing!

  2. KW

    Kel

    Private Sunset Cruise (2-Hours) in Destin, Florida

    This was a GREAT trip..Captain Tracy's communication and follow thru was awesome.. although Tracy was unable to captain the boat Captain Ladd and Sebastian created an awesome experience for my girlfriend and I.. we even got up close and personal with the dolphins...I would definitely recommend and will use again

  3. EG

    Eva

    36 YELLOWFIN Sunset Cruises / Sandbar Party / Intercoastal Cruise

    We had an extraordinary experience on the the Skirt Chaser for a 4 hour boat trip with Captain Frank and his adorable pup Chaser! Along the way we encountered dolphins, school of stingrays and beautiful waterways including stop at Shell Key island. Do not hesitate to book a private experience it’s worth every penny. Captain Frank delivers a wonderful experience and we will return. Maybe next time we will try a deep water fishing excursion instead of a leisurely boat experience. Thank you for creating life long memories for our family.

  4. dh

    deborah

    Cruising Monohull Rental in Kingston

    We had a wonderful time sailing with Karins family! They were very friendly, easygoing and so knowledgeable, made us very comfortable and they were great about social distancing/COVID conscious. We were able to relax and enjoy the ride at the bow with comfy seats provided and we brought our own snacks. The weather was beautiful and the whole experience couldn’t have been better. Definitely a highlight of our stay in Kingston. We can’t wait to be back for another sail! Many thanks :)

  5. KF

    Kalene

    36 YELLOWFIN Sunset Cruises / Sandbar Party / Intercoastal Cruise

    Terrific sunset cruise and a chance to see the Skyway bridge up close at night were a great way to celebrate our anniversary! Capt Frank was very accommodating and made sure we had a great time. Awesome music and vibe! Highly recommend!

  6. Carrie

    Carrie

    36 YELLOWFIN Sunset Cruises / Sandbar Party / Intercoastal Cruise

    We had a great last day out with Captain Frank and his sidekick Chaser. Would highly recommend booking for any of your water needs. We spent the day sightseeing, swimming, hunting for shells, and cruising. Great family experience.