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All listings in the United States

Awesome sailboat rentals in United States.

4.9
(7,698 Reviews)

Page 20 of 451,072 listings

Boat for Groups of up to 60 People in Cancún, Quintana Roo
Events in Cancún · 61 guests

Boat for Groups of up to 60 People in Cancún, Quintana Roo

5.0
Snoozed - Active 02 Jan 2025
1978 Classic Explorer 45' Bluewater Sailboat for Charter in Oceanside, CA
Sailing in Oceanside · 7 guests

1978 Classic Explorer 45' Bluewater Sailboat for Charter in Oceanside, CA

5.0
$170hour
Sunset Sail - Philadelphia Waterfront with O'Day 322 Sailing Yacht
Sailing in Philadelphia · 6 guests

Sunset Sail - Philadelphia Waterfront with O'Day 322 Sailing Yacht

5.0
$350hour
Hunter 170 Sailboat with Honda motor in Sag Harbor, New York
Sailing in Sag Harbor · 6 guests

Hunter 170 Sailboat with Honda motor in Sag Harbor, New York

New
$129hour
Pajot 46 Sailing Catamaran in Tulum and Playa!!
Sailing in Tulum · 15 guests

Pajot 46 Sailing Catamaran in Tulum and Playa!!

5.0
Best of 2023
$490hour
CATAMARAN LUXURY LAGOON 52FLY - CHARTER 5* IN SAN BLAS
Sailing in Guna Yala Comarca · 8 guests

CATAMARAN LUXURY LAGOON 52FLY - CHARTER 5* IN SAN BLAS

5.0
$1,700night
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
Best of 2023
$397hour
40ft Lagoon Luxury Catamaran ⛵️ On Isla Mujeres 🏝️
Sailing in Centro - Supmza. 001 · 30 guests

40ft Lagoon Luxury Catamaran ⛵️ On Isla Mujeres 🏝️

New
Superowner
$269hour
''Razor's Edge'' Yacht Rental in Cape Canaveral, Fl
Events in Cape Canaveral · 11 guests

''Razor's Edge'' Yacht Rental in Cape Canaveral, Fl

5.0
$382hour
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-$950hour
4-Hour Private Charter in Destin, Florida! Crab Island, Snorkeling, Dolphins & More!
Sailing in Destin · 6 guests

4-Hour Private Charter in Destin, Florida! Crab Island, Snorkeling, Dolphins & More!

5.0
$150hour
MAXIMA Powerboat 38ft in Cartagena de Indias
Powerboats in Cartagena · 20 guests

MAXIMA Powerboat 38ft in Cartagena de Indias

4.0
$784day
46ft Sailing Catamaran Private Charter / Capacity 45 people
Sailing in Cancún · 45 guests

46ft Sailing Catamaran Private Charter / Capacity 45 people

3.3
$286-$425hour
Private Cruise on 30' Magic-Sea-wind Sailing Catamaran Cancún Isla Mujeres Mexico
Sailing in Cancún · 20 guests

Private Cruise on 30' Magic-Sea-wind Sailing Catamaran Cancún Isla Mujeres Mexico

5.0
$159-$200hour
26ft Beach Cat Private Charter in Savannah GA
Powerboats in Savannah · 20 guests

26ft Beach Cat Private Charter in Savannah GA

5.0
$350hour
50' Sailing Catamaran Charter in Noord, Aruba
Sailing in Oranjestad-West · 50 guests

50' Sailing Catamaran Charter in Noord, Aruba

5.0
$700hour
Center Console Private Bahamas Boat Charter
Powerboats in Nassau · 14 guests

Center Console Private Bahamas Boat Charter

New
$325-$375hour
Gorgeous Azimut 47ft All Inclusive In Tulum, Quintana Roo
Events in Tulum · 23 guests

Gorgeous Azimut 47ft All Inclusive In Tulum, Quintana Roo

New
$361hour
Samana Sailing adventure: Set sail to Los Haitises National Park
Sailing in Samaná Province · 12 guests

Samana Sailing adventure: Set sail to Los Haitises National Park

New
$197hour
44 ft  Luxury Catamaran Private Charter / Capacity 40 people
Events in Cancún · 40 guests

44 ft Luxury Catamaran Private Charter / Capacity 40 people

New
$368-$560hour
Experience premiere service: NYC’s longest-running private sailing charter
Sailing in Manhattan · 6 guests

Experience premiere service: NYC’s longest-running private sailing charter

5.0
$370hour
2 Hour Sunset River Cruise for up to 6 people in Fort Lauderdale
Sailing in Fort Lauderdale · 6 guests

2 Hour Sunset River Cruise for up to 6 people in Fort Lauderdale

5.0
$150hour
Gorgeous Private Catamaran for 25 People Open bar
Sailing in Cancún · 25 guests

Gorgeous Private Catamaran for 25 People Open bar

New
$39person
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
$350hour

Sailing Reviews in United States

  1. DP

    Dawn

    CATAMARAN LUXURY LAGOON 52FLY - CHARTER 5* IN SAN BLAS

    ⭐⭐⭐⭐⭐ An unforgettable experience in San Blas, Panama! The Italian-owned boat exceeded all expectations. The food was divine, reflecting true Italian finesse, and the service was impeccable. Every moment aboard was filled with warmth, comfort, and authentic hospitality. A must-try for anyone seeking a remarkable sailing adventure in paradise!

  2. Richard

    Richard

    1978 Classic Explorer 45' Bluewater Sailboat for Charter in Oceanside, CA

    Captain Eric and his First Mate, Nate, showed us a wonderful time sailing out of Oceanside Harbor. We highly recommend the Captain and his classic sailing ship! My family & I chartered the boat primarily to disperse my mother's ashes. Although this was a somewhat sad experience for us, Captain Eric could not have been more helpful and empathetic. He even provided a bucket for that purpose. Nate's hors d'oeuvres and the champagne were top notch quality and most appreciated. (Not one of the seven in our party experienced motion sickness.) We also appreciated the Captain's willingness to take pictures of our group. He had shared lots of interesting "sea stories. His love for his boat, and the care he devotes to it, really shines through. All in all, our morning was a relaxing & pleasant experience thanks to Captain Eric & Nate!

  3. Jason

    Jason

    1978 Classic Explorer 45' Bluewater Sailboat for Charter in Oceanside, CA

    I can’t say enough great things about Eric and the experience. The boat is a classic beauty sure to impress just about anyone. The captain has the right mix of professionalism and know-how while keeping things comfy and fun. Have no doubt when booking. This is the perfect sailing adventure you’ve envisioned.

  4. MM

    Mike

    4-Hour Private Charter in Destin, Florida! Crab Island, Snorkeling, Dolphins & More!

    Tracy & Ladd are true professionals, and a generally good time. The offering was exactly as presented and they catered to the specific requests we had. The boat is great and their knowledge of the area helped make this a fantastic afternoon on the water. I would highly recommend you book this if you are looking for a private charter in the Destin, FL area!

  5. Vidur

    Vidur

    Private Cruise on 30' Magic-Sea-wind Sailing Catamaran Cancún Isla Mujeres Mexico

    Boat and crew were absolutely top notch! Everyone was more than willing to create an itinerary based on my preferences, also the crew was always one step away to refill drinks. Highly recommend renting via Eduardo! Shoutout to Helen for getting the reservation turned around in less than 12 hours!

  6. Justin

    Justin

    50' Sailing Catamaran Charter in Noord, Aruba

    The best time in Aruba with the best crew!! 21 of us came to Aruba for my Husbands 50th this was definitely a must!! The food and drink were great as were the snorkel spots!!! I added on a charcuterie board and fruit platter for a small charge. All my guest were so happy I planned this excursion. I will definitely be back!!!