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All listings in the United States

Awesome sailboat rentals in United States.

4.9
(8,089 Reviews)

Page 19 of 39922 listings

Pajot 46 Sailing Catamaran in Tulum and Playa!!
Sailing in Tulum · 15 guests

Pajot 46 Sailing Catamaran in Tulum and Playa!!

5.0
Superowner
$450/hour
Puerto Plata Boat Budget-Friendly B-day Party Charter with Deals!
Powerboats in Sosúa · 80 guests

Puerto Plata Boat Budget-Friendly B-day Party Charter with Deals!

New
Superowner
Best of 2026
$50/hour
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
★Midcoast Maine aboard the Schooner Yacht Meteor ★
Sailing in Rockland · 4 guests

★Midcoast Maine aboard the Schooner Yacht Meteor ★

5.0
$175/hour
Relaxing Catamaran Adventure: Snorkel, Sail, Dolphins
Sailing in Fort Walton Beach · 6 guests

Relaxing Catamaran Adventure: Snorkel, Sail, Dolphins

5.0
$110+/hour
50ft Catamaran sail experience in Aruba. OPEN BAR AND Lunch included!!
Sailing in Oranjestad-West · 40 guests

50ft Catamaran sail experience in Aruba. OPEN BAR AND Lunch included!!

4.0
$1,120/hour
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
$350/hour
77 ft Catamaran Cruise With Drinks, food and Waterslide In Cancún, Mexico
Sailing in Cancún · 280 guests

77 ft Catamaran Cruise With Drinks, food and Waterslide In Cancún, Mexico

5.0
$1,227/hour
Sailing Lessons on the San Francisco Bay
Tours in Berkeley · 4 guests

Sailing Lessons on the San Francisco Bay

5.0
$123+/day
Leopard 45' Luxury Sailing Catamaran for 15 People
Sailing in Annapolis · 15 guests

Leopard 45' Luxury Sailing Catamaran for 15 People

New
Superowner
$700/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
45’ Leopard 2020 Cruising Catamaran in Cancun - Isla Mujeres!
Sailing in Cancún · 18 guests

45’ Leopard 2020 Cruising Catamaran in Cancun - Isla Mujeres!

5.0
Superowner
$515/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
Superowner
$750+/hour
Nautical Adventures | 42ft Hunter Passage Sailboat
Sailing in Vancouver · 8 guests

Nautical Adventures | 42ft Hunter Passage Sailboat

5.0
$93/hour
New Yacht Charter Bali 5.4 Sailing Catamaran in Annapolis Maryland
Sailing in Annapolis · 13 guests

New Yacht Charter Bali 5.4 Sailing Catamaran in Annapolis Maryland

5.0
$1,100/hour
Charter 42' Lagoon Catamaran in Annapolis, MD
Sailing in Arnold · 12 guests

Charter 42' Lagoon Catamaran in Annapolis, MD

5.0
$425/hour
50ft Sailing Catamaran Private Charter / Capacity 50 people
Sailing in Cancún · 50 guests

50ft Sailing Catamaran Private Charter / Capacity 50 people

5.0
Superowner
$314+/hour
42ft Catamaran Charter in Cancun for up to 30 Guests
Sailing in Cancún · 30 guests

42ft Catamaran Charter in Cancun for up to 30 Guests

New
Superowner
$275+/hour
Beneteau 41.1 Oceanis Sailing Charter in Vancouver
Sailing in Vancouver · 6 guests

Beneteau 41.1 Oceanis Sailing Charter in Vancouver

5.0
$359/hour
Charter the Maxicat 65 Sailing Catamaran in Cartagena, Colombia
Sailing in Cartagena · 60 guests

Charter the Maxicat 65 Sailing Catamaran in Cartagena, Colombia

5.0
$3,500/day
50ft Luxury Catamaran – Rose Island, Gilligan’s Island & Green Cay
Sailing in Nassau · 12 guests

50ft Luxury Catamaran – Rose Island, Gilligan’s Island & Green Cay

5.0
$1,375/hour
30 foot Jupiter Center Console Rental in Fort Lauderdale, Florida
Powerboats in Deerfield Beach · 10 guests

30 foot Jupiter Center Console Rental in Fort Lauderdale, Florida

5.0
$200/hour
Sailing The Edge of America - Folly Beach
Sailing in Folly Beach · 6 guests

Sailing The Edge of America - Folly Beach

5.0
$200/hour
40' Catamaran - Sail away
Sailing in Marina del Rey · 6 guests

40' Catamaran - Sail away

5.0
$400/hour

Sailing Reviews in United States

  1. Jennifer

    Jennifer

    Set sail on NY Harbor aboard this beautiful and luxurious Ericson sloop!

    Dave and his boat are fantastic! We booked for some sailing instruction, and while there wasn’t much wind, it was still amazing. Dave explained the boat setup, the electronics, and other relevant things to consider when sailing in the harbor while giving us a beautiful tour around lower Manhattan. We also set sail and took the wheel for a bit. I would 100% recommend going out on Dave’s boat with him whether for a sightseeing tour or to learn from him, or both.

  2. 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!

  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. MA

    Megan

    Shamrock-Classic 42 foot Allied XL Yawl Wilmington, NC

    James was so accommodating for our elopement on his sailboat. He was always quick to respond and great at communicating with us. We really enjoyed our trip on the water and James made it easy for us to be comfortable and sit and relax. It was perfect!

  5. JA

    Julie

    77 ft Catamaran Cruise With Drinks, food and Waterslide In Cancún, Mexico

    We wholeheartedly recommend the Dancer for large group outings! Our post-wedding day trip with 53 guests was an absolute highlight. The phenomenal crew went above and beyond, anticipating and catering to every need of our guests. The food and drinks were fabulous, exceeding our expectations. It was the perfect way to cap off our wedding celebrations, creating lasting memories for everyone. Highly recommend!

  6. Tim

    Tim

    77 ft Catamaran Cruise With Drinks, food and Waterslide In Cancún, Mexico

    Top to bottom amazing! Our contact Libia was attentive and organized from our first contact. The staff for the boat were amazing. Great food and plenty of attention to all our guests! My second boat reserved through GET MY BOAT, no problems at all. Highly recommend!!!