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All listings in the United States

Awesome sailboat rentals in United States.

4.9
(8,251 Reviews)

Page 20 of 40950 listings

60ft Luxury Catamaran Private Charter / Capacity 60 people
Sailing in Cancún · 60 guests

60ft Luxury Catamaran Private Charter / Capacity 60 people

5.0
$442+/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
Charter Lagoon 44 Sailing Catamaran Yacht In Cartagena, Colombia
Sailing in Cartagena · 12 guests

Charter Lagoon 44 Sailing Catamaran Yacht In Cartagena, Colombia

5.0
$250+/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
$490/hour
Custom Catamaran with food and open bar
Sailing in Cancún · 55 guests

Custom Catamaran with food and open bar

New
$517/hour
50ft Sailing Catamaran Private Charter / Capacity 50 people
Sailing in Cancún · 50 guests

50ft Sailing Catamaran Private Charter / Capacity 50 people

5.0
$314+/hour
Charter 42' Lagoon Catamaran in Annapolis, MD
Sailing in Edgewater · 12 guests

Charter 42' Lagoon Catamaran in Annapolis, MD

5.0
$425/hour
Sail from Delray Beach to Lake Boca
Sailing in Delray Beach · 12 guests

Sail from Delray Beach to Lake Boca

1.0
Superowner
$125+/hour
Gorgeous Private Catamaran for 25 People Open bar
Sailing in Cancún · 25 guests

Gorgeous Private Catamaran for 25 People Open bar

New
$245/hour
Sailing Lessons in Valle de Bravo
Tours in Valle de Bravo · 5 guests

Sailing Lessons in Valle de Bravo

5.0
Best of 2025
$82/hour
Lagoon 42' Private Sailing Adventure in Florida with Captain Eric
Sailing in Deerfield Beach · 8 guests

Lagoon 42' Private Sailing Adventure in Florida with Captain Eric

5.0
$300/hour
Shared Party Boat Sail w/Bar: Charleston Harbor - Perfect for Bach or Birthday
Sailing in Mount Pleasant · 100 guests

Shared Party Boat Sail w/Bar: Charleston Harbor - Perfect for Bach or Birthday

5.0
$370/hour
ALL INCLUSIVE LAGOON 42' SAILING CATAMARAN IN PLAYA DEL CARMEN
Sailing in Playa del Carmen · 25 guests

ALL INCLUSIVE LAGOON 42' SAILING CATAMARAN IN PLAYA DEL CARMEN

New
Superowner
$545/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
Luxury 72' Power Catamaran in Nuevo Vallarta & Puerto Vallarta
Powerboats in Nuevo Vallarta · 35 guests

Luxury 72' Power Catamaran in Nuevo Vallarta & Puerto Vallarta

5.0
$656+/hour
Luxury Catamaran Leopard 48 in Santa Marta Colombia
Sailing in Comuna 2 · 10 guests

Luxury Catamaran Leopard 48 in Santa Marta Colombia

New
$150/hour
Lagoon 45' All Inclusive From Tulum
Sailing in Tulum · 30 guests

Lagoon 45' All Inclusive From Tulum

New
Superowner
$599/hour
50Ft Sunseeker Yacht Perfect for your Party 🎉
Events in Marina · 10 guests

50Ft Sunseeker Yacht Perfect for your Party 🎉

New
$270/hour
Private Sunset Cruise (2-Hours) in Destin, Florida
Sailing in Fort Walton Beach · 6 guests

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

5.0
$175/hour
Large and Luxuriously Appointed Schooner for Private Daysails, Swims and Sunsets
Sailing in Sag Harbor · 41 guests

Large and Luxuriously Appointed Schooner for Private Daysails, Swims and Sunsets

5.0
$1,100+/hour
85ft Catamaran Cruise With Drinks, food and Waterslide In Cancún, Mexico
Sailing in Cancún · 280 guests

85ft Catamaran Cruise With Drinks, food and Waterslide In Cancún, Mexico

5.0
$1,220/hour
Charter 40' Cruising Catamaran In Cozumel, Mexico
Sailing in Centro · 10 guests

Charter 40' Cruising Catamaran In Cozumel, Mexico

New
$338+/hour
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+/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

Sailing Reviews in United States

  1. MB

    Molly

    Shared Party Boat Sail w/Bar: Charleston Harbor - Perfect for Bach or Birthday

    The captain and crew were great! We had lots of fun, we thought it was BYOB but there is actually a bar on board that you can order from.

  2. 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!

  3. AG

    Aamira

    Charter Lagoon 44 Sailing Catamaran Yacht In Cartagena, Colombia

    Ragho and team were really great communicators throughout the process. Planning a trip from the US and not speaking much Spanish, they truly made the process seamless. Even when there was a hiccup in our boat and scheduling they made sure to accommodate by providing us champagne and snacks to make up for it. I do wish the staff spoke a little more English so that we could have an actual tour of isla de rosario but all in all we had a great time! The staff was courteous and very attentive. I look forward to sailing with them in the future!

  4. JP

    Jonathan

    Lagoon 42' Private Sailing Adventure in Florida with Captain Eric

    Amazing experience. Exceeded all expectations. I booked a trip for eight family members to celebrate a birthday while on vacation. Captain Eric took us on an afternoon tour of the Florida intercoastal. His boat was incredibly nice and spacious, and Eric was a great host - very friendly and accommodating to all our needs. We hope to book a sailing excursion with him next time we are in the area!

  5. 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!

  6. 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