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All listings in the United States

Awesome sailboat rentals in United States.

4.9
(8,469 Reviews)

Page 19 of 39933 listings

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
Sailing Catamaran Rental in West Bay
Sailing in West Bay · 50 guests

Sailing Catamaran Rental in West Bay

5.0
$288/hour
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
Limited Availability
42' Hunter Passage Sailboat Cruising False Creek and English Bay in Vancouver
Sailing in Vancouver · 8 guests

42' Hunter Passage Sailboat Cruising False Creek and English Bay in Vancouver

5.0
$93/hour
Luxury 2021 Sailing Cat Lagoon 420
Sailing in Nuevo Vallarta · 20 guests

Luxury 2021 Sailing Cat Lagoon 420

New
$295+/hour
Sailing Lessons on the San Francisco Bay
Tours in Berkeley · 4 guests

Sailing Lessons on the San Francisco Bay

5.0
$123+/day
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
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
60ft Luxury Catamaran Private Charter / Capacity 60 people
Sailing in Cancún · 60 guests

60ft Luxury Catamaran Private Charter / Capacity 60 people

5.0
Superowner
$442+/hour
Aicon 67 Fly  – Elite Luxury Yacht Experience
Events in Miami · 13 guests

Aicon 67 Fly – Elite Luxury Yacht Experience

New
$350/hour
Private Trimaran & Snorkel Charter in Cabo - The Ultimate Family Day at Sea
Sailing in Marina · 50 guests

Private Trimaran & Snorkel Charter in Cabo - The Ultimate Family Day at Sea

New
Superowner
Best of 2026
$379/hour
26ft Beach Cat Private Charter in Savannah GA *COI Vessel
Powerboats in Savannah · 17 guests

26ft Beach Cat Private Charter in Savannah GA *COI Vessel

5.0
$450/hour
Discover, Explore, Experience San Diego - Setting sail is the ultimate serenity!
Sailing in San Diego · 6 guests

Discover, Explore, Experience San Diego - Setting sail is the ultimate serenity!

New
$225/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
32ft Irwin Citation Sailboat for Beautiful Sail on Lake Erie (Cleveland area)
Sailing in Cleveland · 6 guests

32ft Irwin Citation Sailboat for Beautiful Sail on Lake Erie (Cleveland area)

5.0
$325+/hour
★Midcoast Maine aboard the Schooner Yacht Meteor ★
Sailing in Rockland · 4 guests

★Midcoast Maine aboard the Schooner Yacht Meteor ★

5.0
$175/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
Sailing Charter, 42 ft Cutter Ketch snorkeling, scuba. Roatan Honduras
Sailing in Bay Islands Department · 6 guests

Sailing Charter, 42 ft Cutter Ketch snorkeling, scuba. Roatan Honduras

5.0
$600/day
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
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
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
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
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 Reviews in United States

  1. TF

    Tricia

    Sailing Charter, 42 ft Cutter Ketch snorkeling, scuba. Roatan Honduras

    My husband and I sailed with Captain John in August 2026, and it was an incredible experience! John put together a wonderful three-day private itinerary for us, including all the meals and snacks we enjoyed along the way. Since neither of us had ever sailed before, John was kind enough to show us the “ropes” 🙂 and made us feel comfortable and involved throughout the trip. From amazing snorkeling spots to fresh seafood dinners, every part of the experience was relaxing, memorable, and truly special. We couldn’t have asked for a better sailing experience and highly recommend Captain John to anyone looking for a fun, relaxing, and personalized adventure!

  2. ER

    Ellie

    42' Hunter Passage Sailboat Cruising False Creek and English Bay in Vancouver

    Shawn was so lovely, he was really flexible and accommodating. He was also a good laugh and we felt able to relax. We had such a good time and would definitely book again!

  3. KF

    Kyleigh

    Sailing The Edge of America - Folly Beach

    I would highly recommend a boat trip with Capt. Jerry! The boat is beautiful and Jerry was so accommodating. I used the boat for some engagement pictures and it truly could not have been better!

  4. PA

    Peggy

    30 foot Jupiter Center Console Rental in Fort Lauderdale, Florida

    Our party of six adults and three children had the best time with Mike and his beautiful Jupiter 30. The boat was in immaculate order, had plenty of seating for all of us, and was safe for the kids to roam around on. A great sound system kept both kids and adults entertained. Mike truly is the best captain one can ask for. Quick to respond to our requests before the trip, and attentive, safe and positive during it. 10/10 from our whole party of nine

  5. 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!

  6. 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!