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All listings in the United States

Awesome sailboat rentals in United States.

4.9
(8,340 Reviews)

Page 14 of 38912 listings

Negril Private Catamaran Cruise with Snorkeling & Drinks
Sailing in West End · 120 guests

Negril Private Catamaran Cruise with Snorkeling & Drinks

New
$509/hour
Exclusive Giant 60ft Sundancer Motor Yacht In Cancún, Quintana Roo
Events in Cancún · 18 guests

Exclusive Giant 60ft Sundancer Motor Yacht In Cancún, Quintana Roo

4.0
Superowner
Best of 2026
$350/hour
High Demand
Newport RI: Sailing, Swimming and Sightseeing Trips on 32' Sailboat
Sailing in Newport · 6 guests

Newport RI: Sailing, Swimming and Sightseeing Trips on 32' Sailboat

5.0
$195/hour
2hr Day Sail from the port of South Haven Mi. on a Catalina 36
Sailing in South Haven · 6 guests

2hr Day Sail from the port of South Haven Mi. on a Catalina 36

5.0
$175/hour
Beautiful 36' Sea Ray Motor Yacht up to 12 guests and floating mat in Miami!!
Powerboats in Miami · 10 guests

Beautiful 36' Sea Ray Motor Yacht up to 12 guests and floating mat in Miami!!

4.3
$100+/hour
Morgan 382 Sailboat for charter in Pensacola, Florida
Sailing in Pensacola · 6 guests

Morgan 382 Sailboat for charter in Pensacola, Florida

5.0
$75/hour
BEAUTIFUL 42' Catamaran Sailing Adventure in Marina del Rey!
Sailing in Marina del Rey · 12 guests

BEAUTIFUL 42' Catamaran Sailing Adventure in Marina del Rey!

5.0
Superowner
$425/hour
Cruise Long Island Sound Aboard 62ft Lagoon 620 Catamaran in Greenwich, CT
Sailing in Greenwich · 12 guests

Cruise Long Island Sound Aboard 62ft Lagoon 620 Catamaran in Greenwich, CT

5.0
$1,500/hour
Hawaiian Breeze in Marina del Rey
Sailing in Marina del Rey · 6 guests

Hawaiian Breeze in Marina del Rey

5.0
$150/hour
Shopping Tour to Isla Mujeres, Everyday 12:30 (Shared Basis)
Sailing in Isla Mujeres · 30 guests

Shopping Tour to Isla Mujeres, Everyday 12:30 (Shared Basis)

5.0
Superowner
$395/hour
Lagoon 42´ Catamaran - All Inclusive In Tulum
Sailing in Tulum · 30 guests

Lagoon 42´ Catamaran - All Inclusive In Tulum

5.0
Superowner
$550+/hour
Beautiful Cruising Catamaran for Up to 20 Friends in Cartagena, Colombia
Sailing in Cartagena · 20 guests

Beautiful Cruising Catamaran for Up to 20 Friends in Cartagena, Colombia

4.8
Superowner
$900/day
4-Hour Sailing Catamaran for Rent in Punta Sam, Cancun
Sailing in Isla Mujeres · 12 guests

4-Hour Sailing Catamaran for Rent in Punta Sam, Cancun

5.0
Superowner
$221/hour
60' Sailing Party Catamaran in Miami Florida
Sailing in Miami Beach · 49 guests

60' Sailing Party Catamaran in Miami Florida

4.6
$1,300/hour
42' Trimaran Rental in Cabo San Lucas, Mexico
Events in Marina · 45 guests

42' Trimaran Rental in Cabo San Lucas, Mexico

5.0
$720/hour
Hunter 45' - Largest Sailing Yacht in Central Texas, Lake Travis
Sailing in Lakeway · 18 guests

Hunter 45' - Largest Sailing Yacht in Central Texas, Lake Travis

5.0
$299+/hour
Costa Rica Catamaran: Private Morning Tour with Snorkel & Drinks
Sailing in Guanacaste Province · 20 guests

Costa Rica Catamaran: Private Morning Tour with Snorkel & Drinks

5.0
$430/hour
Sail Away in Style: Private 37ft Catamaran Charter in Cancún for up to 25 Guests
Sailing in Cancún · 25 guests

Sail Away in Style: Private 37ft Catamaran Charter in Cancún for up to 25 Guests

4.4
Superowner
$157+/hour
Luxury Tripp 43 Sailboat Charter in San Francisco Bay
Sailing in Alameda · 12 guests

Luxury Tripp 43 Sailboat Charter in San Francisco Bay

New
$189/hour
Rent 26ft Colgate Sailboat In Kemah, Texas
Sailing in Seabrook · 5 guests

Rent 26ft Colgate Sailboat In Kemah, Texas

5.0
$85/hour
Charter 44' Orana Cruising Catamaran In Deale, Maryland
Sailing in Deale · 10 guests

Charter 44' Orana Cruising Catamaran In Deale, Maryland

5.0
$250+/hour
Luxury Catamaran Lagoon ' Capacity up to 18
Powerboats in Cartagena · 18 guests

Luxury Catamaran Lagoon ' Capacity up to 18

5.0
Superowner
$180/hour
Stunning Dufour 38 Sailboat for Charter. Learn to Sail. Fireworks. Team Building
Sailing in Vancouver · 8 guests

Stunning Dufour 38 Sailboat for Charter. Learn to Sail. Fireworks. Team Building

5.0
$179/hour
Classic Beauty: Nautor Swan 46' Bluewater Cruiser, Sag Harbor, New York
Sailing in Sag Harbor · 6 guests

Classic Beauty: Nautor Swan 46' Bluewater Cruiser, Sag Harbor, New York

5.0
$310+/hour

Sailing Reviews in United States

  1. DC

    David

    Charter 44' Orana Cruising Catamaran In Deale, Maryland

    Our group of seven spent a fabulous half day with Captain Rob and Mate Dianna. Couldn't have been happier with the whole experience. Communication was quick and easy. On board, they were super friendly and engaging. The vessel itself was spotless and super comfortable as we hung out on the front "trampoline" area, sailing around the Bay. Thanks for such a fun adventure. We are already talking about a future engagement!

  2. LF

    Lena

    Newport RI: Sailing, Swimming and Sightseeing Trips on 32' Sailboat

    Amazing trip! Eric was fantastic. He asked us what we wanted to do, and he took us to his favorite spots. We went swimming and jumped off rocks. He told us very interesting stories and was extremely friendly. He made the whole experience better. He made us feel like the boat was our own. Great time, amazing boat. I’d definitely book him again!

  3. AW

    Avery

    Sail Away in Style: Private 37ft Catamaran Charter in Cancún for up to 25 Guests

    SOOOOO much fun!!!!!!! We would do this many more times with this crew. So attentive and fun. Luna and Alex were great. Highly recommend.

  4. TW

    Trevor

    Charter 44' Orana Cruising Catamaran In Deale, Maryland

    Rob M was fantastic! Highly reccommend - watched the sunset and cruised the bay.

  5. Ann

    Ann

    Hunter 45' - Largest Sailing Yacht in Central Texas, Lake Travis

    Awesome trip! Would highly recommend booking his yacht!

  6. Mark

    Mark

    Exclusive Giant 60ft Sundancer Motor Yacht In Cancún, Quintana Roo

    We had an incredible time! From start to finish, their communication was clear, professional, and super helpful—they answered every question quickly and made the booking process effortless. The crew was friendly and attentive, making sure we had everything we needed throughout the trip. The yacht itself was clean, spacious, and even better than the photos. They truly went above and beyond to make our day unforgettable. Highly recommend and will definitely book again!