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All listings in the United States

Awesome sailboat rentals in United States.

4.9
(8,359 Reviews)

Page 4 of 39921 listings

Safe & solid sailing catamaran - Green power! Stunning beauty & great location!
Sailing in Richmond · 6 guests

Safe & solid sailing catamaran - Green power! Stunning beauty & great location!

5.0
$162+/hour
Lagoon 38 Beautiful Sailing Catamaran in Puerto Vallarta, México
Sailing in Marina Vallarta · 20 guests

Lagoon 38 Beautiful Sailing Catamaran in Puerto Vallarta, México

5.0
$265/hour
Private 38' Hunter Sailing boat in Cabo San Lucas
Sailing in Marina · 12 guests

Private 38' Hunter Sailing boat in Cabo San Lucas

4.9
Superowner
Best of 2026
$275/hour
12 passengers:  Explore San Diego Bay on a Luxury Sailing Catamaran
Sailing in San Diego · 12 guests

12 passengers: Explore San Diego Bay on a Luxury Sailing Catamaran

5.0
$330/hour
All Inclusive 42-ft Private Trimaran for Snorkeling Adventures in Cabo San Lucas
Sailing in Marina · 50 guests

All Inclusive 42-ft Private Trimaran for Snorkeling Adventures in Cabo San Lucas

5.0
Superowner
Best of 2026
$367/hour
Schock 35' Cruiser Sailboat in San Francisco Bay
Sailing in Alameda · 6 guests

Schock 35' Cruiser Sailboat in San Francisco Bay

5.0
$99/hour
High Demand
Captained Charter this 36' C & C Cruising Monohull in Chicago, Illinois
Sailing in Chicago · 6 guests

Captained Charter this 36' C & C Cruising Monohull in Chicago, Illinois

5.0
Superowner
Best of 2026
$220/hour
Private 41ft Lounge Catamaran Charter in Aruba for Up to 45 Guests
Sailing in Oranjestad-West · 45 guests

Private 41ft Lounge Catamaran Charter in Aruba for Up to 45 Guests

New
$1,200/hour
The Wanderlust Ultimate Catamaran Adventure
Sailing in Nassau · 12 guests

The Wanderlust Ultimate Catamaran Adventure

5.0
$635/hour
Luxury Leopard 38 Catamaran located in Downtown Miami
Sailing in Miami · 12 guests

Luxury Leopard 38 Catamaran located in Downtown Miami

5.0
$219+/hour
Private Catamaran Escape for 2–6 Guests – Celebrate Your Way
Sailing in Marina · 6 guests

Private Catamaran Escape for 2–6 Guests – Celebrate Your Way

4.8
Superowner
$170/hour
Beautiful Classic Sailboat in Marina Del Rey
Sailing in Marina del Rey · 10 guests

Beautiful Classic Sailboat in Marina Del Rey

5.0
$170+/hour
The Midnight Sun,  Affordable Luxury  motor yacht
Events in Oranjestad-East · 15 guests

The Midnight Sun, Affordable Luxury motor yacht

5.0
Superowner
$530/hour
🤩VIP EXPERIENCE 🎊🎂🛥💕Bachelorette/Birthday Party Power in Sosua Beach.
Events in Barrio Las Yaguitas · 150 guests

🤩VIP EXPERIENCE 🎊🎂🛥💕Bachelorette/Birthday Party Power in Sosua Beach.

5.0
$160/hour
55ft Hudson sailboat in Marina del Rey. Your private group. Best Choice in L.A.
Sailing in Marina del Rey · 12 guests

55ft Hudson sailboat in Marina del Rey. Your private group. Best Choice in L.A.

5.0
Superowner
Best of 2026
$185+/hour
Sailing Charter On 35' Ericson Sloop In Puerto Vallarta, Mexico
Sailing in Marina Vallarta · 8 guests

Sailing Charter On 35' Ericson Sloop In Puerto Vallarta, Mexico

5.0
Superowner
$119+/hour
“Exclusive Escape, Unlimited Adventure on our Yacht”
Events in Miami · 13 guests

“Exclusive Escape, Unlimited Adventure on our Yacht”

4.9
$250/hour
Wild Cat 35 Sailing Catamaran Charter starting fare up to 12 people.
Sailing in Isla Mujeres · 26 guests

Wild Cat 35 Sailing Catamaran Charter starting fare up to 12 people.

4.8
Superowner
$169+/hour
Sailing Trips out of La Conner, Washington
Sailing in Anacortes · 8 guests

Sailing Trips out of La Conner, Washington

5.0
$500/day
Fully Equipped Bavaria 46 Cruiser in La Paz, Baja California Sur
Sailing in Zona Comercial · 6 guests

Fully Equipped Bavaria 46 Cruiser in La Paz, Baja California Sur

5.0
$120/hour
2019 Lagoon 450F Sailing Catamaran Yacht in Puerto Vallarta, Mexico
Sailing in Marina Vallarta · 17 guests

2019 Lagoon 450F Sailing Catamaran Yacht in Puerto Vallarta, Mexico

5.0
$370+/hour
Sailing is unique in Puerto Vallarta on board the Catalina 42 Sailing Yacht!
Sailing in Marina Vallarta · 12 guests

Sailing is unique in Puerto Vallarta on board the Catalina 42 Sailing Yacht!

5.0
Superowner
$145/hour
Come sail away on this Jeanneau 58' Sailboat in San Diego
Sailing in San Diego · 8 guests

Come sail away on this Jeanneau 58' Sailboat in San Diego

4.8
$400/hour
See the wonders of Puerto Vallarta aboard 38' Sailing Catamaran Charter
Sailing in Isla Iguana · 12 guests

See the wonders of Puerto Vallarta aboard 38' Sailing Catamaran Charter

5.0
Superowner
Best of 2026
$240/hour

Sailing Reviews in United States

  1. AZ

    Adam

    The Midnight Sun, Affordable Luxury motor yacht

    We had a family day on the boat with my wife and 3 kids (ages 6, 5, and 2). We had the most incredible day. Jesus and Jose catered to all of our needs especially realizing when we needed to make a slight change of plans due to some snorkeling challenges with the little ones. The food was also amazing. Consensus was that this was the best day in Aruba

  2. Barb

    Barb

    Captained Charter this 36' C & C Cruising Monohull in Chicago, Illinois

    The boat is exactly as listed. Had a great night out watching the navy pier fireworks. Communication was excellent. The weather wasn’t cooperating and the captain was quick to reach out with details. We ended up rescheduling twice. Chicago weather what are you going to do. But once we got in the boat everything was so lovely. And there is a boat dog named, Piper. Piper kept us all entertained! Highly recommend!

  3. AG

    Allison

    The Wanderlust Ultimate Catamaran Adventure

    We cannot say enough wonderful things about our charter! It was truly one of the best experiences we’ve had as a family. Captain David was fantastic—knowledgeable, easygoing, and absolutely wonderful with our kids. He took us on an amazing snorkeling adventure and made the experience so easy and fun for them. Ashley was the sweetest with our daughter and made us a delicious lunch, and Max completely made Jack’s day by letting him help around the boat. The whole crew was warm, fun, and incredibly accommodating. We made such special family memories and will absolutely be rebooking on our next trip. Couldn’t recommend them more!

  4. Amanda

    Amanda

    “Exclusive Escape, Unlimited Adventure on our Yacht”

    absolutely gorgeous boat the deck hands helped us get everything on put everything away. We had an amazing time I did this for my bachelorette and me and my guests had the most fun. They have a very loud speaker throughout the whole boat. It was such a fun experience

  5. rs

    reid

    Sailing Trips out of La Conner, Washington

    TK was communicative, flexible with our needs, incredibly knowledgeable, and took us out for an amazing time! We did this with my 3yo daughter and he was attentive, safe, and responsible every step of the way. I highly recommend him.

  6. Carrie

    Carrie

    Captained Charter this 36' C & C Cruising Monohull in Chicago, Illinois

    What a Wonderful evening we had on the water with Nijole, her 1st mat (hubby) and precious little Piper "the pup". This sail boat is a MUST BOOK! Nijole's sailing abilities, great stories and knowledge of the water on and surrounding Lake Michigan are exemplar! We had such an incredible majestic peaceful evening on the water! Will be back on the HARMONY next Chicago Visit for Sure. Carrie, Kelly, Mike & Zac ( Naples, FL) :0)