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All listings in the United States

Awesome sailboat rentals in United States.

4.9
(8,449 Reviews)

Page 4 of 39930 listings

Beneteau 40 Cruising Monohull in Marina del Rey with Captain Mark
Sailing in Marina del Rey · 6 guests

Beneteau 40 Cruising Monohull in Marina del Rey with Captain Mark

5.0
Superowner
Best of 2026
$150/hour
North Lake Tahoe 33ft Hobie Yacht 3 Hour Sailing Experience
Sailing in Placer County · 6 guests

North Lake Tahoe 33ft Hobie Yacht 3 Hour Sailing Experience

4.9
$233/hour
Sail Away Private Day Trip: all inclusive with Snorkelling and Island Hop!
Sailing in San Pedro · 24 guests

Sail Away Private Day Trip: all inclusive with Snorkelling and Island Hop!

4.9
$275+/hour
High End Catamaran, Luxury Private Party in Cabo San Lucas. Captain &  crew inc
Powerboats in Marina · 50 guests

High End Catamaran, Luxury Private Party in Cabo San Lucas. Captain & crew inc

5.0
Superowner
$600/hour
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
Limited Availability
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
Private Catamaran Charter in Los Cabos | 46ft Nautitech Sailing Yacht
Sailing in San José del Cabo · 12 guests

Private Catamaran Charter in Los Cabos | 46ft Nautitech Sailing Yacht

5.0
$500+/hour
Amazing Party Boats In Puerto Plata Make Your Reservation Now
Powerboats in Puerto Plata · 100 guests

Amazing Party Boats In Puerto Plata Make Your Reservation Now

5.0
Superowner
Best of 2026
$50/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
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
Enjoy Luxury Catamaran for Islands, Sunsets and Night Events
Sailing in Cartagena · 20 guests

Enjoy Luxury Catamaran for Islands, Sunsets and Night Events

5.0
Superowner
$155+/hour
Limited Availability
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
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
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 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
Private Luxury Yacht Charter Aruba | Bilingual Crew, 4.9★ 260+ Bookings
Events in Oranjestad-East · 15 guests

Private Luxury Yacht Charter Aruba | Bilingual Crew, 4.9★ 260+ Bookings

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
“Exclusive Escape, Unlimited Adventure on our Yacht”
Events in Miami · 13 guests

“Exclusive Escape, Unlimited Adventure on our Yacht”

4.9
$250/hour
55ft Irwin Sailboat in Marina del Rey, YOUR PRIVATE GROUP BEST CHOICE IN L.A.!
Sailing in Marina del Rey · 12 guests

55ft Irwin Sailboat in Marina del Rey, YOUR PRIVATE GROUP BEST CHOICE IN L.A.!

4.9
Superowner
Best of 2026
$185+/hour
Sail the Hudson River in Kingston
Sailing in Kingston · 6 guests

Sail the Hudson River in Kingston

5.0
$125/hour
Sailing Trips out of La Conner, Washington
Sailing in Anacortes · 8 guests

Sailing Trips out of La Conner, Washington

5.0
$500/day

Sailing Reviews in United States

  1. AZ

    Adam

    Private Luxury Yacht Charter Aruba | Bilingual Crew, 4.9★ 260+ Bookings

    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. HF

    Hervey

    Sailing Trips out of La Conner, Washington

    Terje - TK - is a great captain with such varied and useful experience on the water - fisherman, captain, and tour guide for the San Juans. We had a great 5 days on the water!

  3. 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

  4. ZC

    Zach

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

    We really enjoyed our sailing on 9/12 with Jan’s crew. The boat was beautiful and everyone on board was extremely friendly and attentive!

  5. LL

    Lucia

    Beneteau 40 Cruising Monohull in Marina del Rey with Captain Mark

    Mark is the best! He was friendly and considerate, made us immediately felt comfortable once we got on the boat. Clear instructions were given, and what we did not expect was that he let all three of us learn to steer the boat : ) We learned so much on this trip and will definitely come back. If you are looking for an exciting summer boating experience plus learning something about sailing, Mark is your man!

  6. AS

    Andrew

    Beneteau 40 Cruising Monohull in Marina del Rey with Captain Mark

    Thanks for a great day, Mark. We enjoyed both the your seamanship and your company. As an experienced sailor, I appreciated you creating the right combination of sailing and enjoying.