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All listings in the United States

Awesome sailboat rentals in United States.

4.9
(8,143 Reviews)

Page 2 of 39919 listings

Sail in Modern Luxury Beneteau Oceanis 37 Yacht
Sailing in Oceanside · 6 guests

Sail in Modern Luxury Beneteau Oceanis 37 Yacht

5.0
$175/hour
Destination yacht Rental in Peoria, Arizona
Powerboats in Peoria · 20 guests

Destination yacht Rental in Peoria, Arizona

4.4
Superowner
$375/hour
Captained Charter 21ft Sailboat in Salisbury 2 person charter 2 hrs.
Sailing in Salisbury · 2 guests

Captained Charter 21ft Sailboat in Salisbury 2 person charter 2 hrs.

5.0
$85/hour
2017 Robertson and Caine Leopard 40 - Luxury Catamaran
Sailing in Saint Petersburg · 12 guests

2017 Robertson and Caine Leopard 40 - Luxury Catamaran

5.0
Superowner
$300+/hour
40' Leopard Luxury Catamaran All-Inclusive Charter in Riviera Maya.
Sailing in Puerto Aventuras · 20 guests

40' Leopard Luxury Catamaran All-Inclusive Charter in Riviera Maya.

5.0
Superowner
Best of 2026
$450/hour
Cabbage Key, Captiva Day Trip 1-6 people Captained
Powerboats in Cape Coral · 6 guests

Cabbage Key, Captiva Day Trip 1-6 people Captained

5.0
$100+/hour
Sailing in Newport- Catalina 320 Sailboat with Captain Kenneth & Captain Perrin
Sailing in Newport · 6 guests

Sailing in Newport- Catalina 320 Sailboat with Captain Kenneth & Captain Perrin

5.0
$180/hour
Hunter Marine Passage 450 - Sail from Norwalk/Westport, CT
Sailing in Norwalk · 12 guests

Hunter Marine Passage 450 - Sail from Norwalk/Westport, CT

4.7
Superowner
$200/hour
Beautiful 40ft Hunter Sailboat — Enjoy Adventure & Sea Breeze in Puerto Vallarta
Sailing in Marina Vallarta · 13 guests

Beautiful 40ft Hunter Sailboat — Enjoy Adventure & Sea Breeze in Puerto Vallarta

4.7
$127/hour
Stiletto 30 Catamaran for Dolphin Watching, Sunsets, Snorkeling in Destin
Sailing in Shalimar · 6 guests

Stiletto 30 Catamaran for Dolphin Watching, Sunsets, Snorkeling in Destin

5.0
$150/hour
41' Beautiful sailing catamaran, perfect for lounging, swimming, and sailing
Sailing in Sag Harbor · 12 guests

41' Beautiful sailing catamaran, perfect for lounging, swimming, and sailing

5.0
$750+/hour
The Only 40ft Hinckley Sailboat in Manhattan
Sailing in Manhattan · 6 guests

The Only 40ft Hinckley Sailboat in Manhattan

5.0
$345/hour
Pearson 323 Day Sailing Cruising Adventure in Marina Del Rey
Sailing in Marina del Rey · 6 guests

Pearson 323 Day Sailing Cruising Adventure in Marina Del Rey

5.0
Superowner
Best of 2026
$150/hour
⛵️ Catamaran Party Boat 50' (49-Person)
Sailing in Miami Beach · 42 guests

⛵️ Catamaran Party Boat 50' (49-Person)

5.0
Superowner
$700+/hour
37' Sailing Yacht in Marina Del Rey: Sail into a deep, Relaxed State
Sailing in Marina del Rey · 6 guests

37' Sailing Yacht in Marina Del Rey: Sail into a deep, Relaxed State

5.0
$200/hour
Los Cabos Private Catamaran Cruise with Snorkeling & Open Bar!
Sailing in Marina · 70 guests

Los Cabos Private Catamaran Cruise with Snorkeling & Open Bar!

5.0
$352/hour
Luxury Catamaran Lagoon 52' Capacity up to 40
Powerboats in Cartagena · 40 guests

Luxury Catamaran Lagoon 52' Capacity up to 40

5.0
Superowner
$275/hour
Why Not Oceanic Experience- Luxury Fountaine Pajot 61 feet in Flamingo
Sailing in Tamarindo · 20 guests

Why Not Oceanic Experience- Luxury Fountaine Pajot 61 feet in Flamingo

5.0
$2,190/day
#1 Manhattan Sailboat! Champagne & Catering & Special Occasion Packages
Sailing in Manhattan · 6 guests

#1 Manhattan Sailboat! Champagne & Catering & Special Occasion Packages

5.0
Superowner
$300/hour
Instant Book
Luxury 40' Sail Catamaran | Cozy Private Winter Sail | Sausalito
Sailing in Alameda · 12 guests

Luxury 40' Sail Catamaran | Cozy Private Winter Sail | Sausalito

5.0
$800+/hour
Charter Sailboat Cruiser Motorsail Yacht, in Stamford, Connecticut
Tours in Stamford · 6 guests

Charter Sailboat Cruiser Motorsail Yacht, in Stamford, Connecticut

4.9
Superowner
$225+/hour
Sail Away Private Day Trip with Snorkelling and Island Hop!
Sailing in San Pedro · 10 guests

Sail Away Private Day Trip with Snorkelling and Island Hop!

4.9
$275+/hour
44' Leopard Catamaran All-Inclusive Charter in Riviera Maya
Sailing in Puerto Aventuras · 35 guests

44' Leopard Catamaran All-Inclusive Charter in Riviera Maya

5.0
Superowner
Best of 2026
$520/hour
Sail From Northport or Huntington, NY
Sailing in Huntington · 12 guests

Sail From Northport or Huntington, NY

4.8
Superowner
$150/hour

Sailing Reviews in United States

  1. JB

    Jaclyn

    Los Cabos Private Catamaran Cruise with Snorkeling & Open Bar!

    Our day trip on the Tortuga was exactly as we wanted. We were a group of 21, ranging in age from 10 to 78. The boat was comfortable and the crew made the trip everything we could have hoped for. I am a travel agent and I will encourage clients to book this trip everytime!

  2. SH

    Shelagh

    Cabbage Key, Captiva Day Trip 1-6 people Captained

    Our captain Sean was wonderful. Home pick up was wonderful. Location for the day so fun. Would recommend more than 4 hours for a trip, as we wanted to stay longer! It was so amazing, 10/10 would do again.

  3. VW

    Vanessa

    Los Cabos Private Catamaran Cruise with Snorkeling & Open Bar!

    A great experience for me and my friend’s joint birthday trip. Finding the boat was easy and the team was very chill and accommodating. They served us drinks upon arrival and constantly came around to see if anyone needed another. The boat was comfy with plenty of seating for my group of 12. Also loved the area towards the front where folks could lay out and lounge. We were there in whale season and they got us closed so many whales. Very majestic. And the folks who decided to swim got the equipment they needed to enjoy. There was a photographer on board. The pictures he took, we assumed was an extra charge, but the exact amount wasn’t shared until the end. I wish we had known so we could have taken advantage of the photographer more since it was not cheap. Overall great experience I would recommend!

  4. ST

    Stephanie

    Sail Away Private Day Trip with Snorkelling and Island Hop!

    We had a fantastic time with the Ambergris guys. They were flexible, informative, kind, and great with my teenagers. Can’t wait to come back and see them.

  5. MS

    Matthew

    Los Cabos Private Catamaran Cruise with Snorkeling & Open Bar!

    Amazing team, boat, and experience. We saw whales and we got to jump off the boat. The crew was incredible!!!!

  6. RI

    Roman

    Luxury Catamaran Lagoon 52' Capacity up to 40

    ⭐️⭐️⭐️⭐️⭐️ We had an amazing day on the water—everything was perfect from start to finish. The crew was outstanding: friendly, professional, and always attentive to every detail, making sure we were comfortable and enjoying every moment. The sailing was smooth, the atmosphere on board was fantastic, and the entire experience exceeded our expectations. Without a doubt, a memorable day at sea. Highly recommended!