Cookies & Agreements

By continuing to use this website, you have read and agree to the Terms of Use and agree to the collection and use of your information by cookies and similar technologies, as set forth in our Privacy Policy.

All listings in the United States

Awesome sailboat rentals in United States.

4.9
(8,474 Reviews)

Page 27 of 41 • 968 listings

40' Leopard Catamaran | Private Yacht Charter in Riviera Maya, Playa del Carmen
Sailing in Puerto Aventuras · 12 guests

40' Leopard Catamaran | Private Yacht Charter in Riviera Maya, Playa del Carmen

New
Superowner
Best of 2026
$379+/hour
38' Lagoon Catamaran Yacht Charter | Riviera Maya, Playa del Carmen & Tulum
Sailing in Puerto Aventuras · 15 guests

38' Lagoon Catamaran Yacht Charter | Riviera Maya, Playa del Carmen & Tulum

New
Superowner
Best of 2026
$414+/hour
42ft Lagoon Catamaran in Newport Beach, Captain Included, Harbor Cruises
Sailing in Newport Beach · 12 guests

42ft Lagoon Catamaran in Newport Beach, Captain Included, Harbor Cruises

New
Superowner
$593+/hour
Beneteau 41.1 Oceanis Sailing Charter in Vancouver
Sailing in Vancouver · 6 guests

Beneteau 41.1 Oceanis Sailing Charter in Vancouver

5.0
$358/hour
Luxury Catamaran Belize, Private Chef & Hol Chan Snorkeling
Powerboats in San Pedro · 12 guests

Luxury Catamaran Belize, Private Chef & Hol Chan Snorkeling

New
$882/hour
Family Friendly 35ft Legacy Sailing Catamaran | Explore San Diego Bay!
Sailing in San Diego · 6 guests

Family Friendly 35ft Legacy Sailing Catamaran | Explore San Diego Bay!

New
$250/hour
Private Antaris 680 Sailing Catamaran Tour in Cancún!!
Sailing in Cancún · 9 guests

Private Antaris 680 Sailing Catamaran Tour in Cancún!!

New
$242+/hour
Private Sunset Catamaran Cruise Cabo San Lucas for 50 Guests
Sailing in Ildefonso Green · 50 guests

Private Sunset Catamaran Cruise Cabo San Lucas for 50 Guests

New
$890/hour
Private All-Inclusive  Catamaran in Tamarindo - Up to 10 Guests
Sailing in Tamarindo · 10 guests

Private All-Inclusive Catamaran in Tamarindo - Up to 10 Guests

New
$328/hour
Instant Book
💥 51' Leopard + 1 FREE Extra Hour in Cartagena, Colombia 💥
Powerboats in Cartagena · 35 guests

💥 51' Leopard + 1 FREE Extra Hour in Cartagena, Colombia 💥

New
Superowner
Best of 2026
$422+/hour
Instant Book
Classic Rainbow Hobie Cat Racing or Day Sailor
Sailing in Des Moines · 4 guests

Classic Rainbow Hobie Cat Racing or Day Sailor

New
$150/hour
Private Cabo Celebration Catamaran: Snorkel, Lunch & Open Bar
Powerboats in Marina · 70 guests

Private Cabo Celebration Catamaran: Snorkel, Lunch & Open Bar

New
$520/hour
Luxury Charter on Peningo - 50' World Class Sailing Racer/Cruiser in Boston
Sailing in Boston · 8 guests

Luxury Charter on Peningo - 50' World Class Sailing Racer/Cruiser in Boston

5.0
$550/hour
Private 56ft Luxury Catamaran Charter in Punta Mita
Sailing in La Cruz de Huanacaxtle · 10 guests

Private 56ft Luxury Catamaran Charter in Punta Mita

New
$600+/hour
3-Hour Morning Sail | Private 50ft Luxury Sailing Yacht in Charleston
Sailing in Mount Pleasant · 12 guests

3-Hour Morning Sail | Private 50ft Luxury Sailing Yacht in Charleston

New
$250/hour
Montego Bay All-inclusive Yacht Experience
Events in Montego Bay · 10 guests

Montego Bay All-inclusive Yacht Experience

New
Superowner
$998/hour
Your Own Private 40ft Yacht in Cabo – Snorkeling & Crew
Events in Marina · 8 guests

Your Own Private 40ft Yacht in Cabo – Snorkeling & Crew

New
$370+/hour
Luxury Private Customized Sail Yacht rental for groups and families up to 15 pax
Sailing in Isla Mujeres · 15 guests

Luxury Private Customized Sail Yacht rental for groups and families up to 15 pax

New
$200/hour
Cruising Catamaran Charter in Cabarete, Dominican Republic
Sailing in Cabarete · 80 guests

Cruising Catamaran Charter in Cabarete, Dominican Republic

New
Superowner
Best of 2026
$400/hour
Private Sunset Dinner Cruise Belize – Chef & Luxury Experience
Powerboats in San Pedro · 4 guests

Private Sunset Dinner Cruise Belize – Chef & Luxury Experience

New
$340/hour
Pontoon #GMBPONTOON Playa Mujeres boat for day tour with slide
Sailing in Isla Mujeres · 16 guests

Pontoon #GMBPONTOON Playa Mujeres boat for day tour with slide

New
$120+/hour
40ft Sailboat Rental in Cancún, Quintana Roo
Sailing in Cancún · 16 guests

40ft Sailboat Rental in Cancún, Quintana Roo

New
$101+/hour
Hunter 450 Passage Yacht - Sail From Key Biscayne
Sailing in Key Biscayne · 10 guests

Hunter 450 Passage Yacht - Sail From Key Biscayne

New
Superowner
$250/hour
Morgan 42ft Sailing Charter in Puerto Vallarta
Sailing in Marina Vallarta · 18 guests

Morgan 42ft Sailing Charter in Puerto Vallarta

New
$257/hour

Sailing Reviews in United States

  1. BH

    Betsy

    Luxury Charter on Peningo - 50' World Class Sailing Racer/Cruiser in Boston

    Oh what a night! We had a fantastic time on our sailing trip with Jake and his crew. They picked us up right on time, we had a perfect sale, and they even gave us some extra time at the end. The views of Boston were perfection, the sale was smooth and we felt very well taken care of by the entire crew the whole time! It really could not have been any more perfect. We highly recommend!

  2. James

    James

    Beneteau 41.1 Oceanis Sailing Charter in Vancouver

    Excellent ride with Francis and Vanessa; I proposed to my fiancée and they made everything perfect for us!