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
(8,447 Reviews)

Page 20 of 40 • 951 listings

72ft Mega Power Catamaran 'Canuwa II' | Private Events Up to 150 Pax
Powerboats in Nuevo Vallarta · 55 guests

72ft Mega Power Catamaran 'Canuwa II' | Private Events Up to 150 Pax

5.0
$1,032+/hour
Beautiful J/109 - Luxury and Fast! Downtown San Francisco at South Beach Harbor
Sailing in San Francisco · 6 guests

Beautiful J/109 - Luxury and Fast! Downtown San Francisco at South Beach Harbor

New
Superowner
$350+/hour
Captained 80' Sailing Schooner Charter In Key West, Florida
Sailing in Key West · 32 guests

Captained 80' Sailing Schooner Charter In Key West, Florida

5.0
$475+/hour
Catamaran Lose 50 Country House La Romana
Sailing in La Romana · 20 guests

Catamaran Lose 50 Country House La Romana

New
$2,088/day
53' Leopard Power Catamaran – Private Bahamas Day Charter
Sailing in Nassau · 15 guests

53' Leopard Power Catamaran – Private Bahamas Day Charter

5.0
$1,160+/hour
42ft Catamaran Charter in Cancun for up to 30 Guests
Sailing in Cancún · 30 guests

42ft Catamaran Charter in Cancun for up to 30 Guests

New
Superowner
$275+/hour
Sag Harbor 73ft Luxuriously Custom Schooner Private Sailing Experience
Sailing in Sag Harbor · 41 guests

Sag Harbor 73ft Luxuriously Custom Schooner Private Sailing Experience

5.0
$1,100+/hour
35.5' Hunter-Legend Cruising Monohull
Sailing in Oakland · 6 guests

35.5' Hunter-Legend Cruising Monohull

5.0
$125/hour
Private Group Sail and Snorkel Montego Bay
Sailing in Montego Bay · 30 guests

Private Group Sail and Snorkel Montego Bay

5.0
$940/hour
Private 2.5 Hour Glass-Bottom Boat Tour with Cabo Arch & Snorkeling
Powerboats in Marina · 12 guests

Private 2.5 Hour Glass-Bottom Boat Tour with Cabo Arch & Snorkeling

New
$150/hour
Puerto Plata Boat Budget-Friendly B-day Party Charter with Deals!
Powerboats in Sosúa · 80 guests

Puerto Plata Boat Budget-Friendly B-day Party Charter with Deals!

New
Superowner
Best of 2026
$50/hour
Puerto Plata Party Catamaran Jacuzzi Slide Barbecue and Bar
Sailing in Sosúa · 20 guests

Puerto Plata Party Catamaran Jacuzzi Slide Barbecue and Bar

New
$425/hour
Instant Book
Belize Shore Excursion: Private Catamaran & Snorkel
Sailing in Belize City · 25 guests

Belize Shore Excursion: Private Catamaran & Snorkel

New
$660/hour
Private Snorkeling & Fishing Tour with Beach BBQ, San Pedro
Sailing in San Pedro · 4 guests

Private Snorkeling & Fishing Tour with Beach BBQ, San Pedro

New
$235/hour
Private 42ft Speedboat Cartagena on Rosario Islands & Cholón
Powerboats in Cartagena · 18 guests

Private 42ft Speedboat Cartagena on Rosario Islands & Cholón

New
$225/hour
Private 45ft Catamaran — Rosario Islands & Cartagena
Sailing in Cartagena · 40 guests

Private 45ft Catamaran — Rosario Islands & Cartagena

New
$4,999/day
Private Cruise aboard 65ft Sailing Catamaran Charter in Papagayo
Sailing in Guanacaste Province · 46 guests

Private Cruise aboard 65ft Sailing Catamaran Charter in Papagayo

New
$900+/hour
46ft Catamaran – Gulf of Papagayo Charter w/ Captain & Snorkeling
Sailing in Guanacaste Province · 30 guests

46ft Catamaran – Gulf of Papagayo Charter w/ Captain & Snorkeling

New
$840+/hour
Private 44ft Sailing Catamaran Charter in Papagayo
Sailing in Guanacaste Province · 30 guests

Private 44ft Sailing Catamaran Charter in Papagayo

New
$1,050+/hour
Private Full-Day Catamaran Charter in Playa Flamingo
Sailing in Playa Flamingo · 40 guests

Private Full-Day Catamaran Charter in Playa Flamingo

New
$450/hour
Private 26ft Family Friendly Speedboat Charter in Aruba
Powerboats in Oranjestad-West · 10 guests

Private 26ft Family Friendly Speedboat Charter in Aruba

New
$200/hour
Instant Book
Private 42-Foot Sailing Catamaran Charter in Bocas del Toro
Sailing in Bocas del Toro Province · 22 guests

Private 42-Foot Sailing Catamaran Charter in Bocas del Toro

New
$199/hour
Private 51ft Power Catamaran Charter from Tamarindo
Powerboats in Tamarindo · 18 guests

Private 51ft Power Catamaran Charter from Tamarindo

New
$975+/hour
Private 51ft Leopard Power Catamaran — Rosario Islands
Powerboats in Cartagena · 35 guests

Private 51ft Leopard Power Catamaran — Rosario Islands

New
$550/hour

Sailing Reviews in United States

  1. Mayuri

    Mayuri

    Sag Harbor 73ft Luxuriously Custom Schooner Private Sailing Experience

    If you are looking for an amazing time, do not hesitate booking the Luna! Toby and his staff take care of you every step of the way. The boat is well equipped with servingware, water, and ice for your event. Fun bean bags are plenty aboard. Our guests enjoyed the awning and swim spot on a hot day, as well. Just a fabulous experience from start to finish!

  2. Ryankeisha

    Ryankeisha

    Private Group Sail and Snorkel Montego Bay

    My crew and I really enjoyed our boat ride and the Excursions that went along with it. We had lots of fun and the captain, my co-captain, and crew were very entertaining and accommodating. The food was delicious and the drinks were continuously flowing. I will definitely come back and do it again.

  3. DF

    Dalila

    35.5' Hunter-Legend Cruising Monohull

    Here’s a more understated version: Mary was easy to communicate with and everything went smoothly. The fleet was in good condition, and we had a great experience overall. We’d be happy to charter with her again!

  4. ML

    Margaux

    Sag Harbor 73ft Luxuriously Custom Schooner Private Sailing Experience

    We had such a fabulous time on this beautiful boat. Our captain, JM, and the crew Liz and Andrew were so friendly and attentive and amazing with all the kids we had. It was a wonderful afternoon and we can’t wait to do it again!

  5. JL

    Jaina

    Sag Harbor 73ft Luxuriously Custom Schooner Private Sailing Experience

    We had the best time with Captain Toby. The boat was absolutely beautiful, and the staff was very attentive. We loved getting to cruise with this awesome team. It was the highlight of our weekend!

  6. Jessica

    Jessica

    72ft Mega Power Catamaran 'Canuwa II' | Private Events Up to 150 Pax

    Thank you so much for the amazing experience. You guys were all great. The boat, service, music/sound system, drinks were all amazing!