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    All listings in the United States

    Awesome sailboat rentals in United States.

    4.9
    (8,469 Reviews)

    Page 21 of 41 • 966 listings

    • Recommended
    • Price: Low to High
    • Price: High to low
    • Highest Rated
    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 38ft Fountaine Pajot Athen Morning Sailing Catamaran in San Juan del Sur
    Sailing in San Juan del Sur · 25 guests

    Private 38ft Fountaine Pajot Athen Morning Sailing Catamaran in San Juan del Sur

    New
    $163/hour
    Private 38ft Sunset Sailing Catamaran Charter — San Juan del Sur
    Sailing in San Juan del Sur · 25 guests

    Private 38ft Sunset Sailing Catamaran Charter — San Juan del Sur

    New
    $160/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 Deep-Sea Fishing Cabo Rojo, Dominican Republic
    Fishing in Dominican Republic · 4 guests

    Private Deep-Sea Fishing Cabo Rojo, Dominican Republic

    New
    $300/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 51ft Power Catamaran Charter from Tamarindo
    Powerboats in Tamarindo · 18 guests

    Private 51ft Power Catamaran Charter from Tamarindo

    New
    $975+/hour
    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
    Private 3-Hour Sunset Catamaran Cruise to Media Luna Pool
    Sailing in Dominican Republic · 45 guests

    Private 3-Hour Sunset Catamaran Cruise to Media Luna Pool

    New
    $1,100/hour
    Private 40ft Catamaran Charter in Miches, El Seibo: Snorkeling & Lunch
    Sailing in Dominican Republic · 35 guests

    Private 40ft Catamaran Charter in Miches, El Seibo: Snorkeling & Lunch

    New
    $1,050/hour
    Private Bravo VIP Double Deck Catamaran with Waterslide for 80 Guests in Sosúa
    Sailing in Sosúa · 80 guests

    Private Bravo VIP Double Deck Catamaran with Waterslide for 80 Guests in Sosúa

    New
    $250+/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
    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
    Belize Shore Excursion: Private Catamaran & Snorkel
    Sailing in Belize City · 25 guests

    Belize Shore Excursion: Private Catamaran & Snorkel

    New
    $660/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
    Puerto Plata Private Sunset Catamaran Cruise with Open Bar and BBQ
    Sailing in Sosúa · 10 guests

    Puerto Plata Private Sunset Catamaran Cruise with Open Bar and BBQ

    New
    $260/hour
    Private 45ft Sea Ray Sundancer Cabo – Boat Only or All-Inclusive
    Sailing in Ildefonso Green · 10 guests

    Private 45ft Sea Ray Sundancer Cabo – Boat Only or All-Inclusive

    New
    $470/hour
    Instant Book
    Private Double-Deck Party Catamaran with Waterslide in Sosúa
    Sailing in Sosúa · 80 guests

    Private Double-Deck Party Catamaran with Waterslide in Sosúa

    New
    $220+/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
    Limited Availability
    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
    50ft Luxury Catamaran – Rose Island, Gilligan’s Island & Green Cay
    Sailing in Nassau · 12 guests

    50ft Luxury Catamaran – Rose Island, Gilligan’s Island & Green Cay

    5.0
    $1,375/hour
    Sailboat Odyssey 46 Luxury Sailing In Cancun, Mexico
    Sailing in Isla Mujeres · 10 guests

    Sailboat Odyssey 46 Luxury Sailing In Cancun, Mexico

    5.0
    $217+/hour
    Private 43ft Trimaran Adventure in Mazatlán – Snorkeling, Kayaks, Paddleboards &
    Sailing in Marina Mazatlán · 26 guests

    Private 43ft Trimaran Adventure in Mazatlán – Snorkeling, Kayaks, Paddleboards &

    New
    $150/hour
    Charter 42' Lagoon Catamaran in Annapolis, MD
    Sailing in Annapolis · 12 guests

    Charter 42' Lagoon Catamaran in Annapolis, MD

    5.0
    $425/hour

    Top Destinations Nearby

    Sailing Reviews in United States

    1. Lauren

      Lauren

      Charter 42' Lagoon Catamaran in Annapolis, MD

      We had an amazing day on the bay with Captain Adam! He was super communicative leading up to the trip, providing amazing instruction to make it as easy as possible to get aboard. While on board the vessel was very clean and comfortable and he and his team were knowledgeable about the area. Highly recommend! They’re lovely!

    2. KC

      Kevin

      Charter 42' Lagoon Catamaran in Annapolis, MD

      Adam Yearwood is a fantastic captain! His boat is beautiful and he is well organized. We did a team outing sailing around the Chesapeake and had an awesome time - I highly recommend working with Adam!

    3. James

      James

      Charter 42' Lagoon Catamaran in Annapolis, MD

      First class operation. Wonderful time and would recommend to anyone looking to spend a day on the Chesapeake. Thank you Captain Chris!

    4. KS

      Kevin

      Charter 42' Lagoon Catamaran in Annapolis, MD

      Best day on the water ever. 40 years of sailing experience here and most knowledgeable friendly captain ever. Highly recommended.

    5. PG

      Paul

      50ft Luxury Catamaran – Rose Island, Gilligan’s Island & Green Cay

      If you have the chance to book this charter. DO IT! 5* service all around! What a special day. Cannot recommend this charter more!

    6. AZ

      Allan

      Sailboat Odyssey 46 Luxury Sailing In Cancun, Mexico

      Fantastic time with a great Captain on a wonderful ship. Definitely would consider doing this again.

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