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    All listings in the United States

    Awesome sailboat rentals in United States.

    4.9
    (8,046 Reviews)

    Page 2 of 39 • 921 listings

    • Recommended
    • Price: Low to High
    • Price: High to low
    • Highest Rated
    78ft Catamaran Private Charter / Capacity 100 people in Cancún, Quintana Roo
    Sailing in Cancún · 100 guests

    78ft Catamaran Private Charter / Capacity 100 people in Cancún, Quintana Roo

    5.0
    Superowner
    $750+/hour
    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
    Captained 42' Sailing Catamaran with 3 cabins and all the toys
    Sailing in Key West · 6 guests

    Captained 42' Sailing Catamaran with 3 cabins and all the toys

    5.0
    $320/hour
    50ft Sailing Catamaran Private Charter / Capacity 50 people
    Sailing in Cancún · 50 guests

    50ft Sailing Catamaran Private Charter / Capacity 50 people

    5.0
    Superowner
    $314+/hour
    34ft Brown Sea Ray Sundancer Motor Yacht Rental in Cabo San Lucas
    Events in Marina · 8 guests

    34ft Brown Sea Ray Sundancer Motor Yacht Rental in Cabo San Lucas

    5.0
    $190/hour
    Luxury Catamaran Leopard 48 in Santa Marta Colombia
    Sailing in Santa Marta · 10 guests

    Luxury Catamaran Leopard 48 in Santa Marta Colombia

    5.0
    $150/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
    60ft Luxury Catamaran Private Charter / Capacity 60 people
    Sailing in Cancún · 60 guests

    60ft Luxury Catamaran Private Charter / Capacity 60 people

    5.0
    Superowner
    $442+/hour
    Limited Availability
    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
    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
    30ft Sailing Yatch. Real & Unique Sailing in Mazatlán
    Sailing in Marina Mazatlán · 8 guests

    30ft Sailing Yatch. Real & Unique Sailing in Mazatlán

    5.0
    $2,000/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
    Manhattan Luxury Sailboat - 40' Hinckley Sailboat
    Sailing in Manhattan · 6 guests

    Manhattan Luxury Sailboat - 40' Hinckley Sailboat

    5.0
    $300/hour
    Instant Book
    Cabbage Key, Captiva Day Trip 1-6 people Captained 24' Hurricane Deck Boat
    Powerboats in Cape Coral · 6 guests

    Cabbage Key, Captiva Day Trip 1-6 people Captained 24' Hurricane Deck Boat

    5.0
    $100+/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
    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
    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
    #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
    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
    $132/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
    ⛵️ Catamaran Party Boat 50' (49-Person)
    Sailing in Miami Beach · 42 guests

    ⛵️ Catamaran Party Boat 50' (49-Person)

    5.0
    Superowner
    $700+/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
    Luxury Catamaran Lagoon 52' Capacity up to 40
    Powerboats in Cartagena · 40 guests

    Luxury Catamaran Lagoon 52' Capacity up to 40

    5.0
    Superowner
    $325/hour
    46ft Sailing Catamaran Private Charter / Capacity 45 people
    Sailing in Cancún · 45 guests

    46ft Sailing Catamaran Private Charter / Capacity 45 people

    3.3
    Superowner
    $343+/hour

    Top Destinations Nearby

    Sailing Reviews in United States

    1. MR

      Marty

      Cabbage Key, Captiva Day Trip 1-6 people Captained 24' Hurricane Deck Boat

      The boat was in great shape. Smooth running motor. Sean was a super Captain. Very accommodating, personable and professional. Highly recommended.

    2. SH

      Shelagh

      Cabbage Key, Captiva Day Trip 1-6 people Captained 24' Hurricane Deck Boat

      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. RB

      Robert

      Cabbage Key, Captiva Day Trip 1-6 people Captained 24' Hurricane Deck Boat

      Great day on the water, excellent communication, great boat and Captain Sean made the whole experience easy and fun. Highly recommend!

    4. Amy

      Amy

      34ft Brown Sea Ray Sundancer Motor Yacht Rental in Cabo San Lucas

      We had such a fun day on the water. The boat is very nice for 4 guests and can fit a few more. The crew were super nice and attentive! Would absolutely book again for a day on the water.

    5. GT

      Glen

      2017 Robertson and Caine Leopard 40 - Luxury Catamaran

      David and Joe were friendly, outgoing and very pleasant. It was a beautiful day on the water.

    6. SA

      Stephanie

      34ft Brown Sea Ray Sundancer Motor Yacht Rental in Cabo San Lucas

      The captain and crew were exceptional, and communication was easy and seamless from start to finish. The boat was spotless, comfortable, and perfectly suited for six adults. The whale watching and scenic cruise far exceeded our expectations. Enjoy it! Victor and his team were wonderful.

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