Best results for Boat Rentals in Key West FL

    Showing 1-16 of 16 results

    Key West Sandbar Boat Rental with Captain – 4 Hours

    Cruise Key West sandbars with a local captain; includes snorkel gear, floats, and room for up to 10

    5.0 3 reviews

    12-Passenger Pontoon Boat Rental in Key West

    Explore Key West waterways at your pace on a spacious pontoon with cooler, shade, and room for up to 12.

    4.7 170 reviews
    $568& up

    Fort Walton Beach Pontoon Rental with Double Slides

    Explore Key West waterways with friends on a spacious pontoon equipped with two slides

    4.7 170 reviews
    $681& up

    Longboat Key Mangrove Kayak & SUP Rentals

    Explore Longboat Key’s mangrove islands at your own pace with fully equipped half-day rentals

    5.0 912 reviews
    $62/ rental
    Full-Day Pontoon Boat Rental

    Full-Day Pontoon Boat Rental

    This 23’ pontoon boat is perfect for cruising, sunbathing, swimming, and making unforgettable memories with your crew.

    $525/ day

    Explore Turtle Beach Waters by Kayak or SUP

    Explore calm Turtle Beach waterways at your own pace with quality kayaks or paddleboards

    5.0 2.9K reviews
    $51/ rental

    Sarasota Bay Tritoon Rental for Up to 12 People

    Cruise the Intracoastal with room for up to 12 and flexible 4–8 hour rentals

    4.5 730 reviews
    $547/ boat

    Fly Fishing Flats Boat Rental, Up to 3 Anglers

    Ideal for fly fishing with up to 3 people and flexible rental durations.

    4.5 333 reviews
    $563/ boat

    23' Scout Fishing Boat Rental & Captain Option

    Ideal for fishing with up to 7 people and flexible rental durations.

    4.5 333 reviews
    $394/ boat

    Fort Myers Boat Rental: 21.5ft Scout Bimini

    Cruise and fish local waters with up to 7 people on a comfortable, powerful boat.

    4.5 333 reviews
    $309/ boat

    Stingray Deck Boat Rental for Up to 9 Guests

    Cruise local waterways with friends or family on a spacious deck boat.

    4.5 333 reviews
    $450/ boat

    Fort Myers Boat Rental: 20' Tidewater for 6

    Cruise and fish local waters with up to 6 people on a versatile 20′ Tidewater boat.

    4.5 333 reviews
    $225/ boat

    Sarasota Pontoon Boat Rental on Gulf Waters

    Cruise Sarasota’s Gulf waters on a spacious pontoon with flexible 4- or 8-hour options.

    4.9 7.9K reviews
    $496& up

    Double Kayak Rental

    Enjoy a flexible 1–7 day double kayak rental with delivery and pickup included

    4.8 1.8K reviews
    $87& up

    Single Kayak Rental at Key Bridge

    Paddle under Key Bridge and see DC landmarks from the water

    4.6 771 reviews
    $24/ kayak

    Double Kayak Rental at Key Bridge

    Paddle under Key Bridge and see Georgetown landmarks by double kayak

    4.6 771 reviews
    $34/ kayak