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Explore Greetwell

Explore extraordinary experiences in 500+ destinations

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Rentals & Charters

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Questions? We're here to help.Real people, 7 days a week.

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  • 10 Unique Things to Do in the Great Smoky Mountains in 2026
  • Best 1159

    things to do in Gulfport, FL

    Showing 241-264 of 1,159 results
    Cornhole Game Rental

    Cornhole Game Rental

    Rent cornhole for easy, all-ages beach-day fun

    4.9 • 773 reviews
    $28& up
    Slammo Game Rental (1-7 Days)

    Slammo Game Rental (1-7 Days)

    Play Slammo at the beach with a 1–7 day rental

    4.9 • 773 reviews
    $23& up
    Explore Anna Maria Island by 8-Passenger Golf Cart

    Explore Anna Maria Island by 8-Passenger Golf Cart

    Rent a street-legal 8-passenger golf cart with delivery included

    4.9 • 773 reviews
    $283& up
    Ride a Beach Cruiser Bike Rental

    Ride a Beach Cruiser Bike Rental

    Rent a beach cruiser with delivery, helmet, and lock included

    4.9 • 773 reviews
    $28/ bike
    Street-Legal Picnic Table Rental in Anna Maria

    Street-Legal Picnic Table Rental in Anna Maria

    Bring music and evening lighting to your group ride

    4.9 • 773 reviews
    $396& up
    Anna Maria Single Kayak Rental

    Anna Maria Single Kayak Rental

    Paddle Anna Maria canals or venture into Tampa Bay

    4.9 • 773 reviews
    $28/ kayak
    Beach Wheelchair Rental in Anna Maria

    Beach Wheelchair Rental in Anna Maria

    Roll across sandy beaches with balloon tires

    4.9 • 773 reviews
    $62/ wheelchair
    Dunedin Snorkeling & Shelling Cruise

    Dunedin Snorkeling & Shelling Cruise

    Snorkel clear waters and search for shells on a semi-private island

    4.9 • 760 reviews
    $90/ person
    Dunedin Dolphin Watching Cruise

    Dunedin Dolphin Watching Cruise

    Search for wild dolphins on a scenic Gulf Coast cruise

    4.9 • 760 reviews
    $45/ person
    Sunset Dolphin Cruise in Dunedin

    Sunset Dolphin Cruise in Dunedin

    Cruise past coastal islands at sunset with tropical music and chances to spot wild dolphins

    4.9 • 760 reviews
    $45/ person
    Bocce Ball Set Rental on Anna Maria Island

    Bocce Ball Set Rental on Anna Maria Island

    Add bocce ball to your Anna Maria stay

    4.9 • 773 reviews
    $23/ set
    Street-Legal Electric Golf Cart Rental in Sarasota

    Street-Legal Electric Golf Cart Rental in Sarasota

    Cruise around town in a colorful electric cart delivered to your door

    5.0 • 71 reviews
    $316/ cart
    Luxury Street-Legal Golf Cart Rental in Sarasota

    Luxury Street-Legal Golf Cart Rental in Sarasota

    Ride like a local with power steering and oversized seats

    5.0 • 71 reviews
    $373/ cart
    Street-Legal Electric Golf Cart Rental in Sarasota

    Street-Legal Electric Golf Cart Rental in Sarasota

    Cruise around town in a colorful electric cart delivered to your door

    5.0 • 71 reviews
    $339/ cart
    Private Full-Day Wildlife Eco Cruise in Dunedin

    Private Full-Day Wildlife Eco Cruise in Dunedin

    Look for coastal wildlife with the option to explore by kayak

    5.0 • 71 reviews
    $954
    Full-Day Private Sailing Charter in Dunedin

    Full-Day Private Sailing Charter in Dunedin

    Spend the day your way, from hands-on sailing to exploring a barrier island

    5.0 • 71 reviews
    $848
    Private Half-Day 41' Ketch Sailing Charter in Dunedin

    Private Half-Day 41' Ketch Sailing Charter in Dunedin

    Sail St Joseph Sound with the option to explore a local island

    5.0 • 71 reviews
    $424
    Private Full Moon Sailing Charter in Dunedin

    Private Full Moon Sailing Charter in Dunedin

    Sail from sunset into moonlight on a cruise offered only 4 nights a month

    5.0 • 71 reviews
    $424
    2-Hour Sunset Cruise in Sarasota

    2-Hour Sunset Cruise in Sarasota

    Plan a private coastal cruise with your own food and drinks

    4.9 • 718 reviews
    $57/ person
    Sarasota Private Cruise

    Sarasota Private Cruise

    Customize a private cruise along Florida's western coast

    4.9 • 718 reviews
    $114/ person
    Sarasota 4.5-Hour Sandbar Cruise

    Sarasota 4.5-Hour Sandbar Cruise

    Cruise coastal waters with time for a sandbar swim, waterfront stops, or an eco-focused outing

    4.9 • 718 reviews
    $114/ person
    Small-Group Anna Maria Island Dolphin Tour

    Small-Group Anna Maria Island Dolphin Tour

    Search Anna Maria Island waters for wild dolphins

    5.0 • 70 reviews
    $424& up
    Private Island & Sandbar Hopping Tour on Anna Maria Island

    Private Island & Sandbar Hopping Tour on Anna Maria Island

    Design your own Gulf Coast island escape

    5.0 • 70 reviews
    $530& up
    Private Dolphin, Sunset & Tiki Bar Cruise Anna Maria Island

    Private Dolphin, Sunset & Tiki Bar Cruise Anna Maria Island

    Design your ideal day on the water

    5.0 • 70 reviews
    $530& up
    1…101112…49
    Boat Tours236Fishing Charters172Yacht Charters93Kayaking Tours89Boat Rentals75
    More
    • Jet Skiing65
    • Dolphin Watching48
    • Bike Rentals32
    • Snorkeling29
    • Sailing22
    • Car Rentals21
    • Sunrise and Sunset Tours20
    • Paddleboarding16
    • Ferries15
    • Helicopter Tours14
    • Stand Up Paddle Boarding14
    • Ghost and Haunted13
    • Bike Tours12
    • Train Tours12
    • Dinner Cruises10
    • Equipment Rental10
    • Food Tours7
    • Parasailing7
    • Animal Sanctuaries6
    • Birthday Packages5