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  • 12 Best Heritage Train Rides in America for Your Travel Bucket List
  • Best 1070

    things to do in Anna Maria, FL

    Showing 25-48 of 1,070 results
    Mangrove Kayak Rental with Delivery Near St. Petersburg

    Mangrove Kayak Rental with Delivery Near St. Petersburg

    Choose your launch point with kayak delivery and pickup

    5.0 • 1 reviews
    $51/ person
    Key West-Themed Water Park Admission in Indian Rocks Beach

    Key West-Themed Water Park Admission in Indian Rocks Beach

    Slide, splash, and float through water park attractions for all ages

    4.3 • 2.1K reviews
    $34/ person
    Clear Kayak Guided Tour of Shell Key Preserve

    Clear Kayak Guided Tour of Shell Key Preserve

    Paddle Shell Key Preserve in a 100% Clear Tandem Kayak

    5.0 • 7.5K reviews
    $80/ person
    Egmont Key Ferry From Fort De Soto With Snorkeling

    Egmont Key Ferry From Fort De Soto With Snorkeling

    Ride the ferry from Fort De Soto to Egmont Key, with snorkeling available

    4.8 • 13.1K reviews
    $48/ person
    Guided Lido Key Mangrove Tunnel Kayak Tour

    Guided Lido Key Mangrove Tunnel Kayak Tour

    Paddle Sarasota’s mangrove tunnels on a 2-hour guided kayak tour

    5.0 • 1.5K reviews
    $74/ kayak
    Cruise Siesta Key With a 6-Passenger Golf Cart Rental

    Cruise Siesta Key With a 6-Passenger Golf Cart Rental

    Rent a street-legal 6-passenger golf cart and explore Siesta Key

    5.0 • 10.4K reviews
    $151/ cart
    Bradenton Beach Parasailing Adventure

    Bradenton Beach Parasailing Adventure

    Soar over Anna Maria Island with single, tandem, or triple flight options

    5.0 • 1.3K reviews
    $119/ person
    Private Helicopter Tour Over Sarasota Beaches & Keys

    Private Helicopter Tour Over Sarasota Beaches & Keys

    Fly a private helicopter tour from Sarasota for up to 3 passengers

    5.0 • 1.3K reviews
    $424& up
    Private Clear Kayak Ecotour at Robinson Preserve

    Private Clear Kayak Ecotour at Robinson Preserve

    Paddle a private clear-kayak tour through Robinson Preserve to mangroves and a sandbar

    5.0 • 723 reviews
    $675& up
    Clear Kayak Tour of Shell Key Preserve

    Clear Kayak Tour of Shell Key Preserve

    Paddle a clear kayak through Shell Key Preserve

    5.0 • 719 reviews
    $72/ person
    Half-Day Kayak & Paddleboard Rental on Longboat Key

    Half-Day Kayak & Paddleboard Rental on Longboat Key

    Rent a kayak or paddleboard for 4 hours with gear, route map, and lesson

    5.0 • 661 reviews
    $62/ kayak
    St. Petersburg Sunset Cruise

    St. Petersburg Sunset Cruise

    Explore Tampa Bay wildlife and skyline views on a sunset eco-cruise

    4.7 • 258 reviews
    $30/ person
    Bradenton Pirate Treasure Hunt Cruise

    Bradenton Pirate Treasure Hunt Cruise

    Set sail on an interactive pirate cruise with a treasure hunt

    5.0 • 639 reviews
    $39/ person
    3-Hour Shell Key Dolphin Cruise From St. Petersburg

    3-Hour Shell Key Dolphin Cruise From St. Petersburg

    Explore Gulf islands with time ashore and chances to spot marine life

    5.0 • 547 reviews
    $371
    Private Clear Kayak Tour of Shell Key Preserve

    Private Clear Kayak Tour of Shell Key Preserve

    Private clear kayak tour with mangrove tunnels, beaches, or birding

    5.0 • 7.5K reviews
    $400& up
    Pirate Adventure Cruise at John's Pass

    Pirate Adventure Cruise at John's Pass

    Set sail with pirate crew fun and bay views

    4.8 • 13.1K reviews
    $47/ person
    3-Hour Kayak Rental at Ted Sperling Nature Park

    3-Hour Kayak Rental at Ted Sperling Nature Park

    An easy paddle outing for families and friends

    5.0 • 1.5K reviews
    $56/ kayak
    Sunset Tiki Boat Tour in Siesta Key

    Sunset Tiki Boat Tour in Siesta Key

    Enjoy a relaxed evening cruise along Siesta Key with music, LED lights and possible dolphin sightings.

    5.0 • 10.4K reviews
    $73/ person
    Private Dolphin Boat Tour Around Anna Maria Island

    Private Dolphin Boat Tour Around Anna Maria Island

    Private coastal cruise with dolphin and wildlife viewing

    5.0 • 1.3K reviews
    $616
    Sarasota Helicopter Trivia Flight

    Sarasota Helicopter Trivia Flight

    Test your trivia skills from the skies over Sarasota

    5.0 • 1.3K reviews
    $530
    Clear Kayak Mangrove Ecotour at Robinson Preserve

    Clear Kayak Mangrove Ecotour at Robinson Preserve

    Paddle Robinson Preserve's mangrove estuary in a clear tandem kayak

    5.0 • 723 reviews
    $70/ person
    Guided Shell Key Preserve Kayak Tour

    Guided Shell Key Preserve Kayak Tour

    Paddle Shell Key Preserve on a small-group guided kayak tour

    5.0 • 719 reviews
    $57/ kayak
    Naturalist-Guided Kayak Tour in Longboat Key

    Naturalist-Guided Kayak Tour in Longboat Key

    Paddle between Anna Maria Island and Longboat Key with a guided wildlife-focused route

    5.0 • 661 reviews
    $73/ kayak
    St. Petersburg Sunset Yacht Charter

    St. Petersburg Sunset Yacht Charter

    Private Regal 4160 cruises for celebrations, relaxing outings, and time on the Gulf

    5.0 • 524 reviews
    $1,310& up
    12345…45
    Boat Tours208Fishing Charters127Kayaking Tours113Boat Rentals101Yacht Charters91
    More
    • Jet Skiing53
    • Dolphin Watching42
    • Bike Rentals39
    • Snorkeling28
    • Sunrise and Sunset Tours21
    • Car Rentals19
    • Paddleboarding19
    • Sailing19
    • Stand Up Paddle Boarding17
    • Equipment Rental13
    • Train Tours12
    • Bike Tours10
    • Food Tours9
    • Ferries8
    • Parasailing8
    • Helicopter Tours7
    • Scooter Rentals7
    • Bar and Pub Crawl6
    • Trolley Tours6
    • Dinner Cruises5