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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 73-96 of 1,070 results
    Private Full-Day Sandbar Boat Charter in Osprey

    Private Full-Day Sandbar Boat Charter in Osprey

    Make the day your own with a custom sandbar escape

    5.0 • 315 reviews
    $846/ boat
    Dolphin & Island Architecture Cruise in St. Petersburg

    Dolphin & Island Architecture Cruise in St. Petersburg

    Cruise Boca Ciega Bay on a private or semiprivate dolphin tour for up to 6

    5.0 • 547 reviews
    $69/ person
    Private Captained Sunset Cruise in Madeira Beach

    Private Captained Sunset Cruise in Madeira Beach

    Cruise Madeira Beach waterways with a captain as the sun sets

    5.0 • 243 reviews
    $264
    Private Inshore Fishing Charter near Anna Maria Island

    Private Inshore Fishing Charter near Anna Maria Island

    Cast for inshore fish with a private captain and fishing gear provided

    5.0 • 243 reviews
    $689
    6-Seat Electric Golf Cart Rental in Siesta Key

    6-Seat Electric Golf Cart Rental in Siesta Key

    Electric island transport with delivery and pickup on Siesta Key

    5.0 • 229 reviews
    $345/ golf cart
    Private Anna Maria Island Dolphin Tour & Sandbar Stop

    Private Anna Maria Island Dolphin Tour & Sandbar Stop

    Look for bottlenose dolphins at play in their natural habitat

    5.0 • 222 reviews
    $383
    Anna Maria Island Private Party Boat with Water Slide

    Anna Maria Island Private Party Boat with Water Slide

    Customize a double-decker day on the water with a slide, sound system, and captain

    5.0 • 1.3K reviews
    $695/ boat
    Guided Mangrove Tunnel Kayak Tour at Lido Key

    Guided Mangrove Tunnel Kayak Tour at Lido Key

    Paddle Lido Key’s mangrove tunnels with a guide in 2 hours

    5.0 • 214 reviews
    $70/ kayak
    St. Pete Beach Tiki Boat Charter

    St. Pete Beach Tiki Boat Charter

    Shape a private tiki cruise around sandbars, music, and your own drinks

    5.0 • 285 reviews
    $396
    3-Hour Guided Shell Key Kayak Tour

    3-Hour Guided Shell Key Kayak Tour

    Explore Shell Key’s mangrove preserve by kayak

    5.0 • 271 reviews
    $55/ kayak
    Anna Maria Island Sunset Kayak Tour

    Anna Maria Island Sunset Kayak Tour

    Toast the sunset on a guided Gulf Coast kayak paddle

    5.0 • 661 reviews
    $85/ kayak
    Holmes Beach Pontoon Boat Rental
    Up to 12

    Holmes Beach Pontoon Boat Rental

    Cruise, swim, and island hop on a fully loaded pontoon

    5.0 • 249 reviews
    $469/ boat
    Private Snorkel & Paddleboard Boat Charter in Holmes Beach

    Private Snorkel & Paddleboard Boat Charter in Holmes Beach

    Private island boating with swim, snorkel, and paddleboard time

    5.0 • 205 reviews
    $574
    Night Shark Fishing Charter in St. Pete Beach

    Night Shark Fishing Charter in St. Pete Beach

    Target sharks on an evening catch-and-release charter under the stars

    5.0 • 547 reviews
    $477& up
    Pontoon Boat Rental in Madeira Beach
    Up to 11

    Pontoon Boat Rental in Madeira Beach

    Cruise Madeira Beach waters near John's Pass on a spacious pontoon

    5.0 • 243 reviews
    $440/ boat
    Private Inshore Fishing Charter Near Anna Maria Island

    Private Inshore Fishing Charter Near Anna Maria Island

    Follow the seasonal bite with fishing gear and licenses included

    5.0 • 243 reviews
    $1,007
    4-Seat Golf Cart Rental in Siesta Key

    4-Seat Golf Cart Rental in Siesta Key

    Electric island rides with delivery, pickup, and easy standard-outlet charging

    5.0 • 229 reviews
    $322/ cart
    Private Egmont Key Boat Tour & Snorkel from Holmes Beach

    Private Egmont Key Boat Tour & Snorkel from Holmes Beach

    Discover island history and white-sand shores at the mouth of Tampa Bay

    5.0 • 222 reviews
    $602
    Private Sunset Boat Cruise on Anna Maria Island

    Private Sunset Boat Cruise on Anna Maria Island

    Cruise Anna Maria Island waterways as the sun sets

    5.0 • 1.3K reviews
    $390
    Siesta Key Guided Midnight Pass Tour

    Siesta Key Guided Midnight Pass Tour

    Paddle mangrove tunnels and explore Midnight Pass Beach

    5.0 • 214 reviews
    $70& up
    Private Sunset Tiki Boat Cruise in St. Pete Beach

    Private Sunset Tiki Boat Cruise in St. Pete Beach

    Cruise Tampa Bay on a tiki boat as sunset gives way to city lights

    5.0 • 285 reviews
    $565
    Kayak & Paddleboard Rental in Tierra Verde

    Kayak & Paddleboard Rental in Tierra Verde

    Choose your own way to get on the water with a clean rental fleet

    5.0 • 271 reviews
    $53/ watercraft
    Private Sunset Kayak Tour on Anna Maria Island

    Private Sunset Kayak Tour on Anna Maria Island

    Paddle with a dedicated guide as the Florida Gulf Coast sun sets

    5.0 • 661 reviews
    $735
    2-3 Hour Guided Jet Ski Tour of Anna Maria Island

    2-3 Hour Guided Jet Ski Tour of Anna Maria Island

    Guided island cruising with photo stops and group-paced riding

    5.0 • 249 reviews
    $429& up
    1…345…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