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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 121-144 of 1,070 results
    Bradenton Inshore Fishing Charter

    Bradenton Inshore Fishing Charter

    Fish Tampa Bay and Sarasota Bay grass flats with light tackle, live bait, and lures

    5.0 • 131 reviews
    $636& up
    Private Tampa Bay Charter

    Private Tampa Bay Charter

    Customize a captain-led day on Tampa Bay waters

    5.0 • 129 reviews
    $754& up
    Private Intermediate Windsurfing Lesson in St. Pete Beach

    Private Intermediate Windsurfing Lesson in St. Pete Beach

    Build intermediate windsurfing skills with a private 2-hour lesson

    5.0 • 169 reviews
    $201/ person
    Slingshot Rental in St. Petersburg, 2-Seater

    Slingshot Rental in St. Petersburg, 2-Seater

    Take the wheel without a motorcycle endorsement

    5.0 • 207 reviews
    $136/ slingshot
    2-Hour Dolphin & Manatee Cruise in Bradenton Beach

    2-Hour Dolphin & Manatee Cruise in Bradenton Beach

    Private coastal cruise with chances to spot dolphins and manatees

    5.0 • 125 reviews
    $398
    Private Intracoastal Boat Tour Near Clearwater

    Private Intracoastal Boat Tour Near Clearwater

    Set your own course along the Intracoastal with a private captain

    5.0 • 119 reviews
    $294
    Private Island Hopping Snorkel Charter in St. Petersburg

    Private Island Hopping Snorkel Charter in St. Petersburg

    Explore 2 or 3 Tampa Bay islands with time to swim, snorkel, and search for shells

    5.0 • 180 reviews
    $663
    Guided Eco Kayak Tour in Nokomis

    Guided Eco Kayak Tour in Nokomis

    Paddle Gulf Coast waters and discover barrier islands with a guide

    5.0 • 214 reviews
    $70& up
    22' Tritoon Boat Rental on Anna Maria Island
    Up to 10

    22' Tritoon Boat Rental on Anna Maria Island

    Cruise, swim, and explore with triple-pontoon stability and Mercury 150HP power

    5.0 • 169 reviews
    $622/ boat
    Private Floating Tiki Bar Cruise in St. Petersburg

    Private Floating Tiki Bar Cruise in St. Petersburg

    Unwind on the water with your own floating tiki bar and a local captain

    5.0 • 107 reviews
    $254& up
    Cruise Sarasota on a 4.5-Hour Private Sandbar Charter

    Cruise Sarasota on a 4.5-Hour Private Sandbar Charter

    Customize a 4.5-hour private sandbar charter with a captain

    5.0 • 139 reviews
    $684
    Tiki Cruise in St. Petersburg

    Tiki Cruise in St. Petersburg

    Cruise St. Pete waterways with a sandbar swim and your own refreshments

    5.0 • 103 reviews
    $283& up
    Offshore Fishing Charter in Bradenton

    Offshore Fishing Charter in Bradenton

    Target bay and nearshore species on a private afternoon charter

    5.0 • 103 reviews
    $741
    Tampa Private Boat Charter

    Tampa Private Boat Charter

    Design a private Tampa Bay day on the water around your celebration or plans

    5.0 • 129 reviews
    $810& up
    Private 3-Hour Windsurfing Lesson in St. Pete Beach

    Private 3-Hour Windsurfing Lesson in St. Pete Beach

    Build windsurfing skills one-on-one, from shore to water

    5.0 • 169 reviews
    $201/ person
    Private Sarasota Boat Charter to Egmont Key or Boca Grande

    Private Sarasota Boat Charter to Egmont Key or Boca Grande

    Explore island destinations beyond Sarasota

    5.0 • 104 reviews
    $735& up
    4-Hour Dolphin & Snorkeling Charter in Bradenton Beach

    4-Hour Dolphin & Snorkeling Charter in Bradenton Beach

    Search for dolphins, snorkel in shallow waters, and cruise Florida’s coast privately

    5.0 • 125 reviews
    $650
    Private Island Hopping & Dolphin Cruise in Belleair Bluffs

    Private Island Hopping & Dolphin Cruise in Belleair Bluffs

    Island-hop, swim, and look for dolphins on a flexible private outing

    5.0 • 119 reviews
    $542
    Private Tampa Bay Fishing Charter in St. Petersburg

    Private Tampa Bay Fishing Charter in St. Petersburg

    Cast for a variety of species with fishing gear and licenses included

    5.0 • 180 reviews
    $795
    North Jetty Self-Guided Paddleboard Rental

    North Jetty Self-Guided Paddleboard Rental

    Set your own pace on a self-guided coastal paddle

    5.0 • 214 reviews
    $47/ paddleboard
    Beachcat 23' Boat Rental in Holmes Beach
    10 to 12

    Beachcat 23' Boat Rental in Holmes Beach

    Cruise Anna Maria Island waters on a stable 23-foot catamaran

    5.0 • 169 reviews
    $622/ boat
    Private Sunset Floating Tiki Bar Cruise in St. Petersburg

    Private Sunset Floating Tiki Bar Cruise in St. Petersburg

    Unwind to island music on your own captain-led tiki boat

    5.0 • 107 reviews
    $537& up
    Audio-Equipped Jet Ski Rental in Bradenton

    Audio-Equipped Jet Ski Rental in Bradenton

    Explore local waters on a 2026 jet ski with onboard audio

    5.0 • 92 reviews
    $79/ jet-ski
    Private Sunset Cruise & Cocktail Class in St. Petersburg

    Private Sunset Cruise & Cocktail Class in St. Petersburg

    Mix two craft cocktails while cruising St. Petersburg's sunset waters

    5.0 • 103 reviews
    $492& up
    1…567…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