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  • 10 Unique Things to Do in the Great Smoky Mountains in 2026
  • Best 1158

    things to do in Gulfport, FL

    Showing 73-96 of 1,158 results
    Shell Key Eco & Sandbar Tour

    Shell Key Eco & Sandbar Tour

    Create a private Shell Key outing with eco, sandbar and beachcombing options

    5.0 • 271 reviews
    $345
    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
    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
    Clear Kayak Tour to Bird Preserve Island in Clearwater Beach

    Clear Kayak Tour to Bird Preserve Island in Clearwater Beach

    Paddle a transparent kayak and learn about Clearwater's coastal ecosystem

    5.0 • 269 reviews
    $74/ person
    4-8 Hour Pontoon Rental in Holmes Beach
    Up to 12

    4-8 Hour Pontoon Rental in Holmes Beach

    Cruise sandbars and island stops on your own schedule

    5.0 • 249 reviews
    $441/ boat
    6-Hour Clearwater Pontoon Charter

    6-Hour Clearwater Pontoon Charter

    Cruise Clearwater’s coast, islands and water trails aboard two spacious pontoons

    5.0 • 252 reviews
    $1,696
    Private Family Inshore Fishing Charter in Clearwater

    Private Family Inshore Fishing Charter in Clearwater

    Spend less time riding and more time fishing with light tackle

    5.0 • 248 reviews
    $689& up
    Private Boat Charter in Clearwater

    Private Boat Charter in Clearwater

    Captain-led island hopping, swimming and dolphin spotting on Clearwater waters

    5.0 • 753 reviews
    $904& up
    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
    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
    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
    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
    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
    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
    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
    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
    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
    $441/ boat
    4-Hour Pontoon Charter in Clearwater

    4-Hour Pontoon Charter in Clearwater

    Cruise Clearwater’s coast and islands aboard two shaded pontoons

    5.0 • 252 reviews
    $1,272
    Private Half-Day Deep Sea Fishing Charter in Clearwater

    Private Half-Day Deep Sea Fishing Charter in Clearwater

    Fish with your family while the captain adapts the approach to seasonal conditions

    5.0 • 248 reviews
    $928& up
    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
    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 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
    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
    $339
    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
    1…345…49
    Boat Tours236Fishing Charters172Yacht Charters93Kayaking Tours89Boat Rentals75
    More
    • Jet Skiing65
    • Dolphin Watching47
    • 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