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Explore Greetwell

Explore extraordinary experiences in 500+ destinations

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Tours & Sightseeing

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On the Water

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Adventure & Active

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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 1158

    things to do in Gulfport, FL

    Showing 121-144 of 1,158 results
    Family-Friendly Horseback Trail Ride in Pinellas Park

    Family-Friendly Horseback Trail Ride in Pinellas Park

    Ride a gentle guided route through Pinellas Park’s equestrian trails

    5.0 • 147 reviews
    $106
    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
    15-Minute Banana Boat Ride in Clearwater Beach

    15-Minute Banana Boat Ride in Clearwater Beach

    Bounce across the waves on a fast group ride

    5.0 • 143 reviews
    $97/ person
    Private Tampa Bay Sunset Cruise from Holmes Beach

    Private Tampa Bay Sunset Cruise from Holmes Beach

    Discover island history and coastal nature on a private sunset cruise

    5.0 • 222 reviews
    $383
    Private Beer Can Island Party Boat Charter in Tampa

    Private Beer Can Island Party Boat Charter in Tampa

    Private Tampa Bay cruising with island stops, music, and a licensed captain

    5.0 • 192 reviews
    $2,015
    Clearwater Sunset Cruise

    Clearwater Sunset Cruise

    Explore barrier islands by pontoon as the coast shifts into sunset

    5.0 • 252 reviews
    $371
    Private 3/4-Day Deep Sea Fishing Charter in Clearwater

    Private 3/4-Day Deep Sea Fishing Charter in Clearwater

    Head farther offshore to target bigger fish over Gulf ledges and wrecks

    5.0 • 248 reviews
    $1,458& up
    Guided Walking History Tour in St. Petersburg

    Guided Walking History Tour in St. Petersburg

    Walk Jungle Prada with a historian and explore 1,000 years of St. Petersburg history

    5.0 • 133 reviews
    $19/ person
    Daytime Hillsborough River Boat Tour in Downtown Tampa

    Daytime Hillsborough River Boat Tour in Downtown Tampa

    See downtown Tampa from a floating tiki bar

    5.0 • 135 reviews
    $477
    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
    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 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
    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
    Cruise Tampa Bay on a 2-Hour Private Charter

    Cruise Tampa Bay on a 2-Hour Private Charter

    Private 2-hour Tampa Bay cruise for up to 6 guests, Monday–Thursday

    5.0 • 129 reviews
    $754
    60-Minute Jet Ski Rental in Clearwater

    60-Minute Jet Ski Rental in Clearwater

    Carve through Clearwater Beach waves on a high-energy jet ski ride

    5.0 • 143 reviews
    $195/ jet ski
    Private Full-Day Deep Sea Fishing Charter in Clearwater

    Private Full-Day Deep Sea Fishing Charter in Clearwater

    Explore offshore fishing grounds with gear and catch cleaning included

    5.0 • 120 reviews
    $1,776
    Private Sunset Party Boat Charter in Tampa

    Private Sunset Party Boat Charter in Tampa

    Private sunset cruise with a captain, sound system, and room for your crew

    5.0 • 192 reviews
    $671
    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
    Guided Jet Ski Tour Through Mangroves in Clearwater Beach

    Guided Jet Ski Tour Through Mangroves in Clearwater Beach

    Guided intracoastal jet ski ride past mangroves, Caladesi Island, and Honeymoon Island

    5.0 • 115 reviews
    $130/ jetski
    Tampa Bay Flats & Backcountry Fishing Charter

    Tampa Bay Flats & Backcountry Fishing Charter

    Fish Tampa Bay’s flats and backcountry with local guidance, gear, and bait included

    5.0 • 113 reviews
    $689& up
    Evening Hillsborough River Boat Tour in Downtown Tampa

    Evening Hillsborough River Boat Tour in Downtown Tampa

    Take in Tampa's waterfront from a floating tiki bar

    5.0 • 135 reviews
    $636
    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
    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 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
    1…567…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