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Explore Greetwell

Explore extraordinary experiences in 500+ destinations

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  • 15 Best Stuff to Do in Boston in 2026 (Local Favorites + Hidden Gems)
  • Best results for

    Hillsborough

    Showing 25-48 of 321 results
    Sunset Cruise in Gulfport

    Sunset Cruise in Gulfport

    See Tampa Bay sunsets and barrier-island scenery from the water

    5.0 • 390 reviews
    $345
    4-Seater Polaris RZR Side-by-Side Rental in St. Petersburg

    4-Seater Polaris RZR Side-by-Side Rental in St. Petersburg

    Take the wheel without a motorcycle endorsement

    5.0 • 207 reviews
    $164/ vehicle
    Private Beer Can Island Party Boat Charter from Tampa

    Private Beer Can Island Party Boat Charter from Tampa

    Private island hopping with a licensed captain, music, and space to celebrate

    5.0 • 192 reviews
    $1,455
    Dunedin Dolphin Watching Cruise

    Dunedin Dolphin Watching Cruise

    Search for wild dolphins on a scenic Gulf Coast cruise

    4.9 • 760 reviews
    $45/ person
    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
    Tampa Bay Sightseeing Cruise

    Tampa Bay Sightseeing Cruise

    Cruise Tampa Bay’s sandbars and mangroves beneath a shaded boat canopy

    5.0 • 113 reviews
    $636& up
    Private Full-Day Wildlife Eco Cruise in Dunedin

    Private Full-Day Wildlife Eco Cruise in Dunedin

    Look for coastal wildlife with the option to explore by kayak

    5.0 • 71 reviews
    $954
    Full-Day Kayak, Canoe & Paddleboard Rental at Cove Cay

    Full-Day Kayak, Canoe & Paddleboard Rental at Cove Cay

    Paddle the bay or creek at your own pace with your dog

    4.9 • 653 reviews
    $41& up
    Happy Hour Cruise in Gulfport

    Happy Hour Cruise in Gulfport

    Sip happy hour drinks on a 1.5-hour cruise from Gulfport Marina

    4.9 • 3.5K reviews
    $45/ person
    Private Dolphin & Island Hopping Boat Tour in Clearwater

    Private Dolphin & Island Hopping Boat Tour in Clearwater

    Your captain-led day for island hopping, swimming, and dolphin watching

    5.0 • 753 reviews
    $904& up
    Private Hydrofoil Lesson in St. Petersburg

    Private Hydrofoil Lesson in St. Petersburg

    Learn hydrofoiling with a private lesson at Skyway Bridge

    4.9 • 586 reviews
    $350
    Shell Key Dolphin & Shelling Cruise

    Shell Key Dolphin & Shelling Cruise

    Private Shell Key escape for beachcombing, snorkeling and wildlife watching

    4.9 • 769 reviews
    $735
    Private Half-Day 50' Catamaran Yacht Charter on Sarasota Bay

    Private Half-Day 50' Catamaran Yacht Charter on Sarasota Bay

    Relax across four social spaces on a private Sarasota Bay catamaran

    4.9 • 527 reviews
    $3,333
    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
    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
    Explore Downtown Tampa on a 2-Hour Ghost Tour

    Explore Downtown Tampa on a 2-Hour Ghost Tour

    Hear true tales of Tampa’s haunted past on a 2-hour downtown walk

    5.0 • 63 reviews
    $32/ person
    Tampa Bay Morning Eco Cruise

    Tampa Bay Morning Eco Cruise

    Explore Tampa Bay’s estuary with a naturalist and look for coastal wildlife

    4.9 • 298 reviews
    $47/ person
    Dunedin & Honeymoon Island State Park E-Bike Tour

    Dunedin & Honeymoon Island State Park E-Bike Tour

    Explore Florida’s Gulf Coast from town streets to island beaches

    5.0 • 60 reviews
    $134/ person
    Full-Day Private Sailing Charter in Dunedin

    Full-Day Private Sailing Charter in Dunedin

    Spend the day your way, from hands-on sailing to exploring a barrier island

    5.0 • 71 reviews
    $848
    Cruise Fort Lauderdale at Sunset

    Cruise Fort Lauderdale at Sunset

    BYO food and drinks and cruise Fort Lauderdale by night lighting

    4.9 • 246 reviews
    $551& up
    Cruise to Egmont Key From Gulfport Marina

    Cruise to Egmont Key From Gulfport Marina

    Cruise to Egmont Key for beach time, floats, and a Fort Dade tour

    4.9 • 3.5K reviews
    $79/ person
    Private Island Hopping & Dolphin Boat Tour in Clearwater

    Private Island Hopping & Dolphin Boat Tour in Clearwater

    Cruise Clearwater waterways with a private captain and flexible island stops

    5.0 • 753 reviews
    $904& up
    Take an eFoil Lesson in St. Petersburg

    Take an eFoil Lesson in St. Petersburg

    Learn to ride an eFoil with expert instruction in St. Petersburg

    4.9 • 586 reviews
    $211/ person
    Shell Key Sandbar Sunset Cruise & Shelling From Gulfport

    Shell Key Sandbar Sunset Cruise & Shelling From Gulfport

    Shell, swim, and watch the Florida sunset from Shell Key Sandbar

    4.9 • 769 reviews
    $64/ person
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