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Explore Greetwell

Explore extraordinary experiences in 500+ destinations

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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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  • Why the Matanzas River Should Be on Your Florida Bucket List
  • Best 1033

    things to do in Madeira Beach, FL

    Showing 145-168 of 1,033 results
    Private Deep Sea Fishing Charter in Clearwater

    Private Deep Sea Fishing Charter in Clearwater

    Choose your fishing style, with gear and catch cleaning included

    5.0 • 120 reviews
    $1,325
    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
    2-Hour Windsurf Foiling Lesson in St. Pete Beach

    2-Hour Windsurf Foiling Lesson in St. Pete Beach

    Build windsurf foiling skills with one-on-one instruction

    5.0 • 169 reviews
    $201/ person
    2-Hour Clearwater Beach Island Jet Ski Tour

    2-Hour Clearwater Beach Island Jet Ski Tour

    Ride mangroves and island waters on a guided Clearwater Beach route

    5.0 • 115 reviews
    $225/ jetski
    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
    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
    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
    Tampa Nighttime Party Boat Charter

    Tampa Nighttime Party Boat Charter

    Dance under LED lights with a DJ on a private Tampa Bay cruise

    5.0 • 192 reviews
    $924
    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
    Private Beginner-Friendly Fishing Charter in St. Petersburg

    Private Beginner-Friendly Fishing Charter in St. Petersburg

    Cast with Captain Dan, with fishing gear and licenses included

    5.0 • 180 reviews
    $583
    Private Dolphin Tour & Snorkeling in Bradenton Beach

    Private Dolphin Tour & Snorkeling in Bradenton Beach

    Private sandbar snorkeling with chances to spot dolphins and marine life

    5.0 • 125 reviews
    $537
    Sunset Dolphin Jet Ski Tour in Clearwater

    Sunset Dolphin Jet Ski Tour in Clearwater

    Look for dolphins on a sunset ride

    5.0 • 94 reviews
    $359/ jet-ski
    Private Half-Day Deep Sea Fishing Charter in Clearwater

    Private Half-Day Deep Sea Fishing Charter in Clearwater

    Choose bottom fishing or trolling to suit your preference and what's biting

    5.0 • 120 reviews
    $1,113
    Private Intracoastal Boat Charter in Belleair Bluffs

    Private Intracoastal Boat Charter in Belleair Bluffs

    Customize a relaxed coastal cruise with room to swim, sightsee, and play your music

    5.0 • 119 reviews
    $424
    St. Pete Beach Private Wingfoil Lesson

    St. Pete Beach Private Wingfoil Lesson

    Build wingfoiling fundamentals with one-on-one coaching

    5.0 • 169 reviews
    $201/ person
    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
    Tampa 37' Luxury Adventure Boat Charter

    Tampa 37' Luxury Adventure Boat Charter

    Customize your day on a 37-foot boat with air-conditioned cabin comfort

    5.0 • 91 reviews
    $907& up
    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
    Private Floating Tiki Bar Cruise in St. Petersburg

    Private Floating Tiki Bar Cruise in St. Petersburg

    Unwind on the water with island music and your own licensed captain

    5.0 • 107 reviews
    $480& up
    Big Cat & Bear Sanctuary Walking Tour in Wimauma

    Big Cat & Bear Sanctuary Walking Tour in Wimauma

    See exotic animals up close and watch the volunteers who care for them

    5.0 • 88 reviews
    $16/ person
    4-Hour Inshore Fishing Charter in Holmes Beach

    4-Hour Inshore Fishing Charter in Holmes Beach

    Cast along grass flats and mangrove shorelines for inshore species

    5.0 • 103 reviews
    $635
    Private Full-Day Fishing & Island Hopping in St. Petersburg

    Private Full-Day Fishing & Island Hopping in St. Petersburg

    Spend your day your way with fishing, island hopping, and snorkeling

    5.0 • 180 reviews
    $928
    Sunset Dolphin Cruise in Bradenton Beach

    Sunset Dolphin Cruise in Bradenton Beach

    Private Gulf cruise with sunset views and chances to spot marine life

    5.0 • 125 reviews
    $452
    Guided or Freestyle Jet Ski Rental in Clearwater

    Guided or Freestyle Jet Ski Rental in Clearwater

    Choose your style: freestyle riding or a guided outing

    5.0 • 94 reviews
    $147/ jetski
    1…678…44
    Boat Tours225Fishing Charters170Kayaking Tours84Boat Rentals67Jet Skiing61
    More
    • Dolphin Watching45
    • Yacht Charters44
    • Bike Rentals32
    • Snorkeling28
    • Sailing20
    • Car Rentals18
    • Sunrise and Sunset Tours18
    • Paddleboarding16
    • Ferries15
    • Stand Up Paddle Boarding14
    • Ghost and Haunted13
    • Bike Tours12
    • Train Tours12
    • Dinner Cruises10
    • Equipment Rental10
    • Food Tours7
    • Helicopter Tours7
    • Birthday Packages5
    • Parasailing5
    • Seasonal and Holiday5