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    1. Local experiences
    2. /All experiences
    3. /Osprey FL

    Best 463 things to do in Osprey, FL

    Showing 49-72 of 463 results
    Full-Day Deck Boat Rental In Siesta Key
    Boat RentalsUp to 8

    Full-Day Deck Boat Rental In Siesta Key

    Rent a 21-foot deck boat and cruise the bay with up to 8 people

    Rent a 21-foot deck boat and cruise the bay with up to 8 people
    $513/ boat
    Siesta Key 24' Pontoon Boat Rental
    Boat RentalsUp to 10

    Siesta Key 24' Pontoon Boat Rental

    Cruise Sarasota Bay waterways with shade, storage, and room to fish or relax

    Cruise Sarasota Bay waterways with shade, storage, and room to fish or relax
    4.8 • 1.2K reviews
    $451/ boat
    24' Pontoon Boat Rental in Sarasota
    Boat RentalsUp to 10

    24' Pontoon Boat Rental in Sarasota

    Cruise Sarasota Bay’s mangroves, sandbars, and beaches by pontoon

    Cruise Sarasota Bay’s mangroves, sandbars, and beaches by pontoon
    4.8 • 1.2K reviews
    $620/ boat
    Siesta Key 27' Pontoon Boat Rental
    Boat RentalsUp to 14

    Siesta Key 27' Pontoon Boat Rental

    Cruise Sarasota Bay and the Intracoastal on a roomy pontoon

    Cruise Sarasota Bay and the Intracoastal on a roomy pontoon
    4.8 • 1.2K reviews
    $507/ boat
    Siesta Key 27' Pontoon Boat Rental
    Boat RentalsUp to 14

    Siesta Key 27' Pontoon Boat Rental

    Cruise Sarasota Bay and the Intracoastal with room for up to 14

    Cruise Sarasota Bay and the Intracoastal with room for up to 14
    4.8 • 1.2K reviews
    $677/ boat
    Siesta Key 4-Hour Pontoon Boat Rental
    Boat RentalsUp to 8

    Siesta Key 4-Hour Pontoon Boat Rental

    Cruise Sarasota’s Intracoastal waterways on a shaded pontoon

    Cruise Sarasota’s Intracoastal waterways on a shaded pontoon
    4.8 • 1.2K reviews
    $394/ boat
    20' Pontoon Boat Rental in Siesta Key
    Boat RentalsUp to 8

    20' Pontoon Boat Rental in Siesta Key

    Cruise Sarasota Bay and Intracoastal waterways aboard a shaded pontoon

    Cruise Sarasota Bay and Intracoastal waterways aboard a shaded pontoon
    4.8 • 1.2K reviews
    $564/ boat
    Siesta Key 22' Center Console Boat Rental
    Boat RentalsUp to 8

    Siesta Key 22' Center Console Boat Rental

    Cruise Sarasota’s bays and waterways with fishing-ready gear

    Cruise Sarasota’s bays and waterways with fishing-ready gear
    4.8 • 1.2K reviews
    $451/ boat
    Siesta Key 22' Center Console Boat Rental
    Boat RentalsUp to 8

    Siesta Key 22' Center Console Boat Rental

    Cruise or fish Sarasota Bay on a 22-foot center console

    Cruise or fish Sarasota Bay on a 22-foot center console
    4.8 • 1.2K reviews
    $620/ boat
    Siesta Key 4-Hour Southwind Boat Rental
    Boat RentalsUp to 8

    Siesta Key 4-Hour Southwind Boat Rental

    Cruise Sarasota Bay and Intracoastal waterways on a shaded sportdeck boat

    Cruise Sarasota Bay and Intracoastal waterways on a shaded sportdeck boat
    4.8 • 1.2K reviews
    $394/ boat
    Siesta Key 9-Hour Sportdeck Boat Rental
    Boat RentalsUp to 8

    Siesta Key 9-Hour Sportdeck Boat Rental

    Cruise Sarasota’s Intracoastal waterways for fishing or beachside exploring

    Cruise Sarasota’s Intracoastal waterways for fishing or beachside exploring
    4.8 • 1.2K reviews
    $564/ boat
    4-Hour Sport Deck Boat Rental in Siesta Key
    Boat RentalsUp to 10

    4-Hour Sport Deck Boat Rental in Siesta Key

    Cruise Sarasota Bay on a roomy SportDeck boat

    Cruise Sarasota Bay on a roomy SportDeck boat
    4.8 • 1.2K reviews
    $507/ boat
    Siesta Key 2400 SportDeck Boat Rental
    Boat RentalsUp to 10

    Siesta Key 2400 SportDeck Boat Rental

    Cruise Sarasota Bay and Intracoastal waterways on a shaded SportDeck

    Cruise Sarasota Bay and Intracoastal waterways on a shaded SportDeck
    4.8 • 1.2K reviews
    $677/ boat
    Venice Shark Tooth Snorkel & Dive Tour
    Snorkeling

    Venice Shark Tooth Snorkel & Dive Tour

    Find prehistoric shark teeth while exploring Venice’s Boneyard

    Find prehistoric shark teeth while exploring Venice’s Boneyard
    4.5 • 190 reviews
    $112/ person
    Venice 4-Hour Scuba Refresher Course
    Scuba Diving

    Venice 4-Hour Scuba Refresher Course

    Rebuild scuba confidence with a skills refresher tailored to you

    Rebuild scuba confidence with a skills refresher tailored to you
    4.5 • 190 reviews
    $338/ person
    Guided Megalodon Fossil Shore Dive in Venice
    Scuba Diving

    Guided Megalodon Fossil Shore Dive in Venice

    Guided beach dive to search for Megalodon fossils

    Guided beach dive to search for Megalodon fossils
    4.5 • 190 reviews
    $191/ person
    4-Hour Guided Scuba Diving in Nokomis
    Scuba Diving

    4-Hour Guided Scuba Diving in Nokomis

    Learn scuba fundamentals with guided land and water training

    Learn scuba fundamentals with guided land and water training
    4.5 • 190 reviews
    $338/ person
    Venice Sunset Cruise
    Boat Tours

    Venice Sunset Cruise

    Sunset stories of Megalodon and Venice's fossil-rich waters

    Sunset stories of Megalodon and Venice's fossil-rich waters
    4.5 • 190 reviews
    $112/ person
    Huka Dive Reef Adventure in Venice, Florida
    Scuba Diving

    Huka Dive Reef Adventure in Venice, Florida

    Dive the reef with a Divemaster—no scuba certification needed

    Dive the reef with a Divemaster—no scuba certification needed
    4.5 • 190 reviews
    $157/ person
    Sarasota Private Sightseeing Charter
    Boat Tours

    Sarasota Private Sightseeing Charter

    Customize your private cruise with sandbar, beach, dining, and wildlife stops

    Customize your private cruise with sandbar, beach, dining, and wildlife stops
    $403& up
    2-Hour Private Sarasota Sightseeing Cruise
    Boat Tours

    2-Hour Private Sarasota Sightseeing Cruise

    Customize your 2-hour private TriToon cruise with a captain included

    Customize your 2-hour private TriToon cruise with a captain included
    5.0 • 138 reviews
    $399
    Cruise Sarasota on a 4.5-Hour Private Sandbar Charter
    Yacht Charters

    Cruise Sarasota on a 4.5-Hour Private Sandbar Charter

    Customize a 4.5-hour private sandbar charter with a captain

    Customize a 4.5-hour private sandbar charter with a captain
    5.0 • 138 reviews
    $684
    Dolphin Watching Sunset Cruise in Siesta Key
    Dolphin Watching

    Dolphin Watching Sunset Cruise in Siesta Key

    Watch playful dolphins and a vibrant Gulf sunset while enjoying complimentary beer and wine.

    Watch playful dolphins and a vibrant Gulf sunset while enjoying complimentary beer and wine.
    4.9 • 9K reviews
    $104/ person
    Siesta Key Dolphin Cruise with Mimosas
    Boat Tours

    Siesta Key Dolphin Cruise with Mimosas

    Enjoy a morning cruise with complimentary drinks while spotting dolphins in Siesta Key.

    Enjoy a morning cruise with complimentary drinks while spotting dolphins in Siesta Key.
    4.9 • 9K reviews
    $83/ person
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