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    1. Local experiences
    2. /All experiences
    3. /Water Activities

    Best results for Water Activities in Osprey, FL

    Showing 49-72 of 348 results
    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
    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
    Parasailing in Siesta Key with Dolphin Viewing
    Parasailing

    Parasailing in Siesta Key with Dolphin Viewing

    Soar above Siesta Key and spot dolphins on a safe, family-friendly 2.5-hour parasailing cruise

    Soar above Siesta Key and spot dolphins on a safe, family-friendly 2.5-hour parasailing cruise
    4.9 • 9K reviews
    $142/ person
    Sarasota Dolphin Cruise with Sandbar & Drinks
    Boat Tours

    Sarasota Dolphin Cruise with Sandbar & Drinks

    Spot playful dolphins and relax at a scenic sandbar while enjoying complimentary drinks

    Spot playful dolphins and relax at a scenic sandbar while enjoying complimentary drinks
    4.9 • 9K reviews
    $104/ person
    Siesta Key Jet Ski Rental in Sarasota FL
    Jet Skiing

    Siesta Key Jet Ski Rental in Sarasota FL

    Ride new Yamaha jet skis across Florida's largest riding area at your own pace

    Ride new Yamaha jet skis across Florida's largest riding area at your own pace
    4.9 • 9K reviews
    $155& up
    Private Pontoon Boat Rental in Sarasota
    Boat RentalsUp to 12

    Private Pontoon Boat Rental in Sarasota

    Cruise Sarasota’s Gulf waters on a spacious pontoon with flexible 4- or 8-hour options.

    Cruise Sarasota’s Gulf waters on a spacious pontoon with flexible 4- or 8-hour options.
    4.9 • 9K reviews
    $570& up
    15-Minute Banana Boat Ride in Siesta Key
    Tubing

    15-Minute Banana Boat Ride in Siesta Key

    Cruise Siesta Key’s shoreline from a beachfront pickup point

    Cruise Siesta Key’s shoreline from a beachfront pickup point
    4.9 • 9K reviews
    $55
    Venice Beach Parasailing: 1,200 Feet High
    Parasailing

    Venice Beach Parasailing: 1,200 Feet High

    Soar up to 1,200 feet and enjoy panoramic views on an exhilarating parasail ride.

    Soar up to 1,200 feet and enjoy panoramic views on an exhilarating parasail ride.
    4.9 • 453 reviews
    $129/ person
    Cruise Venice, Florida on a 20' Deck Boat Rental
    Boat RentalsUp to 10

    Cruise Venice, Florida on a 20' Deck Boat Rental

    Rent a 20' deck boat with Bluetooth stereo for up to 10 passengers

    Rent a 20' deck boat with Bluetooth stereo for up to 10 passengers
    4.7 • 152 reviews
    $434/ boat
    21' Deck Boat Rental in Venice, Florida
    Boat RentalsUp to 10

    21' Deck Boat Rental in Venice, Florida

    Rent a 21' deck boat for up to 10 and cruise the Intracoastal Waterway or Gulf

    Rent a 21' deck boat for up to 10 and cruise the Intracoastal Waterway or Gulf
    4.7 • 152 reviews
    $434/ boat
    22' Pontoon Boat Rental in Venice, FL
    Boat RentalsUp to 12

    22' Pontoon Boat Rental in Venice, FL

    Cruise the Intracoastal Waterway on a 22' pontoon, up to 12 passengers

    Cruise the Intracoastal Waterway on a 22' pontoon, up to 12 passengers
    4.7 • 152 reviews
    $463/ boat
    12345…15

    Travel guides for Water Activities

    13 Stunning Beaches in Florida With Clear Water You Need to Visit
    Best of Florida • 2026

    13 Stunning Beaches in Florida With Clear Water You Need to Visit

    Clarity is geology, not luck: quartz sand, seagrass filtration, and how close the Gulf Stream runs. Thirteen beaches, and the trade-off each one asks of you.

    Do You Need a License to Rent a Boat in Florida? Your Complete Guide
    Best of Florida • 2026

    Do You Need a License to Rent a Boat in Florida? Your Complete Guide

    Florida issues no boating license at all. What the marina checks is a safety education card, and whether you need one comes down to one date: January 1, 1988.