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

    Best results for Water Activities in Osprey, FL

    Showing 289-312 of 348 results
    Anna Maria Island Sound Glow Kayak Tour
    Kayaking Tours

    Anna Maria Island Sound Glow Kayak Tour

    Paddle a clear, LED-lit kayak through Anna Maria Island Sound after dark

    Paddle a clear, LED-lit kayak through Anna Maria Island Sound after dark
    5.0 • 37 reviews
    $79/ person
    Fish an Inshore Private Charter in Sarasota & Tampa Bay
    Fishing Charters

    Fish an Inshore Private Charter in Sarasota & Tampa Bay

    Private inshore fishing charter with short runs and all gear included

    Private inshore fishing charter with short runs and all gear included
    5.0 • 19 reviews
    $689& up
    Palmetto Offshore Fishing Charter
    Fishing Charters

    Palmetto Offshore Fishing Charter

    Target Florida game fish with bait, gear, and fishing licenses included

    Target Florida game fish with bait, gear, and fishing licenses included
    5.0 • 19 reviews
    $795& up
    Anna Maria Island Sunset Cruise
    Boat Tours

    Anna Maria Island Sunset Cruise

    Explore Anna Maria Island and Tampa Bay with stops tailored to your group

    Explore Anna Maria Island and Tampa Bay with stops tailored to your group
    5.0 • 19 reviews
    $318
    Palmetto Tarpon Fishing Charter
    Fishing Charters

    Palmetto Tarpon Fishing Charter

    Target tarpon with Captain Rachel’s 10+ years of local experience

    Target tarpon with Captain Rachel’s 10+ years of local experience
    5.0 • 19 reviews
    $795& up
    Island Swim & Snorkel Charter in Holmes Beach
    Boat Tours

    Island Swim & Snorkel Charter in Holmes Beach

    Private island boating with swim, snorkel, and paddleboard time

    Private island boating with swim, snorkel, and paddleboard time
    $574
    Private Clear Kayak Ecotour at Robinson Preserve
    Kayaking Tours

    Private Clear Kayak Ecotour at Robinson Preserve

    Paddle a private clear-kayak tour through Robinson Preserve to mangroves and a sandbar

    Paddle a private clear-kayak tour through Robinson Preserve to mangroves and a sandbar
    5.0 • 677 reviews
    $802& up
    Guided Clear Kayak Tour of Robinson Preserve
    Kayaking Tours

    Guided Clear Kayak Tour of Robinson Preserve

    Paddle Robinson Preserve's mangrove estuary in a clear tandem kayak

    Paddle Robinson Preserve's mangrove estuary in a clear tandem kayak
    5.0 • 677 reviews
    $89/ person
    4-Hour Holmes Beach Sandbar & Island Private Charter
    Boat Tours

    4-Hour Holmes Beach Sandbar & Island Private Charter

    Private 4-hour sandbar and island hop with morning or afternoon departures

    Private 4-hour sandbar and island hop with morning or afternoon departures
    4.8 • 358 reviews
    $668& up
    3-Hour Snorkeling Charter In Anna Maria Island
    Snorkeling

    3-Hour Snorkeling Charter In Anna Maria Island

    Family-friendly snorkeling on Anna Maria Island with gear included

    Family-friendly snorkeling on Anna Maria Island with gear included
    4.8 • 358 reviews
    $557
    3-Hour Guided Egmont Key State Park Excursion
    Boat Tours

    3-Hour Guided Egmont Key State Park Excursion

    Cruise to Egmont Key State Park to explore Fort Dade and beachcomb for shells

    Cruise to Egmont Key State Park to explore Fort Dade and beachcomb for shells
    4.8 • 358 reviews
    $523
    Sunset Harbor Cruise in Holmes Beach
    Boat Tours

    Sunset Harbor Cruise in Holmes Beach

    Unwind on a private boat as the sky shifts into sunset colors

    Unwind on a private boat as the sky shifts into sunset colors
    4.8 • 358 reviews
    $412
    6-Hour Private Water Charter in Holmes Beach
    Yacht Charters

    6-Hour Private Water Charter in Holmes Beach

    Design your day around snorkeling, sandbars, paddling, and time on the water

    Design your day around snorkeling, sandbars, paddling, and time on the water
    4.8 • 358 reviews
    $1,057& up
    Private Beach Cat Boat Tour
    Boat Tours

    Private Beach Cat Boat Tour

    Customize your route with snorkeling, sightseeing, and island stops on a private boat

    Customize your route with snorkeling, sightseeing, and island stops on a private boat
    $924& up
    Private 3- to 6-Hour Anna Maria & Longboat Key Boat Tour
    Boat Tours

    Private 3- to 6-Hour Anna Maria & Longboat Key Boat Tour

    Customize a private Anna Maria & Long Boat Key boat tour for up to 6 people

    Customize a private Anna Maria & Long Boat Key boat tour for up to 6 people
    $612& up
    4-Hour Offshore Fishing Charter in Palmetto
    Fishing Charters

    4-Hour Offshore Fishing Charter in Palmetto

    Target reef species offshore with AM or PM options

    Target reef species offshore with AM or PM options
    4.9 • 64 reviews
    $1,060
    Holmes Beach 8-Hour Offshore Fishing Charter
    Fishing Charters

    Holmes Beach 8-Hour Offshore Fishing Charter

    Target snapper, grouper and more on an offshore fishing trip

    Target snapper, grouper and more on an offshore fishing trip
    4.9 • 64 reviews
    $1,802
    Sunset Cruise in Englewood
    Boat Tours

    Sunset Cruise in Englewood

    A private boat charter for your group at sunset

    A private boat charter for your group at sunset
    4.9 • 772 reviews
    $509
    Englewood Sandbar & Beach Landing Cruise
    Boat Tours

    Englewood Sandbar & Beach Landing Cruise

    Private waterway cruise with time to swim, float and explore a sandbar

    Private waterway cruise with time to swim, float and explore a sandbar
    4.9 • 772 reviews
    $576
    Yamaha Jet Ski Rental in Holmes Beach
    Jet Skiing

    Yamaha Jet Ski Rental in Holmes Beach

    Ride Yamaha jet skis with fuel included on Anna Maria Island

    Ride Yamaha jet skis with fuel included on Anna Maria Island
    $156/ jetski
    Anna Maria Island Sandbar Snorkeling Tour
    Boat Tours

    Anna Maria Island Sandbar Snorkeling Tour

    Cruise Anna Maria Island sandbars for swimming, water toys, and time with your group

    Cruise Anna Maria Island sandbars for swimming, water toys, and time with your group
    $684
    Sightseeing Charter to Egmont Key Ruins
    Boat Tours

    Sightseeing Charter to Egmont Key Ruins

    Explore Fort Dade ruins, a historic lighthouse, and Gulf Coast wildlife

    Explore Fort Dade ruins, a historic lighthouse, and Gulf Coast wildlife
    $737
    Charlotte Harbor Tiki Boat Cruise
    Boat Tours

    Charlotte Harbor Tiki Boat Cruise

    Bring food and drinks for a karaoke-ready cruise on Charlotte Harbor

    Bring food and drinks for a karaoke-ready cruise on Charlotte Harbor
    $43/ person
    Sunset Cruise on Charlotte Harbor
    Boat Tours

    Sunset Cruise on Charlotte Harbor

    Bring your crew for a harbor cruise with sunset views, music, and karaoke

    Bring your crew for a harbor cruise with sunset views, music, and karaoke
    $64/ person
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    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.