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

    Best results for Water Activities in Osprey, FL

    Showing 265-288 of 348 results
    2-Hour Sarasota Bay Boat Tour
    Boat Tours

    2-Hour Sarasota Bay Boat Tour

    Cruise Sarasota Bay’s homes, mangroves, and landmarks while watching for local wildlife

    Cruise Sarasota Bay’s homes, mangroves, and landmarks while watching for local wildlife
    $338
    Bradenton Pirate Treasure Hunt Cruise
    Boat Tours

    Bradenton Pirate Treasure Hunt Cruise

    Set sail on an interactive pirate cruise with a treasure hunt

    Set sail on an interactive pirate cruise with a treasure hunt
    5.0 • 625 reviews
    $39/ person
    Private Pirate Cruise in Bradenton
    Boat Tours

    Private Pirate Cruise in Bradenton

    Set sail on an interactive private treasure hunt for your crew

    Set sail on an interactive private treasure hunt for your crew
    5.0 • 625 reviews
    $1,134
    Offshore Fishing Charter in Bradenton
    Fishing Charters

    Offshore Fishing Charter in Bradenton

    Target bay and nearshore species on a private afternoon charter

    Target bay and nearshore species on a private afternoon charter
    5.0 • 96 reviews
    $741
    Sunset Cruise in Palmetto
    Boat Tours

    Sunset Cruise in Palmetto

    See the sunset over Tampa Bay, then cruise past Bradenton's city lights

    See the sunset over Tampa Bay, then cruise past Bradenton's city lights
    4.6 • 85 reviews
    $54/ person
    37' Boat Charter in Palmetto
    Yacht Charters

    37' Boat Charter in Palmetto

    Customize a luxury day on the water for swimming, fishing, sightseeing, or celebrations

    Customize a luxury day on the water for swimming, fishing, sightseeing, or celebrations
    4.0 • 1 reviews
    $907& up
    Anna Maria Island 22' Pontoon Boat Rental
    Boat RentalsUp to 10

    Anna Maria Island 22' Pontoon Boat Rental

    Cruise Anna Maria Island waters with a paddle board and kids kayak included

    Cruise Anna Maria Island waters with a paddle board and kids kayak included
    4.8 • 788 reviews
    $441/ boat
    Anna Maria Island 24' Pontoon Boat Rental
    Boat RentalsUp to 15

    Anna Maria Island 24' Pontoon Boat Rental

    Cruise Anna Maria Island waters with a paddleboard and kids kayak included

    Cruise Anna Maria Island waters with a paddleboard and kids kayak included
    4.8 • 788 reviews
    $470/ boat
    Anna Maria Island Sunset Cruise
    Boat Tours

    Anna Maria Island Sunset Cruise

    End your day with Gulf views from a family-friendly boat

    End your day with Gulf views from a family-friendly boat
    4.9 • 138 reviews
    $37/ person
    Explore Sarasota Bay on a 4- or 8-Hour Tritoon Rental
    Boat RentalsUp to 12

    Explore Sarasota Bay on a 4- or 8-Hour Tritoon Rental

    Rent a tritoon for up to 12 and cruise Sarasota Bay for 4 or 8 hours

    Rent a tritoon for up to 12 and cruise Sarasota Bay for 4 or 8 hours
    4.5 • 770 reviews
    $510& up
    Boca Grande Shark Fishing Charter
    Fishing Charters

    Boca Grande Shark Fishing Charter

    Target sharks off Boca Grande with Captain Steve

    Target sharks off Boca Grande with Captain Steve
    5.0 • 56 reviews
    $742& up
    Boca Grande Tarpon Fishing Charter
    Fishing Charters

    Boca Grande Tarpon Fishing Charter

    Target tarpon in Boca Grande’s Gulf Coast waters

    Target tarpon in Boca Grande’s Gulf Coast waters
    5.0 • 56 reviews
    $1,060& up
    Boca Grande Inshore Fishing Charter
    Fishing Charters

    Boca Grande Inshore Fishing Charter

    Cast for Gulf Coast favorites in Boca Grande’s backcountry waters

    Cast for Gulf Coast favorites in Boca Grande’s backcountry waters
    5.0 • 56 reviews
    $689& up
    Boca Grande Nearshore Fishing Charter
    Fishing Charters

    Boca Grande Nearshore Fishing Charter

    Cast for snapper, grouper, and more off Boca Grande

    Cast for snapper, grouper, and more off Boca Grande
    5.0 • 56 reviews
    $689& up
    Bradenton Beach Parasailing Adventure
    Parasailing

    Bradenton Beach Parasailing Adventure

    Soar over Anna Maria Island with single, tandem, or triple flight options

    Soar over Anna Maria Island with single, tandem, or triple flight options
    5.0 • 1.3K reviews
    $146/ person
    Private 3-Hour Egmont Key Charter From Bradenton Beach
    Boat Tours

    Private 3-Hour Egmont Key Charter From Bradenton Beach

    Make Egmont Key your private beach day

    Make Egmont Key your private beach day
    5.0 • 1.3K reviews
    $1,056
    Sunset Cruise in Bradenton Beach
    Boat Tours

    Sunset Cruise in Bradenton Beach

    Private Gulf sunset charter with room for your favorite refreshments

    Private Gulf sunset charter with room for your favorite refreshments
    5.0 • 1.3K reviews
    $1,056
    Private Party Boat Charter in Bradenton Beach
    Yacht Charters

    Private Party Boat Charter in Bradenton Beach

    Customize a private double-decker cruise with music, sandbar swims, and Egmont Key exploration

    Customize a private double-decker cruise with music, sandbar swims, and Egmont Key exploration
    5.0 • 1.3K reviews
    $797
    Private Sunset Cruise in Bradenton Beach
    Boat Tours

    Private Sunset Cruise in Bradenton Beach

    Cruise Anna Maria Island waterways as the sun sets

    Cruise Anna Maria Island waterways as the sun sets
    5.0 • 1.3K reviews
    $446
    Anna Maria Island Tahoe T18 Deck Boat Rental
    Boat Rentals

    Anna Maria Island Tahoe T18 Deck Boat Rental

    Cruise Anna Maria Island and relax at a sandbar

    Cruise Anna Maria Island and relax at a sandbar
    $520/ boat
    Corvette-Inspired Jetcar Rental in Bradenton
    Jet Skiing

    Corvette-Inspired Jetcar Rental in Bradenton

    Cruise Palma Sola Bay in a Corvette-inspired watercraft that handles like a jet ski

    Cruise Palma Sola Bay in a Corvette-inspired watercraft that handles like a jet ski
    5.0 • 8 reviews
    $202/ jetcar
    Anna Maria Island Boat Rental With Captain Option
    Boat RentalsUp to 6

    Anna Maria Island Boat Rental With Captain Option

    Cruise the Gulf Coast on a spacious Sea Hunt center console, with a captain option available

    Cruise the Gulf Coast on a spacious Sea Hunt center console, with a captain option available
    5.0 • 4 reviews
    $525/ boat
    Guided Clear Kayak Tour of Anna Maria Island Sound
    Kayaking Tours

    Guided Clear Kayak Tour of Anna Maria Island Sound

    Morning paddle through mangroves in a clear tandem kayak

    Morning paddle through mangroves in a clear tandem kayak
    5.0 • 37 reviews
    $73/ person
    Guided Sunset Kayak Tour in Bradenton
    Kayaking Tours

    Guided Sunset Kayak Tour in Bradenton

    See Florida sunset colors from a clear tandem kayak

    See Florida sunset colors from a clear tandem kayak
    5.0 • 37 reviews
    $79/ 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.