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  • 13 Stunning Beaches in Florida With Clear Water You Need to Visit
  • Best results for

    Water Activities in Longboat Key, FL

    Showing 409-432 of 762 results
    Siesta Key 4-Hour Pontoon Boat Rental
    Up to 8

    Siesta Key 4-Hour Pontoon Boat Rental

    Cruise Sarasota’s Intracoastal waterways on a shaded pontoon

    4.8 • 1.2K reviews
    $371/ boat
    Siesta Key 22' Center Console Boat Rental
    Up to 8

    Siesta Key 22' Center Console Boat Rental

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

    4.8 • 1.2K reviews
    $451/ boat
    Siesta Key 22' Center Console Boat Rental
    Up to 8

    Siesta Key 22' Center Console Boat Rental

    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
    Up to 8

    Siesta Key 4-Hour Southwind Boat Rental

    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
    Up to 8

    Siesta Key 9-Hour Sportdeck Boat Rental

    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
    Up to 10

    4-Hour Sport Deck Boat Rental in Siesta Key

    Cruise Sarasota Bay on a roomy SportDeck boat

    4.8 • 1.2K reviews
    $507/ boat
    Siesta Key 2400 SportDeck Boat Rental
    Up to 10

    Siesta Key 2400 SportDeck Boat Rental

    Cruise Sarasota Bay and Intracoastal waterways on a shaded SportDeck

    4.8 • 1.2K reviews
    $677/ boat
    Anna Maria Island 22' Pontoon Boat Rental
    Up to 10

    Anna Maria Island 22' Pontoon Boat Rental

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

    4.8 • 798 reviews
    $331/ boat
    Anna Maria Island 24' Pontoon Boat Rental
    Up to 15

    Anna Maria Island 24' Pontoon Boat Rental

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

    4.8 • 798 reviews
    $411/ boat
    Shark Tooth Snorkel & Huka Dive Boat Tour in Venice

    Shark Tooth Snorkel & Huka Dive Boat Tour in Venice

    Find prehistoric shark teeth while exploring Venice’s Boneyard

    4.8 • 472 reviews
    $112/ person
    Venice 4-Hour Scuba Refresher Course

    Venice 4-Hour Scuba Refresher Course

    Rebuild scuba confidence with a skills refresher tailored to you

    4.8 • 472 reviews
    $338/ person
    Guided Megalodon Fossil Shore Dive in Venice

    Guided Megalodon Fossil Shore Dive in Venice

    Guided beach dive to search for Megalodon fossils

    4.8 • 472 reviews
    $191/ person
    Beginner 2-Tank Scuba Diving in Nokomis, FL

    Beginner 2-Tank Scuba Diving in Nokomis, FL

    Learn scuba fundamentals with guided land and water training

    4.8 • 472 reviews
    $338/ person
    Venice Sunset Cruise

    Venice Sunset Cruise

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

    4.8 • 472 reviews
    $112/ person
    No-Certification Shark Tooth Reef Dive in Venice

    No-Certification Shark Tooth Reef Dive in Venice

    Dive the reef with a Divemaster—no scuba certification needed

    4.8 • 472 reviews
    $157/ person
    Private Snorkeling Boat Trip on Anna Maria Island

    Private Snorkeling Boat Trip on Anna Maria Island

    Family-friendly snorkeling on Anna Maria Island with gear included

    4.8 • 382 reviews
    $578
    Private Egmont Key Boat Tour to Fort Dade & Lighthouse

    Private Egmont Key Boat Tour to Fort Dade & Lighthouse

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

    4.8 • 382 reviews
    $555
    Sunset Harbor Cruise in Holmes Beach

    Sunset Harbor Cruise in Holmes Beach

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

    4.8 • 382 reviews
    $422
    Private Sandbar & Island Hopping Boat Tour in Holmes Beach

    Private Sandbar & Island Hopping Boat Tour in Holmes Beach

    Trade the shoreline for sandy island stops and time to play on the water

    4.8 • 382 reviews
    $770/ boat
    Private Bachelorette Boat Charter on Anna Maria Island

    Private Bachelorette Boat Charter on Anna Maria Island

    Celebrate with your favorite people on a relaxed private escape

    4.8 • 382 reviews
    $770& up
    Full-Day Saona Island Cruise From Punta Cana

    Full-Day Saona Island Cruise From Punta Cana

    Sail to Saona Island for beach time, a natural-pool swim, lunch, and drinks

    4.8 • 290 reviews
    $76/ person
    4-5 Hour Private Daytime Sail in St. Petersburg

    4-5 Hour Private Daytime Sail in St. Petersburg

    Private daytime sail with dinghy access for island exploring

    5.0 • 25 reviews
    $1,356& up
    Gulfport Sunset Sail Charter

    Gulfport Sunset Sail Charter

    Private evening sailing with sunset views across Tampa Bay

    5.0 • 25 reviews
    $1,356
    Private Sandbar Sailing Yacht Charter in Gulfport

    Private Sandbar Sailing Yacht Charter in Gulfport

    Sail to a sandbar with a private yacht as your home base

    5.0 • 25 reviews
    $1,695& up
    1…171819…32
    Longboat Key Things To Do
    Boat Tours205Fishing Charters108Kayaking Tours107Boat Rentals100Yacht Charters90
    More
    • Dolphin Watching47
    • Jet Skiing46
    • Bike Rentals36
    • Snorkeling29
    • Sunrise and Sunset Tours21
    • Car Rentals20
    • Sailing18

    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.

    Paddleboarding
    16
  • Equipment Rental14
  • Train Tours12
  • Bike Tours10
  • Food Tours9
  • Parasailing9
  • Scuba Diving8
  • Stand Up Paddle Boarding8
  • Ferries7
  • Helicopter Tours7
  • Scooter Rentals7
  • Trolley Tours7
  • Bar and Pub Crawl6