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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 529-552 of 762 results
    2-Hour Sarasota Bay Sightseeing Cruise

    2-Hour Sarasota Bay Sightseeing Cruise

    Take in Sarasota Bay views, local history and waterfront wildlife from the water

    4.6 • 962 reviews
    $51/ person
    Live Music Cruise on Sarasota Bay

    Live Music Cruise on Sarasota Bay

    Ease into the afternoon with local rhythms on the bay

    4.6 • 962 reviews
    $51/ person
    Half-Day Grouper & Snapper Fishing Trip in St. Pete Beach

    Half-Day Grouper & Snapper Fishing Trip in St. Pete Beach

    Cast a line with fishing gear and a license included

    4.6 • 458 reviews
    $96/ person
    Private Grouper & Snapper Fishing Charter in St. Pete Beach

    Private Grouper & Snapper Fishing Charter in St. Pete Beach

    Celebrate a special occasion with a private day of fishing

    4.6 • 458 reviews
    $2,416/ boat
    Full-Day Grouper Fishing Trip in St. Pete Beach

    Full-Day Grouper Fishing Trip in St. Pete Beach

    Enjoy a day on the water with fishing gear and your license included

    4.6 • 458 reviews
    $124/ person
    Double Kayak Rental in Anna Maria Island

    Double Kayak Rental in Anna Maria Island

    Paddle together with free local beach delivery and pickup

    4.6 • 275 reviews
    $62/ kayak
    Paddle Board Rental on Anna Maria Island

    Paddle Board Rental on Anna Maria Island

    Flexible paddle board rentals with free local beach delivery and pickup

    4.6 • 275 reviews
    $62/ board
    Single Kayak Rental on Anna Maria Island

    Single Kayak Rental on Anna Maria Island

    Flexible rental periods with free local beach delivery and pickup

    4.6 • 275 reviews
    $40/ kayak
    2-Hour Guided Jet Ski Tour in Sarasota

    2-Hour Guided Jet Ski Tour in Sarasota

    Ride the waters around Siesta Key with a guide, a sandbar stop, and island views

    4.6 • 260 reviews
    $281/ jet ski
    Jet Ski Rental on Sarasota Waterways & Sandbars

    Jet Ski Rental on Sarasota Waterways & Sandbars

    Ride at your own pace, with time to stop on a sandbar

    4.6 • 260 reviews
    $123/ jet-ski
    Osprey 22' Pontoon Boat Rental
    Up to 10

    Osprey 22' Pontoon Boat Rental

    Cruise Sarasota Bay with your family or group on a fuel-included pontoon boat

    4.6 • 117 reviews
    $364/ boat
    Single Kayak Rental in Osprey

    Single Kayak Rental in Osprey

    Paddle southwest Florida waterways at your own pace

    4.6 • 117 reviews
    $32/ kayak
    Osprey Tandem Kayak Rental

    Osprey Tandem Kayak Rental

    Explore southwest Florida waterways by kayak with included paddles and life jackets

    4.6 • 117 reviews
    $46/ kayak
    Jet Ski Rentals in Osprey

    Jet Ski Rentals in Osprey

    Ride a 110 hp jet ski with safety instruction, fuel, and life jackets included

    4.6 • 117 reviews
    $136/ jetski
    8-Hour Stand Up Paddle Board Rental in Osprey

    8-Hour Stand Up Paddle Board Rental in Osprey

    Paddle Sarasota-area waterways at your own pace with included gear

    4.6 • 117 reviews
    $40/ paddle board
    Sunset Jet Ski Tour in Osprey

    Sunset Jet Ski Tour in Osprey

    Guided sunset jet skiing with room for your group

    4.6 • 117 reviews
    $325
    Sunset Sailing Charter in St. Petersburg

    Sunset Sailing Charter in St. Petersburg

    Private 2-hour sunset sail with downtown St. Petersburg views

    5.0 • 4 reviews
    $559
    3-Hour Daytime Sailing Cruise in St. Petersburg

    3-Hour Daytime Sailing Cruise in St. Petersburg

    Relax on a 3-hour sail with a U.S. Coast Guard–licensed captain from downtown St. Pete

    5.0 • 4 reviews
    $672
    Anna Maria Island Boat Rental With Captain Option
    Up 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

    5.0 • 4 reviews
    $525/ boat
    Morning Sailing Cruise on Tampa Bay

    Morning Sailing Cruise on Tampa Bay

    Start the day aboard a classic yacht with optional sailing instruction

    5.0 • 4 reviews
    $480
    Sunset Cruise in Palmetto

    Sunset Cruise in Palmetto

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

    4.6 • 85 reviews
    $51/ person
    Morning Guided Cruise on the Manatee River

    Morning Guided Cruise on the Manatee River

    Cruise the Manatee River before midday heat with narration from your crew

    4.6 • 85 reviews
    $54/ person
    Manatee River 2-Hour Cruise

    Manatee River 2-Hour Cruise

    Narrated river cruise blending local history, ecology, and native wildlife

    4.6 • 85 reviews
    $54/ person
    Clear Kayak LED Night Tour in Venice, Florida

    Clear Kayak LED Night Tour in Venice, Florida

    Discover a different view of Venice's waters after dark

    4.6 • 71 reviews
    $81/ person
    1…222324…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