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

    Best results for Water Activities in Longboat Key, FL

    Showing 241-264 of 532 results
    Cruise Sarasota on a 26' Tritoon Full-Day Rental
    Boat RentalsUp to 12

    Cruise Sarasota on a 26' Tritoon Full-Day Rental

    Rent a 26' tritoon for a full day with seating for up to 12

    Rent a 26' tritoon for a full day with seating for up to 12
    $626/ boat
    Half-Day Deck Boat Rental in Sarasota
    Boat RentalsUp to 4

    Half-Day Deck Boat Rental in Sarasota

    Cruise Sarasota Bay with a 17-foot deck boat rental

    Cruise Sarasota Bay with a 17-foot deck boat rental
    $293/ boat
    25' Pontoon Rental in Siesta Key
    Boat RentalsUp to 12

    25' Pontoon Rental in Siesta Key

    Lounge on plush seating and swim from the rear boarding ladder

    Lounge on plush seating and swim from the rear boarding ladder
    $428/ boat
    Cruise Sarasota On A 25' Pontoon Full-Day Rental
    Boat RentalsUp to 12

    Cruise Sarasota On A 25' Pontoon Full-Day Rental

    Rent a 25-foot pontoon for up to 12 people for a full day on the water

    Rent a 25-foot pontoon for up to 12 people for a full day on the water
    $570/ boat
    Explore Sarasota on a 4-Hour Pontoon Boat Rental
    Boat RentalsUp to 10

    Explore Sarasota on a 4-Hour Pontoon Boat Rental

    Rent a 23-foot pontoon for up to 10 people

    Rent a 23-foot pontoon for up to 10 people
    $383
    Full-Day Deck Boat Rental on Sarasota Bay
    Boat RentalsUp to 4

    Full-Day Deck Boat Rental on Sarasota Bay

    Cruise and anchor around Sarasota Bay by deck boat

    Cruise and anchor around Sarasota Bay by deck boat
    $434/ boat
    4-Hour 21' Deck Boat Rental in Siesta Key
    Boat RentalsUp to 8

    4-Hour 21' Deck Boat Rental in Siesta Key

    Rent a 21' deck boat for up to 8 people on Siesta Key

    Rent a 21' deck boat for up to 8 people on Siesta Key
    $372/ boat
    Full-Day Pontoon Boat Rental in Sarasota
    Boat RentalsUp to 10

    Full-Day Pontoon Boat Rental in Sarasota

    Rent a 23-foot pontoon for up to 10 people

    Rent a 23-foot pontoon for up to 10 people
    $524
    Full-Day Deck Boat Rental In Siesta Key
    Boat RentalsUp to 8

    Full-Day Deck Boat Rental In Siesta Key

    Rent a 21-foot deck boat and cruise the bay with up to 8 people

    Rent a 21-foot deck boat and cruise the bay with up to 8 people
    $513/ boat
    Siesta Key Tiki Boat Tour with Music & Drinks
    Boat Tours

    Siesta Key Tiki Boat Tour with Music & Drinks

    Cruise Siesta Key’s waterways on a 2024 tiki boat with music, drinks and coastal wildlife views.

    Cruise Siesta Key’s waterways on a 2024 tiki boat with music, drinks and coastal wildlife views.
    5.0 • 10.3K reviews
    $53/ person
    Siesta Key Parasailing With 1,200-Foot Line
    Parasailing

    Siesta Key Parasailing With 1,200-Foot Line

    Soar over Siesta Key’s coastline with an optional Gulf dip

    Soar over Siesta Key’s coastline with an optional Gulf dip
    5.0 • 10.3K reviews
    $123/ person
    Siesta Key Sunset Tiki Boat Cruise with Dolphins
    Boat Tours

    Siesta Key Sunset Tiki Boat Cruise with Dolphins

    Enjoy a relaxed evening cruise along Siesta Key with music, LED lights and possible dolphin sightings.

    Enjoy a relaxed evening cruise along Siesta Key with music, LED lights and possible dolphin sightings.
    5.0 • 10.3K reviews
    $73/ person
    2-Hour Guided Jet Ski Tour in Sarasota
    Jet Skiing

    2-Hour Guided Jet Ski Tour in Sarasota

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

    Ride the waters around Siesta Key with a guide, a sandbar stop, and island views
    $281/ jet ski
    Siesta Key Kayak & Paddleboard Rental
    Paddleboarding

    Siesta Key Kayak & Paddleboard Rental

    Get kayaks or paddleboards delivered straight to your Siesta Key resort

    Get kayaks or paddleboards delivered straight to your Siesta Key resort
    4.8 • 229 reviews
    $220& up
    4.5-Hour Siesta Key Sandbar Charter
    Yacht Charters

    4.5-Hour Siesta Key Sandbar Charter

    Cruise Siesta Key’s western coast with time for dolphins, a sandbar stop, and a swim

    Cruise Siesta Key’s western coast with time for dolphins, a sandbar stop, and a swim
    4.9 • 691 reviews
    $114
    Cruise Siesta Key & Sarasota Sandbar on a 4.5-Hour Charter
    Boat Tours

    Cruise Siesta Key & Sarasota Sandbar on a 4.5-Hour Charter

    Spend 4.5 hours cruising, snorkeling stops, and sandbar time off Siesta Key

    Spend 4.5 hours cruising, snorkeling stops, and sandbar time off Siesta Key
    4.9 • 691 reviews
    $114
    Cruise Sarasota on a Private 2-Hour Charter
    Yacht Charters

    Cruise Sarasota on a Private 2-Hour Charter

    Leisurely 2-hour private cruise from Lido/Longboat Key with coolers and ice onboard

    Leisurely 2-hour private cruise from Lido/Longboat Key with coolers and ice onboard
    4.9 • 691 reviews
    $57
    2-Hour Private Cruise in Siesta Key
    Boat Tours

    2-Hour Private Cruise in Siesta Key

    Cruise Siesta Key’s western coast with your private group

    Cruise Siesta Key’s western coast with your private group
    4.9 • 691 reviews
    $57/ person
    Private 2-Hour Cruise in Siesta Key
    Boat Tours

    Private 2-Hour Cruise in Siesta Key

    Cruise Siesta Key’s western coast on a private 2-hour daytime or sunset boat ride

    Cruise Siesta Key’s western coast on a private 2-hour daytime or sunset boat ride
    4.9 • 691 reviews
    $57
    2-Hour Sunset Cruise in Sarasota
    Boat Tours

    2-Hour Sunset Cruise in Sarasota

    Plan a private coastal cruise with your own food and drinks

    Plan a private coastal cruise with your own food and drinks
    4.9 • 691 reviews
    $57/ person
    4.5-Hour Cruise in Bradenton Beach
    Boat Tours

    4.5-Hour Cruise in Bradenton Beach

    Customize a Gulf Coast cruise with sandbar swims and waterfront stops

    Customize a Gulf Coast cruise with sandbar swims and waterfront stops
    4.9 • 691 reviews
    $684
    Sarasota Private Cruise
    Boat Tours

    Sarasota Private Cruise

    Customize a private cruise along Florida's western coast

    Customize a private cruise along Florida's western coast
    4.9 • 691 reviews
    $114/ person
    2-Hour Cruise in Venice
    Boat Tours

    2-Hour Cruise in Venice

    Private coastal cruising with flexible routes and sunset options

    Private coastal cruising with flexible routes and sunset options
    4.9 • 691 reviews
    $57/ person
    Venice Sandbar Cruise
    Boat Tours

    Venice Sandbar Cruise

    Cruise Venice’s coast with time for dolphin searching, swimming, and waterfront stops

    Cruise Venice’s coast with time for dolphin searching, swimming, and waterfront stops
    4.9 • 691 reviews
    $114/ person
    1…101112…23

    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.