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

    Water Activities in Siesta Key, FL

    Showing 433-456 of 532 results
    Pontoon Boat Rental in Holmes Beach
    Up to 12

    Pontoon Boat Rental in Holmes Beach

    Rent a boat for 4 hours to 7 days, with space for up to 12 passengers

    $509& up
    Private Beach Cat Boat Tour

    Private Beach Cat Boat Tour

    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

    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

    $612& up
    8-Hour Private Sailing Charter From Treasure Island

    8-Hour Private Sailing Charter From Treasure Island

    Sail for 8 hours and choose Egmont Key, Anna Maria, or Shell Key

    $3,260
    Cruise Sarasota on a 4-Hour Tritoon Rental
    Up to 12

    Cruise Sarasota on a 4-Hour Tritoon Rental

    Rent a 26-foot tritoon with seating and shade for up to 12

    $485
    Full-Day 26' Tritoon Boat Rental in Siesta Key
    Up to 12

    Full-Day 26' Tritoon Boat Rental in Siesta Key

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

    $626/ boat
    Half-Day Deck Boat Rental in Sarasota
    Up to 4

    Half-Day Deck Boat Rental in Sarasota

    Cruise Sarasota Bay with a 17-foot deck boat rental

    $293/ boat
    25' Pontoon Rental in Siesta Key
    Up to 12

    25' Pontoon Rental in Siesta Key

    Lounge on plush seating and swim from the rear boarding ladder

    $428/ boat
    Full-Day 25' Pontoon Boat Rental in Siesta Key
    Up to 12

    Full-Day 25' Pontoon Boat Rental in Siesta Key

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

    $570/ boat
    Private Half-Day Sail & Shelling Trip to Shell Key

    Private Half-Day Sail & Shelling Trip to Shell Key

    Sail to Shell Key for swimming, snorkeling, and shelling

    $1,621
    Cruise Treasure Island On A 2-Hour Sunset Sail

    Cruise Treasure Island On A 2-Hour Sunset Sail

    Private 2-hour sunset sail with bay views and dolphin spotting

    $1,060
    Full-Day Deck Boat Rental on Sarasota Bay
    Up to 4

    Full-Day Deck Boat Rental on Sarasota Bay

    Cruise and anchor around Sarasota Bay by deck boat

    $434/ boat
    Half-Day 21' Deck Boat Rental in Siesta Key
    Up to 8

    Half-Day 21' Deck Boat Rental in Siesta Key

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

    $372/ boat
    Full-Day Pontoon Boat Rental in Sarasota
    Up to 10

    Full-Day Pontoon Boat Rental in Sarasota

    Rent a 23-foot pontoon for up to 10 people

    $524
    Full-Day Deck Boat Rental In Siesta Key
    Up 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

    $513/ boat
    Explore Sarasota Bay on a 3-Hour Boat Tour

    Explore Sarasota Bay on a 3-Hour Boat Tour

    Spend 3 hours cruising Sarasota Bay with a sandbar stop

    $424
    Parasailing Flight in St. Pete Beach

    Parasailing Flight in St. Pete Beach

    Parasail up to 300 feet above St. Pete Beach with a USCG-inspected boat

    $128/ person
    Anna Maria Island Tahoe T18 Deck Boat Rental

    Anna Maria Island Tahoe T18 Deck Boat Rental

    Cruise Anna Maria Island and relax at a sandbar

    $520/ boat
    2-Hour Sarasota Bay Boat Tour

    2-Hour Sarasota Bay Boat Tour

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

    $311
    Tierra Verde Kayak & Paddleboard Rentals

    Tierra Verde Kayak & Paddleboard Rentals

    Explore Tierra Verde waters by kayak or stand-up paddleboard

    $34/ rental
    2-Hour Kayak & Paddleboard Rentals in Tierra Verde

    2-Hour Kayak & Paddleboard Rentals in Tierra Verde

    Get on the water with all-ages kayak and paddleboard rentals

    $45/ rental
    3-Hour Kayak & Paddleboard Rentals in Tierra Verde

    3-Hour Kayak & Paddleboard Rentals in Tierra Verde

    Paddle Tierra Verde waters by kayak or stand-up paddleboard

    $57/ equipment
    4-Hour Kayak & Paddleboard Rental in Tierra Verde

    4-Hour Kayak & Paddleboard Rental in Tierra Verde

    Explore Tierra Verde waters by kayak or stand-up paddleboard

    $68& up
    Anna Maria Island Sandbar Snorkeling Tour

    Anna Maria Island Sandbar Snorkeling Tour

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

    $684
    1…181920…23
    Siesta Key Things To Do
    Boat Tours126Kayaking Tours91Boat Rentals88Yacht Charters64Fishing Charters58
    More
    • Jet Skiing40
    • Dolphin Watching32
    • Bike Rentals27
    • Car Rentals19
    • Snorkeling17
    • Sunrise and Sunset Tours17
    • Equipment Rental14

    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.

    Train Tours
    12
  • Paddleboarding10
  • Parasailing9
  • Scuba Diving9
  • Food Tours8
  • Ferries7
  • Helicopter Tours7
  • Stand Up Paddle Boarding7
  • Trolley Tours7
  • Bar and Pub Crawl6
  • Bike Tours5
  • Ghost and Haunted5
  • Historical Tours5