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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 121-144 of 532 results
    Self-Guided Kayak & Paddleboard Rental in Sarasota

    Self-Guided Kayak & Paddleboard Rental in Sarasota

    Paddle independently with instruction at the launch site

    4.9 • 963 reviews
    $28/ rental
    Private Sandbar Charter in Sarasota

    Private Sandbar Charter in Sarasota

    Cruise Sarasota Bay your way, with time to unwind on a sandbar

    5.0 • 71 reviews
    $1,401& up
    Single Kayak Rental in Siesta Key

    Single Kayak Rental in Siesta Key

    Explore Midnight Pass independently by kayak

    5.0 • 196 reviews
    $47/ kayak
    Surf Lesson in Sarasota

    Surf Lesson in Sarasota

    Learn to surf in Sarasota with a coach-led lesson

    4.9 • 3.3K reviews
    $123& up
    Private Nearshore Gulf Fishing Charter in Holmes Beach

    Private Nearshore Gulf Fishing Charter in Holmes Beach

    Fish the Gulf and take home your keepable catch, cleaned and filleted

    5.0 • 67 reviews
    $735& up
    Mangrove Kayak Rental at Emerson Point Preserve

    Mangrove Kayak Rental at Emerson Point Preserve

    Enjoy a peaceful morning paddle on Terra Ceia Bay

    5.0 • 88 reviews
    $48& up
    Cruise Sarasota on a Private 2-Hour Charter

    Cruise Sarasota on a Private 2-Hour Charter

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

    4.9 • 691 reviews
    $57
    Private Custom Boat Tour on Anna Maria Island

    Private Custom Boat Tour on Anna Maria Island

    Shape your day on the water with island stops, shallow-water exploring, and time to relax

    5.0 • 66 reviews
    $359& up
    Sunset Dolphin Cruise in Bradenton Beach

    Sunset Dolphin Cruise in Bradenton Beach

    Private Gulf cruise with sunset views and chances to spot marine life

    5.0 • 122 reviews
    $452
    Evening Offshore Fishing Charter in Bradenton

    Evening Offshore Fishing Charter in Bradenton

    Cast for bay and nearshore reef species on a private evening trip

    5.0 • 100 reviews
    $741
    Venice Beach Parasailing: 1,200 Feet High

    Venice Beach Parasailing: 1,200 Feet High

    Soar up to 1,200 feet and enjoy panoramic views on an exhilarating parasail ride.

    4.9 • 461 reviews
    $112/ person
    Cruise Sarasota Bay on a 6-Hour Private Yacht Charter

    Cruise Sarasota Bay on a 6-Hour Private Yacht Charter

    Charter a 38-foot Sea Ray for 6 hours of Sarasota Bay cruising

    4.9 • 517 reviews
    $2,527
    Self-Guided Kayak & Paddleboard Rental on Sarasota Bay

    Self-Guided Kayak & Paddleboard Rental on Sarasota Bay

    Paddle independently with a written itinerary and instruction before you launch

    4.9 • 963 reviews
    $40/ rental
    Mimosa Cruise in Sarasota

    Mimosa Cruise in Sarasota

    Sip mimosas on Sarasota Bay while looking for dolphins

    5.0 • 71 reviews
    $875
    Siesta Key Double Kayak Rental

    Siesta Key Double Kayak Rental

    Paddle independently through Midnight Pass at your own pace

    5.0 • 196 reviews
    $65/ kayak
    Lido Key Kayak Rental from Ted Sperling Nature Park

    Lido Key Kayak Rental from Ted Sperling Nature Park

    Enjoy a relaxed paddle with the essentials provided

    4.9 • 322 reviews
    $55/ kayak
    South Lido Mangrove Tunnel Kayak Tour in Sarasota

    South Lido Mangrove Tunnel Kayak Tour in Sarasota

    Kayak Little Sarasota Bay to South Lido’s shaded mangrove tunnels

    4.9 • 310 reviews
    $67/ kayak
    Sarasota Single Kayak Rental

    Sarasota Single Kayak Rental

    Paddle Midnight Pass at your own pace

    5.0 • 196 reviews
    $47/ kayak
    6-Hour Offshore Fishing Charter in Bradenton

    6-Hour Offshore Fishing Charter in Bradenton

    Reef fishing for seasonal offshore species

    5.0 • 100 reviews
    $953
    Tandem Kayak Rental on Sarasota Bay
    2

    Tandem Kayak Rental on Sarasota Bay

    Get your bearings with a detailed itinerary and launch-site instruction

    4.9 • 963 reviews
    $45/ kayak
    2-Hour Private Cruise in Siesta Key

    2-Hour Private Cruise in Siesta Key

    Cruise Siesta Key’s western coast with your private group

    4.9 • 691 reviews
    $57/ person
    Private 2-Hour Cruise in Siesta Key

    Private 2-Hour Cruise in Siesta Key

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

    4.9 • 691 reviews
    $57
    Sarasota 4-Hour Private Yacht Charter

    Sarasota 4-Hour Private Yacht Charter

    Cruise Sarasota Bay with space to swim, socialize and relax

    4.9 • 517 reviews
    $1,810
    Cruise Sarasota Bay on a Private Sunset Charter

    Cruise Sarasota Bay on a Private Sunset Charter

    Book a 3- or 4-hour private sunset cruise on a 38-foot Sea Ray

    4.9 • 517 reviews
    $1,808
    1…567…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