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

    Best results for Water Activities in Siesta Key, FL

    Showing 313-336 of 381 results
    Private Fishing Charter in Holmes Beach
    Fishing Charters

    Private Fishing Charter in Holmes Beach

    Fish Anna Maria waters with a fourth-generation local captain

    Fish Anna Maria waters with a fourth-generation local captain
    5.0 • 15 reviews
    $1,060& up
    Double Kayak Rental in Anna Maria Island
    Kayaking Tours

    Double Kayak Rental in Anna Maria Island

    Paddle together with free local beach delivery and pickup

    Paddle together with free local beach delivery and pickup
    4.6 • 275 reviews
    $65/ kayak
    Paddle Board Rental on Anna Maria Island
    Paddleboarding

    Paddle Board Rental on Anna Maria Island

    Flexible paddle board rentals with free local beach delivery and pickup

    Flexible paddle board rentals with free local beach delivery and pickup
    4.6 • 275 reviews
    $65/ board
    Single Kayak Rental on Anna Maria Island
    Kayaking Tours

    Single Kayak Rental on Anna Maria Island

    Flexible rental periods with free local beach delivery and pickup

    Flexible rental periods with free local beach delivery and pickup
    4.6 • 275 reviews
    $42/ kayak
    Tandem Kayak Rental in Tampa Bay
    Kayaking Tours

    Tandem Kayak Rental in Tampa Bay

    Paddle a tandem kayak from the canals to Tampa Bay

    Paddle a tandem kayak from the canals to Tampa Bay
    4.9 • 734 reviews
    $40/ kayak
    Anna Maria Single Kayak Rental
    Kayaking Tours

    Anna Maria Single Kayak Rental

    Paddle Anna Maria canals or venture into Tampa Bay

    Paddle Anna Maria canals or venture into Tampa Bay
    4.9 • 734 reviews
    $28/ kayak
    Boat Rental in Englewood on a 22' Tritoon
    Boat RentalsUp to 12

    Boat Rental in Englewood on a 22' Tritoon

    Comfortable tritoon rental with shaded seating and onboard navigation gear

    Comfortable tritoon rental with shaded seating and onboard navigation gear
    4.9 • 99 reviews
    $459/ boat
    Private Canal Cruise in Englewood
    Boat Tours

    Private Canal Cruise in Englewood

    Cruise scenic waterways with a captain and look for local dolphins

    Cruise scenic waterways with a captain and look for local dolphins
    5.0 • 478 reviews
    $1,017
    Parasailing Flight in Englewood
    Parasailing

    Parasailing Flight in Englewood

    Fly solo, double, or triple on a parasail flight

    Fly solo, double, or triple on a parasail flight
    5.0 • 914 reviews
    $112/ person
    Englewood 90HP Pontoon Rental
    Boat RentalsUp to 11

    Englewood 90HP Pontoon Rental

    Cruise, fish, shell, or picnic aboard a 90HP pontoon

    Cruise, fish, shell, or picnic aboard a 90HP pontoon
    4.8 • 33 reviews
    $367/ boat
    Englewood 90HP Pontoon Boat Rental
    Boat RentalsUp to 9

    Englewood 90HP Pontoon Boat Rental

    Cruise Lemon Bay and stop at Stump Pass on a family-friendly pontoon

    Cruise Lemon Bay and stop at Stump Pass on a family-friendly pontoon
    4.8 • 33 reviews
    $367/ boat
    Lemon Bay Skiff Rental
    Boat RentalsUp to 6

    Lemon Bay Skiff Rental

    Fish and cruise Lemon Bay’s backwaters aboard a 50HP skiff

    Fish and cruise Lemon Bay’s backwaters aboard a 50HP skiff
    4.8 • 33 reviews
    $241/ boat
    Englewood 21' Fishing Boat Rental
    Boat RentalsUp to 6

    Englewood 21' Fishing Boat Rental

    A fishing-ready center console for bridges and beaches around Manasota Key

    A fishing-ready center console for bridges and beaches around Manasota Key
    4.8 • 33 reviews
    $385/ boat
    Manasota Key Bayliner Deck Boat Rental
    Boat RentalsUp to 8

    Manasota Key Bayliner Deck Boat Rental

    Cruise Manasota Key with shade, storage and Bluetooth sound

    Cruise Manasota Key with shade, storage and Bluetooth sound
    4.8 • 33 reviews
    $367/ boat
    Tierra Verde Kayak & Paddleboard Rentals
    Paddleboarding

    Tierra Verde Kayak & Paddleboard Rentals

    Explore Tierra Verde waters by kayak or stand-up paddleboard

    Explore Tierra Verde waters by kayak or stand-up paddleboard
    $34/ rental
    2-Hour Kayak & Paddleboard Rentals in Tierra Verde
    Kayaking Tours

    2-Hour Kayak & Paddleboard Rentals in Tierra Verde

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

    Get on the water with all-ages kayak and paddleboard rentals
    $45/ rental
    3-Hour Kayak & Paddleboard Rentals in Tierra Verde
    Paddleboarding

    3-Hour Kayak & Paddleboard Rentals in Tierra Verde

    Paddle Tierra Verde waters by kayak or stand-up paddleboard

    Paddle Tierra Verde waters by kayak or stand-up paddleboard
    $57/ equipment
    4-Hour Kayak & Paddleboard Rental in Tierra Verde
    Kayaking Tours

    4-Hour Kayak & Paddleboard Rental in Tierra Verde

    Explore Tierra Verde waters by kayak or stand-up paddleboard

    Explore Tierra Verde waters by kayak or stand-up paddleboard
    $68& up
    Explore Sarasota Bay on a 3-Hour Boat Tour
    Boat Tours

    Explore Sarasota Bay on a 3-Hour Boat Tour

    Spend 3 hours cruising Sarasota Bay with a sandbar stop

    Spend 3 hours cruising Sarasota Bay with a sandbar stop
    $451
    2-Hour Sarasota Bay Boat Tour
    Boat Tours

    2-Hour Sarasota Bay Boat Tour

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

    Cruise Sarasota Bay’s homes, mangroves, and landmarks while watching for local wildlife
    $338
    Guided 3-Hour Shell Key Preserve Kayak Tour
    Kayaking Tours

    Guided 3-Hour Shell Key Preserve Kayak Tour

    Paddle Shell Key Preserve with owner-guides and time to explore the island

    Paddle Shell Key Preserve with owner-guides and time to explore the island
    5.0 • 361 reviews
    $62/ kayak
    Boca Grande Shark Fishing Charter
    Fishing Charters

    Boca Grande Shark Fishing Charter

    Target sharks off Boca Grande with Captain Steve

    Target sharks off Boca Grande with Captain Steve
    5.0 • 56 reviews
    $742& up
    Boca Grande Tarpon Fishing Charter
    Fishing Charters

    Boca Grande Tarpon Fishing Charter

    Target tarpon in Boca Grande’s Gulf Coast waters

    Target tarpon in Boca Grande’s Gulf Coast waters
    5.0 • 56 reviews
    $1,060& up
    Boca Grande Inshore Fishing Charter
    Fishing Charters

    Boca Grande Inshore Fishing Charter

    Cast for Gulf Coast favorites in Boca Grande’s backcountry waters

    Cast for Gulf Coast favorites in Boca Grande’s backcountry waters
    5.0 • 56 reviews
    $636& up
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    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.