Free Concierge Service
    Text or call 1-877-GREET-WELL
    Ask AIAI
    Ask AIAI
    Why travelers choose Greetwell

    Curated by our team

    Every experience is hand selected and approved by Greetwell.

    Personal concierge

    Real humans available to help before, during, and after your booking.

    Intimate & authentic

    Including unique in-home experiences you won't find anywhere else.

    Easy booking & cancellation

    Reserve in minutes with free cancellation on most experiences.

    Greetwell

    Experiences that stay with you long after the trip

    Greetwell curates authentic local experiences and provides personal concierge support in over 500 destinations, helping you explore confidently wherever you go.

    About

    • Our Story
    • For Experience Providers
    • For Hospitality Partners
    • For Developers

    Resources

    • Travel Guides
    • Experience Gift Cards
    • Help Center
    [email protected]1-877-GREET-WELL

    Safe & Secure Payments

    © 2026 Greetwell, Inc. All rights reserved.
    Privacy PolicyTerms
    Free Concierge Service
    Text or call 1-877-GREET-WELL
    Ask AIAI
    Ask AIAI
    1. Local experiences
    2. /All experiences
    3. /Water Activities

    Best results for Water Activities in Longboat Key, FL

    Showing 217-240 of 532 results
    15-Minute Banana Boat Ride in Siesta Key
    Tubing

    15-Minute Banana Boat Ride in Siesta Key

    Cruise Siesta Key’s shoreline from a beachfront pickup point

    Cruise Siesta Key’s shoreline from a beachfront pickup point
    4.9 • 9.2K reviews
    $55
    2-Hour Private Sarasota Sightseeing Cruise
    Boat Tours

    2-Hour Private Sarasota Sightseeing Cruise

    Customize your 2-hour private TriToon cruise with a captain included

    Customize your 2-hour private TriToon cruise with a captain included
    5.0 • 138 reviews
    $399
    Cruise Sarasota on a 4.5-Hour Private Sandbar Charter
    Yacht Charters

    Cruise Sarasota on a 4.5-Hour Private Sandbar Charter

    Customize a 4.5-hour private sandbar charter with a captain

    Customize a 4.5-hour private sandbar charter with a captain
    5.0 • 138 reviews
    $684
    Guided Beach Fishing Trip in Sarasota
    Fishing Charters

    Guided Beach Fishing Trip in Sarasota

    Learn shoreline fishing techniques with a captain along Sarasota's Gulf Coast

    Learn shoreline fishing techniques with a captain along Sarasota's Gulf Coast
    4.9 • 30 reviews
    $318& up
    Guided Beach Snook Fishing Trip in Sarasota
    Fishing Charters

    Guided Beach Snook Fishing Trip in Sarasota

    Target snook from Sarasota's shoreline with a guide

    Target snook from Sarasota's shoreline with a guide
    4.9 • 30 reviews
    $424
    Sarasota 4-8-Hour Private Charter
    Yacht Charters

    Sarasota 4-8-Hour Private Charter

    Customize a Sarasota cruise with an experienced captain

    Customize a Sarasota cruise with an experienced captain
    $631& up
    Sarasota Restaurant & Pub Dock Hop Cruise
    Boat Tours

    Sarasota Restaurant & Pub Dock Hop Cruise

    Cruise Sarasota’s waterways between waterfront restaurants and tiki bars

    Cruise Sarasota’s waterways between waterfront restaurants and tiki bars
    $631& up
    Sarasota Private Sightseeing Charter
    Boat Tours

    Sarasota Private Sightseeing Charter

    Customize your private cruise with sandbar, beach, dining, and wildlife stops

    Customize your private cruise with sandbar, beach, dining, and wildlife stops
    $403& up
    Siesta Key 24' Pontoon Boat Rental
    Boat RentalsUp to 10

    Siesta Key 24' Pontoon Boat Rental

    Cruise Sarasota Bay waterways with shade, storage, and room to fish or relax

    Cruise Sarasota Bay waterways with shade, storage, and room to fish or relax
    4.8 • 1.2K reviews
    $451/ boat
    24' Pontoon Boat Rental in Sarasota
    Boat RentalsUp to 10

    24' Pontoon Boat Rental in Sarasota

    Cruise Sarasota Bay’s mangroves, sandbars, and beaches by pontoon

    Cruise Sarasota Bay’s mangroves, sandbars, and beaches by pontoon
    4.8 • 1.2K reviews
    $620/ boat
    Siesta Key 27' Pontoon Boat Rental
    Boat RentalsUp to 14

    Siesta Key 27' Pontoon Boat Rental

    Cruise Sarasota Bay and the Intracoastal on a roomy pontoon

    Cruise Sarasota Bay and the Intracoastal on a roomy pontoon
    4.8 • 1.2K reviews
    $507/ boat
    Siesta Key 27' Pontoon Boat Rental
    Boat RentalsUp to 14

    Siesta Key 27' Pontoon Boat Rental

    Cruise Sarasota Bay and the Intracoastal with room for up to 14

    Cruise Sarasota Bay and the Intracoastal with room for up to 14
    4.8 • 1.2K reviews
    $677/ boat
    Siesta Key 4-Hour Pontoon Boat Rental
    Boat RentalsUp to 8

    Siesta Key 4-Hour Pontoon Boat Rental

    Cruise Sarasota’s Intracoastal waterways on a shaded pontoon

    Cruise Sarasota’s Intracoastal waterways on a shaded pontoon
    4.8 • 1.2K reviews
    $371/ boat
    20' Pontoon Boat Rental in Siesta Key
    Boat RentalsUp to 8

    20' Pontoon Boat Rental in Siesta Key

    Cruise Sarasota Bay and Intracoastal waterways aboard a shaded pontoon

    Cruise Sarasota Bay and Intracoastal waterways aboard a shaded pontoon
    4.8 • 1.2K reviews
    $564/ boat
    Siesta Key 22' Center Console Boat Rental
    Boat RentalsUp to 8

    Siesta Key 22' Center Console Boat Rental

    Cruise Sarasota’s bays and waterways with fishing-ready gear

    Cruise Sarasota’s bays and waterways with fishing-ready gear
    4.8 • 1.2K reviews
    $451/ boat
    Siesta Key 22' Center Console Boat Rental
    Boat RentalsUp to 8

    Siesta Key 22' Center Console Boat Rental

    Cruise or fish Sarasota Bay on a 22-foot center console

    Cruise or fish Sarasota Bay on a 22-foot center console
    4.8 • 1.2K reviews
    $620/ boat
    Siesta Key 4-Hour Southwind Boat Rental
    Boat RentalsUp to 8

    Siesta Key 4-Hour Southwind Boat Rental

    Cruise Sarasota Bay and Intracoastal waterways on a shaded sportdeck boat

    Cruise Sarasota Bay and Intracoastal waterways on a shaded sportdeck boat
    4.8 • 1.2K reviews
    $394/ boat
    Siesta Key 9-Hour Sportdeck Boat Rental
    Boat RentalsUp to 8

    Siesta Key 9-Hour Sportdeck Boat Rental

    Cruise Sarasota’s Intracoastal waterways for fishing or beachside exploring

    Cruise Sarasota’s Intracoastal waterways for fishing or beachside exploring
    4.8 • 1.2K reviews
    $564/ boat
    4-Hour Sport Deck Boat Rental in Siesta Key
    Boat RentalsUp to 10

    4-Hour Sport Deck Boat Rental in Siesta Key

    Cruise Sarasota Bay on a roomy SportDeck boat

    Cruise Sarasota Bay on a roomy SportDeck boat
    4.8 • 1.2K reviews
    $507/ boat
    Siesta Key 2400 SportDeck Boat Rental
    Boat RentalsUp to 10

    Siesta Key 2400 SportDeck Boat Rental

    Cruise Sarasota Bay and Intracoastal waterways on a shaded SportDeck

    Cruise Sarasota Bay and Intracoastal waterways on a shaded SportDeck
    4.8 • 1.2K reviews
    $677/ boat
    Cruise Sarasota on a 4-Hour Tritoon Rental
    Boat RentalsUp to 12

    Cruise Sarasota on a 4-Hour Tritoon Rental

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

    Rent a 26-foot tritoon with seating and shade for up to 12
    $485
    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
    1…91011…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.