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

    Water Activities in Longboat Key, FL

    Showing 217-240 of 762 results
    Private 42' Sailing Catamaran Charter in Sarasota

    Private 42' Sailing Catamaran Charter in Sarasota

    Private 6–8 hour Bali 4.2 catamaran charter on Sarasota Bay

    4.9 • 517 reviews
    $3,522
    Private 42' Sailing Catamaran Charter in Sarasota
    2 to 3

    Private 42' Sailing Catamaran Charter in Sarasota

    Enjoy a customizable luxury sail with captain and mate aboard a spacious 42-ft catamaran.

    4.9 • 517 reviews
    $2,489
    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
    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
    Cruise Sarasota Bay on a 3-Hour Sunset Charter

    Cruise Sarasota Bay on a 3-Hour Sunset Charter

    Charter the 50' Memory Maker for 3 hours with four lounge areas

    4.9 • 517 reviews
    $2,463& up
    Half-Day Private 54' Pardo Yacht Charter in Sarasota

    Half-Day Private 54' Pardo Yacht Charter in Sarasota

    Charter the 54’ Pardo Exit Strategy for 4 hours on Sarasota Bay

    4.9 • 517 reviews
    $3,532
    Private 112' Luxury Yacht Charter on Sarasota Bay

    Private 112' Luxury Yacht Charter on Sarasota Bay

    Cruise Sarasota Bay on a 112' Westport with a private crew

    4.9 • 517 reviews
    $7,134
    63' Yacht Charter in Sarasota with Sandbar Stops

    63' Yacht Charter in Sarasota with Sandbar Stops

    Charter the 63' Prestige Peace for 4 hours with captain, mate, and fuel included

    4.9 • 517 reviews
    $3,527& up
    Private Half-Day 50' Catamaran Yacht Charter on Sarasota Bay

    Private Half-Day 50' Catamaran Yacht Charter on Sarasota Bay

    Relax across four social spaces on a private Sarasota Bay catamaran

    4.9 • 517 reviews
    $3,333
    Private Sunset Sailing Charter in St. Petersburg on a 48' Yacht

    Private Sunset Sailing Charter in St. Petersburg on a 48' Yacht

    Sail into golden hour aboard a private 48-foot Jeanneau yacht

    4.9 • 517 reviews
    $1,211
    38' Sea Ray Yacht Charter in Sarasota

    38' Sea Ray Yacht Charter in Sarasota

    Design a private Gulf Coast day with open-air lounging, swimming, and sandbar stops

    4.9 • 517 reviews
    $3,122
    Sarasota 50' Catamaran Charter

    Sarasota 50' Catamaran Charter

    Design your own Sarasota Bay day aboard a 50-foot power catamaran

    4.9 • 517 reviews
    $4,751
    Private 44' Catamaran Sunset Charter on Tampa Bay

    Private 44' Catamaran Sunset Charter on Tampa Bay

    Cruise Tampa Bay at sunset with flybridge views and space to unwind

    4.9 • 517 reviews
    $2,459
    44' Catamaran Charter in St. Petersburg

    44' Catamaran Charter in St. Petersburg

    Design your own Tampa Bay day aboard a spacious power catamaran

    4.9 • 517 reviews
    $4,207
    Private 40' Sailing Catamaran Charter in St. Petersburg

    Private 40' Sailing Catamaran Charter in St. Petersburg

    Private catamaran sailing with space to swim, paddle, and unwind

    4.9 • 517 reviews
    $2,916
    Private 40' Sailing Catamaran Charter in St. Petersburg

    Private 40' Sailing Catamaran Charter in St. Petersburg

    Sail Tampa Bay on a spacious catamaran with room to relax and swim

    4.9 • 517 reviews
    $1,744
    Sunset Sailing Charter in St. Pete

    Sunset Sailing Charter in St. Pete

    Sail Tampa Bay at golden hour aboard a 40-foot luxury catamaran

    4.9 • 517 reviews
    $1,744
    Private 48' Sailing Yacht Charter in St. Petersburg

    Private 48' Sailing Yacht Charter in St. Petersburg

    Private, wind-driven sailing aboard a 48-foot Jeanneau yacht

    4.9 • 517 reviews
    $1,705
    Offshore Fishing Charter in Sarasota

    Offshore Fishing Charter in Sarasota

    Fish Gulf waters with a licensed captain, mate, and fully equipped boat

    4.9 • 517 reviews
    $4,791
    3-Hour Yacht Charter in Sarasota

    3-Hour Yacht Charter in Sarasota

    Shape a private coastal cruise, sandbar stop, or harbor outing aboard a 42-foot yacht

    4.9 • 517 reviews
    $1,921
    Half-Day Private 43' Luxury Yacht Charter in Lakewood Ranch

    Half-Day Private 43' Luxury Yacht Charter in Lakewood Ranch

    Shape your own coastal cruise, sandbar stop, or waterfront outing aboard a private yacht

    4.9 • 517 reviews
    $2,297
    Private 43' Yacht Sunset Charter on Sarasota Bay

    Private 43' Yacht Sunset Charter on Sarasota Bay

    Private sunset cruising with a water-level lounge on Sarasota Bay

    4.9 • 517 reviews
    $2,297
    Full-Day Private 43' Yacht Charter near Sarasota

    Full-Day Private 43' Yacht Charter near Sarasota

    Shape your own coastal cruise, sandbar stop, or harbor outing aboard Giddy Up

    4.9 • 517 reviews
    $3,396
    1…91011…32
    Longboat Key Things To Do
    Boat Tours205Fishing Charters108Kayaking Tours107Boat Rentals100Yacht Charters90
    More
    • Dolphin Watching47
    • Jet Skiing46
    • Bike Rentals36
    • Snorkeling29
    • Sunrise and Sunset Tours21
    • Car Rentals20
    • Sailing18

    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.

    Paddleboarding
    16
  • Equipment Rental14
  • Train Tours12
  • Bike Tours10
  • Food Tours9
  • Parasailing9
  • Scuba Diving8
  • Stand Up Paddle Boarding8
  • Ferries7
  • Helicopter Tours7
  • Scooter Rentals7
  • Trolley Tours7
  • Bar and Pub Crawl6