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

    Water Activities in Stock Island, FL

    Showing 169-192 of 842 results
    Private Sunset Cruise in Key West

    Private Sunset Cruise in Key West

    Cruise Key West harbor at sunset with your group and captain

    4.9 • 5.9K reviews
    $427
    Powerboat Race Viewing Cruise in Key West

    Powerboat Race Viewing Cruise in Key West

    Watch the Powerboat Races from a captain-led spot on the water

    4.9 • 5.9K reviews
    $149/ person
    Clothing-Optional Private Charter in Stock Island

    Clothing-Optional Private Charter in Stock Island

    A discreet, captain-led private escape on Florida Keys waters

    5.0 • 74 reviews
    $1,373& up
    Key West Memorial Ash-Scattering Charter

    Key West Memorial Ash-Scattering Charter

    Hold a private, personalized farewell at sea with a caring local captain

    5.0 • 74 reviews
    $1,055
    Champagne Sunset Sailing Cruise in Key West

    Champagne Sunset Sailing Cruise in Key West

    Private sunset sailing with bubbly, wines and a gourmet cheese buffet

    4.9 • 635 reviews
    $1,016
    Dry Tortugas Private Snorkel & Dive Charter From Key West

    Dry Tortugas Private Snorkel & Dive Charter From Key West

    Spend 10 hours exploring Fort Jefferson and snorkel or dive Dry Tortugas sites

    4.9 • 330 reviews
    $3,404
    Key West 4-Hour Light Tackle Fishing Charter

    Key West 4-Hour Light Tackle Fishing Charter

    Fish calm nearshore waters from the Stella Blue

    4.9 • 287 reviews
    $918/ boat
    Sandbar & Snorkel Boat Charter in Key West

    Sandbar & Snorkel Boat Charter in Key West

    Cruise Key West backcountry, snorkel reefs, and relax at a sandbar on a private charter

    5.0 • 55 reviews
    $1,361/ boat
    17' Center Console Boat Rental in Cudjoe Key
    Up to 6

    17' Center Console Boat Rental in Cudjoe Key

    Take the helm of a GPS-equipped center console for daytime Keys boating

    5.0 • 58 reviews
    $568/ boat
    2-Hour Key West Seaport Cruise

    2-Hour Key West Seaport Cruise

    Cruise Key West’s seaport by tiki boat with captain-guided local stories

    4.9 • 192 reviews
    $85/ person
    Snorkel & Sunset Sail Cruise in Key West

    Snorkel & Sunset Sail Cruise in Key West

    Snorkel the living coral reef, then sail into the Key West sunset with included drinks

    4.9 • 12.7K reviews
    $57/ person
    Key West 3.5-Hour Sandbar Kayak & Paddleboard Tour

    Key West 3.5-Hour Sandbar Kayak & Paddleboard Tour

    Cruise to a Key West sandbar with kayaking, paddleboards, lunch, and drinks

    4.9 • 12.7K reviews
    $110/ person
    Guided 2-Tank Reef Dive in Key West

    Guided 2-Tank Reef Dive in Key West

    Do two guided reef dives with an in-water divemaster

    4.9 • 330 reviews
    $226/ person
    4-Hour Light Tackle Fishing Charter in Key West

    4-Hour Light Tackle Fishing Charter in Key West

    Cast light tackle from Stella Blue in calm nearshore waters

    4.9 • 287 reviews
    $1,080/ boat
    Cudjoe Key 24' Center Console Boat Rental
    Up to 8

    Cudjoe Key 24' Center Console Boat Rental

    GPS-guided center console for Keys exploration

    5.0 • 58 reviews
    $624/ boat
    4-Hour Sandbar Cruise in Key West

    4-Hour Sandbar Cruise in Key West

    Share a laid-back Key West sandbar outing with fellow travelers

    5.0 • 55 reviews
    $284/ person
    Key West Tiki Boat Sunset Cruise Past Mallory Square

    Key West Tiki Boat Sunset Cruise Past Mallory Square

    Cruise Key West Harbor on a tiki boat at sunset

    4.9 • 192 reviews
    $91/ person
    Private 4-Hour Wreck Dive Charter

    Private 4-Hour Wreck Dive Charter

    Dive the USNS General Hoyt S Vandenberg on a private 2-tank wreck trip

    4.9 • 330 reviews
    $1,192
    Key West Private Fishing Charter

    Key West Private Fishing Charter

    A crewed private charter shaped around your preferences

    4.9 • 287 reviews
    $1,080/ boat
    Key West Custom Boat Charter

    Key West Custom Boat Charter

    Build a private Key West day around snorkeling, fishing, sandbars, or Dry Tortugas

    5.0 • 55 reviews
    $1,020/ boat
    22' Deck Boat Rental with Dock Delivery in Cudjoe Key
    Up to 12

    22' Deck Boat Rental with Dock Delivery in Cudjoe Key

    GPS-guided cruising and fishing around Cudjoe Key

    5.0 • 58 reviews
    $596/ boat
    90-Minute Guided Jet Ski Tour in Key West

    90-Minute Guided Jet Ski Tour in Key West

    Ride a 28-mile guided jet ski loop around Key West from Opal Key Marina

    4.9 • 12.7K reviews
    $151/ jet-ski
    Private 2-Tank Reef Dive Charter in Key West

    Private 2-Tank Reef Dive Charter in Key West

    Book a private reef dive with an in-water divemaster for up to 6 guests

    4.9 • 330 reviews
    $1,192
    18' Pontoon Boat Rental in Cudjoe Key

    18' Pontoon Boat Rental in Cudjoe Key

    GPS-equipped pontoon rental with boat delivery

    5.0 • 58 reviews
    $511/ boat
    1…789…36
    Stock Island Things To Do
    Fishing Charters199Boat Tours170Yacht Charters99Snorkeling87Sailing81
    More
    • Boat Rentals68
    • Scuba Diving58
    • Car Rentals48
    • Sunrise and Sunset Tours39
    • Bike Rentals34
    • Private Fishing Charters25
    • Dolphin Watching24

    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.

    Kayaking Tours15
  • Jet Skiing14
  • Scooter Rentals12
  • Ghost and Haunted9
  • Scavenger Hunts8
  • Scenic Flights7
  • Bar and Pub Crawl6
  • Dinner Cruises6
  • Parasailing6
  • Private Boat Charters6
  • Helicopter Tours5
  • Historical Tours5
  • Bike Tours4