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
    • 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 Stock Island, FL

    Showing 313-336 of 475 results
    Mimosa Morning Snorkel Sail in Key West
    Snorkeling

    Mimosa Morning Snorkel Sail in Key West

    Sail to the Florida Keys Reef for an easy morning snorkel

    Sail to the Florida Keys Reef for an easy morning snorkel
    4.7 • 8.1K reviews
    $46/ person
    Watch Dolphins on a Key West Sunset Sail
    Sailing

    Watch Dolphins on a Key West Sunset Sail

    Sail a luxury catamaran at sunset with tapas, drinks, and dolphin watching

    Sail a luxury catamaran at sunset with tapas, drinks, and dolphin watching
    4.7 • 8.1K reviews
    $88/ person
    Champagne Sunset Catamaran Cruise in Key West
    Sailing

    Champagne Sunset Catamaran Cruise in Key West

    Sail Key West at sunset with complimentary champagne and drinks

    Sail Key West at sunset with complimentary champagne and drinks
    4.7 • 8.1K reviews
    $58/ person
    Cruise to a Key West Sandbar With Lunch
    Boat Tours

    Cruise to a Key West Sandbar With Lunch

    Sail to a Key West sandbar with island-style lunch and drinks

    Sail to a Key West sandbar with island-style lunch and drinks
    4.7 • 8.1K reviews
    $185/ person
    Guided Backcountry Fishing Charter in Key West
    Private Fishing Charters

    Guided Backcountry Fishing Charter in Key West

    Backcountry flats fishing for up to 4 anglers on the ShadowCaster

    Backcountry flats fishing for up to 4 anglers on the ShadowCaster
    5.0 • 168 reviews
    $742& up
    Guided Backcountry Fishing Charter in Key West
    Fishing Charters

    Guided Backcountry Fishing Charter in Key West

    Fish the Lower Keys flats with tackle, bait, and licenses included

    Fish the Lower Keys flats with tackle, bait, and licenses included
    5.0 • 168 reviews
    $742& up
    6-Hour Offshore Fishing Charter in Key West
    Fishing Charters

    6-Hour Offshore Fishing Charter in Key West

    Fish lesser-fished offshore waters for mutton snapper and grouper on a 6-hour charter

    Fish lesser-fished offshore waters for mutton snapper and grouper on a 6-hour charter
    5.0 • 27 reviews
    $1,272
    12-Hour Dry Tortugas Fishing Charter From Key West
    Fishing Charters

    12-Hour Dry Tortugas Fishing Charter From Key West

    Fish and explore Fort Jefferson on a 12-hour Dry Tortugas charter

    Fish and explore Fort Jefferson on a 12-hour Dry Tortugas charter
    5.0 • 27 reviews
    $2,968
    4-Hour Reef & Wreck Fishing Charter in Key West
    Fishing Charters

    4-Hour Reef & Wreck Fishing Charter in Key West

    Fish Key West reefs and wrecks on a 4-hour morning charter

    Fish Key West reefs and wrecks on a 4-hour morning charter
    5.0 • 27 reviews
    $954
    10-Hour Swordfishing Charter In Key West
    Fishing Charters

    10-Hour Swordfishing Charter In Key West

    Fish the continental shelf for Broadbill Swordfish from Key West

    Fish the continental shelf for Broadbill Swordfish from Key West
    5.0 • 27 reviews
    $2,120
    Key West Night Snapper Fishing Charter
    Fishing Charters

    Key West Night Snapper Fishing Charter

    Fish after dark for snapper when they feed

    Fish after dark for snapper when they feed
    5.0 • 27 reviews
    $954
    8-Hour Fishing Charter in Key West
    Fishing Charters

    8-Hour Fishing Charter in Key West

    Fish offshore for mahi and stop at the reef for yellowtail action

    Fish offshore for mahi and stop at the reef for yellowtail action
    5.0 • 27 reviews
    $1,590
    Key West Night Fishing Charter
    Fishing Charters

    Key West Night Fishing Charter

    Target tarpon or sharks when nocturnal activity picks up

    Target tarpon or sharks when nocturnal activity picks up
    5.0 • 27 reviews
    $530/ boat
    Private Fishing Charter in Key West
    Fishing Charters

    Private Fishing Charter in Key West

    Fish Key West waters from a private 43-foot sport-fishing boat

    Fish Key West waters from a private 43-foot sport-fishing boat
    $1,060& up
    5-Hour Fishing Charter in Key West
    Fishing Charters

    5-Hour Fishing Charter in Key West

    Fish the Florida Keys with gear provided and your catch cleaned at the dock

    Fish the Florida Keys with gear provided and your catch cleaned at the dock
    4.4 • 117 reviews
    $93/ person
    2-Tank Vandenberg Wreck Dive in Key West
    Scuba Diving

    2-Tank Vandenberg Wreck Dive in Key West

    Explore the USNS Vandenberg on a 2-tank morning wreck dive

    Explore the USNS Vandenberg on a 2-tank morning wreck dive
    4.6 • 345 reviews
    $260/ person
    Scuba Refresher Course & 2-Tank Reef Dive in Key West
    Scuba Diving

    Scuba Refresher Course & 2-Tank Reef Dive in Key West

    Refresh your scuba skills with a pool session and a guided 2-tank reef dive

    Refresh your scuba skills with a pool session and a guided 2-tank reef dive
    4.6 • 345 reviews
    $131/ person
    Afternoon 2-Tank Reef Dive In Key West
    Scuba Diving

    Afternoon 2-Tank Reef Dive In Key West

    Dive Key West’s barrier reef on a 2-tank afternoon trip

    Dive Key West’s barrier reef on a 2-tank afternoon trip
    4.6 • 345 reviews
    $6/ person
    Sunset & Night Dive in Key West
    Scuba Diving

    Sunset & Night Dive in Key West

    Boat night dive for certified divers on Wednesday and Saturday nights

    Boat night dive for certified divers on Wednesday and Saturday nights
    4.6 • 345 reviews
    $199/ person
    2-Dive Scuba Course in Key West
    Scuba Diving

    2-Dive Scuba Course in Key West

    Learn scuba skills in the morning, then take two guided shallow-reef dives

    Learn scuba skills in the morning, then take two guided shallow-reef dives
    4.6 • 345 reviews
    $280/ person
    Private Sandbar Charter in Key West
    Yacht Charters

    Private Sandbar Charter in Key West

    Customize a private Key West boat day with room for your dog

    Customize a private Key West boat day with room for your dog
    $795& up
    Swim & Brunch Sail in Key West
    Sailing

    Swim & Brunch Sail in Key West

    Sail, swim, and brunch with bottomless mimosas on SV Argo Navis

    Sail, swim, and brunch with bottomless mimosas on SV Argo Navis
    5.0 • 365 reviews
    $153/ person
    Snorkel, Boca Grande & Sunset Cruise in Key West
    Snorkeling

    Snorkel, Boca Grande & Sunset Cruise in Key West

    Private 4-hour snorkel and Boca Grande cruise with sunset finish

    Private 4-hour snorkel and Boca Grande cruise with sunset finish
    5.0 • 26 reviews
    $1,108
    Key West 4-Hour Lunch Cruise & Sandbar Stop
    Boat Tours

    Key West 4-Hour Lunch Cruise & Sandbar Stop

    Cruise Key West, grab dockside lunch, and cool off at a nearby sandbar

    Cruise Key West, grab dockside lunch, and cool off at a nearby sandbar
    5.0 • 26 reviews
    $874
    1…131415…20

    Travel guides for Water Activities

    Do You Need a License to Rent a Boat in Florida? Your Complete Guide

    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.

    10 min read