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 Sugarloaf Key, FL

    Showing 241-264 of 654 results
    Key West Adults-Only Sandbar Cruise
    Boat Tours

    Key West Adults-Only Sandbar Cruise

    An adults-only sandbar outing with lunch, drinks and water toys

    An adults-only sandbar outing with lunch, drinks and water toys
    4.9 • 1K reviews
    $152/ person
    4-Hour Key West Sandbar Cruise
    Boat Tours

    4-Hour Key West Sandbar Cruise

    Paddle, float, and relax at Snipes Key Sandbar with lunch and drinks included

    Paddle, float, and relax at Snipes Key Sandbar with lunch and drinks included
    4.9 • 1K reviews
    $140/ person
    Key West Sandbar & Sunset Cruise
    Boat Tours

    Key West Sandbar & Sunset Cruise

    Lunch, water activities, and a sunset cruise in one Key West afternoon

    Lunch, water activities, and a sunset cruise in one Key West afternoon
    4.9 • 1K reviews
    $162/ person
    Private Sunset Cruise in Key West
    Yacht Charters

    Private Sunset Cruise in Key West

    Design a Key West charter around your group’s occasion

    Design a Key West charter around your group’s occasion
    4.9 • 1K reviews
    $3,519& up
    Private Boat Charter in Key West
    Yacht Charters

    Private Boat Charter in Key West

    Customize a private day on the water with lunch, drinks and watersports

    Customize a private day on the water with lunch, drinks and watersports
    4.9 • 1K reviews
    $3,519/ boat
    Private Snorkeling Charter in Key West
    Snorkeling

    Private Snorkeling Charter in Key West

    Learn to snorkel with an experienced captain in the Florida Keys

    Learn to snorkel with an experienced captain in the Florida Keys
    5.0 • 14 reviews
    $583& up
    2-Hour Key West Island & Harbor Cruise
    Boat Tours

    2-Hour Key West Island & Harbor Cruise

    See Key West sights and local history from the water without getting wet

    See Key West sights and local history from the water without getting wet
    5.0 • 14 reviews
    $424
    Private Sandbar Charter in Key West
    Yacht Charters

    Private Sandbar Charter in Key West

    Reach Key West sandbars for soft white sand and clear water

    Reach Key West sandbars for soft white sand and clear water
    5.0 • 14 reviews
    $636& up
    Key West Dolphin, Sandbar & Snorkel Charter
    Snorkeling

    Key West Dolphin, Sandbar & Snorkel Charter

    Choose a Key West charter that pairs snorkeling with a sandbar stop and dolphin viewing

    Choose a Key West charter that pairs snorkeling with a sandbar stop and dolphin viewing
    5.0 • 14 reviews
    $901
    Lobstering & Spearfishing Charter
    Private Fishing Charters

    Lobstering & Spearfishing Charter

    Catch lobster by hand with 3–8 hour charter options for up to 6 people

    Catch lobster by hand with 3–8 hour charter options for up to 6 people
    5.0 • 6 reviews
    $507& up
    Key West Fishing & Snorkeling Charter
    Fishing Charters

    Key West Fishing & Snorkeling Charter

    Pair reef exploration with fishing, lobstering, and sandbar time

    Pair reef exploration with fishing, lobstering, and sandbar time
    5.0 • 6 reviews
    $507& up
    Marquesas Keys Charter From Key West
    Yacht Charters

    Marquesas Keys Charter From Key West

    Explore remote islands, patch corals, and shipwrecks by charter

    Explore remote islands, patch corals, and shipwrecks by charter
    5.0 • 6 reviews
    $1,129& up
    Key West Sandbar & Snorkel Charter
    Snorkeling

    Key West Sandbar & Snorkel Charter

    Explore Florida Keys sandbars and mangrove mazes by boat

    Explore Florida Keys sandbars and mangrove mazes by boat
    5.0 • 6 reviews
    $337& up
    Key West Offshore Fishing Charter
    Fishing Charters

    Key West Offshore Fishing Charter

    Light-Tackle Reef and Wreck Fishing for Families and Beginners

    Light-Tackle Reef and Wreck Fishing for Families and Beginners
    5.0 • 6 reviews
    $678& up
    4-Hour Private Fishing Charter in Key West
    Private Fishing Charters

    4-Hour Private Fishing Charter in Key West

    Fish or relax on a private 4-hour charter with a local captain

    Fish or relax on a private 4-hour charter with a local captain
    5.0 • 2 reviews
    $954
    6-Hour Private Fishing Charter in Key West
    Private Fishing Charters

    6-Hour Private Fishing Charter in Key West

    Private 6-hour fishing charter for up to 4 anglers

    Private 6-hour fishing charter for up to 4 anglers
    5.0 • 2 reviews
    $1,113
    8-Hour Private Fishing Charter in Key West
    Private Fishing Charters

    8-Hour Private Fishing Charter in Key West

    Spend 8 hours on the water with a private captain and gear for up to 4 anglers

    Spend 8 hours on the water with a private captain and gear for up to 4 anglers
    5.0 • 2 reviews
    $1,272
    Reef Snorkeling Charter in Key West
    Snorkeling

    Reef Snorkeling Charter in Key West

    Snorkel Florida Keys reefs with gear, food, and drinks included

    Snorkel Florida Keys reefs with gear, food, and drinks included
    5.0 • 39 reviews
    $503/ person
    4-Hour Key West Snorkeling Cruise
    Snorkeling

    4-Hour Key West Snorkeling Cruise

    Snorkel Florida Keys Reefs With Gear, Food and Drinks Included

    Snorkel Florida Keys Reefs With Gear, Food and Drinks Included
    5.0 • 39 reviews
    $335/ person
    Key West 4-Hour Sandbar Charter
    Yacht Charters

    Key West 4-Hour Sandbar Charter

    Explore Key West’s turquoise waters and white-sand sandbars with food and drinks included

    Explore Key West’s turquoise waters and white-sand sandbars with food and drinks included
    5.0 • 39 reviews
    $279/ person
    6-Hour Key West Sandbar Charter
    Yacht Charters

    6-Hour Key West Sandbar Charter

    Enjoy a Key West sandbar day with food and drinks included

    Enjoy a Key West sandbar day with food and drinks included
    5.0 • 39 reviews
    $391/ person
    Key West Manatee Mangrove Cruise
    Boat Tours

    Key West Manatee Mangrove Cruise

    Slowly cruise Key West mangroves while looking for manatees and other wildlife

    Slowly cruise Key West mangroves while looking for manatees and other wildlife
    5.0 • 39 reviews
    $335/ person
    Key West Guided Reef & Wreck Dive Charter
    Scuba Diving

    Key West Guided Reef & Wreck Dive Charter

    Explore Key West coral reefs and shipwrecks with dive guides

    Explore Key West coral reefs and shipwrecks with dive guides
    5.0 • 39 reviews
    $783/ person
    Key West 4-Hour Sandbar Charter
    Yacht Charters

    Key West 4-Hour Sandbar Charter

    Enjoy turquoise waters, white sand beaches, and food and drinks on a Key West sandbar outing

    Enjoy turquoise waters, white sand beaches, and food and drinks on a Key West sandbar outing
    5.0 • 39 reviews
    $447/ person
    1…101112…28

    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.