Must Do Key West
    What the Conchs know & love

    Things to do in Key West

    Our featured shortlist — 31 standout trips across every category, all bookable direct.

    Key West Champagne Sunset Sail on Schooner America 2.0
    Sunset Cruises & Sails

    Key West Champagne Sunset Sail on Schooner America 2.0

    Classic Harbor Line - Key West

    Key West
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    Dolphin Watch + Guided Snorkel & Sandbar aboard SQUID
    Snorkeling & Reef Trips

    Dolphin Watch + Guided Snorkel & Sandbar aboard SQUID

    Honest Eco

    Key West
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    Private Secret Local Sandbars Escape
    Sandbar Trips

    Private Secret Local Sandbars Escape

    Six Fins Boat Charter - Perry Marina

    Stock Island
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    2-HOUR FLAGSHIP GUIDED JET SKI TOUR - PERRY MARINA
    Jet Ski Tours & Rentals

    2-HOUR FLAGSHIP GUIDED JET SKI TOUR - PERRY MARINA

    Six Fins Jet Ski Rental - Perry Marina

    Key West
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    Cowgirl 45' Premium Offshore Fishing Charter
    Fishing Charters

    Cowgirl 45' Premium Offshore Fishing Charter

    Cowboy Charters

    Key West
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    Discover the Marquesas Keys
    Sightseeing Boat Tours

    Discover the Marquesas Keys

    Six Fins Boat Charter - Perry Marina

    Stock Island
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    The Southernmost Food Tour
    Food, Cocktail & Culinary Tours

    The Southernmost Food Tour

    Food Tour (Key West Food Tours)

    Key West
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    Private Snorkel Adventure
    Snorkeling & Reef Trips

    Private Snorkel Adventure

    Six Fins Boat Charter - Perry Marina

    Stock Island
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    Sandbar Safari
    Sandbar Trips

    Sandbar Safari

    Sebago Watersports

    Key West
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    2-HOUR FLAGSHIP GUIDED JET SKI TOUR - HURRICANE HOLE
    Jet Ski Tours & Rentals

    2-HOUR FLAGSHIP GUIDED JET SKI TOUR - HURRICANE HOLE

    Six Fins Jet Ski Rental - Hurricane Hole

    Key West
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    Blue Cowboy 34' Premium Light Tackle Fishing Charter
    Fishing Charters

    Blue Cowboy 34' Premium Light Tackle Fishing Charter

    Cowboy Charters

    Key West
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    12hr Dry Tortugas Day Trip - 35' Carolina Classic
    Dry Tortugas Trips

    12hr Dry Tortugas Day Trip - 35' Carolina Classic

    Good Times Key West

    Key West
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    Insider’s Hemingway Experience
    Food, Cocktail & Culinary Tours

    Insider’s Hemingway Experience

    Food Tour (Key West Food Tours)

    Key West
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    Swim Stop - Mac's Place Dock
    Party / Tiki Cruises

    Swim Stop - Mac's Place Dock

    Cruisin Tikis Key West

    Key West
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    Key West Sunset Cruise on a Tiki Boat
    Sunset Cruises & Sails

    Key West Sunset Cruise on a Tiki Boat

    Key West Promotions

    Key West
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    Snorkeling Excursion!
    Snorkeling & Reef Trips

    Snorkeling Excursion!

    Mermaid Charters Key West

    Key West
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    JetSki Tour (Departs From Key West)
    Jet Ski Tours & Rentals

    JetSki Tour (Departs From Key West)

    Sunset Watersports

    Key West
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    Private Charter Sandbar + Snorkel aboard COWFiSH
    Snorkeling & Reef Trips

    Private Charter Sandbar + Snorkel aboard COWFiSH

    Honest Eco

    Key West
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    Hemingway Food & Walking Tour
    Food, Cocktail & Culinary Tours

    Hemingway Food & Walking Tour

    Hemingway in Key West Tours

    Key West
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    Private Guided Tours
    Kayak & Mangrove Tours

    Private Guided Tours

    The Paddle Hut at Geiger Key

    Key West
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    Sunset Cruise - Still Dreamin'
    Sunset Cruises & Sails

    Sunset Cruise - Still Dreamin'

    Casual Monday Charters

    Key West
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    Full Day Sandbar & Snorkel Trip - Still Dreamin'
    Snorkeling & Reef Trips

    Full Day Sandbar & Snorkel Trip - Still Dreamin'

    Casual Monday Charters

    Key West
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    Premium - Dry Tortugas Trip Private - Park Shark
    Dry Tortugas Trips

    Premium - Dry Tortugas Trip Private - Park Shark

    Finz Dive Charters Corporation

    Key West
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    The Ultimate Island Experience - Private Flight
    Scenic Flights

    The Ultimate Island Experience - Private Flight

    Fly-KeyWest

    Key West
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    Private Romantic Sunset Cruise
    Sunset Cruises & Sails

    Private Romantic Sunset Cruise

    Six Fins Boat Charter - Perry Marina

    Stock Island
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    Private Patch Reef Fishing
    Fishing Charters

    Private Patch Reef Fishing

    Six Fins Boat Charter - Perry Marina

    Stock Island
    Book now
    2 Hour Tiki Boat Party & Mini Sandbar
    Sandbar Trips

    2 Hour Tiki Boat Party & Mini Sandbar

    Key West Promotions

    Key West
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    1-HOUR FREESTYLE JET SKI RIDE - HURICANE HOLE
    Jet Ski Tours & Rentals

    1-HOUR FREESTYLE JET SKI RIDE - HURICANE HOLE

    Six Fins Jet Ski Rental - Hurricane Hole

    Key West
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    Reef Fishing
    Fishing Charters

    Reef Fishing

    Dauntless Excursions

    Key West
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    Tiki Bar Crawl by Water
    Party / Tiki Cruises

    Tiki Bar Crawl by Water

    Six Fins Boat Charter - Perry Marina

    Stock Island
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    Key West Island Tour - Private Flight
    Scenic Flights

    Key West Island Tour - Private Flight

    Fly-KeyWest

    Key West
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