Must Do Key West
    What the Conchs know & love
    Locals' picker

    Plan your
    Key West.

    Pick the traveler you are. We'll show you the right operators, the local moves, and the things to skip.

    BY LENGTHHow many nights you've got
    9am–4pm
    CRUISE-DAY
    Cruise Day
    See the plan
    Drive in, drive out
    ONE-DAY
    One Day
    See the plan
    2 nights
    WEEKEND
    Weekend
    See the plan
    3–4 nights
    LONG-WEEKEND
    Long Weekend
    See the plan
    5–7 nights
    WEEK
    A Week
    See the plan
    Snowbird mode
    LONGER
    A Week+
    See the plan
    BY TRAVELEREvery traveler we plan for
    MIX
    First Time in Key West

    Hit the essentials, skip the tourist traps

    SLOW
    Couples & Romance

    Sunset sails, intimate dinners, slow mornings

    SLOW
    Honeymoon

    Private charters, champagne, hide-from-the-world

    SLOW
    Family with Kids

    Calm water, easy beaches, pools, ice cream

    HIGH
    Bachelorette Party

    Brunch, boat day, Duval. We plan it for the bride.

    HIGH
    Bachelor Party

    Charters, fishing, cigars, late-night Duval

    MIX
    Cruise Ship Day-Trippers

    Off the boat at 9am, back by 4pm — make it count

    MIX
    Only One Day

    The fastest path through Key West's highlights

    MIX
    Girls' Trip

    Pools, brunch, sandbar, sunset, repeat

    HIGH
    Guys' Trip

    Fishing, charters, watersports, sports bars

    MIX
    LGBTQ+ Travelers

    KW is one of America's oldest LGBTQ+ destinations

    MIX
    Solo Traveler

    Bike-everywhere island. Easy to meet people.

    HIGH
    Spring Break

    Sandbar parties, Duval, dorm-friendly stays

    MIX
    Music Lovers

    Songwriter dives, Mile 0, Buffett pilgrimage