Worst times to visit Key West
The weeks, days and hours locals would tell you to avoid in Key West — and what to do instead.
- The worst time to visit Key West is the week of Fantasy FestUnless costumed crowds and triple hotel rates are your thing, avoid late October. Locals leave for a reason.167 cosigns
- Skip Key West on a three-ship cruise day — Duval becomes a conga lineWhen three ships dock at once, ten thousand people share one street for six hours and every bar runs a forty-minute wait. Check the port schedule before you book; the quiet days are hiding in plain sight.141 cosigns
- Fantasy Fest is the worst week to book a Key West hotel, not the bestUnless costumes and tripled rates are the entire point of your trip, the last week of October is when the island is most expensive and least relaxing. Come two weeks earlier for the same weather and half the chaos.128 cosigns
Key West month by month
March
Spring break — busy. March. Duval gets loud and young, and rates climb with it.
May
Shoulder season — good. Late April to early June. Warm water, thinner crowds, rates off their peak. The locals' answer.
June
Shoulder season — good. Late April to early June. Warm water, thinner crowds, rates off their peak. The locals' answer.
Hurricane season — busy. June through November. Peak risk is August to October — check the cancellation policy before you book anything.
July
Lobster mini-season — busy. Late July. Every boat and rental on the island is spoken for.
Hurricane season — busy. June through November. Peak risk is August to October — check the cancellation policy before you book anything.
August
Hurricane season — busy. June through November. Peak risk is August to October — check the cancellation policy before you book anything.
September
Hurricane season — busy. June through November. Peak risk is August to October — check the cancellation policy before you book anything.
October
Hurricane season — busy. June through November. Peak risk is August to October — check the cancellation policy before you book anything.
Fantasy Fest — avoid. Ten days of costumed chaos in late October. Rooms triple and Duval is impassable. Brilliant if it is why you came, miserable if it is not.
November
Hurricane season — busy. June through November. Peak risk is August to October — check the cancellation policy before you book anything.