Summer is one of the most popular times to visit, but the weather is as hot as it gets, and hurricanes are a constant threat from June 1 to November 30, with most storms popping up from mid-August to mid-October.
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Hurricane season in the Caribbean—including Key West—runs from June to November. While we're fans of Caribbean off-season travel, even during fall months like October, you should expect plenty of afternoon showers this time of year. You also face heightened risk of having your trip disrupted by a major storm.
Visit Key West in the off-seasonThe fall (September–November) is the low season in Key West, and room rates can drop by 50 percent or more. The hot, storm-prone summer months also see lower prices, and you'll find decent discounts in April and May after the winter crowds thin out.
Because there's not really a bad time to visit the Keys, finding a low price can be a challenge no matter what month you try. However, you'll likely have the best luck in “off” months like September and November.
If you're looking for the quintessential Florida Keys experience - Key Largo is your best bet. If you're looking for eclectic entertainment, spirited bars, and parties that roll all night long - Key West is certainly for you.
To accomplish many things to do in the Florida Keys, you'll need a solid five days. I stayed in the Florida Keys for five days (four nights), and got to see and do quite a bit. However, if you have 1 week in the Florida Keys, that's even better.
The crime rate in the Florida Keys is low, but you should still use common sense when exploring Key West, especially at night and around hectic Duval Street and Mallory Square. Exercise caution when going into the water as well; be sure to heed all flags and warnings from authorities.
Pack a light fleece jacket, hoodie, or comfy cardigan for evening dockside drinking. Jeans, leggings, joggers, or lightweight active pants are also practical. They can be easily cuffed during the day and let down when the night chills begin.
How many days do you need to visit Key West? 2 to 3 days are enough for Key West. With an extra day in the city you can either visit one of the national or state parks on a day tour. Or pick more water sports.
The rainy and humid summer months see the fewest tourists but the best hotel rates. The trade-off might be worth it, but you're still gambling against Atlantic hurricane season (June to November). Also, be aware that rates will surge during special events like Fantasy Fest.
While Key Largo is undoubtedly the prettiest of all the Florida Keys, it's also one that's home to plenty of activities for the avid beachgoer. With scenic views like this, it would be tough not to fall in love with such a beachside beauty!
Sombrero Beach, MarathonSombrero ranks at the top of the list of best beaches in the Florida Keys. In fact, in 2023 Sombrero was the only South Florida beach to make the “best beaches in the US” list on TripAdvisor.
Key West. There are plenty of reasons why Key West is the most popular destination in the Keys. With everything from gorgeous historical buildings (like Hemingway's Home) to bumping nightlife and great food, a stop here is a no-brainer.