What’s the Best Times of the Year to Visit Key West?

We’re of the firm belief that there’s no bad time to visit Key West, but hey, we live here! Still, if you’re not familiar with the Keys, you may be wondering when is the best time to plan your visit for. Here’s a brief overview of the seasons, and what they have to offer.

December – February

“Sushi,”  hangs in a giant replica of a woman’s red high heel over Duval Street, late Wednesday, Dec. 31, 2014, at the Bourbon Street Pub in Key West, Fla. The Red Shoe Drop is a Key West New Year’s Eve tradition (AP Photo/The Key West Citizen, Rob O’Neal)

Cold weather in the rest of the country makes Key West a popular destination during this time. This is reflected in higher prices at hotels, but sometimes, getting away from the snow and spending some time in sunny Key West is worth the price tag. Plus, you can look forward to the holiday season

March – May

March is peak high season in Key West, but the weather is great, with every day at 75°F and low humidity. The downside is higher prices for flights and lodging.

April sees a small dip in crowds, and May is a great shoulder season time to come. Prices drop and and crowds thin. April and May are also great times to go out on the boat, fishing and diving.

June – August

This is the rainy season, which usually means higher temperatures and higher humidity. But, you can also get airfare and hotels significantly cheaper at this time of the year. If you’re into the food and music scene and don’t mind staying under a roof, you can join the locals and still have an absolute blast in Key West.

September – November

This is another shoulder season when hotels are cheaper and the crowds thin out, but the weather is better. You can get into restaurants without reservations, and of course there is Fantasy Fest at the end of the month. Frankly, we’re surprised more people don’t come during this time!

Need a recommendation on when to come based on your specific interest? Reach out to us!