That leaves the sweet spot: March to May, the best time of year to visit Key West. You also face heightened risk of having your trip disrupted by a major storm. 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. ![]() Hurricane season in the Caribbean-including Key West-runs from June to November. Temperatures will be hot and muggy in July and August, with Florida’s rainy season in full swing. But with kids out of school and headed to the beach, you may find crowds at family-friendly hotels. The summer season offers the cheapest hotel prices. On the flip side, there are plenty of festivals and events throughout the winter, all taking advantage of the crowds who have made their way south for warmer weather. The practical effect of the cool Key West weather? It may be too cold to really enjoy swimming in the ocean or unheated pools. Plus, the Keys can get quite cool in December and January, with temperatures dipping into the 60s. From late December through February, accommodations are as costly as they get. While you can certainly enjoy Key West year-round, the winter and summer seasons have some drawbacks. So how did we land on March to May as the best months to visit Key West? Here’s the calculus. Keep reading for the details, and to learn what to expect month-by-month when visiting the Florida Keys with your kids – and why we think it’s a great option for a family trip. You’ll have to pay close attention to Key West weather when booking plane tickets.Īlso, because Key West primarily attracts American tourists, prices rise and fall dramatically based on peak travel seasons.Īll of this means you’ll want to time your trip carefully.įortunately, we’ve done the legwork and taken these factors into account in evaluating the best time to go to Key West and the other Florida Keys. Key West is only 90 miles from Cuba – but even that 90 miles gives Key West more seasonal variation than the average Caribbean island. Route 1 over electric blue water and into the islands. ![]() It is connected to the mainland via the Overseas Highway, a series of stunning causeways that carry U.S. Key West-the final island in Florida Keys-lies off the tip of Florida and is the southernmost point of the continental United States. But if you have your eye on the “Conch Republic” for your next family vacation, figuring out the best time to visit Key West can be a little tricky. Key West, Florida brings a slice of Caribbean vibes into Florida’s borders and offers a ton of fun the whole family can enjoy.
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