The weather here is glorious, primarily year-round. With temps rarely dipping below 70 and rarely going above 90, it’s pretty temperate here. The difference is the humidity level.
Because of the tradewinds, Key West is generally not as humid as the Upper Keys. But when I say “not as humid,” consider that Florida often has humidity levels as high as 95% on the mainland. So, even though we have an average of around 76 %, it’s still humid.
Hate the humidity? Then, consider a wedding during our least humid part of the year, November-April. The downside? Much higher prices during peak season. However, it’s still warm enough to swim (even in January), and something is always blooming.
Hurricanes. Yep, we get them. It’s a concern, so be aware that, technically, our hurricane season starts June 1 and ends November 30. Historically, most hurricanes have hit between August 15 and October 1.
If you plan a Florida Keys wedding in September/October, a heads up that some local businesses and restaurants close for a few weeks; it’s unofficial summer vacation here.
Also, look into wedding insurance. Read the coverage thoroughly, though, because hurricanes are considered an “Act of God” by many insurers and are not covered. Your Florida Keys wedding venue might offer it or can connect you with someone who does.
UPPER KEYS: WEDDING VENUES FROM ISLAMORADA TO KEY LARGO
The Upper Keys have a diverse landscape of private homes and resorts for most destination weddings. You should consider that the locals live in these neighborhoods, so unless the rental has an event license, you should be careful.
Because there are many more options than the Lower Keys to rent a vacation home or do a complete buy-out of a resort, you and your guests will have to do less shuttling around to be in one place.
If you’re considering having a large wedding (that’s anything over 150 people around here), you might need help finding a venue that offers a wedding package and lodging together for everyone in Key West. The Upper Keys have many more options for you in this regard.
Travel is more accessible for weddings in the Upper Keys; you can fly into Ft Lauderdale (FLL) or Miami (MIA), within a two-hour drive of the Upper Keys wedding venues. It’s easy to secure rental cars or shuttles in these airports, and parking is much less of an issue than in the Lower Keys.
The vibe in the Upper Keys is one of a luxe, laid-back island feel. It’s more bohemian. The wedding venues have more space than Key West, so you can throw the best event. Think of it like Miami’s more chilled-out cousin. Still all the amenities and beauty, with a little less nightclubbin’.
Suppose you’re also visiting Florida for destination fishing or diving. In that case, you’ll want to spend some time in the Mid to Upper Keys, the fisherman’s paradise.
The option is still to take a quick day trip to Key West! Head down to the southernmost city, Duval Street, and experience all the wonder and weirdness of Key West.
Then, you can return to the more serene beauty of the Upper Keys in just a few hours on one of the prettiest drives in the world. It’s more peaceful at night, and the mornings are perfect. You also don’t have to worry as much about early reception times in the Upper Keys wedding venues. Here are some of my favorite wedding venues in the Upper Keys.