09/10/2026
Key West is such a magical place. It’s why more than half of my elopements every year are in that little slice of paradise.
But the one thing I do every year before setting my availability for Key West is Google festival dates.
I want to ensure my couples have the best weather and the least amount of people around so they’ll have a great elopement experience. This means avoiding festival weekends.
&&& I HIGHLYYY recommend you do this as well. Festivals and holiday weekends bring big price travel tags and crowds to the island. If you want to avoid both, pick a date that doesn’t fall in with a celebration.
Google when these are happening these first:
👉🏻 Singer Songwriter Festival (early May)
👉🏻 Lobster Fest (late July)
👉🏻 The first week of lobster season (including mini season) (late July/early August)
👉🏻 Fantasy Fest (October)
👉🏻 Speed Boat Races (early November)
Of course, there are always seasons that generally bring higher prices and more people (like snow bird season and spring break).
And hey, maybe the festival IS part of your elopement! But it’s better to be prepared before setting that date and wonder why a motel is suddenly $1800 for two nights 😅
Save this post for later when you’re getting ready to plan your Key West elopement!