20 Aug Islamorada Event Calendar September 2026- October

UPCOMING EVENTS IN THE FLORIDA KEYS

AUGUST 22 | THE BIG SPLASH
Key Largo | 10 AM–2 PM
A family-friendly summer event hosted by Wesley House Family Services.

EVERY SUNDAY | FLORIDA KEYS FARMERS MARKET
Islamorada | 10 AM–3 PM
Florida Keys Farmers Market at MM 81, featuring local food, produce, plants, art and vendors.

SEPTEMBER 10–12 | SWIM FOR ALLIGATOR LIGHTHOUSE**
Islamorada
One of Islamorada’s signature annual events. The main 8-mile open-water swim takes place Saturday, September 12, beginning at Amara Cay Resort.

SEPTEMBER 17 | MORADA WAY ART WALK
Islamorada | 6–9 PM
Third Thursday Art Walk in the heart of Islamorada’s arts district.

OCTOBER 15 | MORADA WAY ART WALK
Islamorada | 6–9 PM
Local art, galleries, music, food and the Islamorada community along Morada Way.

OCTOBER 15–18 | REEF FEST
Key Largo
REEF’s annual celebration of marine conservation, diving and the Florida Keys coral reef ecosystem.

Save the dates and enjoy what’s happening throughout the Upper and Middle Keys!

We have fantastic seasonal rates for weekly and monthly properties during this time frame.  Give us a call with your dates and we will take care of the rest!

305-664-3333