Yahoo: The Best Time To Visit The Florida Keys Isn't In The Summer, According To A Floridian The Best Time To Visit The Florida Keys Isn't In The Summer, According To A Floridian Travel + Leisure on MSN: I’ve been visiting the Florida Keys for 36 years—and this tiny village is the place I keep going back to I’ve been visiting the Florida Keys for 36 years—and this tiny village is the place I keep going back to Smithsonian Magazine: How to Visit the Florida Keys Like a NASA Aquanaut Creators Syndicate on MSN: Family adventures in the Florida Keys on Islamorada While the Caribbean often gets most of the attention, the Florida Keys continue to stand out as one of the most compelling warm-weather destinations for 2026.