Discover 1 amazing destinations, from hidden anchorages to lively sandbars.
True tropical maritime climate surrounded by the Florida Straits and Gulf of Mexico. Mild winters bring steady trade winds and crystal-clear reef visibility, while summers offer glassy backcountry sandbars. Boaters generally favor the November to May window for the most stable cruising conditions.
annual · Month 7
The biggest boating day of the year. Every sandbar, anchorage, and waterfront spot is packed. Fireworks displays visible from the water across Florida.
annual · Month 7
The two-day sport lobster season, held the last consecutive Wednesday and Thursday in July. One of the busiest boating days of the year in the Keys and SE Florida. July 29–30, 2026.
seasonal · Month 8
The full commercial and recreational lobster season in Florida. August 6 through March 31. Less intense than mini-season but still a draw for diving boaters in the Keys.
annual · Month 9
The last big boating weekend of summer. A favorite for multi-day Keys trips and sandbar sendoffs before the fall.
seasonal · Month 10
Florida stone crab season, the best time for dock-and-dine restaurants serving fresh claws. Peak season is October through January.
annual · Month 11
A major offshore powerboat racing event bringing high-performance boats and spectators to Key West. The harbor gets electric with energy as the world's top powerboat racers compete. November 4–9, 2026.
annual · Month 12
Running 30+ years, Key West's beloved lighted boat parade features local boats decked out in holiday lights cruising past Schooner Wharf Bar and through the harbor. A Keys holiday tradition.
Navigate through Key West Harbor into the tranquil backcountry channels. Drop anchor at Snipe Point sandbar, snorkel the vibrant coral ledges, and cruise back for waterfront conch fritters at sunset.