The famous photo spot (“90 miles to Cuba”) Expect a line, but it moves fast
Sunset celebration with street performers One of the most famous sunsets in the U.S.
Main entertainment strip Bars, shops, music, nightlife
Historic home with six-toed cats One of the most visited attractions
Large, very comfortable luxury catamaran (not crowded) Premium drinks (cocktails, wine, beer included) High-end appetizers Smooth ride with lots of space to move around
Specialize in group adventure tours, including: snorkeling trips sunset cruises jet ski tours parasailing dolphin watching sandbar trips “do-it-all” combo adventure packages
Very experienced local captain Clean, well-equipped private boat (snapper, mahi, barracuda, etc.) Personalized trips
Target tarpon, bonefish, permit (iconic Keys species) Smaller boats (1–4 people usually) Super scenic shallow-water experience More skill-based fishing
Rum Distillery Tour and Tasting Aged rum using a “salt-cured barrel” process Barrels are exposed to seawater and ocean air tours are free - tastings are included no reservation stress, you can just walk in during the day
Oceanfront fine dining, one of the best restaurants in the Keys
Fresh oysters + harbor views
Classic high-end steak and seafood
Waterfront lobster + seafood classic
popular live music bar + casual restaurant right near Duval Street
breakfast/brunch (very famous here) also offer lunch & early dinner + drinks casual dining
Famous brunch spot with roosters walking around—very Key West experience.
Famous historic bar, live music, always busy, very Key West energy
Loud, fun live music, crowd participation, great for nightlife
Casual, live music, great outdoor seating