Morning: Arrive at Key West International Airport at 11:30 am, collect your rental car and check into The Marquesa Hotel. After settling in, stroll to nearby Mallory Square for a quick look at the historic waterfront and street performers.
Afternoon: Wander down iconic Duval Street, stopping at the famous Southernmost Point buoy for photos. Visit the Ernest Hemingway Home to see the six‑toed cats, then explore the colorful Key West Butterfly and Nature Conservatory for a tranquil escape.
Evening: Return to Mallory Square for the celebrated sunset celebration, where musicians and artists create a lively atmosphere. Dine at Louie's Backyard, enjoying fresh seafood with ocean views as the night settles in.
Find HotelsMorning: Start with a hearty breakfast at Blue Heaven, famous for its island‑style dishes. Then hop on bikes and ride to Fort Zachary Taylor Historic State Park for a short walk along the beach and a glimpse of Civil War‑era fortifications.
Afternoon: Begin the scenic 2‑hour drive north, stopping at Bahia Honda State Park for a quick beach walk and optional snorkeling in the crystal‑clear waters. Continue on US‑1 and arrive in Key Largo by 4 pm, checking into Bungalows Key Largo for your overnight stay.
Evening: Unwind with a sunset walk along the marina before heading to The Fish House for a relaxed dinner featuring locally caught grouper and conch.
Find HotelsIf you have extra time, consider adding an additional night in Key Largo to explore the John Pennekamp Coral Reef State Park for world‑class diving, or extend your stay in Key West to enjoy a sunset sail. Conversely, you can condense the itinerary by skipping the Butterfly Conservatory and Bahia Honda stop, focusing on the highlights of each island to fit a tighter schedule.