Walk Key West by night with a guide who maps Ernest Hemingway’s haunts from Capt. Tony’s Saloon. In 65 minutes you’ll visit bars, docks and alleys where literary history meets waterfront life.
More ways to explore the area's outdoor wonders
The night air on Greene Street tastes of salt and spent lime; neon signs hum and footsteps echo as the group meets outside Capt. Tony’s Saloon. Lanterns and streetlamps throw long shadows across the coral-rock sidewalks while the guide pulls lines from Hemingway’s Key West life—bars where he drank, docks where he fished, and rooms where he rewrote himself.
Difficulty
easy
Duration
1–1.5 hours
Fitness Level
Suitable for most fitness levels; expect a flat, slow-paced walk of roughly one mile with standing stops
Wildlife
History
Ernest Hemingway lived and wrote in Key West in the 1930s; many bars and docks in Old Town preserve the social spaces he and other writers used.
Conservation
Key West faces sea-level rise and heavy visitor traffic—respect historic sites, avoid trampling vegetation, and support local reef-protection and heritage preservation efforts.
Reserve your spot on the Hemingway Tour today and enjoy a trusted, highly rated experience designed to help you make the most of your adventure.
Meet at Capt. Tony’s Saloon
Arrive 10 minutes early to find the group and hear the guide’s safety briefing; the start point is 428 Greene Street.
Comfortable footwear
Historic sidewalks are uneven coral and brick—sturdy closed-toe shoes reduce risk of trips and sore feet.
Bring a light layer
Evenings can be breezy from the ocean; a windbreaker or sweater is useful year-round.
Charge your phone
Photography opportunities and map access make a charged device handy; tours move quickly between stops.
Comfortable walking shoes
Protects against uneven historic sidewalks and long standing stops.
Light jacket or windbreaker
Keeps you warm during breezy evenings, especially in winter months.
winter
Reusable water bottle
Staying hydrated is important in Key West’s humid climate, even at night.
summer
Phone with camera and charged battery
For photos, digital tickets, and navigation between stops.