Trace Hemingway’s footsteps through Old Town Key West with a local guide, three food tastings, and stops at the Pilar, his first apartment, and Sloppy Joe’s. This two-hour walk blends literary history with coastal flavors.
More ways to explore the area's outdoor wonders
The walk begins outside the white picket gate of the Ernest Hemingway House, the ocean breeze pushing a salt-sweet scent through the narrow streets as palms lean in like curious neighbors.
Difficulty
moderate
Duration
2 hours
Fitness Level
Suitable for travelers who can walk 1.5–2 miles and stand for short periods; moderate fitness recommended due to repeated stops and some sun exposure.
Wildlife
History
Ernest Hemingway lived in Key West in the 1930s; the island’s fishing, refitting of small boats like the Pilar, and Cuban connections shaped both his leisure and writing life.
Conservation
Key West relies on sustainable tourism—avoid feeding wildlife, use reef-safe sunscreen, and support local businesses to reduce environmental impact.
Reserve your spot on the Hemingway Food and Walking Tour today and enjoy a trusted, highly rated experience designed to help you make the most of your adventure.
Bring a refillable water bottle
Florida sun and walking between shaded blocks make hydration essential—many stops won’t provide full bottles.
Wear sturdy walking shoes
Expect uneven sidewalks and short distances between stops; supportive shoes prevent fatigue.
Ask about dietary needs ahead of time
The tour includes three food tastings—notify the operator in advance for vegetarian or allergy accommodations.
Time for photos
If you want quieter photos at the Hemingway House, book the earliest tour slot to avoid peak crowds.
Comfortable walking shoes
Supports cobbled sidewalks and keeps you comfortable during two hours of walking.
Refillable water bottle
Staying hydrated is critical in Key West’s heat and humidity.
summer
Reef-safe sunscreen and hat
Protects skin and supports local reef conservation.
summer
Light rain jacket or poncho
Afternoon showers are common—pack a compact layer to stay dry.
summer