Step into Havana’s vibrant streets and explore Ernest Hemingway's Cuba on a private day trip from Key West. Experience history, culture, and iconic landmarks all in one unforgettable journey.
More ways to explore the area's outdoor wonders
Hang tight — photos are loading
This usually takes just a second.
Difficulty
easy
Duration
8–10 hours
Fitness Level
Suitable for all fitness levels since most activities involve urban walking with breaks.
Wildlife
History
Havana’s historic district is a UNESCO World Heritage Site, showcasing Spanish colonial architecture and streets unchanged for centuries.
Conservation
Local efforts aim to preserve Havana’s historical sites and promote sustainable tourism to reduce environmental impact.
Air Key West
Step into Havana’s vibrant streets and explore Ernest Hemingway's Cuba on a private day trip from Key West. Experience history, culture, and iconic landmarks all in one unforgettable journey.
Air Key West is a Key West, Florida-based air operator that offers scheduled flights and curated day trips between Key West and Havana, Cuba.
The company lists a Havana Day Trip that highlights Ernest Hemingway–related sites and Havana’s cultural attractions. Air Key West provides organized flight segments described as: Key West --> Havana | Round Trip - Leg 1, and Havana --> Key West | Round Trip - Leg 2. Trip descriptions note specific operational details for the return leg, including a check-in time of 3:30 PM, a scheduled takeoff at 5:00 PM, and an expected arrival in Key West by 6:00 PM. All services that cross the United States–Cuba border require travelers to hold a valid passport and, where applicable, a travel visa; Air Key West emphasizes these document requirements in trip summaries.
Air Key West markets direct flights and short cultural itineraries that allow travelers based in Key West to access Havana’s preserved architecture, vibrant streets, and literary history associated with Ernest Hemingway. Trip listings focus on lawful, organized air travel under current regulations and provide scheduling information for travelers. Prospective passengers should verify passport validity and visa requirements before booking. Schedules and entry rules are subject to government policy changes regularly.
Routes
Key West ↔ Havana
Direct scenic air connections
Check-in Time
3:30 PM
Standard check-in for return leg
Passport Required
Passport + Visa
Valid passport and visa needed
Featured Trip
Havana Day Trip
Includes Hemingway-related sights
Confirm passport and visa requirements, verify check-in times, and book the Havana Day Trip or round-trip legs with Air Key West.
Carry Cuban Convertible Pesos
Having local currency on hand helps with small purchases and avoids currency exchange hassles.
Bring a Valid Passport
A passport is mandatory for travel to Cuba and should be kept accessible throughout the trip.
Wear Comfortable Walking Shoes
Prepare for cobblestone streets and uneven surfaces by wearing sturdy, comfortable footwear.
Stay Hydrated
The tropical climate can be warm, so drink plenty of water during your explorations.
Comfortable Walking Shoes
Necessary for navigating Havana’s cobblestone streets and city tours.
Lightweight Sun Hat
Protects you from the tropical sun during outdoor activities.
summer
Reusable Water Bottle
Helps keep you hydrated throughout the day.
Portable Phone Charger
Ensures your devices stay powered for photos and navigation.