Fly from Key West to Havana with Air Key West for a day steeped in Hemingway’s Cuba. Discover the local culture with efficient flights that bring a slice of Cuba to your Florida Keys adventure.
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Difficulty
easy
Duration
8–12 hours (including flight and Havana visit)
Fitness Level
Basic mobility needed for short walks and airport navigation
Wildlife
History
Havana was founded in 1519 and grew into a critical port and cultural center, deeply tied to American literary legend Ernest Hemingway.
Conservation
Efforts to protect Cuban coastal ecosystems are ongoing, with an emphasis on sustainable tourism to preserve fragile marine environments.
Air Key West
Fly from Key West to Havana with Air Key West for a day steeped in Hemingway’s Cuba. Discover the local culture with efficient flights that bring a slice of Cuba to your Florida Keys adventure.
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 Valid Travel Documents
Ensure your passport and any required Cuban travel visas are valid and accessible for your flight and entry procedures.
Weather Can Affect Flights
Coastal weather in Key West can change quickly. Check forecasts and be prepared for possible delays or adjustments.
Arrive Early for Check-in
Give yourself extra time to complete airline and customs procedures at Key West Airport before departure.
Pack Light for Day Trip Convenience
Since this is a day trip with short flights, travel light to move swiftly between airports and sights in Havana.
Light Backpack
Keeps your essentials secure and comfortable during the quick in-and-out day trip.
Comfortable Walking Shoes
Needed for navigating city streets and Havana landmarks with ease.
Sunglasses
Protects eyes from strong sun glare over water and city pavements.
summer
Passport Holder
Keeps important travel documents organized and safe during customs checks.