Set sail from Key West to Havana on a journey that combines stunning marine scenery with vibrant city life. Discover hidden marine wonders and immerse yourself in Cuba’s rich history and culture all in one trip.
More ways to explore the area's outdoor wonders
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Difficulty
easy
Duration
1 day
Fitness Level
Moderate fitness recommended for city walking and boat stability
Wildlife
History
Havana’s Old Town has been a UNESCO World Heritage site since 1982, layered with colonial architecture and revolutionary history.
Conservation
Efforts are ongoing to preserve Cuba’s marine ecosystems and historic sites, with eco-friendly tours encouraged.
Air Key West
Set sail from Key West to Havana on a journey that combines stunning marine scenery with vibrant city life. Discover hidden marine wonders and immerse yourself in Cuba’s rich history and culture all in one trip.
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.
Arrange travel documents early
Ensure your passport and visa are ready well before departure to avoid last-minute issues.
Bring sunscreen and water
Protect yourself from sun exposure and stay hydrated during the boat trip.
Wear comfortable clothing
Dress in light, breathable fabrics suitable for both boat days and city walking.
Capture the moment
Bring a waterproof camera or phone to document the marine views and city sights.
Sunscreen
Protect your skin during outdoor activities and boat time.
summer
Sunhat
Shade your face from direct sunlight on the boat and in the city.
summer
Light waterproof jacket
Stay dry in case of unexpected showers.
spring;summer;fall
Comfortable walking shoes
Navigate city streets and historic sites comfortably.