Fly Key West to Havana — Direct, Legal Day Trips and Round-Trip Flights

Air Key West operates direct air service between Key West, Florida and Havana, Cuba — book the Havana Day Trip or round-trip legs with required passport and visa ready.

Featured Trips from Air Key West

Day trips and round-trip flight legs connecting Key West and Havana with clear scheduling and travel-document requirements.

Key West

Explore Havana on a Key West Day Trip with 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.

Explore Havana on a Key West Day Trip with Air Key West

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Key West, Florida

Key West

Water Activities & Cultural Trip from Key West to Havana

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.

Water Activities & Cultural Trip from Key West to Havana

Key West

Scenic Return Flight from Havana to Key West | Experience the Caribbean Skies

Take to the skies on a scenic return flight from Havana to Key West, a journey that blends breathtaking Caribbean views with the relaxed charm of Florida’s southernmost city. Discover why this quick hop is more than just travel—it's an adventure by air.

About Air Key West

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.

Air Key West — Key West to Havana Flights and Havana Day Trips

Air Key West operates direct air service connecting Key West, Florida and Havana, Cuba. For travelers searching for Key West to Havana flights, the company lists a Havana Day Trip focused on Ernest Hemingway sites and cultural highlights, plus round-trip legs for point-to-point travel between Key West and Havana.

Key Routes and Trip Types

Havana Day Trip - Hemingway — A day trip itinerary centered on Havana’s cultural fabric and Hemingway-related locations. Ideal for travelers seeking a focused cultural visit.
Key West --> Havana | Round Trip - Leg 1 — Outbound flight segment from Key West to Havana; travelers must have a valid passport and any required visa.
Havana --> Key West | Round Trip - Leg 2 — Return segment with designated check-in and departure times: check-in 3:30 PM, takeoff 5:00 PM, arrival Key West ~6:00 PM.

Travel Documents & Legal Notes

Travel between the United States and Cuba requires compliance with current travel regulations. Passengers must hold a valid passport and, where applicable, a travel visa for travel to Cuba. Air Key West’s trip descriptions explicitly note passport and visa requirements for their Havana services. Prospective travelers should verify entry rules and document validity before booking.

What to Expect on the Havana Day Trip

The Havana Day Trip lists cultural exploration and Hemingway-related sites as focal points. Travelers looking for Havana cultural tours, Hemingway in Havana, or short Key West to Havana day trips will find this option tailored to brief, immersive visits. The trip emphasizes walking Havana’s streets and experiencing preserved architecture and local cultural landmarks.

Scheduling Details

The published schedule details for the return leg list a 3:30 PM check-in, 5:00 PM departure, and an approximate 6:00 PM arrival into Key West. These timings are provided as part of the trip summaries and are useful for planning connecting ground transportation and accommodations. Always confirm exact times at booking as schedules may change.

Why Search for Air Key West

Relevant search keywords: Air Key West, Key West to Havana flights, Havana Day Trip, Hemingway Havana tour, Key West flights to Cuba, passport required Cuba travel.
Direct air connections from Key West to Havana listed under Air Key West offer concise routing for travelers based in Key West seeking cultural visits to Havana.

Booking Tips and Practical Advice

Verify passport expiration dates and visa requirements well before travel.
Confirm the published check-in and departure times when reserving seats.
Use independent review platforms and booking sites to view traveler feedback and up-to-date scheduling notes.

Air Key West provides clear trip descriptions and scheduling details for travelers who want direct air access between Key West and Havana. For accurate planning, always confirm travel documents and the latest schedule information before booking.

Reserve Flights to Havana from Key West Today

Confirm passport and visa requirements, verify check-in times, and book the Havana Day Trip or round-trip legs with Air Key West.