Adventure Collective
Explore Havana on a Key West Day Trip with Air Key West - Key West

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

Key Westeasy

Difficulty

easy

Duration

8–10 hours

Fitness Level

Suitable for all fitness levels since most activities involve urban walking with breaks.

Overview

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.

Key West, Florida

Havana Day Trip - Hemingway

Starting at $1295 | Spend the Day in Old Havana!

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Adventure Photos

Havana Day Trip - Hemingway photo 1

About This Adventure

Experience the allure of Cuba, the Caribbean's largest hidden gem, as you delve into its rich cultural tapestry and the literary legacy of Ernest Hemingway. Explore the vibrant streets of Havana, a well-preserved time capsule, while enjoying a unique journey made possible by recent travel changes for Americans.

Rates

Person - $1295


About

  • Long the forbidden fruit of the Caribbean, Cuba is finally accessible to most Americans. Discover the culture of the Caribbean’s largest yet least explored island nation. Cuba and the beautiful colonial capital city of Havana have a unique cultural history. Take this opportunity to explore the well-preserved time capsule that is Cuba, as we explore the literary history of Ernest Hemingway.
  • Travel to Cuba from the US is permissible under 11 categories by the US Department of Treasury. Air Key West will provide the necessary documentation, visas, etc. as part of the reservation process. For more specific information regarding travel to Cuba please visit this Department of Treasury webpage and OFAC’s Frequently Asked Questions.

What to Bring

  • Please bring your passport and comfortable walking shoes.
  • Your cell phone may or may not work in Cuba, depending on your phone carrier and plan. But pictures are allowed almost everywhere.
  • You might consider bringing about $200 in cash (small bills are preferable) for souvenirs, gratuities, and fun.

Adventure Tips

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.

Local Insights

Wildlife

  • Cuban Trogon – the national bird often spotted in city parks
  • Green Anole – a small lizard commonly seen on sunny walls

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.

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Adventure Hotspots in Key West

Frequently Asked Questions

Recommended Gear

Comfortable Walking Shoes

Essential

Necessary for navigating Havana’s cobblestone streets and city tours.

Lightweight Sun Hat

Essential

Protects you from the tropical sun during outdoor activities.

summer specific

Reusable Water Bottle

Essential

Helps keep you hydrated throughout the day.

Portable Phone Charger

Ensures your devices stay powered for photos and navigation.