


Cuba, a nation rich in culture, history, and vibrant energy, will welcome you with open arms. In this post, we’ll explore a 5-day itinerary to experience the heart and soul of this fascinating island, all while highlighting essential information for travelers journeying from the United States.
Before you begin planning your visit to Cuba, make sure to click here for more information about traveling to Cuba from the United States.
Day 1: Arrival in Havana – Discovering the Capital
Before you go: For U.S. travelers, you’ll need a tourist card, which can often be acquired through your airline or a travel agency. Make sure to review current travel restrictions and guidelines.
- Morning: Land in José Martí International Airport in Havana. Upon arrival, you’ll be swept away by the vintage charm of the city. Take a stroll along the iconic Malecón and savor your first Cuban coffee at a local café.
- Afternoon: Explore Old Havana, a UNESCO World Heritage site, filled with historic architecture and lively plazas. Make sure to stop by the famous Capitol Building and Havana Cathedral.
- Evening: For dinner, visit Mojitos Mojitos, a vibrant restaurant known for its live music and authentic Cuban cuisine. Don’t forget to try their namesake cocktail.
Day 2: Havana Vintage Car Tour – Time Travel
- Morning: Embark on a vintage car tour. Cruise through the colorful streets of Havana in a classic American car, learning about the city’s history and culture from your knowledgeable guide.
- Afternoon: Visit the captivating Museum of the Revolution, offering insights into Cuba’s complex history. Then, explore the enchanting Hemingway House, the former residence of the renowned author.
- Evening: Enjoy a relaxed evening dinner on the rooftop of La Guarida, a restaurant that’s been serving delicious Cuban cuisine since 1996.
Day 3: Trinidad – Timeless Beauty
- Morning: Travel to the charming town of Trinidad. Upon arrival, you’ll feel as though you’ve stepped back in time. Visit the Plaza Mayor and the Romantic Museum.
- Afternoon: Discover the Valle de los Ingenios, a UNESCO World Heritage site, where you can learn about Cuba’s sugar industry history and climb the Manaca-Iznaga tower for panoramic views.
- Evening: Savor the delicious cuisine of Trinidad at a local restaurant, where you can enjoy a taste of Cuba’s rich culinary traditions.
Day 4: Cienfuegos – French Flair
- Morning: Depart for Cienfuegos, a city known for its French colonial influence. Explore the grand architecture around Parque José Martí and visit the Palacio de Valle, a unique building with a mix of architectural styles.
- Afternoon: Enjoy a scenic drive along the Malecón of Cienfuegos and a visit to the beautiful botanical gardens.
- Evening: Return to Trinidad and dine at a charming restaurant with live music to wrap up your day.
Day 5: Back to Havana – Farewell Cuba
- Morning: Return to Havana for your departure. You can either explore more of the city or do some last-minute souvenir shopping.
- Afternoon: Savor your final Cuban meal and reflect on your journey. Don’t forget to try some street food or a classic Cuban sandwich.
- Evening: Bid farewell to this beautiful island, cherishing the memories you’ve made during your Cuban adventure.
Before You Go: Please check the latest travel advisories and ensure you have the necessary documents for reentry to the United States. Cuban travel regulations can change, so it’s essential to stay updated on the latest requirements.
This 5-day itinerary provides a glimpse of Cuba’s captivating beauty, from the vintage charm of Havana to the timeless streets of Trinidad. Make sure to capture every moment, savor Cuban cuisine, and immerse yourself in the vibrant culture of this enchanting island.