An Amazing 2 Weeks Itinerary Cuba
Cuba is a place full of surprises. Its history is complicated yet fascinating with the colonization’s and later on its revolutions. But now, that the trade embargo is over, Cuba is a country worth visiting.
For us Cuba was a family try and unless most of our trip it was organized. Yet we had a blast! So, either follow by yourself this itinerary or just get a first impression of Cuba before booking a tour.
It was an educational trip, well organized, lots of old cars and amazing places. Let’s discover this 2 weeks itinerary cuba.
Table of Contents
Mapping the 2 Weeks Itinerary Cuba
2 Weeks Itinerary Cuba Overview
Cuba is not a country that you travel flying, the best and easy way to move around is to take taxi, private car or just the bus. 2 Weeks Itinerary Cuba won’t allow you to see the whole island, but you will already get a first impression of it.
- Day 1: Arrive in Havana
- Day 2: Explore Havana Pt. 1
- Day 3: Explore Havana Pt. 2
- Day 4: Explore Havana Pt. 3
- Day 5: Transfer to Cienfuegos and discover it
- Day 6: Transfer to Trinidad and visit it
- Day 7: Horse riding in the natural reserve
- Day 8: Transfer to Remedios
- Day 9: Transfer to Cayo Santa Maria
- Day 10: Cayo Santa Maria
- Day 11: Cayo Santa Maria
- Day 12: Cayo Santa Maria
- Day 13: Transfer back to Havana
- Day 14: Return home
2 Weeks Itinerary Cuba Day by Day
Day 1: Arrive in Havana
Fly to Havana, pass the immigration, and get to your accommodations. If time allows it, stroll a bit in the neighbourhood and then rest for the adventure that begins tomorrow.
Where to stay: (€):Airbnb, (€€):Hotel Sevilla, (€€€):Hotel Nacional
Read More: The Authentic Havana Travel Guide (3 days)
Day 2: Explore Havana Pt. 1
Take a tour to Plaza de la Revolucion and Jose Marti Memorial where you will start discovering the history of Cuba. From there either keep on with a tour to the old city center or walk along the Malecon until Fortaleza de San Carlos la Cabana and Castillo de los Tres Reyes del Morro. You can either visit those 2 fortresses or just admire them.
At night, go to Hotel Nacional for a Cabaret show and a fancy Cuban dinner.
Where to stay: (€):Airbnb, (€€):Hotel Sevilla, (€€€):Hotel Nacional
Read More: The Authentic Havana Travel Guide (3 days)
Day 3: Explore Havana Pt. 2
Let’s discover some more the old city with Habana Vieja (Old Havana). Stroll around it and visit Plaza Vieja, Plaza de Armas, Plaza de la Catedral, Havana Cathedral and Castillo de la Real Fuerza.
Make a stop at La Bodeguita Del Medio, the birthplace of Mojito!
Where to stay: (€):Airbnb, (€€):Hotel Sevilla, (€€€):Hotel Nacional
Read More: The Authentic Havana Travel Guide (3 days)
Day 4: Explore Havana Pt. 3
In the morning, visit the National Capitol Building and right to it, the Gran Teatro de la Habana. From there head toward the beautiful Convento de San Francisco de Asís.
To finish your afternoon, visit The Ernest Hemingway Home and Museum to learn about the famous writer.
Where to stay: (€):Airbnb, (€€):Hotel Sevilla, (€€€):Hotel Nacional
Read More: The Authentic Havana Travel Guide (3 days)
Day 5: Transfer to Cienfuegos and discover it
Transfer to Cienfuegos. Drop you bag and visit the French influenced Cuban town. Hang around the José Martí Park where all the major landmarks are before heading south to Punta Gorda.
Where to stay: (€):Airbnb, (€€):Hostal Palacio Azul, (€€€):Villa Lagarto
Read More: The Genuine Cienfuegos Travel Guide (1 day)
Day 6: Transfer to Trinidad and visit it
Transfer to Trinidad and start exploring this stunning Cuban city. Plaza Mayor is just one of nicest square on the island. From the main square you can then visit Galería de Arte Universal Benito Ortiz, Church of the Holy Trinity, Museo de Historia Municipal, National Museum of the Struggle Against Bandits, Kirche Trinidad and Plazuela de Segarte.
Where to stay: (€):Hostal la Esmeralda, (€€):Airbnb (€€€):Iberostar Heritage Grand Trinidad
Read More: The Authentic Cuba Trinidad Travel Guide (2 days)
Day 7: Horse riding in the natural reserve
In the morning go horse riding in the Gran parque natural Topes de Collantes, discover local farmer life while drinking freshly made in front of you cane sugar juice. Later, refresh yourselve in a waterfall before heading back to Trinidad.
In the end of the afternoon, head to Playa Ancon, to chill after those horse ride.
Where to stay: (€):Hostal la Esmeralda, (€€):Airbnb (€€€):Iberostar Heritage Grand Trinidad
Read More: The Authentic Cuba Trinidad Travel Guide (2 days)
Day 8: Transfer to Remedios
Transfer to the small town of Remedios and spent the night in a local Estancia! The experience is great, and you won’t regret it!
Where to stay: (€):Hostal La Estancia, (€€):Airbnb (€€€): Hotel Camino del Príncipe”
Read More: The Genuine Remedios Travel Guide (1 day)
Day 9: Transfer to Cayo Santa Maria
Transfer to Cayo Santa Maria to spend the rest of your stay in a Cuban resort. Chill by the beach.
Where to stay: See guide
Read More: The Authentic Cayo Santa Maria Travel Guide (2-3 days)
Day 10: Cayo Santa Maria
Go on a scuba dive expedition! You will be able to do 2 dives. You do not need any special license for that and it’s a great way to spend the day. If you are lucky you will be able to spot beautiful fishes.
Where to stay: See guide
Read More: The Authentic Cayo Santa Maria Travel Guide (2-3 days)
Day 11: Cayo Santa Maria
Go for a day or half day to Playa Las Gaviotas, one of the few beaches left on Cayo Santa María that is not connected to a resort. The beach is located inside a natural reserve at the far east of the island
Where to stay: See guide
Read More: The Authentic Cayo Santa Maria Travel Guide (2-3 days)
Day 12: Cayo Santa Maria
Spend the last day in your resort and enjoy it at the fullest!
Where to stay: See guide
Read More: The Authentic Cayo Santa Maria Travel Guide (2-3 days)
Day 13: Transfer back to Havana
Take the bus back to la Havana. The ride takes 6 to 7h, so it’s better to make the journey one day before you return flight. In the evening, you will even have the chance to spend some more hours in Havana!
Where to stay: (€):Airbnb, (€€):Hotel Sevilla, (€€€):Hotel Nacional
Day 14: Return home
Return home or somewhere else, unfortunately this 2 Weeks itinerary Cuba is finish. Hope you have enjoyed it.
The revolution is not an apple that falls when it is ripe. You have to make it fall – Che Guevara
