Take full advantage of the 30 day visa & experience Cuba before it changes forever – find out the Top 18 places to visit in our one month Cuba itinerary!

One Month Cuba Itinerary

  • #1. Havana

Havana is a city of contradictions.

On on side it’s majestic, flamboyant & timeless; on the other it’s impoverished, dilapidated and stuck in time.

Explore the neighbourhoods of Havana Viejo, Havana Centro & Vedado for a taste of one of the greatest cities on Earth.

* We here at DIY Travel HQ spent 4 nights in Havana.

Classic cars in Havana

Live the classic Havana experience with a city tour in a classic American car

  • #2. Vinales

Visit Vinales, one of Fidel Castro’s favourite places in Cuba – from the number of tourists here, it seems everyone agrees.

Hiking in UNESCO- listed Parque Nacional Vinales is easy & flat and there are many trails – trek on horseback, hire a guide or go it alone.

* We spent 2 nights in Vinales.

Parque Nacional Vinales Hiking

Go hiking or horseback riding in rural Vinales

  • #3. Pinar del Rio

Head to the down-to-earth town of Pinar del Rio for factory tours of cigars & guava brandy!

You can tour a working cigar factory at Francisco Donatien before heading out to Alejandro Robaina, Cuba’s only tobacco plantation.

* We spent 1 night in Pinar del Rio & 1 night back in Havana so we could take the Hershey train the next morning.

Robaina Tobacco Plantation Tour

Take a tour at Alejandro Robaina, Cuba’s only tobacco plantation

  • #4. Matanzas

Take the legendary Hershey Train from Havana to Matanzas, with a stopover to explore the ruins of the old chocolate factory.

There’s not many things to do in Matanzas but it has a big cultural legacy. In the 18th & 19th centuries, Matanzas was the cultural centre of Cuba, unmatched even by Havana.

For budget travellers, Matanzas is an excellent base from which to visit Playa Coral & Varadero.

* We spent 2 nights in Matanzas.

Danger Sign around Hershey Factory

Take the Hershey train to the old chocolate factory on the way to Matanza

  • #5. Varadero

Varadero beach is an unbroken, 20km long thin slice of paradise off the northern tip of Santa Marta.

The sand is soft & silky and the water is clear & turquoise – Varadero belongs on every one month Cuba itinerary.

The Western beaches are mainly used by locals while the Eastern beaches are lined with resorts catering to tourists on all-inclusive packages.

Excellent snorkeling can be found at Playa Coral, just 15km from Varadero.

* We visited Varadero as a day trip from Matanzas.

Varadero Beach

Relax in Varadero, Cuba’s best beach

  • #6. Playa Larga

Playa Larga is best known for the Bay of Pigs invasion, but it also has great budget diving and wildlife opportunities.

The sand leaves a lot to be desired but the water is pristine and still waist deep 30 meters out.

There are excellent snorkel & dive sites along the shoreline from Playa Larga to Playa Giron, and even inland as well.

* We spent 2 nights in Playa Larga.

Bay of Pigs Punta Perdiz Diving Tank Setup

Take advantage of the cheapest diving in Cuba at Playa Larga

  • #7. Cienfuegos

Cienfuegos is known as the “Pearl of the South” for it’s French roots – set apart from the rest of Spanish-conquered Cuba, Cienfuegos was actually established by a French-American.

The architecture in the city is clearly French-inspired but the buildings in the main square (Parque Marti) have been so excessively restored that they’ve lost every inch of their inherit elegance & antiquity.

For us, Cienfuegos was a major disappointment but we know that many people will include it on a one month Cuba itinerary.

* We spent 1 night in Cienfuegos.

CIenfuegos The Paris of Cuba

Visit the “Paris of Cuba” in Cienfuegos

  • #8. Trinidad

The clip-clop of horses’ hooves on the 500 year old cobbled-stone streets is one of the many charms of Trinidad – this Unesco gem is in a league of its own!

With elegant plazas & pastel-coloured buildings, Trinidad is Cuba’s best-preserved colonial settlement.

For a beach escape just 15km away, you can head to Playa Ancon but we don’t recommend it.

* We spent 2 nights in Trinidad.

Museo Nacional Lucha Contra Bandidos

Step back in time in colonial Trinidad

  • #9. Sancti Spiritus

Despite what people might tell you, Sancti Spiritus is no little Trinidad.

Nevertheless, Sancti Spiritus is a nice city to wander around, with an impressive collection of colonial buildings around Parque Serafin Sanchez in the centre square.

* We stopped in Sancti Spiritus for a few hours, while travelling between Trinidad & Ciego de Avila.

Sancti Spiritus Parque Serafin Sanchez

Admire one of Cuba’s loveliest colonial plazas in Sancti Spiritus

  • #10. Ciego de Avila

Much like the Mason-Dixon Line in the U.S., the La Trocha wall in separated Cuba in half.

It used to run through Ciego de Avila but these days, no trace of it remains.

Instead, if you find unexpected find yourself here one a one month Cuba itinerary, settle for a few run-of-the-mill attractions.

* We spent 1 night in Ciego de Avila, due to transport issues.

Ciego de Avila La Trocha Railroad

Imagine the days of La Trocha at Ciego de Avila

  • #11. Bayamo

The revolutionary spirit is alive & well in Bayamo.

From the first declaration of Cuban independence to Castro’s last speech, learn about the legacy of 4 major events that took place in this historic city & stand on the grounds on which they happened in.

Bayamo also hosts a famous street party every Saturday night.

* We spent 1 night in Bayamo.

Mural at Plaza de la Patria

Visit the birthplace of Cuban independence in Bayamo

  • #12. Santiago de Cuba

Santiago de Cuba has played an enormous role in the history of Cuba.

This is where the Cuban revolution began and where Fidel lived & studied in his formative years.

There are many important plazas, churches, museums & birth homes in Santiago so plan your time here accordingly.

The region is also home to Valle de Prehistoria which is one of the quirkiest attractions in Cuba!

* We spent 4 nights in Santiago de Cuba.

Santiago de Cuba Catedral

Visit the Cradle of the Revolution in Santiago de Cuba

  • #13. Baracoa

Make your way to Baracoa on the eastern tip of Cuba & enjoy the local regional cuisine.

Try Baracoan delicacies such pescado con leche (fish with coconut sauce) & cucurucho (dried coconut mixed with sugar, honey, guava, papaya mandarins and/or nuts).

There’s a taste of the lush countryside in Baracoa but the natural environment of the region is best experienced out of town.

* We spent 2 nights in Baracoa.

View of Baracoa Bay

Experience the seaside charm of Baracoa

  • #14. Guardalavaca

The coastline of Guardalavaca is a long stretch of tropical beaches with turquoise water.

It lies against a backdrop of green fields & rolling hills.

Guardalava beach is pleasant but nothing outstanding, but nearby Playa Pesquero is stunning.

* We spent 1 night in Guardalavaca.

Palapas at Playa Pesquero Cuba

Relax under the shade of a palapa at Playa Pesquero, one of the beaches near Guardalavaca

  • #15. Las Tunas

If you’re in Cuba on a Saturday night, head straight to Las Tunas, where the streets come alive with a smorgasbord of food, drinks, music & dance!

The prices are in pesos & the locals are friendly & merry. Here, it’s all about eating & drinking and roast pork is the king of the party.

We were the only tourists in town – shhh this party is Cuba’s best-kept secret that you should put on a one month Cuba itinerary!

* We spent 1 night in Guardalavaca.

Las Tunas Street Party Cuba

Hit the Saturday night street party in Las Tunas!

  • #16. Playa Santa Lucia

Playa Santa Lucia needs some TLC, but that shouldn’t stop you from visiting – there’s excellent diving, shark hand-feeding & the secluded Playa los Cocos made it a great stay for us.

There’s a serious lack of tourist infrastructure at Playa Santa Lucia (eg. no casas & 1 hotel) so you’re best off staying at an all-inclusive resort.

* We spent 2 nights in Playa Santa Lucia.

Playa los Cocos Sun Sand and Shade

Enjoy paradise at Playa los Cocos near Playa Santa Lucia

  • #17. Camaguey

If you love Havana, you’ll adore the equally dilapidated streets of Camaguey as well as its many plazas, churches, sculptures & tombs.

It’s a faded gem of a city – undoubtedly once majestic, as still evident in the glorious architecture, but perhaps also unloved for decades or centuries too long.

* We spent 1 night in Camaguey.

Unesco Streets of Camaguey

Lose yourself in the dilapidated streets of Camaguey

  • #18. Santa Clara

Join the ultimate Che Guevara pilgrimage to Santa Clara & dig into the geographical & revolutionary heart of Cuba!

Travellers here on a one month Cuba itinerary can see relics from the Battle of Santa Cara as well as many commemorations to the Cuban Revolution (1953-1959).

Of course, there are numerous tributes to Che Guevera, including a massive monument, mausoleum & museum complex.

* We spent 1 night in Santa Clara & our last night back in Havana.

Che Guevara Mausoleum & Museum

Take the ultimate Che Guevara pilgrimage in Santa Clara

 

3 Shovels

Accessible DIY travel to more distant locations via multiple connections or longer forms of transport

Visited in May-June 2016