Havana will always be the most cherished colonial city in Cuba, but there are a wealth of smaller towns and cities full of beautiful architecture and special Cuban charm.

Havana is without doubt one of the most iconic cities on earth, conjuring up images of classic cars, pristine beaches, intimate music venues and long brown cigars sloping out of the mouths of wrinkled veterans, who themselves have lived through a tumultuous and fascinating period of Cuban history. But such images would not resonate quite so much if they didn't belong to a city so richly adorned by colonial era architecture, which has survived so well thanks largely to the isolation imposed on this tiny Caribbean islands over the past half-century. Decaying and often derelict buildings continue, for now at least, to hold their own alongside the renovations that have taken place and there remains many grand colonial era hotels in which to stay during your time in Havana.

One of the very best examples of a colonial era town in Latin America is laid-back Trinidad, in the province of Sancti Spíritus, on the Caribbean coast. Built from the riches of the 19th century sugar trade, it is a time capsule which transports visitors back to an age of prosperity. The cobbled streets are lined with colourful houses, colonial mansions and Baroque churches, enriched by vintage American cars and horse-drawn carriages and brought to life by the rhythmic melodies which emanate from the various music houses throughout the centre. Trinidad is also a great base from which to head out into the nearby Escambray Mountains

With its wide avenues, pastel coloured colonial architecture and its pretty waterfront Cienfuegos is another popular city. Nicknamed the 'Pearl of the South', it boasts the Jagua castle fort, an attractive main square and pristine white sandy beaches nearby. It is also close to the historic Bay of Pigs - site of the disastrous US invasion of 1961, during the Cold War.

Other notable colonial era cities in Cuba include the Afro-Caribbean Santiago de Cuba, historic Baracoa, surrounded by forts and magnificent countryside and colourful Camagüey.

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The Sombrero Tour - Trinidad - Holidays to Cuba


Sombrero Tour

10 Nights from £2,371 €1,945 $2,082

Cuba projects a surreal mise-en-scene of classic cars, cyclists and derelict buildings, standing next to pristine, beautifully renovated colonial squares, …

The Sombrero Tour
Tours in Cuba

10 Nights from £2,371 €1,945 $2,082

Full Itinerary Contact Specialist

Itinerary Summary

  1. Day 1 - Departure from the UK

    Day 2 - Old Havana Tour

    Days 3-4 - Free to explore at leisure

  2. Day 5 - Full day Tour Viñales

  3. Day 6 - Bay of Pigs Museum & Cienfuegos tour

  4. Day 7 - Transfer to Trinidad

    Day 8 - Walking tour Trinidad

    Day 9 - Trinidad at leisure

  5. Day 10 - Santa Clara

    Day 11 - Return to the UK

The Havana city break Tour - Havana - Holidays to Cuba


Havana city break Tour

6 Nights from £1,683 €1,119 $1,187

Explore the fascinating and surreal city of Havana. Enjoy the Caribbean climate and the relaxed pace of life, while learning about Cuba's dramatic history …

The Havana city break Tour
Tours in Cuba

6 Nights from £1,683 €1,119 $1,187

Full Itinerary Contact Specialist

Itinerary Summary

  1. Day 1 - Havana

    Day 2 - Havana city tour

    Days 3 - 7 - Free to explore at leisure

  2. Excursions available

The Ambos Mundos Tour - Holidays to Landmark Tours

Landmark Tours

Ambos Mundos Tour

12 Nights from £3,315 €3,078 $3,309

The proud, defiant traditions of Cuba contrast with impressive Mayan pyramids of the Yucatan, both sharing similar Spanish colonial heritage but very diffe…

The Ambos Mundos Tour
Tours in Landmark Tours

12 Nights from £3,315 €3,078 $3,309

Full Itinerary Contact Specialist

Itinerary Summary

  1. Day 1 - Travel to Havana

    Day 2 - Havana city tour

    Day 3 - Havana at leisure 

    Day 4 - Vinales

    Day 5 - Havana at leisure

  2. Days 6-7 - Yucatan

  3. Days 8-9 - Chichén Itzá

  4. Days 10-13 - Leisure in Playa del Carmen


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