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Call us on 01707 817260

  • Monday - Friday9am - 5pm
  • Saturday9am - 1pm
  • SundayClosed
  • Bank HolidaysClosed

Walking Holidays In Cuba

From the lush estates of Viñales Valley to the ecological oasis of Las Terrazas, Cuba’s stunning diversity provides the perfect backdrop for our getaway. You’ll stroll the pristine coastline of the Caribbean Sea, journey to dense tropic valleys, and trek prosperous coffee and tobacco plantations - the backbone of the island’s mercantile history. 

Why Visit Cuba?

In contrast to the idyllic wildlife, you’ll also visit Cuba’s vibrant towns; Trinidad and Old Havana. Locals here are at the heart of life on the street, laughing, dancing to hand-played music - Cuba’s rhythm is magnetic. 

The bustling streets are a delight to the senses: son cubano, rhumba, salsa and jazz spill from every door; classic, pastel-coloured cars cruise flamboyant streets while sweet sugarcane, Latin spices and tobacco fill the air. 

Follow in the footsteps of La Revolución with a visit to the Che Guevara mausoleum and learn gripping stories of Castro era rebellion. Roll your own traditional cigar at Viñales tobacco plantation, and delve deeper into Cuba’s fascinating past at palatial Cienfuego. 

Book Today With Ramble Worldwide

Aged but magnificent, now is the perfect time to discover Cuba’s eclectic spirit. In the company of our expert leaders you will do more than sight-see; immerse yourself into the nation’s opulent spirit with our local insights. Extraordinary heritage and flourishing terrain await you, browse our guided itinerary and book your trip today. 


Popular walking holidays in Cuba

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Cuba with the Locals
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Cuba with the Locals

Departure dates

  • 2025:
    • Feb
    • Oct
    • Nov
  • 2026:
    • Feb
    • Mar
    • Oct
    • Nov

Cuba remains as enigmatic and alluring as ever with colourful houses, classic cars, music, rolling hills, cigars, faded colonial grandeur and plenty of great hiking trails. With the added extra that in Havana, Vinales and Trinidad we stay in Casas Particulares which are rooms in private houses, so you are able to truly experience the real Cuba.

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Our holiday walking grades

Moderate

Grade 4

Usually, your walk will take up the whole day at a moderate pace. Terrain will often be hilly and paths generally good. Note that on holidays in mountainous areas, expect some rougher paths. An average walk length is 6 miles but expect this to vary from as little as 3 miles on a sightseeing day and up to 10 miles on a full day dependant on the amount of ascent and decent required.

Search all Moderate, Grade 4 walking holidays

Usual daily walks - Distance: 6 miles; Ascent/Descent 500m; Terrain: sometimes hilly and undulating on good paths and tracks; Walking Time: Day walks. 

Worldwide Journeys

from £2,999

(12 nights)

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