📍 Cuba

AUTHENTIC CUBA: HAVANA, VALLEYS AND TRINIDAD TOWNS

Q: What weather should you expect?

Dry Season (November-April): Perfect weather, minimal rainfall, comfortable temperatures, peak tourist season, higher prices. Wet Season (May-October): Higher humidity, afternoon showers, hurricane season, fewer crowds, lower prices, lush landscapes. Winter (December-March): Coolest temperatures, ideal weather, highest prices, most crowded, advance booking essential. Hurricane Season (June-November): Monitor weather, September-October peak risk, travel insurance important, potential disruptions.

Vintage cars rumble through the streets, salsa pulses every night, tobacco smoke drifts through the valleys. Cuba is a living, magnificent time capsule.

≈ 15

Days

1309

Stops

📖 8 min read 🔄 Last updated: 2026-01-17

Havana and its vintage cars, Viñales mogotes, Cienfuegos, colonial Trinidad, Santa Clara and its revolutionary history, Varadero beaches. In Cuba, time has stopped and salsa sets the rhythm.

Havana: crumbling music soul
Viñales: tobacco valley mogote
Trinidad: cobblestone charm
Varadero: beach paradise
Cienfuegos: neoclassic city

Your day-by-day itinerary

Day

La Habana

crumbling mansion music soul

5 photos

Day 1

🔍

Discover

Discovery of the Habana Vieja neighborhood and its casa particular

🎯

Activities

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Stroll through the streets of Havana and first immersion in the Cuban atmosphere

Day

La Habana

crumbling mansion music soul

5 photos

Day 2

🔍

Discover

San Cristobal Cathedral and Plaza de la Catedral

Plaza Vieja and Plaza de Armas

El Capitolio and Grand Theater of Havana

🎯

Activities

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Walk on the Malecon at sunset

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Visit to Callejon de Hamel, a major street art destination

Day

La Habana

crumbling mansion music soul

5 photos

Day 3

🔍

Discover

Plaza de la Revolucion and José Martí memorial

Stroll through the Centro Habana neighborhood and Paseo del Prado

🚗

Next stop

Distance: 192.4 km

Travel time: 2h24

Day

Vinales

tobacco valley mogote

9 photos

Day 4

🔍

Discover

Discovery of the Viñales Valley and settling in the countryside

🎯

Activities

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Walk through the village and viewpoint over the valley

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Next stop

Distance: 180 km

Travel time: 3h

Day

Vinales

tobacco valley mogote

9 photos

Day 5

🔍

Discover

Prehistoric Wall of Viñales

Visit to a cigar and coffee factory

Discovery of a local cave

🎯

Activities

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Horseback ride through the tobacco fields

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Sunset over the Viñales valley

Day

Vinales

tobacco valley mogote

9 photos

Day 6

🔍

Discover

Excursion to Cayo Jutias

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Activities

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Swimming and relaxing on Cayo Jutias beach

🚗

Next stop

Distance: 65 km

Travel time: 1h30

Day

Cienfuegos

neoclassic city waterfront

10 photos

Day 7

🔍

Discover

Discovery of the colonial center of Cienfuegos

🎯

Activities

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Walk along the Malecon

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Next stop

⏱️ Long drive (5h+)

Distance: 420 km

Travel time: 7h

Day

Cienfuegos

neoclassic city waterfront

10 photos

Day 8

🔍

Discover

Parque José Martí and surrounding colonial buildings

Waterfalls and natural pools of El Nicho

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Activities

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Snorkeling and relaxation on El Rancho Luna beach

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Next stop

Distance: 45 km

Travel time: 1h

Day

Trinidad

cobblestone colonial charm

9 photos

Day 9

🔍

Discover

Discovery of the historic center of Trinidad and the Plaza Mayor

Exploration of cobblestone streets and colorful houses

🎯

Activities

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Live music at Casa de la Musica

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Next stop

Distance: 80 km

Travel time: 1h30

Day

Trinidad

cobblestone colonial charm

9 photos

Day 10

🔍

Discover

Playa Ancon and relaxing day by the sea

🎯

Activities

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Dance night at Disco Ayala, the nightclub in a cave

🚗

Next stop

Distance: 12 km

Travel time: 20min

Day

Santa Clara

revolutionary history monument

10 photos

Day 11

🔍

Discover

Che Guevara Mausoleum

Statue 'Che and the child'

Leoncio Vidal Park and La Caridad Theatre

🎯

Activities

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Walk to Loma del Capiro hill for the view over the city

🚗

Next stop

Distance: 120 km

Travel time: 2h

Day

Varadero

beach paradise resort coast

10 photos

Day 12

🔍

Discover

Check-in at Varadero and relaxation on the beach

🎯

Activities

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Swimming and pedal boat ride in the turquoise waters

🚗

Next stop

Distance: 195 km

Travel time: 3h

Day

Varadero

beach paradise resort coast

10 photos

Day 13

🔍

Discover

Main beach of Varadero and water activities

🎯

Activities

→

Observation of sunset over the Caribbean Sea

🗺️ Itinerary map

🗺️ Nearby itineraries

CUBA: HAVANA, VIÑALES, CIENFUEGOS, TRINIDAD, CAMAGÜEY, SANTA CLARA, CAYO LAS BRUJAS, MATANZAS & VARADERO

📅 25 days 🛣️ 1960.3 Km

🛡️ Travel advice - Cuba

Check official recommendations

UK Foreign Travel Advice →

❓ Frequently asked questions

What weather should you expect?

Dry Season (November-April): Perfect weather, minimal rainfall, comfortable temperatures, peak tourist season, higher prices.

Wet Season (May-October): Higher humidity, afternoon showers, hurricane season, fewer crowds, lower prices, lush landscapes.

Winter (December-March): Coolest temperatures, ideal weather, highest prices, most crowded, advance booking essential.

Hurricane Season (June-November): Monitor weather, September-October peak risk, travel insurance important, potential disruptions.

How many days should I plan?

We believe you will enjoy this itinerary best by dedicating between 12 and 18 days. The next step will allow you to adjust the duration of your stay.

What to discover in Cuba?

Time capsule island with classic cars, revolutionary history, and infectious music culture. Experience Havana's colonial architecture, salsa dancing, and authentic Caribbean atmosphere. The country offers unique socialist culture with beautiful beaches and rich heritage. Cuba provides authentic cultural experiences in politically unique Caribbean nation.