Old Havana on foot & revolution & history
“12 nights in Cuba — Land in Havana, settle into the Harbourside guesthouse and ease into the city.”
12 nights in Cuba, mapped out day by day through Havana, Cienfuegos and Trinidad — a place to sleep and something worth doing on every one of the 12 days.
Good to know
- Best season
- 12-24 May
- Pace
- Steady, a full day out
- Where you sleep
- Boutique guesthouse and 1 more
- Getting around
- Trains, transit, and walking
- Length
- 12 days
- Budget
- €1,808
The trip, day by day
- 1

Arrival & first steps in Havana
Arrive in Havana and check into the Boutique guesthouseSunset stroll along the Malecón seawallCasual first-night dinner in a local paladar - 2

Old Havana on foot
Walking tour of Old Havana (Habana Vieja)Plaza Vieja, Plaza de la Catedral and Plaza de ArmasClassic-car cruise back along the Malecón at golden hour - 3

Revolution & history
Museum of the Revolution and the Granma MemorialCapitolio and Paseo del PradoEvening mojito crawl in Old Havana - 4

Viñales Valley day trip
Day trip to Viñales ValleyTobacco farm visit and cigar-rolling demonstrationMogote viewpoint and valley walk before returning to Havana - 5

Varadero beach day
Day trip to VaraderoSwim and relax on Varadero beachReturn to Havana for a Malecón evening - 6

Slow Havana
Fusterlandia mosaic neighbourhoodVedado and the University quarterLive son cubano music in the evening - 7
South to Cienfuegos
Scenic drive from Havana to CienfuegosCheck into the Uptown Garden villaEvening walk around Parque José Martí - 8
Cienfuegos & Punta Gorda
Tour central Cienfuegos and the Tomás Terry TheatreExplore Punta Gorda and the Palacio de ValleSunset drinks over the bay at Punta Gorda - 9
Colonial Trinidad day trip
Day trip to TrinidadPlaza Mayor and the cobbled historic centreCasa de la Música steps for evening music before returning to Cienfuegos - 10
Bay & botanical day
Cienfuegos Botanical GardenBoat outing on Cienfuegos BayWaterfront seafood dinner at Punta Gorda - 11

Back to Havana
Drive back to Havana and re-check into the Harbourside guesthouseLast-minute browsing at San José crafts marketFarewell sunset on the Malecón - 12

Departure
Final morning coffee walk through Old HavanaSouvenir cigars and rumTransfer to airport for departure
Book links may earn Tomo a commission — you never pay extra.
Arrival & first steps in Havana
Land in Havana, settle into the Harbourside guesthouse and ease into the city. Arrive in Havana and check into the Boutique guesthouse and Sunset stroll along the Malecón seawall.
- Flights
- €316
- Stay
- €1,492
- Per night
- €151
Estimates — the booking site shows the real price.
Want it different?
Swap a day, change the budget, add the kids. Tomo re-balances the rest.
Old Havana on foot
A full day threading the cobbled plazas of the colonial core. Walking tour of Old Havana (Habana Vieja) and Plaza Vieja, Plaza de la Catedral and Plaza de Armas.
Revolution & history
Dive into Cuba's 20th-century story and central Havana landmarks. Museum of the Revolution and the Granma Memorial and Capitolio and Paseo del Prado.
Viñales Valley day trip
Head west into tobacco country and dramatic karst hills. Day trip to Viñales Valley and Tobacco farm visit and cigar-rolling demonstration.
Varadero beach day
Trade the city for Cuba's most famous white-sand coastline. Day trip to Varadero and Swim and relax on Varadero beach.
Slow Havana
An unhurried day for the corners of the capital you missed. Fusterlandia mosaic neighbourhood and Vedado and the University quarter.
South to Cienfuegos
Transfer to the elegant 'Pearl of the South' on the Caribbean coast. Scenic drive from Havana to Cienfuegos and Check into the Uptown Garden villa.
Cienfuegos & Punta Gorda
Explore the French-influenced city and its waterfront peninsula. Tour central Cienfuegos and the Tomás Terry Theatre and Explore Punta Gorda and the Palacio de Valle.
Colonial Trinidad day trip
Step into a perfectly preserved 16th-century sugar town. Day trip to Trinidad and Plaza Mayor and the cobbled historic centre.
Bay & botanical day
A relaxed day around Cienfuegos' natural surroundings. Cienfuegos Botanical Garden and Boat outing on Cienfuegos Bay.
Back to Havana
Return to the capital for a final taste of the city. Drive back to Havana and re-check into the Harbourside guesthouse and Last-minute browsing at San José crafts market.
Departure
A final morning in Old Havana before flying home. Final morning coffee walk through Old Havana and Souvenir cigars and rum.
Make this trip yours
Tweak anything, and Tomo replans around you. One message is all it takes.