Habana Vieja Hostel
Hostel
Day 1
Cuba — light - 7 Days (Havana, Habana Vieja, Vinales, Cienfuegos & Trinidad)
Seven days in casas particulares, not hotels. The same route using the Viazul coach network and casas booked individually, which is cheaper and less predictable.
Condor Overland
Runs this trip
Walking / cultural tour
Seven days in casas particulares, not hotels
Group Tour
Join a fixed-date departure with other travellers
Top Highlights
Plaza ViejaCuba runs on cash, foreign cards mostly do not work, and internet is bought by the hour on a card. Plaza de la CatedralThe cars are 1950s American bodies on Soviet and Korean engines, kept running for seventy years by machinists who make the parts. Vinales valleyThe mogotes are limestone towers left when the caves between them collapsed, and the valley floor between them grows most of Cuba's…
Itinerary
Cuba runs on cash, foreign cards mostly do not work, and internet is bought by the hour on a card. The briefing on day one is genuinely necessary.
Havana, Habana ViejaHow the day runs
- 1 hrsTransfer to a casa particular in the old town
- MealsDinner
- AccommodationHabana Vieja Hostel
Included Activities
- Airport transfer
- Casa particular night
- Cash and connectivity briefing
LANDMARKS Plaza Vieja Malecon Capitolio Start point Havana, Jose Marti International Airport (HAV), Havana 00:00 - 23:59The cars are 1950s American bodies on Soviet and Korean engines, kept running for seventy years by machinists who make the parts.
Habana Vieja, HavanaHow the day runs
- 9:00 AM — the four colonial squares with a local guide
- 2 hrs4:00 PM — a 1950s convertible along the Malecon to Vedado
- MealsBreakfast
- AccommodationHavana Hostel
Included Activities
- Guided old-town walk
- Classic car tour
- Casa particular night
LANDMARKS Plaza de la Catedral Plaza de Armas Malecon Revolution Square The mogotes are limestone towers left when the caves between them collapsed, and the valley floor between them grows most of Cuba's wrapper leaf.
Havana, VinalesHow the day runs
- 3 hrs8:00 AM — west into Pinar del Rio
- 3 hrs1:30 PM — the valley on horseback, past the tobacco farms
- MealsBreakfast, Dinner
- AccommodationVinales Hostel
Included Activities
- Horse ride with a local farmer
- Tobacco farm visit
- Casa particular night at Vinales
LANDMARKS Vinales valley Mogotes Tobacco drying houses Cueva del Indio Cienfuegos was founded by French settlers in 1819 and looks nothing like the rest of Cuba.
Vinales, Cienfuegos, TrinidadHow the day runs
- 5 hrs7:00 AM — back past Havana and east
- 2 hrs2:30 PM — on to Trinidad
- MealsBreakfast
- AccommodationTrinidad Hostel
Included Activities
- Transport
- Casa particular night in Trinidad
LANDMARKS Cienfuegos Parque Jose Marti Trinidad Plaza Mayor Trinidad got rich on sugar and slavery in the nineteenth century and then stopped entirely, which is why the cobbles and the houses are still there.
Trinidad, Topes de Collantes, Playa AnconHow the day runs
- 1 hrs8:00 AM — up into the Escambray
- 4 hrs9:30 AM — the walk to the Salto del Caburni
- MealsBreakfast, Dinner
- AccommodationTrinidad Hostel
Included Activities
- Park entry and guided walk
- Casa particular night
Optional Activities
- Playa Ancon in the afternoon, twenty minutes from town
LANDMARKS Topes de Collantes Salto del Caburni Plaza Mayor Playa Ancon Sunday afternoon rumba at Callejon de Hamel is free, crowded and entirely local.
Trinidad, HavanaHow the day runs
- 5 hrs9:00 AM — back to the capital
- MealsBreakfast
- AccommodationHavana Hostel
Included Activities
- Transport
- Casa particular night
Optional Activities
- Rumba at Callejon de Hamel on a Sunday afternoon
LANDMARKS Havana Callejon de Hamel Leave three hours at Jose Marti — the departure process is slow and there is no way around it.
HavanaHow the day runs
- 1 hrsAirport transfer
- MealsBreakfast
- AccommodationNot included — onward travel
Included Activities
- Airport drop
- Day 1Airport transfer
- Day 1Casa particular night
- Day 1Cash and connectivity briefing
- Day 2Guided old-town walk
- Day 2Classic car tour
- Day 3Horse ride with a local farmer
- Day 3Tobacco farm visit
- Day 3Casa particular night at Vinales
- Day 4Transport
- Day 4Casa particular night in Trinidad
- Day 5Park entry and guided walk
- Day 5Playa Ancon in the afternoon, twenty minutes from townCosts extra
- Day 6Rumba at Callejon de Hamel on a Sunday afternoonCosts extra
- Day 7Airport drop
- Day 1 · 1 nightHabana Vieja Hostel
- Day 2 · 1 nightHavana Hostel
- Day 3 · 1 nightVinales Hostel
- Day 4 · 2 nightsTrinidad Hostel
- Day 6 · 1 nightHavana Hostel
- Day 1Havana to Habana ViejaTransfer to a casa particular in the old town
- Day 2Havana to Havana4:00 PM — a 1950s convertible along the Malecon to Vedado
- Day 3Havana to Vinales8:00 AM — west into Pinar del Rio
- Day 4Vinales to Cienfuegos7:00 AM — back past Havana and east
- Day 4Cienfuegos to Trinidad2:30 PM — on to Trinidad
- Day 5Trinidad to Topes de Collantes8:00 AM — up into the Escambray
- Day 6Trinidad to Havana9:00 AM — back to the capital
- Day 7Havana to HavanaAirport transfer
Where you'll stay
All accommodations are subject to change
Havana Hostel
Hostel
Days 2, 6
Vinales Hostel
Hostel
Day 3
Trinidad Hostel
Hostel
Days 4, 5
What you'll eat
6 breakfasts and 3 dinners across 7 days, at camp. It opens with dinner on day 1 and closes with breakfast on day 7.
- DinnerServed on days 1, 3, 5
- BreakfastServed on days 2–7
9 meal services named in the itinerary. Vegetarian and vegan covered; Jain, gluten-free and allergies on notice at booking
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Customer reviews
Overall rating
4.0/5
Based on 5 reviews
Review summary
Food4.0/5
Guide4.0/5
Itinerary3.2/5
Transport4.0/5
Accommodation3.6/5
Tour operator3.2/5
Sort by:Recommended
5
M
Manav Sethi – Pune2026-03-05 · Verified booking
Well paced over 7 days with enough free time to not feel herded.
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4
A
Arjun Pillai – Nagpur2026-03-05 · Verified booking
Good mix of the obvious things and a few places we'd never have found. Worth every rupee.
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3
D
Dev Chatterjee – Pune2026-03-05 · Verified booking
Too much time on the coach and not enough at the places we'd come for. Whoever planned the days knew what they were doing.
Reply from Condor Overland
Glad you enjoyed it. Hope to see you on another trip.
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5
A
Ananya Gupta – Ahmedabad2026-03-05 · Verified booking
Well paced over 7 days with enough free time to not feel herded. The cooking was a genuine surprise — better than most places we'd have picked ourselves. Good value for what's included.
Reply from Condor Overland
Glad you enjoyed it. Hope to see you on another trip.
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3
P
Priya Nair – Kochi2026-03-05 · Verified booking
Hotels were a step below what I expected for the price. The team read the group well and adjusted without making a thing of it.
Reply from Condor Overland
Appreciate the honest feedback; we're looking at the pacing on that section.
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Questions people ask
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