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Best months: Sep – Nov

Santiago — 5 days (Santiago de Cuba, El Cobre, Gran Piedra, Guantanamo & Baracoa)

4.3(14 reviews)8 daysStart and end in the trailhead

Eight days in the Oriente, over La Farola. Five days around Santiago and the Sierra Maestra without the long run east to Baracoa.

Condor Overland
Runs this trip
Walking / cultural tour
Eight days in the Oriente, over La Farola
Group Tour
Join a fixed-date departure with other travellers

Top Highlights

  • Parque CéspedesEight days in the Oriente — son and trova, a mountain road built in 1963, and a town that had no road at all until 1965.
  • Castillo del MorroSanta Ifigenia holds Martí and Fidel Castro, and the guard changes on the hour.
  • Gran PiedraThe coffee plantations up here were built by French planters fleeing Haiti after the revolution, worked by enslaved people they brought…
  • La FarolaLa Farola climbs to about six hundred metres on concrete piers driven into the cliff.

Itinerary

What's included

Included in the price

Accommodation
  • 7 nights accommodation as listed: hostel, homestay or tent, shared
Transport
  • Shared airport transfer both ways
  • All internal transport as listed: coach, train or shared jeep
  • The Toa river boat and a cacao finca
  • Transport over La Farola both ways
Meals
  • Meals listed on each day
Guide
  • Trip leader throughout, 1 guide per 15
Permits & fees
  • All entries including Gran Piedra and El Yunque with guides
  • All entry tickets and permits listed in the day-by-day
Additional services
  • Casas particulares throughout, which is where the money stays

Not included

Insurance
  • Travel insurance
Optional
  • International or domestic flights to the start point
  • Personal expenses and tips
  • Flights to Santiago, usually via Havana
Additional Services
  • 5% GST and any applicable TCS
  • Most meals
  • Upgrades from shared transport to private
  • Havana, Viñales and Trinidad, which are the other Cuba trip here
  • Hurricane season, roughly August to October
  • Reliable internet, which is limited and paid for by the hour

Most of these can be added to your booking later — the operator confirms within a day.

Where you'll stay

All accommodations are subject to change

Santiago Hostel

Hostel

Days 1, 2, 3, 7

Baracoa Hostel

Hostel

Days 4–6

What you'll eat

7 breakfasts and 5 dinners across 8 days, at camp. It opens with dinner on day 1 and closes with breakfast on day 8.

  • DinnerServed on days 1, 3, 4, 5, 6
  • BreakfastServed on days 2–8

12 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
4.3/5
Based on 14 reviews
Review summary
Food
4.1/5
Guide
4.0/5
Itinerary
4.3/5
Transport
4.2/5
Accommodation
4.3/5
Tour operator
3.9/5
Sort by:Recommended
5
P
Priya Nair – Chennai2026-06-15 · Verified booking

Everything was arranged properly — transfers, entries, all of it. Dorms were tidy and the common areas were where the group actually gelled. Crew were professional without being stiff about it. Would book with them again.

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4
K
Karan Shah – Nagpur2026-06-15 · Verified booking

Well paced over 8 days with enough free time to not feel herded. Solid operator.

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4
R
Rohit Verma – Pune2026-06-15 · Verified booking

Everything was arranged properly — transfers, entries, all of it. Would send friends their way.

Reply from Condor Overland

Thank you. We've taken the point about the transfer and are reviewing it.

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5
S
Sameer Khan – Jaipur2026-06-15 · Verified booking

Everything was arranged properly — transfers, entries, all of it. Dorms were tidy and the common areas were where the group actually gelled. The team read the group well and adjusted without making a thing of it. Worth every rupee.

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4
D
Divya Reddy – Hyderabad2026-06-15 · Verified booking

Everything was arranged properly — transfers, entries, all of it. Would send friends their way.

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5
A
Ananya Gupta – Kolkata2025-08-09 · Verified booking

Well paced over 8 days with enough free time to not feel herded. Solid operator.

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4
K
Karan Shah – Mumbai2025-08-09 · Verified booking

Good mix of the obvious things and a few places we'd never have found. Worth every rupee.

Reply from Condor Overland

Glad you enjoyed it. Hope to see you on another trip.

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4
S
Sofia Marchetti – Melbourne2025-08-09 · Verified booking

Everything was arranged properly — transfers, entries, all of it. Worth every rupee.

Reply from Condor Overland

Thank you. We've taken the point about the transfer and are reviewing it.

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Questions people ask

One other operator runs this trip. See all 2 side by side →

₹1,19,699per personNext 6 NovEMI from ₹9,975/mo