Indulgent Cuba Tour

  • Duration: 20 Days
  • Location: Cuba
  • Available Seat: Groups of 2-12 People
  • Price: $1,569.00 per person USD


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Cuban B&B’s, English-speaking local Cuban guide, the ‘best of’ excursions.



About The 20-Day Indulgent Cuba Tour


Our 20 Day Cuba Group Tour is for those that want to explore Cuba – West to East and Top to Bottom. Experience Cuba’s rich culture, learn about its controversial history and meet the friendly locals that makes this destination unlike any other.


Want to see the very best Cuba has to offer? Engage in the lively culture, enthralling history and breath-taking beauty of this evocative and vibrant Caribbean island on our 20 Day Cuba Group Tour – Indulgent Cuba. Current economic and political transformations in Cuba suggest that there is no better time to take one of our tours in Cuba. Saunter down Trinidad’s cobble-stoned streets, discover Havana’s secrets through the windows of degenerate colonial buildings and admire the rich red earth of the Pinar del Rio province. Pristine beaches, pirates, salsa and Che are all on the agenda on a tour that aims to constantly excite, enthuse and enlighten.


  • Experience Cuban hospitality at a Casa Particular
  • A Local English-speaking Cuban guide accompanies all of our Cuba group tours
  • Lose yourself in the winding colonial streets of Camaguey
  • Dance the night away in Santiago de Cuba
  • Get inquisitive exploring the spell-binding Havana Veija
  • Explore the underwater landscape at the Bay of Pigs
  • Enjoy a delicious cocktail over stunning views
  • Visit the final resting place of the immortalised Che Guevara
  • Take in the historic french-influenced architecture of Cienfuegos
  • Visit a Tobacco Farm in Vinales



English-speaking local Cuban guides accompany all of our tours in Cuba, transportation between destinations, 19 breakfasts, airport transfer on arrival, Internal Flight


Full day Havana tour including, city tour in classic car

Group BBQ lunch by the river in Baracoa

Night out in Santiago de Cuba (entry fee and 1 x drink)

Evening cocktail in Cienfuegos

Che memorial & museum

Informal salsa lesson in Trinidad

Bicycle taxi tour of Camaguey

Visit Tobacco Farm and underground caves in Vinales

There are a range of optional activities and excursions you can enjoy on your 20 Day Cuba Group Tour and any other tours in Cuba we run


International flights, all lunches and dinners (unless specified), travel insurance, visa & passport costs, drinks, tips, airport taxes – see our Cuba Travel Library or ‘Ask Us’ for more details.


On our Cuba group tours we we use a mixture of private transportation, local Viazul bus, taxi and an internal flight (Baracoa to Havana).

An internal flight from Baracoa to Havana is included as part of this tour. Please note that on occasions, due to flight availability, the group might need to be transported to Santiago de Cuba or Holguin to fly from there.

Spending Money on Tour

Everyone is different in the amount of money they will spend on our Cuba group tours. Your main expenses on our 20 Day Cuba Group Tour will be food, drinks, airport departure transportation, souvenirs, optional activities. For our 20 Day Cuba Group tour we estimate that you will need between USD$800 – USD$1050 for expenses (not including the on location payment).

Single Supplement Policy

We believe that you should be able to have the privacy that comes with having your own room on tour, and not have to pay anything extra for this. That’s why it is our policy is to waive the single supplement fee on all of our Cuba Group tours. Of course you can still choose to share a room with a fellow traveller, as this can often be part of the fun of traveling – it’s your choice!

Airport Transfers

We include an airport transfer on arrival for all of our Cuba group tours. On departure, your local Cuban guide will help organise your transfer at market rates (no commission).

Travel in Cuba

Please consult our comprehensive Cuba travel guide for all of the information you will need to prepare for one of our Cuba group tours.


Estimated Travel Times Between Locations


Below are the estimated travel times between destinations on this 20 Day Cuba Group Tour. For the longer journey’s on all of our tours in Cuba, our guides like to break-up the journey by stopping for lunch and at various points of interest along the way.





Day 1 – Havana

Known as the capital of fun during the 40’s and 50’s, this spellbinding city immediately captures the curiosity of her many visitors. But where do you start? We recommend those booked on our 20 Day Cuba Group Tour put on your walking shoes and take in Havana’s rich history, grand monuments, world famous cigars and scrumptious cocktails. You can easily get lost in Havana Vieja (old Havana), the old city of cobble stoned alleyways and colonial buildings, ancient squares and noted churches. The perfect day to get your bearings and meet your guide and group for an optional evening meal.


Please note that the first day of the tour is a joining day with no formal activities planned. We do organise your accommodation for this evening and a optional dinner with your guide and group.


Day 2 – Cienfuegos

Stop off at Playa Girón/ Bay of Pigs, long associated with the USA’s first military failure in Latin America. The natural beauty of this area is stunning, with cave systems, coral formations and an abundance of sea life making it a must for snorkelers, divers and ocean lovers alike.


If Cuba had a Paris then it would probably be Cienfuegos, which stands out for its rich French-influenced architecture. A harbour city by location, the ‘Pearl of the Caribbean’ has seduced Cuban travellers for years due to its elegance and beauty. Founded in 1819 by Don Luis de Clouet, Cienfuegos luckily managed to remain free of pirate attacks, allowing this popular city to prosper. Explore the wide streets and promenades or enjoy a walk by the Malecon, the longest promenade on the island.“Cienfuegos is the city I like the best”, wrote Beni More, one of Cubas most important musicians in the first half of the 20th century. Check it out for yourself and see what you think.


Days 3, 4 and 5 – Trinidad

Stop at the Che Guevara mausoleum and memorial in Santa Clara, where Che’s remains are immortalized following their discovery in Bolivia in 1997. Santa Clara holds a special place in Cuban history, where in December 1958, Commander Ernesto Che Guevara led his revolutionary rebels in the derailment of the armoured train carrying the ammunition Batista had sent to defeat Fidel – the revolution was won.


Then it’s on to the favourite destination of many a traveler to Cuba. Trinidad was founded in 1514 by Diego Velázquez and is considered a jewel in Cuban colonial architecture. For some, Trinidad is a living museum, stuck in the time of Cuba’s first War of Independence when local sugar plantations were devastated by fire. The vibrant colours and soulful music littered along cobbled streets will simply take your breath away.


Take the opportunity to visit a local waterfall, historic sugar mill or one of Cuba’s best beaches – Playa Ancon. An evening at one of Trinidad’s effervescent music venues is a must!


Days 6 and 7 – Camaguey

Don’t get lost in “La Ciudad Confusa” (the maze)! The labyrinth of winding streets and alleys of Cuba’s third largest city shouldn’t be enough to put you off visiting the beguiling city of Camaguey – a city built to confuse pirates.


With its large number of squares and parks, colonial architecture and enriched spiritual persona, Camaguey is a mecca for Cuban arts and culture. Plan a visit to a famous historical landmark or explore a myriad of art galleries and handicraft exhibits – it’s entirely up to you! There are also some of Cuba’s best beaches close by at Playa Santa Lucia.


A guided tour on the back of a bicycle taxi is our gift to you!


Days 8 and 9 – Santiago de Cuba

The second largest city in Cuba is surely its most dynamic. With a myriad of ethnicities calling Santiago home, it’s hard not to get swept away in its joyous and prepossessing surroundings. Plus its music and dance scene is quite possible the best in Cuba.


As the most Caribbean of Cuban destinations with a backdrop of mountains and rugged terrain, Santiago de Cuba has many things to show off and be proud of. It is the hub of most of the music genres in Cuba and the locals are hospitable, resourceful and virtuous.


Make sure you visit one of Santiago de Cuba’s famous tobacco factories when in town and take in a famous music venue or two in the evening on your 20 Day Cuba Group Tour.


Days 10, 11, and 12 – Baracoa

Cuba’s first colonial capital, Baracoa is set amongst a mixture of palm, chocolate and banana tress. It is a land blessed with many rivers and a healthy annual rain fall, that has worked to create some of the most lush vegetation and rainforest you will ever encounter. The town has remained relatively unchanged over the years, with several houses dating back to the 19th century and a system of colonial fortifications that includes Matachin Fort and La Punta Fort.


From Baracoa there are many outdoor excursions to go on, each making use of its beautiful surroundings. Explore the bountiful rivers in the area or go boating between the tall cliffs at the mouth of Yumuri River. You can also see over 900 species of endemic flora, including around 360 that are found only in this area.


Baracoa’s cuisine is world famous in Cuba and a BBQ group lunch is the best way to sample the delicious local produce.


Days 13, 14, and 15 – Havana

Back in Havana you have the opportunity to explore some more and experience Cuban nightlife one last time. A full day tour of the city including time in a classic American car is included as part of your 10 Day Cuba Group Tour.



Days 16 and 17 – Vinales

Viñales is reasonably close to Havana, and has been popular with visitors for generations. In the heart of the Pinar del Rio valley, most of Cuba’s tobacco production takes place in and around Viñales. This is the place to see where those world famous cigars come from, and to get some for yourself.


The geography in the area is stunning, and the town is ringed by stark mogotes – small hills with sheer rock faces. All of our Cuba group tours offer you the chance to take salsa lessons, and Viñales is the best place to do this.


The nightlife is lively, but not as crowded as larger cities – just in case you don’t want to have an audience!


Days 18 – Terrazas via Soroa

Today you will travel to Las Terrazas via the small village of Soroa. Referred to as The Gate to The Garden of Eden, this stunning village is the starting point for many hikes to the soaring Sierra del Rosario. After exploring the village you will visit the famous Orchid Gardens of Soroa and the nearby waterfall.


The next stop is the mountain community of Las Terrazas. Las Terrazas was constructed as a reforestation project in the 1960’s and has since been named a Unesco Biosphere Reserve. We have time in the afternoon for a walk around the town to meet the friendly locals and for a swim in the gorgeous San Juan mountain stream. In Las Terrazas there are also art, woodwork and pottery studios that are open to the public.


Days 19 and 20 – Havana

Back in Havana you can tick off any last minute activities or excursions you would like to do before our guide and team bid you a fond farewell.


Please note that Day Twenty is the tour departure day, meaning you are free to depart at any time.


Viva Cuba!



Accommodations on Tour


Our Cuba group tours use only the best Casa Particulares – Cuban B&B’s. These Cuban Bed and Breakfast establishments offer a taste of authentic life on the island. You will be staying as a guest of a family in private accommodation. You’ll have privacy while still being able to interact with the locals as much as you want. It’s a stark difference to most types of accommodation, and you will truly be made to feel welcome – you might forget that you’re a paying guest and not a long lost family friend!


A number of accommodation options are in older buildings without an elevator. If you have issues with mobility and will be unable to comfortably climb several flights of stairs, please let us know. We can happily find you a wonderful alternative to suit your needs. We’ve got you covered if you want to spend a few extra days in Havana before or after your Cuba group tour. Just use our easy online form when you make your booking.


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