Project Description

Care-Free fun city and beach Cuba holidays

Carefree fun |Multi-Centre Cuba Holiday

Lose yourself in the streets of Havana without a care in the world

  • Havana + Trinidad + Varadero

  • Ideal for staying up to 14 nights

This is a sample itinerary for the young at heart. If your primary motivation during your holiday is to have fun, this city and beach itinerary could be a good place to start your plan. If you are interested in fun activities like popular music, salsa dancing, shows and live performances, dance and music venues, parties, and packed entertainment programmes at resorts including water sports and care-free fun, take a loot at our suggestions. Remember this is not a package, but a suggested itinerary. Everything can be tailored around your specific interests.

There’s no place quite like Cuba to unwind, recharge, and reconnect with friends. A stint at a luxury resort by some of the best beaches in the world will allow you to do just that. That’s why we’ve included Varadero in our suggested itinerary, a place like no other to enjoy carefree entertainment and beach relaxation.

As we are certain you value luxury and sophisticated activities like dining and cultural exploration, Havana and Trinidad are also part of our mix for you. Cuba is, if anything, a fun destination. Music and dance are at the core of its culture, and these two cities are at the top of our list of places where you can not only treat yourself, but also experience the vibrant Cuban culture, engage in fun activities, and explore the local culture at your leisure.

We have also included some suggestions of fun activities to include in your itinerary. However, how you mix these destinations and the things you do while in Cuba are entirely your choice. Depending on your personal preferences and how long you’d like to stay in Cuba, we can help you build an itinerary that enables you to do exactly what you want.

Itinerary at a Glance


Recommended minimum stay: 3 nights.

Carefree fun city and beach Cuba holidays
  • Direct or connecting flight to Havana in Premium Economy or Economy Class

  • Meet & Greet with dedicated Captivating Cuba Representative

  • Direct transfer (private or shared) to your Hotel or Casa Particular in Havana
  • Accommodation in recommended hotels located at the heart of Old Havana. Choices include the Iberostar Parque Central, Sevilla, or Hotel Victoria.
  • Alternative accommodation in a recommended Casa Particular
  • Lots of fun activities to choose from, including a tour of Havana in a classic American car, salsa or cocktail making lesson, and live music at the Buena Vista Social Club.


Recommended minimum stay: 3 nights.

Carefree fun city and beach Cuba holidays
  • Shared or private transfer to Trinidad from Havana
  • Accommodation in one of our recommended Casa Particulars.
  • Explore Trinidad at your leisure, or pre-book one of our excursions. Recommended activities include drinks at La Canchanchara bar ( the birthplace of yet another authentic Cuban cocktail, but only known locally)
  • Representation service to look after you, and help you pick the best restaurants, bars, and excursions.


Recommended minimum stay: 4-10 nights.

Carefree fun city and beach Cuba holidays
  • Transfer from Havana, or private transfer from Trinidad to your choice of beach resort in Varadero.
  • Entertainment-packed choice of resorts. Selected for the quality of their entertainment programmes, professional shows, and choice of beach activities, water sports, and sport.
  • Lots of restaurant suggestions and fun activities, including a catamaran trip ta nearby island Cayo Blanco.
  • Representation Service in Varadero to look after you

Cuba, by definition, is all about fun. It is enshrined in their people’s culture and, as Cubans would argue, the key to their survival through difficult times and a very complex history.

Cubans are essentially a happy, carefree, friendly people. And their “natural” inclination towards music, dancing, and the arts only strengthen their reputation as cultural prodigies in the Caribbean and beyond.

So the question is not whether you’ll have fun or not. It is about what exactly would you like to do to make your experience not just fun, but memorable too.

When you speak to us, we can discuss your interests and expectations and suggest the best itinerary based on your plans for this trip”

Matthew Osullivan, Captivating Cuba

Create your own destination mix

City and Beach combinations we’ve created for our clients in the past include some of the following variations

  • Havana + Varadero
  • Havana + Trinidad

  • Havana + Trinidad + Varadero Favourite

Why not tell us about your expectations? A team of Cuba specialists with direct destination knowledge and years of experience can put together a tailor-made itinerary for you and send you a quotation without any upfront fees, commitments, or pressure. Simple as that. Give us a call on 01438 419111  or email your request to Captivating Cuba

Itinerary Map

Itinerary Map. Carefree fun city and beach Cuba holidays

Itinerary Complexity

Call us on 01438 419111

Start Planning your Dream Holiday

Interested in a free, no commitment quotation? Ready to start tailoring your Cuba adventure with the top specialists in the UK? Give us a call or send us an email and we promise we will exceed your expectations.

We are an ATOL bonded Cuba specialist with over 20 years of experience exclusively devote to organising authentic journeys to this fascinating Caribbean nation. Our expertise and dedicated travel consultants are entirely at your disposal.

Call us on 01438 419111

Experience Cuba like no one else. Detailed Itinerary Suggestions

Here’s our idea of what this journey could be. With hundreds of accommodation choices, activities, excursions, and the dedicated service of a professional team with more destination expertise than any other tour operator, the possibilities are limitless.

Virgin Atlantic Premium Economy Cabin. Book with Captivating Cuba

Coming to Cuba


ly Virgin Atlantic  direct to  Havana with our excellent  Premium Economy or Economy fares. Use your local airport in the UK and save the journey to  Gatwick and fly via Paris , Amsterdam or Madrid.

On arrival to Havana International airport, we’d recommend the services of our airport fast track service, with a welcome directly from the aircraft , a fast track through airport formalities and enjoy a Cuban coffee or cocktail while your bags are collected by the porter team .

At the arrivals lounge, look for the Captivating Cuba Representative carrying our branded sign. After a very brief meet and greet our representative will take you to your transfer so you can start enjoying your holiday straight away. Your transfer (choice of private or shared transfer), will take you from the airport to your hotel or Casa in Havana.

To find out more about our flight fares or the airport fast-track service in Havana, please give us a call on +44(0) 1438 310099

To learn more about flights to Cuba with Virgin Atlantic , follow this link. The article explains in detail the cabins, services, and the experience Virgin Atlantic makes available to you.

Havana City. Carefree fun city and beach Cuba holidays

Your Stay in Havana

For fun-seekers like yourself, Havana is a must. Lively night scene, lots of bars, an emerging dining scene run by private businesses, streets full of music, and some of the friendliest people on the planet.

We’ve picked your accommodation based on quality and location. All of our suggestions are located at the heart of Old Havana, within walking distance from most attractions. The Iberostar Parque Central is the best hotel in its class in Havana. For a more characterful hotel, the Sevilla is a great choice. And for a more authentic experience, we’ve also included a fantastic Casa Particular among our recommendations (you can read more about each of our accommodation suggestions down this page)

Some of the best bars and restaurants in the city are also located in the old quarters. Our team in Havana will assist you in choosing the best ones, even book a table on your behalf.

Many of the world’s best known cocktails were first mixed in Havana: the iconic Mojito, the classic Daiquiri, the timeless Cuba Libre. If you can spare the time, why not take a lesson in making these Cuban cocktails?

If Cuban music and dance are of interest, we’ve suggest a dinner experience listening to the Buena Vista Social Club, maybe even a salsa lesson with one of our experienced salsa teachers.

Another activity we think you will enjoy is a tour of the city onboard a vintage American car. Fun and entertaining and, for many, the highlight of their stay in the Cuban capital.

Suggested Accommodation in Havana

For more information on our suggestions in terms of accommodation  in Havana, please follow the links below. These are Captivating Cuba’s recommendations based on experience. However, if you have something else in mind, be it a hotel or a Casa particular, please let us know as we are able to handle any request.

Suggested Excursion from Havana

Excursions and activities we’d recommend for you whilst in Havana include. We can also tailor-make activities and excursions on request so, please, do let us know if there’s something you’d like to add to your itinerary:

Luxury Cuba Holidays. Trinidad, Cuba. Captivating Cuba

Experience Trinidad

After enjoying Havana and before heading to our recommended beach hotels , take the chance to visit Trinidad, a colonial town to the south of Varadero where all the best Cuba has to offer converge in one place: fantastic Caribbean beach, beautiful scenery, a UNESCO heritage colonial town rich in history and folklore, and a lively restaurant and bar scene.

To make your stay all the more interesting and authentic, we recommend you stay in a Casa Particular (a charming bed and breakfast, privately run by a Cuban family).

There’s plenty to do in Trinidad. Music fills the intricate cobbled streets of this lovely town, and street markets spring every morning near the church square. Head to La Canchanchara and learn the story of this little known Cuban cocktail Cuban fighters against the Spanish colonial rule invented to keep warm during the rainy nights in the Cuban rainforest. Ancon beach is less than a half hour away from the town centre, and offers great spots for diving or scuba diving. If feeling adventurous, take a boat trip to Cayo Blanco del Sur, a nearby island inhabited only by iguanas and colourful fish. Whilst there, enjoy an authentic Cuban meal and some more scuba diving before returning to town. In the evening, a visit to Casa de la Music in Trinidad is highly recommended. See the locals play classic and contemporary Cuban salsa and marvel at the skills everyone seem to have when it comes to dancing salsa.

After a couple of days in Trinidad, it is time to head to world famous beach resort Varadero.

For further reading on our accommodation suggestions and activities in Varadero, please follow the links below.
Virgin Atlantic Upper Class Cabin. Book with Captivating Cuba

Head to Varadero Beach

Varadero offers the ultimate spa and resort experience. The beach line is so long it never feels crowded, and most hotels have direct access to the beach. After all the fun in Havana and Trinidad, it is time perhaps to pamper yourself, unwind, and indulge in the simple pleasure of sipping a Mojito by the beach or spending time at the resort spa.

To get away from it all, recharge, and treat yourself to complete relaxation, there’s no place quite like this.

It doesn’t mean, however, that the fun should stop. We’ve selected for you not only the best resorts, but also the hotels with the best entertainment packages. We highly recommend the Blau Varadero. But if you feel like going for a bit of extra luxury, the Melia Marina Varadero or the Paradisus Varadero are great choices (more suggestions below).

In addition, the little Cuban town at the entrance of Varadero has some really good night clubs, bars, and restaurants in case you feel like exploring a bit.

At the end of your stay, a transfer arranged by us will take you straight to the Airport where you can do a bit of last minute shopping before heading home.

For further reading on our accommodation suggestions and activities in Varadero, please follow the links below.

However specific your requirements, we are here to help. Speak to us and we will give you unbiased advise for your trip, priceless tips based on direct destination knowledge and nearly twenty years of experience organising authentic journeys to Cuba.

Jo, Senior Travel Consultant