Latin America's curious and captivating island
Cuba has been somewhat of an enigma for over 50 years and despite there being less than 400km between Havana and Miami, it has always felt like a distant land. The country’s turbulent past has earnt it a place in history books the world over and it is with an innate sense of curiosity that travellers come to this Caribbean island.
A trip to Cuba is one that will ignite the senses. From the faded grandeur of Havana and the colourful colonial city of Trinidad, to the patchwork of tobacco fields in Vinales and the powder-white sands of the Caribbean coast, it is a country that seems to have it all. Couple this with a population whose love for music and for life itself is contagious, and you’ve got an island nation unlike anywhere else.
Words like revolution and embargo have come to dominate conversations about this Caribbean island, and there are constant reminders of the impact both these historic events have had. Walking through the streets of its cities and villages can feel like stepping back in time: there are no billboards advertising the latest fizzy drink, a lack of internet connection means smartphones are few and far between, buildings in the cities are in dire need of restoration, and in the countryside oxen plough the fields and horse drawn carts are still the favoured mode of transport.
Whilst all of this makes Cuba one of the world’s most fascinating destinations, it is also a country with its eyes looking firmly to the future. Recent developments in its relationship with America and the explosion of privately-run restaurants and casa particulares demonstrate a desire for change. However, there is a strong sense that Cuba must not lose its spirit that makes it so undeniably special.
Why book with Jacada?
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Personalised design
We’ll plan your trip around your specific interests, tastes and preferences, providing helpful tips and honest advice based on first-hand knowledge of the destination.
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Authentic experiences
Our expert guides and brilliant travel concierges are hand-picked to provide a genuine experience, bringing your destination to life with care and passion.
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Responsible travel
Our luxury trips are designed with responsible travel principles that prioritise travel experiences that are both good for you and good for the planet.
Discover more of Cuba
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Cayo Santa María
Sitting off Cuba’s northen coast and reached by a 48km-long causeway is the Cayo Santa Maria key, one of the country’s premier…
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Havana
Havana’s story is one that could fill the pages of even the thickest of history books. It has been ransacked by pirates, colonised by…
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Trinidad
With its beautiful colonial architecture, cobbled streets and mountainous backdrop, Trinidad is one of Cuba’s most handsome cities. Trinida…
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Viñales
Nestled within the Sierra de los Organos on the west of the island is the laid-back town of Viñales, a land of tobacco fields and dramatic…
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Meet your Latin America team
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Berni De Luca
Client Experience Manager for Latin America
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Charles Kronsten
Senior Travel Designer
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Dan Scott-Kerr
Travel Designer
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Delfina Russo
Travel Designer
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Demi Roberts
Senior Travel Designer
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Em Jennison
Travel designer
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Flavia Toledo
Latin America Concierge
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James Sirotkin
Travel Designer
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Jennifer Richt
Senior Travel Designer
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Kit Wong
Senior Travel Designer
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Lily Bunker
Senior Travel Designer
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Lizzie Slater
Travel Designer
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Melanie Vieira
Senior Concierge – Latin America
Don't take our word for it
“We enjoyed our first trip with Jacada…”
We enjoyed our first trip with Jacada and it surely won't be our last! Every detail and moment of our trip was perfectly planned. We were met every step of the way with courteous and knowledgeable drivers and guides. We really appreciated the local guides and the commitment they had to make every day special. Thank you Jacada for the…
“heavenly honeymoon”
My wife and I used Jacada to plan our honeymoon to French Polynesia. Working with the Jacada team was fantastic and effortless. Every question was quickly answered. Every hiccup was quickly addressed. We felt like we were in the hands of experts who are equally passionate about travel, and who were committed to helping us have the trip of a…
“Jacada Travel has been outstanding”
We enjoy traveling and we have used Jacada Travel for some wonderful trips over several years. We have never been disappointed. In 2024 we took a Safari in Botswana Africa and walked with the gorillas in Rwanda planned by Jacada and the itinerary was amazing. In 2025 we had planned a trip to Antartica ( with another company ) but…
“Communication and organization were…”
Communication and organization were excellent. The Jacada team was helpful and genuinely interested in our experience. The guides were personable, knowledgeable, and clearly enjoy their work. Vehicles were spotless, timely, and coordinators managed our every need brilliantly. I will recommend Jacada to friends and family. The only way to travel!
“Iceland 8 Days”
We had a wonderful trip planned through Jacada. We enjoyed the venues and the excursions. This is a beautiful place we'd recommend to anyone who wants to go on a new adventure.
Your trip, your story
We craft trips deeply personal, delightfully surprising and entirely one of a kind. Every Jacada journey begins in conversation with a travel designer, a specialist in their destination of expertise. Behind each journey is a wealth of insight, gathered over years of on-the-ground exploration.
Once you’re booked, you’ll meet your concierge. Based in the region you’re visiting, they’ll take care of all the details so your mind is at rest. They make the trip truly special – and truly yours.