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Steppes Travel is made by the people who work here. Incredible holidays are made possible because of their vast travel experience and the great enthusiasm they bring to their work.
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We carefully select our experts based on their knowledge, companionship and influence, ensuring that you can travel with the most knowledgeable leaders in the field.

Caribbean Holidays

Not all Caribbean destinations are simply fly and flop. We have selected some distinct Caribbean destinations that offer the traveller more than just a beach holiday.

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Idea

Trinidad And Tobago

Highlights of Trinidad & Tobago

Uncover the highlights of Trinidad & Tobago while travelling between dramatic valleys and golden beaches in the company of a private guide. Fly between the Caribbean‘s most southerly islands, scouting for wildlife, interacting with friendly fruit-selling…

15 days from £2,800pp

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Idea

Cuba

Highlights of Western Cuba

Striking a careful balance between exploration and relaxation, our journeys to the west of Cuba aim to move beyond the tourist trail and offer an in-depth and highly customisable insight into the surprisingly large island. Encompassing…

9 days from £2,335pp

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Idea

Jamaica

Highlights of Jamaica

Striking a careful balance between exploration and relaxation, our journeys to Jamaica aim to move beyond the tourist trail and offer an in-depth and highly customisable insight into the Caribbean island. Encompassing everything from farmland horseback…

13 days from £4,050pp

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Idea

Cuba

One Month in Cuba

Our years of experience travelling in Cuba have taught us one thing – scratch a little deeper, and there is more to the nation than rum and cigar factories. An all-encompassing journey from Havana to Santiago…

32 days from £8,290pp

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Idea

Saint Lucia

Highlights of Saint Lucia

An exploration of the west coast of Saint Lucia, from its bays and beaches to its rainforests and waterfalls, this journey strikes the perfect balance between idyllic relaxation and muddy escapades.

11 days from £2,300pp

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Idea

Cuba

Highlights of Eastern Cuba

Ideally suited to second-time visitors to Cuba or those who simply wish to travel to lesser-visited locations that reveal insight into the Cuban Revolution, this alternative journey idea ventures to the eastern heartland. See the places…

15 days from £4,835pp

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Idea

Grenada

Highlights of Grenada

With the possibility of completing a circumnavigation of Grenada, this journey travels around the small island in search of crashing waterfalls, golden beaches, remarkable snorkelling sites and colourful houses.

11 days from £4,395pp

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Need inspiration?
Browse our Caribbean holiday ideas.

Booking a tailor-made trip gives you the flexibility to customise your journey, travelling when and where suits you. Browse our Caribbean holiday ideas to start planning your next journey.

Idea

Trinidad And Tobago

Highlights of Trinidad & Tobago

Uncover the highlights of Trinidad & Tobago while travelling between dramatic valleys and golden beaches in…

15 days from £2,800pp

View Holiday Idea

Idea

Cuba

Highlights of Western Cuba

Striking a careful balance between exploration and relaxation, our journeys to the west of Cuba aim…

9 days from £2,335pp

View Holiday Idea

Idea

Jamaica

Highlights of Jamaica

Striking a careful balance between exploration and relaxation, our journeys to Jamaica aim to move beyond…

13 days from £4,050pp

View Holiday Idea

Idea

Cuba

One Month in Cuba

Our years of experience travelling in Cuba have taught us one thing – scratch a little…

32 days from £8,290pp

View Holiday Idea

Idea

Saint Lucia

Highlights of Saint Lucia

An exploration of the west coast of Saint Lucia, from its bays and beaches to its…

11 days from £2,300pp

View Holiday Idea

Idea

Cuba

Highlights of Eastern Cuba

Ideally suited to second-time visitors to Cuba or those who simply wish to travel to lesser-visited…

15 days from £4,835pp

View Holiday Idea

Idea

Grenada

Highlights of Grenada

With the possibility of completing a circumnavigation of Grenada, this journey travels around the small island…

11 days from £4,395pp

View Holiday Idea

Accommodation that we love in the Caribbean

The rich beauty of the Caribbean is certainly matched by the wealth of extraordinary places to stay – explore them right here.

More luxury accommodation

Saint Lucia

Anse Chastanet Resort

Beach and Island Escapes
£££££

Nick and Karolin Troubetzkoy’s 49-room tropical hideaway is…

Anse Chastanet Resort, Soufriere, Saint Lucia

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Grenada

La Luna

Beach and Island Escapes
£££££

La Luna is a stylish boutique bolt-hole merging…

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Jamaica

Goldeneye

Beach and Island Escapes
£££££

The former estate of James Bond author, Ian…

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Saint Lucia

Jade Mountain Hotel

Boutique
£££££

Jade Mountain Resort is a beautiful property that…

View from Jade Mountain Hotel, Pitons, Saint Lucia

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From the blog

Thoughts. Opinions. Experiences

Travel

Saint Lucia: Two Island Hideaways

Ali Franklin

There is something rather exclusive and endearing about the Caribbean archipelago, which I have been fortunate enough to explore in depth…

Stories

Shaken & Stirred in Jamaica

Steppes Travel

I’m sat at Ian Fleming’s desk in Goldeneye, his Jamaican home that is now a luxury boutique bolt-hole, hoping that the…

Meet our experts

A passion for travel runs right through every one of our experts - meaning they're always ready with first-hand insight about their specialist countries.

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John Faithfull

My love affair with travel began in a vintage Italian train carriage at sunset on a hot and sticky September evening in 1983. Sardined into a two-bench compartment, I’d spent five hours sharing sweaty thighs, broken-Italian pleasantries and furtive glances while rattling towards Turin, stopping at every wisteria-draped village along the way.

Talk with our experts

01285 601 784

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James Armitage

Rewind to 1981 (yes a long time ago) where, as a young and naive gringo ready to explore the world, I boarded a plane to Santiago, Chile. My Spanish was limited to “dos cerveza por favour”, but I was eager to discover a new continent and meet new friends – an adventure that has since become a nearly 40-year love affair.

Talk with our experts

01285 601 784

Let’s chat

Speak to our experts

Our team is waiting to help you tailor a trip that will leave you with stories for a lifetime. Call us on

01285 601 784

Send us an enquiry

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John knew the ins and outs of Cuba and was able to answer every question (big and small) that we had. We really feel that we had an off the beaten track experience in this already mysterious country.

Destination: Cuba
Travel Expert: John

John created a highly customised itinerary for us in Grenada that included the most amazing snorkelling we have ever done! Thanks also for picking such idyllic properties.

Destination: Grenada
Travel Expert: John

John unveiled a side of Jamaica that we had not expected - while we knew the beaches would be spectacular, we were blown away by the opportunities to spend time in the mountains. Aside from the holiday itself, we were so impressed with the communication with John throughout.

Destination: Jamaica
Travel Expert: John

We had a blissful stay in Saint Kitts, and John has considered everything from properties with pools to amazing wildlife sightings.

Destination: Saint Kitts and Nevis
Travel Expert: John

We knew we wanted to visit Saint Lucia, but we were unprepared for the itinerary that John prepared. He went far beyond just a typical beach stay, arranging snorkelling, guided hiking, and even a visit to a historic plantation house.

Destination: Saint Lucia
Travel Expert: John

We visited both Trinidad and Tobago on a trip planned seamlessly by John. Thank you for pouring so much effort into our trip, going above and beyond to tailor excursions and properties to our requirements.

Destination: Trinidad & Tobago
Travel Expert: John

Why Choose Steppes?

Our knowledge and expertise sets us apart. So too our curiosity. A curiosity of the world and of you, and your passions. It is this that drives us to create a journey that is really bespoke to you, all the while ensuring we travel and operate sustainably.

Are you ready to discover extraordinary?

Why Steppes

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Caribbean Holidays

Antigua and Barbuda

Cuba

Grenada

The Grenadines

Jamaica

Saint Kitts and Nevis

Saint Lucia

Trinidad and Tobago

Need inspiration?
Browse our Caribbean holiday ideas.