Central America & Caribbean

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Colour-soaked, sun-drenched, and seriously unforgettable.

This is not your average tropical escape. From lush jungle lodges in Costa Rica to colonial charm in Cartagena and yacht-hopping through the Grenadines, Central America & the Caribbean deliver more than just turquoise water and rum cocktails.

Explore ancient ruins one day and coral reefs the next. Hike volcanoes before lunch, and toast the sunset aboard a private catamaran. This is laidback luxury with a pulse – vibrant, bold, and full of soul.

A person in a yellow raincoat walking on a suspension bridge through a dense green rainforest.
Poolside area with lounge chairs and umbrellas surrounded by lush tropical trees and greenery.
Aerial view of a tropical beach resort with palm trees, sandy beach, and ocean pier.

Choose your favourite way to travel

Stay Your Way

Travel by Month

  • January

    Peak dry season – ideal across most islands

    San Sebastián Festival, Puerto Rico

    Whale watching in Samana Bay, Dominican Republic

  • February

    Carnival celebrations – Trinidad, Dominica, Curaçao

    Envision Festival (eco-luxury yoga/music), Costa Rica

  • March

    Semana Santa (Holy Week) – Guatemala’s famed processions

    BVI Spring Regatta & Sailing Festival

  • April

    Chocolate Festival – Belize

    End of dry season – warm waters, fewer crowds

  • May

    Off-season luxury deals begin

    Saint Lucia Jazz Festival

  • June

    Rainy season begins inland; Caribbean still pleasant

    Dominica Dive Fest

  • July

    Carnival in Saint Lucia

    Guelaguetza Festival in Oaxaca, Mexico (cultural overlap)

  • August

    Emancipation Day celebrations – Jamaica

    Turtle nesting in Costa Rica and Panama

  • September

    Low season – fewer tourists, great villa deals

    Independence Day (Central America)

  • October

    Lobster season in Belize

    Best time for rainforest exploration in Costa Rica

  • November

    Sailing season opens up

    Garifuna Settlement Day, Belize

  • December

    Holiday travel peak – festive season in full swing

    Exclusive NYE parties (St. Barts, Anguilla, Tulum)

Why Travel by EWT?

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Access You Didn’t Know Existed

Want the keys to a private château? A table at that impossible-to-book Tokyo restaurant? Front-row seats in the Serengeti? We’ve got the connections - and the charm - to make it happen.

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A Human Behind Every Detail

From your first call to wheels-up, you’ll have a real person (hi!) guiding the way - troubleshooting, tweaking, and whispering “try this instead” before you even need to ask.

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Travel That Transforms You

Whether it’s sipping Chianti in a Tuscan farmhouse or kayaking beside Antarctic glaciers, we design trips that immerse you - in culture, in place, in memory-making moments.

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The Confidence of a Concierge, The Data of a Pro

We use smart tools to stay one step ahead - tracking flight alerts, waitlists, visas, and logistics so you don’t have to lift a finger (except maybe to say “more champagne, please”).

Get your custom Central America & Caribbean itinerary

Fill out the form and one of our Travel Advisors will be in touch, or call us now on (03) 9481 1077