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If you are keen to explore some of Latin America’s most iconic destinations, now is the perfect time to start planning ahead. By booking with us you can be confident in our promise of flexibility and financial protection if plans or circumstances should change.

Private Journeys

Signature Uruguay: Land of vintage charm

14 days from £4,720pp

Argentina / Uruguay

  • URU_Colonia_DN_staff

Overview & Highlights

Uruguay is a friendly little republic wedged between two giants, Brazil and Argentina. Mostly rural with ubiquitous cattle pasture, it's a bit bigger than England with a population of just 3.5 million. Unwind in countryside and coastal settings. Good bird watching, innovative hotels, great food. 

  • Buenos Aires: City tour
  • Buenos Aires: Night-time guided dining excursion and milonga visit
  • Colonia: Guided walking tour including cheese and wine tasting
  • Montevideo: Guided tour of the historic centre
  • Montevideo: Winery tour by classic car
  • Countryside ranch: Activities on and from the estancia

Amiable little Uruguay, wedged between its giant neighbours Brazil and Argentina, is a fine place to unwind in both rural and coastal settings, enjoy good food and wine and the freedom to self-drive between some very inviting places to stay. Seasoned visitors to South America particularly appreciate the relaxing and authentic experiences Uruguay can offer.

On this diverse holiday we give you a few days in Argentina’s grand capital, Buenos Aires, one of Latin America’s highlights in itself, before taking you on the short sailing over the River Plate to Uruguay.  This is a Latin country which has a history of social strife but is now politically stable and the people particularly cultured and friendly. Never cutting edge contemporary neither is it pretentious: style and pace of life have a vintage appeal; mid-20th century cars line the streets, fashions are homely and parts of Montevideo are an art-deco time warp; but there’s an increasingly imaginative range of upmarket places to stay. It’s easy to get around and there is a surprisingly wide range of things to do.

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Things to do

We proudly offer the widest range of activities, excursions and one-of-a-kind experiences across all our destinations, tried and tested personally by our travel experts.

Tailor made holiday

Our specialists have been expertly crafting award-winning tailor-made holidays to Latin America for 40 years. We would be delighted to create a truly personalised trip which perfectly matches your wishes and requirements.

Sophie Barber
Sophie Barber - Travel Expert

Sophie lived in Chile before joining us and has travelled extensively across Latin America, from Mexico to the furthest tip of Patagonia and beyond to Antarctica.

tailor-make this trip

Inspired by this trip

Our exciting range of articles on Latin America explore everything from iconic destinations and lesser-known cultural gems to delicious traditional recipes. You’ll also find exclusive travel tips, first-hand client reviews and the chance to get your personal questions answered by our travel experts.

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Your edit for Latin American inspiration

Our exciting range of articles on Latin America explore everything from iconic destinations and lesser-known cultural gems to delicious traditional recipes. You’ll also find exclusive travel tips, first-hand client reviews and the chance to get your personal questions answered by our travel experts.

View Extraordinary Inspiration

Real Latin America Experts

  • Paul Winrow Giffen
    Paul Winrow-Giffin - Travel Expert

    After graduating in Computer Science, Paul spent seven months travelling from Colombia to Argentina and came home hooked on Latin America.

  • Mary Anne Nelson
    Mary Anne Nelson - Travel Expert

    Born in the Atacama Desert in northern Chile, Mary’s insider knowledge and dry sense of humour make her a highly valued member of the Tailor-made Holidays and Group Tour sales team.

  • Sophie Barber
    Sophie Barber - Travel Expert

    Sophie lived in Chile before joining us and has travelled extensively across Latin America, from Mexico to the furthest tip of Patagonia and beyond to Antarctica.

  • Ben Line
    Ben Line - Travel Expert

    Ben fell in love with Latin America on a six month backpacking trip from Colombia to Mexico in 1995. Since then he has explored most of South America, including living in Peru for a year. He is now Head of Sales.

  • Evie Oswald
    Evie Oswald - Travel Expert

    It's hard to believe that Evie has had time to cram so much in to her life so far. Having lived as a child in the Americas and Europe she found herself immediately attracted to Latin America.

  • Lina Fuller
    Lina Fuller - Travel Expert

    Lina's passion for the continent where she was born really took off when she moved to Córdoba (Argentina) to study, spending the holidays travelling between Argentina and her native Colombia.

Meet the team