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2 weeks in...,  South America Itineraries,  Uruguay

If we only had 2 weeks: Uruguay itinerary

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We’re lucky enough that our location independent business means that we can travel extra slow. If this is an option to you, we strongly recommend that you take your time, really getting to know and appreciate each country you’re in rather than try to cram as many passport stamps as you can into a few months. We would advise at least one month in each country in Latin America, perhaps with the exception of Panama, which has less going on. However, that’s not always possible, as we are often asked by people who only have a 2 week holiday from their jobs where we would prioritise in the given time. So behold! Here is our 2 weeks Uruguay itinerary for anyone who is tight on time but still wants to soak up the best that this incredible country has to offer.

Now, the real Uruguayan way of the colonial past is to live the life of the gauchos – Uruguay’s cowboys, who live on cattle ranches called haciendas or estancias. We’ve included a 2-night stay at a working ranch of your choice here, but generally speaking ranches are a more expensive style of accommodation. If you don’t want to spend the $80-250 a night on this type of Uruguayan experience, consider swapping the nights in Trinidad for more time along the coast; check out La Paloma for an exciting vibe.

2 weeks uruguay itinerary Beach in Punta del Diablo uruguay where to stay | South America travel guides

Uruguay is teeny enough that the longest bus you’ll have to take is 5 hours from Montevideo up to Punta del Diablo, which is on the border with Brazil. So don’t panic when you see ‘travel day’, it’s never going to be a full day!

Obviously we can’t promise that there will be bioluminescent plankton on the nights that you’re in Cabo Polonio, but it’s certainly worth getting out to the beach to check! This experience made our list of most unforgettable memories from 2 years in Latin America.

2 weeks in Uruguay itinerary:

DayWhereDon’t missWhere to stay



Fly into MontevideoTake a walking tour of the old town, walk the promenade, visit gaucho museumCircus Hostel&Hotel (Old Town location) or MedioMundo Hostel (closer to nightlife)


Punta del DiabloGet an early morning bus from Montevideo terminal. Chill on the beaches and hike the hills. Take a horse ride through the Santa Teresa national park, ending with a gallop down Playa Grande.La Virazón to be near to the beach, or Patas Negras to be out in the bush


6Cabo PolonioEarly start to get to Cabo Polonio. Walk round the cape, shop artisanal goods, chill on the beach, visit the sea lion colony, check for bioluminescent plankton at night.Viejo Lobo Hostel
8Punta del EsteLong walks on the beach, shopping, party at Oxo bar, surf in the nearby town of La BarraTas D Viaje Hostel
10Travel day via Montevideo to TrindadEarly 2-hour bus from Punta del Este to the capital, then take the 2.5 hour bus from Montevideo terminal towards Salto and get off at TrinidadEither Estancia La Amorosa or Estancia Estiria. Both working ranches, but the latter being more traditional and more expensive
11TrinidadHorse-riding and helping to run the working ranch
12Colonia del Sacramento2-hour bus to Colonia del Sacramento. Wander the town, go to the top of the lighthouse, enjoy views of Buenos Aires over the river on a clear dayHostel Celestino
13MontevideoAfternoon bus back to the capitalCircus Hostel&Hotel (Old Town location) or MedioMundo Hostel (closer to nightlife)
14Fly home from Montevideo

If you haven’t yet decided where in Latin America to spend your 2 weeks holiday, you might also want to check these out before booking those flights!


uruguay travel destination guides blog


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Last Updated on 22 December 2021 by Cuppa to Copa Travels