Uruguay digital nomad lifestyle

Uruguay Scouting Trip

Montevideo & Punta del Este

Upcoming Dates

Feb 23 - Mar 2, 2026

Starting From

$3,799single
$5,799couple

Explore cosmopolitan city life and laid-back beach living on this 7-night journey through Uruguay.

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Whether you're seeking a cosmopolitan lifestyle or laid-back beach living, this 6-night scouting trip through Uruguay blends city sophistication with coastal charm. You'll explore Montevideo's vibrant neighborhoods and culture, travel the scenic coastline to glamorous Punta del Este and artistic La Barra, and tour real estate, markets, and local hubs that define life here.

With expert seminars, hands-on guidance, and connections to expats already thriving in Uruguay, you'll return home inspired and equipped to plan your next chapter abroad. The best part is, you don't even have to leave if you don't want to — we'll be ready to handle your paperwork on the spot.

Explore Uruguay

Montevideo downtown

Montevideo

Punta Ballena

Punta Ballena

Punta del Este sculpture

Punta del Este

Trip Itinerary

1

Day 1Arrival in Montevideo

Arrive in Montevideo and settle in, with time to rest, explore the neighborhood, or take your first stroll along the Rambla as you ease into life in Uruguay.

2

Day 2Pocitos & Punta Carretas

Explore two of Montevideo's most popular coastal neighborhoods, known for walkability, cafés, and everyday livability, followed by an orientation seminar covering what it actually takes to live in Uruguay.

3

Day 3Coastal Towns: Atlántida & Piriápolis

Travel east along the coast to visit relaxed beach towns like Atlántida and Piriápolis, getting a feel for smaller-city living with ocean views and a slower pace.

4

Day 4Punta del Este & La Barra

Spend the day in Punta del Este and La Barra, comparing glamorous resort-style living with artsy, laid-back beach culture and seeing how locals live beyond the tourist season.

5

Day 5Ciudad Vieja & Parque Rodó

Return to Montevideo to explore historic Ciudad Vieja and the green, residential area around Parque Rodó, offering a mix of culture, parks, and local life.

6

Day 6Expat Meetup & Carnival

Meet expats who've already made the move and hear their stories, then experience Uruguay's Carnival with music, drumming, and street celebrations that are deeply woven into local culture.

7

Day 7Markets & Prado

Visit neighborhood markets and the leafy Prado district to see a more residential side of Montevideo, where families gather, life slows down, and the city feels most local.

8

Day 8Departure

Depart Uruguay with a real sense of how the country feels day to day—and whether Montevideo, the coast, or both might belong on your short list.

Join a Q&A Session to Learn Details & Ask Questions

What to Expect

Scouting trip participants enjoying local experiences in Uruguay
Expatsi group exploring Uruguay together

Community

Meet other people who want to move abroad and enjoy exploring and getting to know each other. There will also be opportunities to meet locals and other expats.

A Learning Experience

Stay with fellow guests in great locations to get a feel for how you might like living in each of our destinations. Meet local experts like realtors, immigration attorneys, or local expats who know the ins and outs of moving to the local country.

Life as a Local, Not a Tourist

We'll bypass the touristy parts of town and experiences like visiting museums and landmarks. Instead, we'll see livable neighborhoods, markets, and where the locals hang out.

Fun!

We're all moving abroad for a better life, so we'll work on giving you a taste of what that means to you.

Meet the Experts

You'll be in good hands in Uruguay!

Karen A Higgs

Karen A Higgs

Author & Relocation Expert

Karen A Higgs, author of the best-selling Guru'Guay guidebooks to Uruguay and website, moved there 25 years ago. She'll share advice and can help get you moved as soon as you're ready.

Sierra Atlantica

Sierra Atlantica

Relocation Services

Sierra Atlantica are trusted friends who've helped thousands of people move to Uruguay. They'll share advice and can get you moved as soon as you're ready.

Claire & Gabriel

Claire & Gabriel

Tekoa Viajes

Claire, a New Zealander living in Uruguay for 17 years, and her husband Gabriel are co-owners of Tekoa Viajes, your Uruguayan transfer and tour experts.

What's Included

Included

  • Lodging and breakfast
  • Seminar with professionals who will help you get moved, including food and drink
  • Orientation session before the trip to meet other guests and ask questions
  • WhatsApp group to ask questions, get to know your fellow guests, and follow the itinerary
  • Guided tours of popular towns and neighborhoods with a focus on lifestyle
  • Real estate tours of typical homes or personalized real estate guidance
  • Private ground transportation for tours and transportation between cities

Not Included

  • Airfare or airport transfers
  • Food and drink not mentioned
  • Trip insurance or health insurance
  • Optional excursions and add-ons

As Featured In

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What Past Travelers Say

You guys did the damn thing! Group dynamics are tricky but you two showed leadership in both tactical and energetic ways. You exemplified that the path will appear when you take the first step.

I.M.

Join a Q&A Session to Learn Details & Ask Questions

Next Steps

  1. 1Attend a Q&A session if you have questions
  2. 2Make sure your passport is valid for six months after the trip ends
  3. 3FYI, ETIAS may go into effect in 2026 (EU only)
  4. 4Book your trip with us
  5. 5Complete required forms from us
  6. 6Attend trip chats and use WhatsApp to ask questions and meet fellow travelers
  7. 7Schedule your flight
  8. 8Get excited!

Got Questions?

Join virtual to meet others considering the trip and ask us questions about the cost, itinerary, and more.

You can also join our Community to meet people who've gone on past trips or people considering an upcoming excursion.

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