Uruguay Scouting Trip

Montevideo / Punta del Este

Upcoming Dates

Jul 26 - Aug 02, 2026

Nov 15-22, 2026

Starting From

$3,799single

$5,799couple

Trade the familiar for something endlessly charming—this Uruguay trip blends Montevideo’s elegant urban vibe with beach-town glamour in Punta del Este and artistic energy in La Barra. You'll tour real neighborhoods, connect with locals and experts, and walk away inspired—with practical knowledge and support to make your move real.

Book Now

Meet the Experts

You'll be in good hands in Uruguay!

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

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

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.

Trip Itinerary

Day 1 – Montevideo

Arrive in Montevideo and settle in.

Day 2 – Montevideo

Enjoy an orientation seminar with wine and local cuisine with experts in immigration, taxes, concierge services, and more.

Day 3 – Montevideo (Pocitos & Punta Carretas)

Explore Pocitos and Punta Carretas, two of the city’s most popular coastal districts.

Day 4 – Coastal Drive to Punta del Este

Travel from Montevideo along the coast, passing through friendly towns like Atlántida, Piriápolis, and Punta Ballena, before arriving in glamorous Punta del Este.

Day 5 – Punta del Este

Discover Punta del Este and La Barra with real estate visits, coworking hubs, and local schools, with opportunities to connect with expats who call this chic resort city home.

Day 6 – Colonia

Drive to Colonia via the beautiful countryside.

Day 7 – Colonia

Get to know Colonia, one of Uruguay’s oldest and most charming cities.

Day 8 – Departure

Transfer to Montevideo or Buenos Aires airport, or extend your stay with optional tours to vineyards or rural estancias.

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

What to Expect

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.

What's Included

Included

Seminar with experts in visas, healthcare, & taxes
Four-star accommodations, breakfast, and group transportation
7 nights
Maximum of 20 guests

Not Included

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

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What Past Travelers Say

“Jen and Brett, what you all organized was hard. And all of us stretched. When you do hard things together and succeed, the results are amazing. I feel like we've made potential lifelong friends.”

— S.W.