Costa Rica Scouting Trip

San José / Tamarindo

Upcoming Dates

Nov 07-14, 2026

Starting From

$2,999single

$3,799couple

Experience pura vida with an immersive week-long journey through Costa Rica's most sought-after expat communities. Tour real estate and in sought-after Central Valley communities like Escazú and Heredia, then head to stunning Pacific coast towns including Tamarindo, Nosara, and Flamingo. With an essential relocation seminar, curated property tours, and a final Q&A session, you'll gain the insider knowledge and confidence needed to make your move abroad a reality.

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Meet Your Guide

Your expert partner through your Costa Rica relocation journey

Zach Gerth & Anna Sosdian

With over 20 years of combined experience living in six different countries, Zach and Anna have supported hundreds of people moving abroad. Their proven process is informed by Anna's background in international HR and Zach's work in the Peace Corps.

From visas and real estate to shipping, vehicle purchases, and pet relocation, they address every aspect of your move—saving you time, money, and stress. With their hands-on approach, Zach and Anna will make your dream of moving to Costa Rica a smooth reality.

Trip Itinerary

Day 1 – Arrival and Check-in

Arrival in San Jose and settle in.

Day 2 – Relocation Seminar in Escazú

Arrive in San Jose and attend the comprehensive relocation seminar in Escazú, covering everything you need to know about living in Costa Rica.

Day 3 – Sophisticated Expat Communities and Charming Mountain Towns

Explore the sophisticated expat communities and discover charming mountain towns with curated property viewings throughout the day.

Day 4 – Travel to La Fortuna

Take a pause with an overnight in the small town of La Fortuna before continuing to Tamarindo.

Day 5 – Travel to Tamarindo

Travel to the Pacific coast and settle into Tamarindo, your beachside home base for the next three nights.

Day 6 – Tamarindo's Coastal Communities

Tour stunning coastal communities including Tamarindo, Conchal, Potrero, and Flamingo while exploring beachfront and ocean-view properties.

Day 7 – Beach Communities

Explore the premier beach towns along Costa Rica's "Gold Coast," including Brasilito's authentic Tico vibe, Flamingo's white-sand beaches and luxury amenities, and Coco's lively atmosphere.

Day 8 – Q&A and Departure

Wrap up with Zach's informal Q&A session for any last-minute questions before heading to Liberia airport for your departure. Activities will wrap up at noon.

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 & opening dinner with experts in visas, healthcare, & taxes
Accommodations, breakfast, and group transportation
7 nights
Maximum of 10 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.