12 Events Completed

The Roadmap to Costa Rica
Conference

Three days. Deep-dive education. Expert access. Community connections. Over the years we've hosted 12 of these live events — and each one has helped families take the leap with confidence.

Stay tuned — we'll announce the next date when it's ready.

Conference Day 3
Conference Day 1
Conference Day 3 session

12

Conferences Hosted

3

Days Per Event

17+

Topics Covered

100s

Attendees Helped

About the Conference

Everything you needed to know before making the move

The Roadmap to Costa Rica was a live, 3-day immersive conference held in San José, designed for people who were serious about relocating — not just daydreaming about it. Over three days, attendees got access to real information, vetted experts, and a community of people in the exact same position.

I created this event because I kept seeing the same thing: people were doing endless research online, getting contradictory information, and still feeling paralyzed. What they needed wasn't another YouTube video — they needed to be in the room with someone who had already done it, alongside others making the same leap.

Over 12 events, that's exactly what we built. No countdown timers. No pressure. Just honest, comprehensive education and real connections that made the difference between thinking about it and actually doing it.

— Sarah Elena, Founder

Conference Recap

See what three days in San José looked like

What We Covered

17 topics you won't find in a blog post

True cost of living in Costa Rica
Safety — the real story beyond the headlines
The unspoken realities of expat life
Why expats leave (and how to not be one of them)
Luxury living on a budget
Safety tips and secure area selection
Visa acquisition and residency pathways
Property purchasing — what foreigners need to know
Negotiation tactics that actually work here
Car acquisition without getting taken advantage of
Real estate investing as a foreigner
Navigating bureaucracy and local systems
Pet relocation — bringing your animals safely
Legal distinctions: tourist vs. resident vs. investor
Practical Spanish for daily life
Building your expat network
Remote work and digital nomad logistics

3-Day Agenda

How we structured three days

Day 1

Before You Go — Laying the Groundwork

  • True cost of living breakdown by lifestyle
  • Safety: honest data, safe zones, and red flags
  • The expat mindset: what separates those who thrive
  • Legal and financial foundations before you leave
  • Choosing the right area for your lifestyle

Day 2

Touchdown & Transition — Your First 90 Days

  • Residency options and visa acquisition walkthrough
  • Banking, taxes, and financial logistics
  • Healthcare: public CAJA vs. private options
  • Real estate, rentals, and property law
  • Transportation, vehicles, and getting around
  • Cultural norms and what surprises most newcomers

Day 3

Integration & Lifestyle Design

  • Building community as a foreigner
  • Remote work, business setup, and income abroad
  • Pet relocation deep-dive
  • Long-term planning: citizenship, property, legacy
  • Open Q&A with Sarah and local experts

What Was Included

Everything covered, nothing hidden

Full 3-day conference access
Hotel conference venue at DoubleTree by Hilton
Lunch each day
Coffee, tea, and snacks throughout
Printed workbook and resource guide
Community activities and networking sessions
Surprise welcome gifts

The Venue

DoubleTree by Hilton Hotel – Cariari

San José, Costa Rica · 10 minutes from SJO International Airport

Conference meeting room
Hotel rancho area
Hotel pool
Hotel bar
Hotel buffet
Hotel corridor

Past Conferences

Moments from the room

Day 1 conference session
Day 3 conference moment
Day 1 attendees
Day 3 conference session
Conference community moment
Day 2 session
Day 2 attendees networking
Day 3 group
Day 2 workshop
Day 3 closing session
Day 1 opening
Day 2 morning session
Sarah Elena

Your Host

Sarah Elena

Founder of Costa Relocation & Travel LLC and creator of the Roadmap to Costa Rica conference series. Sarah has helped hundreds of families relocate successfully — and built these events to give people the unfiltered, expert-backed education she wished she'd had.

With 12 conferences completed and a track record of real results, she brings the kind of insight that only comes from being on the ground, doing the work, and staying connected with her clients long after they arrive.

Email List

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