Experience Your Future Life in Colombia
A small-group, hosted week for people seriously considering living, retiring, or spending real time in Colombia. Hosted by Matt and his team, so you're never doing it alone.
You Don't Have to Figure Colombia Out Alone
Most people who dream about living abroad never go. Not because they can't, but because doing it solo feels overwhelming. Which neighborhood is safe? Who do you trust? What if something goes wrong?
This trip removes that fear. For five nights, you have Matt and our team, and a whole community of expats and locals right beside you. You get to test-drive the life with a safety net under you the entire time. Real people who've already made the move, translating Colombia into terms that make sense to you.
What You'll Actually Do
Over five nights, a small group of us goes beyond the tourist version of the city. You'll see the neighborhoods people actually live in, at different budgets. Walk through real apartments, real supermarkets, real clinics. Sit down with immigration attorneys, tax advisors, healthcare experts, and real-estate professionals who work with people like you every day. And spend your evenings with our community of expats and locals who chose this life on purpose. By the end, you won't be guessing anymore. You'll know whether this could be your life.
The shape of the week
- Day 1
Arrival & welcome
We pick the group up at the airport during a set arrival window and settle you into a hand-picked hotel in Chapinero. The evening is a hosted welcome dinner: a tasting menu that travels Colombia region by region, narrated course by course.
- Day 2
Historic & cultural Bogotá
La Candelaria, Plaza de Bolívar, and Museo Botero, then Monserrate by cable car for the city-scale view. The day that makes you fall for the place before you start evaluating it.
- Day 3
The living circuit
Walk Chapinero, Chapinero Alto, and Rosales, the areas expats actually choose, with a real talk on walkability, security, and rent. One or two apartment viewings at different budgets, plus a grocery cost-of-living exercise.
- Day 4
North circuit & real-life comparison
Chicó, Santa Bárbara, and Cedritos: more viewings, pharmacy and clinic pass-bys, a coworking space, and a deliberate middle-class neighborhood loop so you see realistic pricing, not just the affluent bubble. Lunch and free time in Usaquén.
- Day 5
Markets, experts & the finale
Paloquemao market in the morning, then the relocation-intelligence session with a local attorney and vetted experts (immigration, taxes, healthcare, real estate, banking). The evening is a community dinner with our expat network, the emotional peak of the week.
- Day 6
Departure
Breakfast and check-out. You arrange your own airport ride so it fits your flight (easy and inexpensive), and a follow-up relocation workbook lands in your inbox.
A sample shape. Exact stops and order are finalized closer to the dates. The welcome dinner is a .
- Five nights' hotel in Chapinero, breakfast included (double occupancy; single supplement for a private room)
- Group private transportation for scheduled days
- Guided neighborhood scouting across the areas expats actually choose
- Real apartment viewings at different budgets
- A relocation-intelligence session with a local attorney and access to vetted local experts
- Entry to selected cultural highlights on the itinerary
- A community dinner with our expat network (guests cover their own dinner)
- A pre-trip group video call about one week before departure
- A follow-up relocation workbook
- Matt and his team hosting you throughout
Choose how you'll travel
Prices are per person and exclude airfare. Hold your spot with a deposit (balance due September 7, 2026), or pay in full now. Each option shows its exact deposit and balance.
Share a room with your travel partner, or let us pair you with another solo guest to save. One traveler.
Book for two of you sharing a room, in one payment.
Your own private room. Includes the $400 single supplement.
Before you book
What exactly is this?
A small-group, hosted week for people seriously considering living, retiring, or spending extended time in Colombia. Over five nights we take you beyond the tourist version of Bogotá: the neighborhoods people actually live in, real apartments at different budgets, real supermarkets and clinics, sessions with local experts, and evenings with our community of expats who already made the move.
Is this a guided tour or a real-estate pitch?
Neither. There is sightseeing woven in, but the heart of it is scouting: seeing what daily life actually costs and feels like. We show real apartments and introduce trusted professionals, but nobody is selling you property, and we deliberately show the honest tradeoffs.
How big is the group?
Small, around 20 people. Big enough to meet interesting fellow travelers, small enough that you are never herded around like a tour bus.
How fit do I need to be?
You should be comfortable walking two to three hours a day at a normal pace, but there is no expectation to do everything. You are always free to rest, skip an activity, or explore on your own. If mobility is a concern, tell us at booking and we will plan around it where we can.
What's the accommodation like?
Five nights at a hand-picked hotel in Chapinero, a central, walkable neighborhood, with breakfast included. Pricing is based on double occupancy; if you want your own room there is a single supplement.
I'm traveling solo. Is that fine?
Completely. A lot of people come solo. Book a single room with the supplement, or ask us to pair you with another solo traveler in a shared room to save money.
What's the deposit, and how do payments work?
A $500 per person deposit reserves your spot. The balance is due by September 7, 2026, and we send an invoice with instructions ahead of that. Your spot is confirmed once we have received your deposit and sent you a written confirmation. You can also choose to pay in full now.
When should I book flights?
After your booking is confirmed in writing, not before. Once you are confirmed, you will have everything you need to book flights and travel insurance with confidence. Please do not buy non-refundable airfare until you are confirmed.
Do I need travel insurance?
Yes. Comprehensive travel insurance including trip-cancellation and medical coverage is required. It is how you protect yourself if an emergency means you have to cancel, and it covers you medically while you are here. We can point you toward providers.
What if I need to cancel?
Your deposit is non-refundable but converts to a credit toward a future trip if you cancel 60 or more days out. Closer to the trip, cancellation fees apply because our costs get committed. You can also transfer your spot to someone else at no charge anytime. Full details are in the Booking Terms.
What about the altitude?
Bogotá sits at about 2,600 meters (8,600 feet). Most people adjust within a day. We keep the first day light on purpose and talk you through hydration and pacing on arrival. If you have heart, lung, or altitude-sensitive conditions, check with your doctor before booking.
Is it safe?
You are with people who live here and know the city, moving as a group with private transportation and local support. We give you a practical safety orientation on arrival. Part of the whole point of coming with us is that you are not figuring it out alone.
Do I have to be on camera?
No. We film some of the trip for content, but appearing on camera is entirely optional and separate from attending. Just tell us and we will keep you out of the footage.
Full details are in the Booking Terms, Payment & Cancellation Policy.
Around 20 spots, offered first to our community. No fake countdown clocks. When you reserve, you pay securely through Stripe and your booking is confirmed by email once payment completes.
Your payment was canceled and you have not been charged. Your spot isn't reserved yet. When you're ready, choose your room and reserve again below.
Book the Bogotá Scouting Week
October 7-12, 2026. Fill this in, choose deposit or full payment, and you'll go straight to Stripe's secure checkout.
This edition is full
We've added you to the waitlist and will reach out the moment a spot opens or the next edition is announced.
The welcome dinner
Night one is a hosted welcome dinner: a small tasting menu that travels Colombia region by region, narrated course by course. A sample progression of six to seven small courses.
- Welcome bite and drink. An aguapanela or a small pour of Colombian coffee, or a canelazo (warm, spiced, mildly boozy, perfect for a chilly Bogotá night), with a tiny buñuelo or almojábana.
- Course 1, the Caribbean coast. A ceviche, a small arepa de huevo, or carimañolas. Bright and coastal: the flavor of Santa Marta, Cartagena, and Barranquilla.
- Course 2, the arepa and corn tradition. Arepas done a couple of ways, a Boyacá style and a coastal style, with fresh cheese.
- Course 3, the Andean highlands. A small cup of ajiaco santafereño, the iconic Bogotá chicken-and-three-potato soup with guascas, capers, cream, and avocado.
- Course 4, the hearty interior. A few bites from the bandeja paisa universe, or a small sobrebarriga, from the Antioquia and Medellín region.
- Course 5, something surprising. A Pacific-coast fish in coconut, or an exotic-fruit palate moment (lulo, guanábana, feijoa, corozo).
- Dessert, the coffee region. A bite of arequipe or a bocadillo con queso, alongside a proper Colombian coffee service.
A sample menu. Exact courses vary with the season and the kitchen.