Valparaíso · Fri–SatSantiago city day · SunDemencia · Tue
Weekdays split: you work, I'll roam. Evenings we meet up. Three things anchor the week: a Friday–Saturday in Valparaíso, a full Sunday in the city, and Tuesday at Demencia.
Locked on Condor, Semi Cama, from Terminal Alameda Tur-Bus. Seats 7 and 8. Still protects the whole Friday arc and gets you in with time to settle before lunch.
Afternoon
Lunch at Café Turri, then a pause
Classic Cerro Concepción terrace, port view, slow service — exactly right for arrival day. Then actually rest at the hotel until about 4:45.
4:45 PM · golden hour
Paseo Dimalow → Reina Victoria → Atkinson → Gervasoni
This is the actual Friday peak: the essential Valpo walk in the best light, done a little tighter because dinner is locked at 7. Keep it focused and scenic, not exhaustive.
Dinner · 7 PM · confirmed
Fauna — terrace over the port
Cerro Alegre's iconic terrace restaurant. Port lights coming on as we dine, drinks flowing, no rush.
~9:15 PM · after dinner
Walk the murals — Cerro Alegre at night
The back streets of Cerro Alegre after dark are one of the best things Valpo does. Two and three-story murals lit up, the port below, quiet enough to actually look. This is the natural 20–30 minute bridge between dinner and anything else — don't skip it. For Emily specifically, this is the most visually striking thing on the whole Friday.
~9:45 PM · if still going
Brighton or La Piedra Feliz
Brighton: live Latin music on a black-and-white tile terrace, 2 min walk from Fauna. La Piedra Feliz: salsa room, tango room, dance classes if we want to jump in — live music starts around 10–11 PM. Skip if the mural walk already felt like a complete ending. The option exists, not the obligation.
May 9SaturdayValpo · slow
No alarmsStay on the cerrosLong lunchBus home
No alarms. Coffee with a view. One more walk on the cerros, a long lunch, then the bus home.
Cerro Concepción · morning
Funicular · if we didn't ride one
Morning · slow
Coffee on the terrace, then Cerros Alegre + Concepción again
Whatever we missed yesterday, in different light.
Late morning
Stay on the cerros
Hard call: skip La Sebastiana on this trip. It is good, but the real return here is an unhurried Valpo morning instead of adding another Uber-backed stop.
1:30 PM · lunch
La Concepción — unhurried, on the cerro
Ranked #4 in Valparaíso, World's 50 Best listed. Terrace with port view, relaxed kitchen, two hours minimum. The best possible last meal in Valpo before the bus.
5:15 PM · return confirmed
Bus back to Santiago
Locked back to Terminal Pajaritos. Late enough to protect lunch, early enough to get home without dragging the night out.
Santiago · the city, finally · all day
May 10SundayPeak two · the city
No alarmAndes revealNeruda's houseCastle lunch300 wines
The only full day either of us actually sees Santiago. Teleférico up, Neruda's secret house, La Moneda underground, a castle in a park for lunch, then the city's best wine bar to close it.
10:00 AM
Teleférico up from Oasis station
Av. El Cerro 750 — the Los Condes side, smoother from home. Ride up, walk the Cumbre: the sanctuary, the overlook, the full Andes wall behind the city. Then funicular down into Bellavista — both classic Santiago transport icons in one loop.
12:00 PM
La Chascona — Neruda's secret house
Márquez de la Plata 0192, Bellavista — right at the funicular base. He built it as a hidden love nest; the architecture is intentionally disorienting (a room designed to look underwater, a bar disguised as a ship's cabin). Ransacked during the Pinochet coup; Neruda died three days later. Open Sunday. ~45–60 min.
1:00 PM
La Moneda + Centro Cultural La Moneda
Exterior pass around the palace, then down into CCLM — an unexpected subterranean design and exhibition space beneath the plaza. Architecturally striking, consistently strong shows. The civic anchor the day needs without turning into a formal history tour.
2:15 PM
Lunch at Castillo Forestal
Av. Cardenal José María Caro 390 — a French brasserie inside a small castle at the edge of Parque Forestal. Terrace, Chilean ingredients, real wine list. The only lunch on the trip that isn't a Chilean staple or seafood — the gear change the afternoon needs. Reserve the week before. Sunday hours until 4 PM.
4:00 PM
Parque Forestal walk → Lastarria
Walk the park after lunch — sculptures, street artists, the Mapocho River. Into Lastarria: Plaza Mulato Gil de Castro, MAVI contemporary art (open Sun 11–19), GAM cultural center if energy holds. Unstructured — follow what catches.
5:30 PM
Mote con huesillos
Peach, wheat, syrup, cold. Distinctly Chilean, costs almost nothing, adds texture to the afternoon. Find a street cart on the route.
7:30 PM
Dinner at Bocanariz
José Victorino Lastarria 276. Every waiter a sommelier. 300+ Chilean wines, many by the glass, organized by flavor profile. Wine Spectator nominated six consecutive years. Her last real evening before Demencia — the send-off this day deserves. Reserve the week before.
May 11MondayYou work · easy evening
Museum soloOld-school lunchLegendary sandwiches
Solo day for me while you work. Museum, old-Santiago lunch, then meet up for the most iconic sandwich in the city before Demencia tomorrow.
Arte Precolombino
José Ramón 277 · Monday dinner
My day
Museo Chileno de Arte Precolombino
One of the best museums in South America. Then wander.
Lunch · solo
Ana María
The museum-day lunch. Caldillo de congrio, plateada, or the most traditional daily special on the board.
Evening · together
José Ramón 277
The legendary Chilean sandwich spot. Share a chacarero and a Barros Luco on marraqueta. No reservation needed, no ceremony — the perfect low-key night between Sunday's full day and Demencia tomorrow. Open until 9:30 PM.
May 12TuesdayPeak three · Demencia
Classic lunch soloBest dinnerWalk home slow
Solo lunch first, then the night is Demencia — the one real splurge.
Lunch · solo
El Hoyo
Beloved, loud, and classic. Lengua con puré if you're in, pernil or cazuela if you want the safer lunch version.
Dinner · 7:45 PM · confirmed
Demencia
Benjamín Nast's place. Playful, creative Chilean ingredients. The best meal of the trip.
After
Walk home the long way
Cold May night, quiet streets.
May 13WednesdayOut
Slow morning10:55 PM departure
Morning coffee optional. Last day in Los Condes, then the airport for a late-night flight.
Morning
Black Mamba or wherever's close
Short goodbye.
10:55 PM · flight
LATAM LA 6060 to JFK
Departs Santiago on Wednesday, May 13, 2026 at 10:55 PM and arrives at JFK on Thursday, May 14 at 9:00 AM.
Reference
Booking status
Tap a status to cycle it. Saved only in this browser.
Flights
Outbound is LATAM LA 6060 on Wednesday, May 13 at 10:55 PM, arriving JFK Thursday, May 14 at 9:00 AM.
Santiago base
Staying at La Gloria in Los Condes.
Valpo stay
Hotel Boutique 17 is still the planned stay, but the live docs needed a status pass.
Fauna
Confirmed for Friday, May 8 at 7:00 PM. Terrace or view still worth requesting if they can note it.
Demencia
Confirmed for Tuesday, May 12 at 7:45 PM.
Castillo Forestal
Sunday May 11, 2:15 PM, 2 people. Book by phone or email — Sunday hours close at 4 PM so confirm the slot.
Bocanariz
Sunday May 11, 7:30 PM, 2 people. Book online — popular, reserve at least a week ahead.
Liguria
Thursday dinner if you want a reservation instead of walking in.
Valpo buses
Confirmed on Condor, Semi Cama. Outbound: Friday at 10:21 AM from Terminal Alameda Tur-Bus. Return: Saturday at 5:15 PM to Terminal Pajaritos. Seats 7 and 8 both ways.
Friday nightlife
Brighton or La Piedra Feliz only if the night still has legs.
Meals in order
Wed · arrival
Confitería Torres Isidora
Traditional first night, close to Los Condes
Thu · Santiago
Liguria
Classic bistro, pisco sours
Fri · Valpo lunch
Café Turri
Cerro Concepción terrace, port view
Fri · Valpo dinner
Fauna
Terrace over the port, lights at dusk
Sat · last Valpo meal
La Concepción
Long lunch on the cerro
Sun · lunch
Castillo Forestal
Castle in Parque Forestal · French-Chilean · wine
Sun · dinner
Bocanariz
300 Chilean wines · sommelier service · send-off
Mon · dinner
José Ramón 277
Legendary sandwiches · chacarero · low-key closer
Tue · the closer
Demencia
Benjamín Nast · best of the trip
Practical
Base
La Gloria · Los Condes
Santiago home base for the week
Weather
Cool week, cold nights
Valpo looks cooler; Saturday may bring rain
Valpo bus
Condor · Semi Cama
10:21 AM Fri out · 5:15 PM Sat back · seats 7 and 8
Cash
Markets only
Card everywhere else
Valpo nightlife
Brighton · La Piedra Feliz
Both 2 min from Hotel Boutique 17
Departure
Wed May 13 · 10:55 PM
LATAM LA 6060 to JFK
This version keeps the public site high-level: status lives here, while confirmation numbers, exact addresses, and driver details stay off-page.