Santiago de Chile skyline with the Andes
May 6 — 13 · Eight days

Santiago &
Valparaíso.

Three peaks. The rest stays open.

Valparaíso · Fri–Sat Santiago city day · Sun Demencia · 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.

🌤
Santiago
18–20°C
🌙
Nights
7–13°C
🌧
Valpo
Sat may be wet
🏙
City day
Sun · crisp
Three peaks
Cerro Alegre, Valparaíso
Peak one
Valparaíso
May 8–9 · the cerros
Santiago skyline and the Andes
Peak two
Santiago
May 10 · the city, all day
Fine dining, candlelit
Peak three
Demencia
May 12 · the closer
The week
May 6 Wednesday Arrival
2:35 AM landing No plans til evening

Landing at 2:35 AM. Sleep. Keep the first night traditional and close: dinner at Confitería Torres in Isidora.

Park at dusk, Santiago
First night, low lift
Restaurant at night
Traditional Santiago dinner
Midday · solo
Lunch: Fuente Mardoqueo Las Condes

If I'm up and functioning, this is the move: a classic Chilean sandwich lunch near the base. Order a Barros Luco and keep the rest of the day loose.

Evening · together
Dinner: Confitería Torres Isidora

Old-school Chilean staples, easier from Los Condes, and better value on a low-energy first night than doing a full polished dinner.

May 7 Thursday You work
Solo daytime Dinner together

I'll work from Café Forastero and wander Barrio Yungay. Dinner at Liguria when you're off.

Barrio Yungay, Santiago

Barrio Yungay · Santiago's oldest neighbourhood

Lunch · solo
Ciro's Bar de Isidora

Quick fuente de soda lunch near the base. Caldo de tronco or pierna de cerdo, then keep moving.

Evening · together
Dinner: Liguria

Classic Santiago bistro — pisco sours, ceviches, home by 10. Chill night before the weekend.

Cerro Alegre, Valparaíso

Cerro Alegre · where we'll be

May 8 Friday · your day off Peak one · Valpo
Bus to Valpo Golden hour Terrace dinner Live music maybe

Morning bus to Valparaíso. Afternoon to settle. Golden hour on the cerros, dinner up the hill, and a bar with live music if we're feeling it.

Cerro Alegre, Valparaíso
10:21 AM · outbound confirmed
Bus to Valparaíso

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 9 Saturday Valpo · slow
No alarms Stay on the cerros Long lunch Bus home

No alarms. Coffee with a view. One more walk on the cerros, a long lunch, then the bus home.

Cerro Concepción, Valparaíso
Cerro Concepción · morning
Valparaíso port view
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 skyline with the Andes behind

Santiago · the city, finally · all day

May 10 Sunday Peak two · the city
No alarm Andes reveal Neruda's house Castle lunch 300 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 11 Monday You work · easy evening
Museum solo Old-school lunch Legendary 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.

Museo Chileno de Arte Precolombino, Santiago
Arte Precolombino
Historic Santiago restaurant evening
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 12 Tuesday Peak three · Demencia
Classic lunch solo Best dinner Walk 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 13 Wednesday Out
Slow morning 10:55 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.