10th Anniversary Travel Guide

Portugal
June 9–18

Lisbon  ·  Sintra  ·  The Coast
Tyler & Skyler Henderson
9 Nights
Lisbon + Porto
10 Years

Already Confirmed

Jun 9 AC786 LAX→YYZ · 11:55 AM · Seats 14H & 14K · Premium Economy Jun 9–10 AC810 YYZ→LIS · 10:55 PM · Arrives Jun 10 11:00 AM · Seats 14A & 14C Hotel Inspira Liberdade · Jun 10–14 · Suite Inspira · Ref: rxx19ggfj1 Jun 14 AP Train #182 · Lisboa Oriente 10:09 AM → Porto 12:48 PM · Business Class · RN-202605-2426261 Hotel Infante Sagres Porto · Jun 14–18 · 4 nights · Free breakfast · Ref: 9083742925543 Jun 14 Dinner with Fado · Restaurante RC Porto · 9:00 PM · Ref: GYGG45V8N8FH · $140.56 Jun 15 Luxury Yacht Cruise · Atalaia Gold · 4:45 PM · Ref: GYG99638ZZGK · $127.88 Jun 16 Douro Valley Wine Tour · Hotel pickup 9:00 AM · Ref: GYG83XHNV5ML · $386.54 Jun 13 Sintra & Cascais Day Trip · Viator 1385558401 · 8:00 AM · Park & Palace Included Jun 17 Time for Magic: Helder Guimarães · Porto · 9:00 PM · Ref: TFM-91290199 Jun 18 LX2061 OPO→ZRH · 8:40 AM · Seats 3D & 3A Jun 18 LX72 ZRH→IAD · 1:05 PM · Seats 9B & 9A · Arrives 4:45 PM
M

Mickie's insider note: "Lisbon is known for its beautiful lookout points (miradouros) and quiosques — little old kiosk bars turned into cafes. They are everywhere and worth stopping at the best ones. You simply can't escape them, and trust me, you won't want to."

01

Lisbon Neighborhoods to Know

Three distinct areas — each with its own vibe, worth dedicating real time to

Príncipe Real

Príncipe Real

Chic, leafy, Rua Dom Pedro V · Mickie's home turf

Graça

Graça

Local, hilly, best sunset viewpoints in the city

Alfama

Alfama

Oldest district · fado music · yellow tram · ginja shots

Santos / Madragoa

Santos / Madragoa

Hip, artsy, Rua Esperança — underrated and excellent

02

Restaurants & Bars

Mickie's top picks — reserve ahead for dinner spots

Book These in Advance

Rosamar fills fast on weekends — reserve at hello@rosamarlisboa.com or call +351 967 335 758. Azenhas do Mar (coastal cliff dinner) requires advance reservation: +351 21 928 07 39 or reservas@azenhasdomar.com.

Rosamar
Seafood Grill & Oyster Bar · Príncipe Real Reserve Ahead
Rosamar
Mickie's top restaurant pick. A nautical-themed sustainable seafood grill and oyster bar with a sun-soaked terrace, creative ceviche, impeccable oysters, and one of the best cocktail bars in the neighborhood. Small plates style — go with an appetite and order widely. One of the most consistently praised restaurants in Lisbon right now. Book in advance, especially for weekends.
📍 Rua da Rosa 317, Príncipe Real 📞 +351 967 335 758 hello@rosamarlisboa.com 🕐 Daily, 6 PM – Midnight
Café São Bento
Classic Portuguese Steakhouse
Café São Bento
Old-school, classic, no-frills Portuguese. The kind of place that's been perfecting the same cuts and sauces for decades. Mickie calls it "old timey" — that's the appeal. Great for a traditional sit-down dinner early in the trip.
📍 Rua de São Bento 212, Estrela 🕐 Lunch & Dinner daily
La Matta
Best Pizza · Graça
La Matta
Mickie's top pizza spot, on the pedestrian-only Travessa do Monte in Graça. The whole alley is worth hanging on for an early evening — grab a table outside, then walk to Miradouro de Graça afterward. Wino Vino next door is an Italian wine bar worth a glass.
📍 Travessa do Monte, Graça 🕐 Evenings only
Ponte Final
River Views · Across the Bridge Reserve
Ponte Final
Cross the river to Almada for stunning views back over Lisbon. Mickie recommends for lunch or sunset — the view of the city from across the Tagus is something special. Go by ferry from Cais do Sodré for the full experience.
📍 Rua do Ginjal 72, Cacilhas, Almada 📞 +351 21 276 07 43
Cantinha do Paz
Goan Indian · Old City
Cantinha do Paz
A rare and wonderful thing in Lisbon — a small, old-school Goan-style Indian restaurant, a holdover from Portugal's colonial ties with India. Intimate, soulful, and completely different from anything else on Mickie's list.
📍 Rua da Paz 4, Lisbon 🕐 Lunch & Dinner, closed weekends
Snob Bar
Old School Speakeasy & Steakhouse
Snob Bar
A Lisbon institution. Dark, woody, classic. The name is ironic — the regulars are exactly the opposite. Mickie says it's old school speakeasy meets Portuguese steakhouse. Stop in for a drink even if dinner isn't in the cards.
📍 Rua do Século 178, Príncipe Real 🕐 Evenings from 6 PM
Insaciável
French Wine Bar · Santos / Madragoa
Insaciável
Mickie's pick in the Santos neighborhood. A great French wine bar — go early to snag a spot outside on Rua Esperança. The neighborhood itself is worth the walk: artsy, low-key, and full of little restaurants worth discovering.
📍 Rua Esperança, Santos 🕐 Evenings — arrive early for outside seating
Cantina Flores
Mexican · Praça das Flores · Mickie's Own
Cantina Flores
Mickie's restaurant — authentic Mexican tacos, quesadillas, and frozen margaritas on the best square in Lisbon (her words, and she's right). The square itself is the thing: spend an evening with drinks and bites in the park with the locals.
📍 Praça das Flores, Príncipe Real 🕐 Open for lunch and dinner
From the Community

Social Media Picks

Crowd-sourced recs from traveler groups — multiple people vouching for each of these

Tapisco Lisboa
Michelin Guide · Tapas & Petiscos · Príncipe Real Reserve Ahead
Tapisco Lisboa
Chef Henrique Sá Pessoa's more casual spot on Rua Dom Pedro V — the same main street as your Miradouro. Portuguese and Spanish tapas and petiscos, home to Lisbon's first vermouth bar, and recognized by the Michelin Guide. Vici Steiner from the travel group called it out specifically — 4.3 stars with 1,675 reviews backs that up. The octopus, croquettes, and seafood rice are standouts. Reservations essential, especially weekends.
📍 Rua Dom Pedro V 81, Príncipe Real 📞 +351 213 420 681 info@tapisco.pt 🌐 tapisco.pt · Book at sevenrooms.com/reservations/tapisco 🕐 Mon–Fri 12–4 PM & 6:30 PM–midnight · Sat–Sun 12 PM–midnight
Taberna Sal Grosso
Traditional Portuguese · Alfama Book Now
Taberna Sal Grosso
This one got the loudest endorsement in the social thread — Rachel Montgomery called it the best meal in Lisbon, Nichole Wagner immediately seconded it and raved about the octopus. Only 27 seats in a tiny Alfama tavern with a menu written on a chalkboard wall. 4.7 stars / 3,690 reviews. Reservations are sometimes only accepted via Facebook message — book well ahead, potentially a month out for June.
📍 Calçada do Forte 22, Alfama 📞 +351 910 137 713 🌐 tabernasalgrosso.pt ⚠ Reservations via Facebook message — confirm before arrival
Pateo Bairro do Avillez
Chef José Avillez · Chiado Reserve Ahead
Pateo — Bairro do Avillez
Vici Steiner's first meal in Lisbon — worried it would be tourist trap, it was actually excellent. The patio setting inside is stunning — a beautiful courtyard designed to look like a traditional Lisbon neighborhood. From the team behind Belcanto (two Michelin stars). Fresh seafood and fish focused. Reservations needed, lots of special occasion diners here.
📍 Rua Nova da Trindade 18, Chiado 📞 +351 215 830 290 🌐 bairrodoavillez.pt 🕐 Daily 12:30–3 PM & 7 PM–midnight

Fado & the Alfama

Ginny's must-do — Portugal's soulful music tradition, in its natural habitat

Book Fado in Advance

Ginny booked Mascote da Atalaia a few days ahead and recommends reserving early. Call or email directly — Mascote da Atalaia, Alfama. Clube de Fado is the famous option but pricier and less intimate.

Fado music Lisbon
Traditional Music & Dinner · Alfama Reserve Ahead
Fado at Mascote da Atalaia
Ginny's top cultural experience in Lisbon. Fado is Portugal's soulful, melancholic music tradition — hearing it live in a small Alfama restaurant is genuinely moving. Mascote da Atalaia is snug, cozy, and intimate with great food, caipirinhas, and a relaxed feel. Far more personal than the famous Clube de Fado across town. Reserve a few days ahead — it fills up. Pair with a wander through the Alfama streets before dinner.
📍 Alfama, Lisbon 🕐 Evenings — dinner and live fado performance
Alfama streets
Oldest District · Lisbon
Alfama Wander + Yellow Tram
The Moorish heart of Lisbon — narrow winding streets, laundry strung between buildings, cats everywhere. Ride the famous Tram 28 through the district. Wander with no agenda. Half the experience is getting lost.
Ginja Alfama
Local Tradition · Alfama
Ginja in a Chocolate Cup
€1–2 for a shot of ginja (cherry liqueur) served in a small chocolate cup you eat afterward. Women sell it from tiny kiosks throughout Alfama. One of the great cheap pleasures in the city. Do it.
Sé Cathedral
Cathedral · Alfama
Sé Cathedral
Lisbon's oldest church, built in 1147. Ginny recommends going in the early evening — the stained glass throws beautiful patterns across the columns. Right in Alfama, easy to combine with the neighborhood wander.
📍 Largo da Sé, Alfama 🕐 Mon–Sat 9 AM – 7 PM, Sun 9 AM – 8 PM
Rooftops
Mona Verde Rooftop
Rooftop Bar
Mona Verde
A stylish rooftop in the heart of Lisbon with sunset views. Mickie's first rooftop pick — good cocktails and a lively crowd.
Java Rooftop
Rooftop Bar
Java Rooftop
Another solid rooftop option Mickie recommends. Good for sundowners with views across the city's terracotta rooftops.
Torel Palace Rooftop
Hotel Rooftop · Jardim Torel
Torel Palace
Hotel rooftop open to the public with a restaurant and bar. The park and miradouro nearby (Jardim Torel) is also lovely — worth combining both in one afternoon.
📍 Rua Câmara Pestana 23, Mouraria
Lookouts & Parks
03

Miradouros & Parks

The soul of Lisbon — every neighborhood has one, but these are the best

Miradouro São Pedro Alcântara
Best Viewpoint in Lisbon · Príncipe Real
Miradouro São Pedro de Alcântara
Mickie's personal favorite — and most Lisboetas agree. Sweeping views across the city with a quiosque for drinks. On Rua Dom Pedro V, the same main street as Cantina Flores. Make this a mandatory stop.
Miradouro de Graça
Viewpoint · Graça
Miradouro de Graça
Less touristy than Alfama's famous viewpoints, more local in feel. Combine with La Matta dinner and Wino Vino for a full Graça evening. There's a fun quiosque right here — grab a beer and watch the light change over the city.
Jardim Estrela
City Park · Estrela
Jardim da Estrela
A beautiful shaded city park with two quiosques. Perfect for a slow morning coffee or afternoon break. Locals bring wine and snacks — join them.
Quiosque do Carmo
Chiado · Museum + Quiosque
Quiosque do Carmo
The quiosque in Chiado right next to the Carmo Convent ruins — an open-air skeleton of a church destroyed in the 1755 earthquake. A drink here with the ruins as a backdrop is one of Lisbon's great low-key moments.
Tapadas Necessidades
Hidden Park · Peacocks & Palace
Tapadas das Necessidades
A genuinely secret gem — an extraordinary park with free-roaming peacocks and an abandoned palace. Very few tourists make it here. Worth the detour completely.
Museums Worth Your Time
04

Museums

Don't skip these — they're not what you'd expect

Jerónimos Monastery
UNESCO World Heritage · Belém
Jerónimos Monastery
The crown jewel of Manueline architecture in Portugal — intricate stone carvings, soaring cloisters, and the tombs of Vasco da Gama and Luís de Camões. Buy tickets online in advance. Pair with Pastéis de Belém (two minutes away) for the city's best custard tart.
📍 Praça do Império, Belém 🌐 mosteirojeronimos.gov.pt 🕐 Tue–Sun, 10 AM – 5:30 PM
National Coach Museum
Surprisingly Spectacular · Belém
National Coach Museum
Mickie's exact words: "surprisingly really awesome." Don't let the subject fool you — these royal coaches are works of art at the baroque extreme, dripping in gold leaf and sculpture. Fast visit but genuinely stunning. Right next to Jerónimos.
📍 Av. da Índia 136, Belém 🕐 Tue–Sun, 10 AM – 6 PM
Museu Nacional do Azulejo
Tile Museum · Historic Convent
Museu Nacional do Azulejo
Portugal's famous blue-and-white azulejo tiles, housed in a 16th-century convent. One of the best museum experiences in the city — beautiful building, beautiful collection. The panoramic tile mural of pre-earthquake Lisbon alone is worth coming for.
📍 Rua da Madre de Deus 4, Xabregas 🕐 Tue–Sun, 10 AM – 6 PM
Castelo de São Jorge
Moorish Castle · Alfama Hilltop
Castelo de São Jorge
A Moorish castle perched above Alfama with sweeping views over Lisbon and the Tagus. Ginny flagged it as a beautiful spot she didn't get to — combine it naturally with an Alfama morning, the Sé Cathedral, and ginja shots in the same afternoon.
📍 R. de Santa Cruz do Castelo, Alfama 🕐 Daily, 9 AM – 9 PM (summer)
Coast & Sea
05

The Coast

Azenhas do Mar is non-negotiable. Make the drive.

Priority Booking — Don't Miss This

Azenhas do Mar is Mickie's #1 experience recommendation in the entire document. Cliff-hanging seafood restaurant with a natural tidal pool. Book well in advance: +351 21 928 07 39 or reservas@azenhasdomar.com. Pair with Sintra — it's only 15 min away by Uber from the mountain.

Azenhas do Mar
Cliff-Top Seafood · Colares, near Sintra Book Now
Restaurante Azenhas do Mar
Mickie's single highest-ranked recommendation for the entire trip — and she's right to rank it there. A three-level seafood restaurant literally hanging off a cliff over the Atlantic, with a natural tidal swimming pool below and a downstairs beach bar. Arrive an hour or more early, swim in the pool, have drinks at the beach bar, then head up for dinner. Great for sunset. About 35 min by Uber from Lisbon.
📍 Lugar das Azenhas do Mar, 2705-098 Colares, Sintra 📞 +351 21 928 07 39 reservas@azenhasdomar.com 🌐 azenhasdomar.com 🕐 Daily, 12 PM – 10:30 PM
Costa da Caparica
Beach Day · South Bank
Costa da Caparica
The main beach stretch across the bridge. Mickie recommends Irmão — get beach couches, great pizza, arrive 4 or 5 PM and stay for sunset. The vibe is reliably good in June.
Cascais coast
Beach Town · West of Lisbon
Cascais Coast Beaches
Mickie likes Alcatruz, Adamastor, and Bar Gémeos along the coast between Lisbon and Cascais. A beautiful stretch of beaches with good bar setups. Cascais itself is a great half-day town.
Cascais Town
Charming Beach Town
Cascais Town
A scenic coastal town 40 minutes from Lisbon — pretty harbor, good restaurants, relaxed feel. Great for a half-day detour, especially combined with a beach stop on the way back. Fun fact: the casino here inspired Ian Fleming to write Casino Royale.
Cabo da Roca
Westernmost Point of Europe · Sintra Coast
Cabo da Roca
Ginny called it "exceptionally beautiful" — a dramatic clifftop headland where continental Europe literally ends and the Atlantic begins. On your Viator Sintra/Cascais day trip, ask your guide if this is on the route. Worth it either way.
📍 Estrada do Cabo da Roca, Sintra 🕐 Open daily · Free entry
Sintra — A Whole Day (or Two)
06

Sintra

25 minutes from Lisbon — UNESCO World Heritage — Mickie says stay the night if you can

Tickets — Book in Advance

Monserrate Palace tickets: parquesdesintra.pt — €12 adults. Quinta da Regaleira tickets: regaleira.byblueticket.pt or through GetYourGuide. Both sell out in high season — book the moment you know which day you're going. From Lisbon: 40 min by train from Rossio station.

Monserrate Palace
Mickie's Favorite Palace · Allow 2 Hours Reserve Tickets
Monserrate Palace & Gardens
Mickie's personal favorite in all of Sintra, and after one visit it's easy to see why. A 19th-century romantic villa blending Arabic, Gothic, and Indian Mughal architecture — surrounded by extraordinary botanical gardens with species from every corner of the world. Less crowded than Pena, far more intimate and strange. The gardens alone require two hours. From here you can Uber 15 minutes straight to Azenhas do Mar for the ultimate day combo.
📍 Monserrate, 2710-405 Sintra 📞 +351 21 923 73 00 b2b@parquesdesintra.pt 🌐 parquesdesintra.pt 🕐 Daily, 9:30 AM – 6:30 PM (last entry 6 PM) · €12 adults
Quinta da Regaleira
Mystical Estate · Famous Initiation Well Reserve Tickets
Quinta da Regaleira
Famous for the spiral Initiation Well that descends into the earth like something out of a secret society novel — because it is. A neo-Gothic, neo-Manueline palace with gardens full of grottos, tunnels, and hidden symbolism. Book tickets online in advance at regaleira.byblueticket.pt.
📍 Rua Barbosa du Bocage 5, Sintra 🌐 regaleira.pt — book at regaleira.byblueticket.pt 🕐 Daily, 9:30 AM – 7 PM
Pena Palace
The Famous One · Most Popular
Pena Palace
The most recognized palace in Sintra — brightly colored, theatrical, perched dramatically in the mist. The most crowded but still worth it. Great gardens. Book tickets online well in advance at parquesdesintra.pt.
📍 Estrada da Pena, Sintra 🌐 parquesdesintra.pt
Porto
07

Porto

June 15–17 · Douro Valley wine tour confirmed Jun 16 · Ginny's on-the-ground picks

Porto Ribeira
Riverside District · Porto
Ribeira & the Dom Luís Bridge
The heart of Porto — a UNESCO-listed waterfront lined with restaurants and bars with outdoor seating. Ginny says to pick one and just sit. Walk across the Dom Luís I bridge on foot (the upper level has the best views), cross to Vila Nova de Gaia for port wine tastings. Wine Quay Bar on the Ribeira side has excellent wine and views — Ginny recommends lingering there over the more touristy waterfront options.
📍 Cais da Ribeira, Porto
Port Wine Caves
Port Wine · Vila Nova de Gaia
Port Cave Tours — Ferreira & Sandeman
Cross the Dom Luís bridge to Vila Nova de Gaia for the port wine lodges. Ginny did a full tour at Ferreira (loved it) and a tasting at Ramos Pinto. Sandeman's reserve port on the rocks was solid. Port & tonic is also excellent. Even if you're not big port drinkers — the history and caves are worth it.
📍 Vila Nova de Gaia, across the Dom Luís bridge 🌐 Sandeman: sandeman.com · Ferreira: sogrape.pt
Puro 4050 Porto
Dinner · Mozzarella Bar · Porto
Puro 4050
Ginny's top Porto dinner pick — a mozzarella bar where the olives, bread with salted buffalo butter, and grilled artichokes alone are worth the trip. The surrounding streets often have live music. She called it one of the best meals of the trip. Go hungry.
📍 Porto city center 🕐 Dinner nightly
Livraria Lello Porto
Famous Bookshop · Porto
Livraria Lello
Considered one of the most beautiful bookshops in the world — a neo-Gothic interior with a sweeping red staircase. €5 entry (credited toward a book purchase). Go early in the morning before the crowds. Ginny says worth it if the line isn't crazy.
📍 R. das Carmelitas 144, Porto 🌐 livrarialello.pt — book timed entry online 🕐 Daily, 9:30 AM – 7 PM
São Bento Station Porto
Train Station · Porto · Free to Enter
São Bento Station Azulejos
Porto's main train station is one of the great free experiences in the country — the entrance hall is covered floor to ceiling in 20,000 hand-painted blue and white azulejo tiles depicting scenes of Portuguese history. Walk in, look up, stay as long as you want.
📍 Praça de Almeida Garrett, Porto 🕐 Open during station hours, daily
Grazie Mille Porto
Italian · Porto · Community Pick
Grazie Mille
Pasta, pizza e vino — recommended by Brooke Murray-Acosta in the travel group specifically for Porto. A well-regarded Italian spot in the city center. Good alternative dinner if you want a break from Portuguese food after a few days of eating well.
📍 Porto city center 🕐 Dinner nightly
Suggested Day Structure
08

Day-by-Day Itinerary

Lisbon (Jun 9–14) · Porto (Jun 15–17) · Fly home Jun 18 · Confirmed bookings locked in

1

Tuesday, June 9 · Departure from LA

LAX → Toronto → Lisbon · You arrive June 10 — tonight is a travel night

11:55 AM
AC786 departs LAX → Toronto (YYZ)

Seats 14H & 14K · Premium Economy · Arrives Toronto 7:29 PM local time.

10:55 PM
AC810 departs Toronto (YYZ) → Lisbon (LIS)

Seats 14A & 14C · Premium Economy · Overnight flight. Arrives Lisbon Wednesday June 10 at 11:00 AM.

2

Wednesday, June 10 · Arrive Lisbon · Check In

Land at 11:00 AM · Check into Inspira Liberdade · First afternoon in the city

11:00 AM
Land at Lisbon (LIS) · Flight AC810

Clear customs, grab bags. Metro or Uber to hotel — about 20 min. Hotel noted your 11:00 arrival flight.

Afternoon
Check in — Inspira Liberdade · Suite Inspira

Rua de Santa Marta 48. Check-in officially 3 PM but hotel may have room ready early given your arrival — call ahead at +351 210 440 900. Drop bags, freshen up.

Late afternoon
First walk — Rua Dom Pedro V → Miradouro São Pedro de Alcântara

Easy stroll from the hotel. First quiosque drink, city spread below. No agenda — you've been traveling since yesterday.

Dinner
Cantina Flores or Snob Bar

Both steps away in Príncipe Real. Mickie said to come say hi at Cantina Flores.

3

Thursday, June 11 · Lisbon Full Day

Belém, the river, Rosamar — first proper Lisbon day

Morning
Quiosque do Carmo + Carmo Convent ruins

Coffee at the quiosque in Chiado, then walk through the 1755 earthquake ruins of the old convent right next door.

Midday
Belém — Jerónimos Monastery + National Coach Museum

Both walkable from each other. Pastel de nata at Pastéis de Belém first — it's two minutes from the monastery. Book Jerónimos tickets online in advance.

Late afternoon
Ferry to Cacilhas → Ponte Final

€1.45 ferry from Cais do Sodré. Spectacular views of Lisbon from across the Tagus. Sunset timing is ideal.

Dinner
Rosamar

Mickie's top pick — seafood grill in Príncipe Real. Reserve ahead: hello@rosamarlisboa.com

4

Friday, June 12 · Independent Sintra + Azenhas do Mar

Monserrate & Regaleira on your own — then Mickie's cliff-top sunset dinner

9:00 AM
Train from Rossio to Sintra

~40 min, ~€5 round trip. Book at cp.pt. This is your self-guided day — no group, no schedule.

10:00 AM
Quinta da Regaleira

The initiation well and mystical gardens. Allow 2 hours. Book at regaleira.byblueticket.pt.

1:00 PM
Monserrate Palace & Gardens

Mickie's favorite palace in all of Portugal. Bus 435 from town center. Gardens first — allow a full 2 hours.

5:00 PM
Uber to Azenhas do Mar — 15 min

From the Sintra mountain straight to the sea. Swim in the natural tidal pool, drinks at the beach bar downstairs.

7:30 PM
Dinner — Restaurante Azenhas do Mar

Mickie's single highest-ranked experience of the trip. Cliff-top seafood at sunset. Book now: reservas@azenhasdomar.com · +351 21 928 07 39

5

Saturday, June 13 · ✓ Sintra & Cascais Day Trip

CONFIRMED — Viator Small-Group Tour · Ref: 1385558401 · 8:00 AM · Park & Palace Tickets Included

8:00 AM
✓ Viator Sintra & Cascais Small-Group Day Trip

Ref: 1385558401 · 2 adults · ~8 hours · English · Park & Palace tickets included. Meet your guide at the designated pickup point — confirm location in your Viator booking details.

All day
Guided tour — Sintra palaces + Cascais coast

Pena Palace covered with included tickets. Ask your guide about Cabo da Roca — Ginny called it the most beautiful stop on the whole route. Cascais town at the end of the day.

Evening
Easy night — Praça das Flores or Esplanda Cafe

You'll be tired after two big Sintra days. Wine in the park, simple dinner. Early night — check out tomorrow morning.

6

Sunday, June 14 · Check Out & Train to Porto

Check out of Inspira · AP Train #182 departs 10:09 AM · Arrive Porto 12:48 PM

8:30 AM
Check out of Inspira Liberdade

Check-out by 12 PM but get out early to make the train comfortably. Grab a quick breakfast at the hotel (Bed & Breakfast included) or a final pastel de nata around the corner.

9:15 AM
Metro to Lisboa Oriente station

Red Line from Marquês de Pombal or Av. Liberdade toward Oriente — about 15 min. Arrive with time to spare.

10:09 AM
✓ AP Train #182 — Lisboa Oriente → Porto Campahnã

High-speed Alfa Pendular · Business Class · 2h 39m · Order ID: RN-202605-2426261. Tickets sent to tyler@tylermarkhenderson.com when processed. WiFi, power outlets, cafe-bar onboard.

12:48 PM
Arrive Porto Campahnã

Metro Line A from Campahnã to São Bento or Trinidade is about 10 min, then a short walk or Uber to your hotel at Praça D. Filipa de Lencastre 62.

Afternoon
Check in — Infante Sagres Porto

Praça D. Filipa de Lencastre 62 · Check-in from 3:00 PM · Ref: 9083742925543. Free breakfast included. Drop bags, walk the neighborhood, get oriented. The Ribeira waterfront is a 10 min walk.

8:30 PM
✓ Arrive — Restaurante RC

R. do Infante Dom Henrique 77, Porto. Arrive 30 min early — do not be late or you lose your slot.

9:00 PM
✓ Dinner with Fado & Traditional Portuguese Music

Ref: GYGG45V8N8FH · $140.56 · Auto-charged June 11. Included: codfish cake starter, choice of Portuguese steak / Braga-style cod / pasta; dessert. 2 hours of live fado — the perfect first night in Porto.

7

Monday, June 15 · Porto Full Day + Yacht Cruise

São Bento, Livraria Lello, Ribeira — then a luxury sunset yacht cruise at 4:45 PM

Morning
São Bento Station + Livraria Lello

Start with the azulejo tile walls at São Bento — free, extraordinary. Then Livraria Lello bookshop (book timed entry at livrarialello.pt — go early before crowds).

Afternoon
Ribeira waterfront — Wine Quay Bar

Ginny's pick. Great wine, great views of the Douro. Don't linger too long — you have a 4:35 PM meeting time at the marina.

4:35 PM
✓ Arrive — Marina do Freixo Porto

Porto, 4300-316. Wait by the gate that gives access to the boats. The Atalaia Gold crew will meet you wearing their identification. Arrive 10 min early — they sail on time. Contact: +351 926 740 429 · atalaiagold@gmail.com

4:45 PM
✓ Luxury Yacht Cruise with Wine Tasting & Snacks

Ref: GYG99638ZZGK · $127.88 · Auto-charged June 12. 2 hours on the Douro — includes local green or rosé wine tasting and regional tasting board. Tour ends 6:45 PM.

Dinner
Puro 4050

Ginny's top Porto dinner — mozzarella bar, incredible olives, buffalo butter bread, grilled artichokes. Early night — hotel pickup at 9:00 AM tomorrow for the Douro Valley wine tour.

8

Tuesday, June 16 · ✓ Douro Valley Wine Tour

CONFIRMED — Hotel pickup 9:00 AM · DailyTours · Ref: GYG83XHNV5ML · $386.54

9:00 AM
✓ Hotel pickup — Douro Valley Wine Tour

DailyTours picks you up at Infante Sagres. Ref: GYG83XHNV5ML · $386.54 · Auto-charged June 13. Eat breakfast before — not included. Includes round-trip transport, 1–2 small winery visits, wine tastings, farm lunch (vegan/vegetarian available — inform in advance), and 1-hour boat cruise on the Douro.

All day
Douro Valley — wineries, lunch, river cruise

One of the great wine regions of the world. Tour runs 9 AM – 11 PM per the booking. Expect a full, spectacular day.

Evening
Return to Porto · Celebrate

Drop-off at your hotel. Dinner out — Grazie Mille or Cervejaria do Carmo if you have the energy. Otherwise room service — you've earned it.

9

Wednesday, June 17 · Porto Free Day · Last Night

Port wine caves, Ribeira, dinner — and a night of magic to close it out

Morning
Vila Nova de Gaia — Ferreira cave tour

Ginny's top pick. Cross the Dom Luís bridge, take the funicular for views, then do the full cave tour at Ferreira and a tasting at Ramos Pinto. Even if you're not port people — the history is fascinating.

Afternoon
Ribeira waterfront wander

Bar Ponte Pensil for a beer and the view (Ginny says the nachos are terrible but the spot is beautiful). Then Wine Quay Bar for a proper final afternoon glass.

Early evening
Final dinner — Puro 4050 or Cervejaria do Carmo

Eat before the show. Puro 4050 if you haven't been yet. Cervejaria do Carmo came highly recommended from Ginny's friends.

9:00 PM
✓ Time for Magic: An Evening of Wonder — Helder Guimarães

Downtown Porto. Magician Helder Guimarães performs an intimate evening of close-up magic and wonder. Ref: TFM-91290199. Don't be late — these shows start on time.

Note
Pack before you go out — 8:40 AM flight tomorrow

Early start. Set two alarms.

10

Thursday, June 18 · Fly Home from Porto

LX2061 OPO→ZRH 8:40 AM · LX72 ZRH→IAD 1:05 PM · Home 4:45 PM

6:00 AM
Leave for Porto Airport (OPO)

Airport is about 20 min from the city center. Allow extra time for check-in and security. Uber is reliable at this hour.

8:40 AM
LX2061 Porto (OPO) → Zurich (ZRH)

Operated by Swiss · Seats 3D & 3A · Arrives Zurich 12:10 PM local time.

1:05 PM
LX72 Zurich (ZRH) → Washington Dulles (IAD)

Operated by Swiss · Seats 9B & 9A · Arrives 4:45 PM. Note: original departure was 12:55, now updated to 13:05 — you have about 55 min connection in Zurich. Tight but scheduled.

4:45 PM
Land at Washington Dulles (IAD)

Happy anniversary. 🥂

Good to Know
09

Practical Notes

Currency, transport, reservations — what you actually need

Getting Around

  • Uber works great in Lisbon — cheap and reliable
  • Metro covers most tourist areas efficiently
  • Train to Sintra from Rossio (~€5 round trip, 40 min)
  • Ferry Cais do Sodré → Cacilhas (~€1.45)
  • Lisbon → Porto: AP Train #182 · Jun 14 · 10:09 AM → 12:48 PM · BOOKED ✓
  • Porto is very walkable — most things are within 20 min on foot
  • Porto ebike tour (castle route) — great way to see the city, per Diane Dingman

Reservations Needed

  • Rosamar — book now (hello@rosamarlisboa.com)
  • Azenhas do Mar — essential (reservas@azenhasdomar.com)
  • Taberna Sal Grosso — book a month out via Facebook
  • Tapisco — sevenrooms.com/reservations/tapisco
  • Pateo (Bairro do Avillez) — bairrodoavillez.pt
  • Quinta da Regaleira — regaleira.byblueticket.pt
  • Monserrate tickets — parquesdesintra.pt (€12)
  • Lisbon–Porto train — book ahead at cp.pt

Quick Tips

  • June is peak — book dining a week or more ahead
  • Dinner in Portugal starts at 8–10 PM — plan accordingly
  • Viator auto-charges June 10 · Fado/Yacht auto-charges June 11–12 · Douro Tour June 13
  • Visit Mickie at Cantina Flores — she said come by
  • Sintra gets crowded midday — go early or late
  • Porto: bring layers — it's cooler than Lisbon in the evening
10

Your Hotel

Inspira Liberdade Boutique Hotel · Booking ref: rxx19ggfj1

Inspira Liberdade Hotel
4-Star Eco Boutique Hotel · Already Confirmed ✓
Inspira Liberdade Boutique Hotel
A 4-star eco-boutique hotel steps from Avenida da Liberdade with Feng Shui-designed rooms, a full spa (sauna, steam room, jacuzzi, 6 treatment rooms), and a well-regarded restaurant with gluten-free and organic options. Highly rated by couples. Check-in 3 PM, check-out 12 PM. The location puts you walking distance from Príncipe Real, Chiado, and Bairro Alto — exactly where you need to be for Mickie's list.
📍 Rua de Santa Marta 48, 1150-297 Lisbon 📞 +351 210 440 900 🌐 inspirahotels.com 🔖 Booking Reference: rxx19ggfj1