Saturday, 21 Feb [RICHMOND, BOSTON]
Flight to Lisbon via Boston
Sunday, 22 Feb [LISBON, SINTRA, ERICEIRA, SANTA CRUZ]
Arrive in Lisbon & pick up rental car
Visit Sintra & see two unforgettable fairytale escapes, mixing colorful hilltop grandeur with lush romantic gardens.
Our first meal in Portugal at a cozy little tasca spot serving comforting Portuguese dishes with a laid-back local feel.
Drive through Ericeira, a small surf town with dramatic cliffs, golden beaches, and a charming village vibe.
Dinner at a Santa Cruz beachfront hangout with relaxed vibes, great food and drinks, and front-row ocean views.
Stay in a laid-back hotel in Santa Cruz with ocean views, a friendly vibe, and easy access to the beach and waves.
Monday, 23 Feb [PENICHE, ÓBIDOS, FOZ DO ARELHO, SALIR DO PORTO, SÃO MARTINHO DO PORTO, NAZARÉ]
See a dramatic clifftop lighthouse with rugged Atlantic views in Peniche
Visit Óbidos, a medieval walled town known for its cobblestone streets, whitewashed houses, and castle views.
Drive to a relaxed seaside village where the lagoon meets the Atlantic in Foz do Arelho
Head to Salir do Porto to check out a prehistoric site where we can see ancient tracks preserved in the coastal rock
Lunch at a relaxed seaside spot serving fresh seafood with beautiful bay views in São Martinho do Porto .
Arrive in Nazaré and see historic chapels, epic viewpoints, quirky landmarks, and the famous lighthouse and fort overlooking the giant waves of Praia do Norte.
Dinner at a cozy beachfront spot known for hearty Portuguese comfort food and a warm, rustic vibe.
Stay in Nazaré at a stylish, modern place with a calm vibe and easy access to the beach and town.
Before getting on the road, visit a lively local market to browse fresh seafood, produce, and everyday Portuguese specialties.
Drive through Batalha to see a stunning Gothic masterpiece, and to spot an old unique billboard recreated in traditional Portuguese tiles.
Admire both old-world elegance and dramatic clifftop ocean views in Figueira da Foz
Lunch in Coimbra at a a classic tasca serving hearty, no-frills Portuguese comfort food in a traditional setting.
Take a scenic forest walk to the tallest tree in all of Europe
Enjoy peaceful forest trails filled with fountains, stone chapels, and fairytale greenery all on palace grounds.
A dinner of refined Portuguese cuisine in the former royal dining room of an actual palace
Spend the night in a fairytale palace surrounded by lush, misty forest at the Bussaco Palace Hotel.
Wednesday, 25 Feb [LUSO, GAFANA DA ENCARNAÇÃO, AVEIRO, PORTO]
Enjoy a peaceful, atmospheric stroll through towering trees and soft mountain fog before getting on the road
Snap some photos of the charming row of colorful beach huts in Gafanha da Encarnação
Admire the traditional moliceiro boats plying the canals in Aveiro as they cruise past colorful buildings
Sit down near the canals at a cozy local spot for a simple, satisfying Portuguese lunch in a relaxed setting.
Arrive in Porto and park at São Bento Station, famous for its stunning blue-and-white azulejo tile murals.
Experience afternoon tea in a grand historic setting at a glamorous Belle Époque café
Catch a local bus for a riverside trip to a beautiful park to catch a stunning sunset over the Douro Valley.
Dinner is a fun, casual feast of Portuguese bites from a mix of lively food stalls at a historic mercado.
Stay at a luxurious, centrally located hotel offering elegant rooms and easy access to the city’s main sights.
Thursday, 26 Feb [PORTO, VILA NOVA DE GAIA]
A visit to a fairytale bookstore, tile-covered churches, and a palace full of salvaged architectural treasures.
Lunch is a Porto sandwich crawl with four famous bites from four iconic restaurants
Take in a grand vintage fast-food landmark, Porto’s hilltop cathedral, and another striking blue-tiled church.
Walk over the city’s iconic iron bridge crossing the Douro, and take a scenic cable car ride down to the waterfront.
Enjoy a tour of, and a tasting at, a historic riverside port lodge as the perfect way to sip world-famous wine
Meet locals and tourists at a hilltop park in Gaia with one of the best sunset views over Porto and the Douro River.
Enjoy an evening at an intimate fado club as the perfect way to experience Portugal’s soulful live music up close.
Dinner is a delicious deep-dive into Portugal’s favorite fish, with creative cod dishes in a cozy setting.
Wrapping up our Porto stay in five-star comfort right in the city center.
Friday, 27 Feb [FOZ DO DOURO, MATOSINHOS, SANGALHOS, LISBON]
Breakfast where the river meets the sea in Foz do Douro
Visit a beloved Porto cannery where traditional sardine-making meets delicious tastings and old-school charm.
Lunch at THE classic spot famous for crispy, succulent leitão (roast suckling pig) served the traditional way.
Arrive in Lisbon, stepping into a sunlit city of tiled streets, hilltop views, and buzzing energy.
Walk down an iconic street under umbrellas and visit the world's oldest bookstore
Walk through the Triumphal Arch to the Praça do Comércio and then watch the sunset by the river
Dinner at a cozy neighborhood spot for tasty Portuguese-style tapas and a lively Lisbon evening vibe.
Visit a wildly eclectic Lisbon bar filled with vintage curiosities, perfect for a quirky drink in a one-of-a-kind setting.
Hotel is a sleek, stylish stay in the heart of the city, perfect for exploring Lisbon on foot.
Start the day with a four-hour tuk-tuk tour of Lisbon packed with iconic viewpoints, historic landmarks, and classic pastries from the city’s oldest neighborhoods to Belém.
Have a late lunch at a no-frills local favorite for juicy, garlicky bifana sandwiches done the traditional way.
Visit two tiny Lisbon classics for sipping sweet cherry ginjinha like a local, quick, strong, and unforgettable.
A Lisbon sunset sail for the perfect mix of golden river views, Portuguese wine, and stories of the city’s past.
Dinner of creative Portuguese-inspired small plates with great views and a lively atmosphere.
Back to the perfect place for our last night in Portugal, ending the trip in style right in the heart of the city.
Sunday, 1 Mar [LISBON, BOSTON, RICHMOND]
Drop off our rental car at the Lisbon airport
Flight home via Boston
Home again, home again