Epic 14-Day Portugal Itinerary: City Highlights and Serene Natural Beauty

Day 1: Travel to Lisbon

Washington, DC on October 13, 2025

7:00 AM

Depart from DC

Catch your flight from Washington, DC to Lisbon, Portugal. Be sure to arrive at least 2 hours prior to departure for check-in.
USD450, Duration: Flight Time
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Day 2: Explore Lisbon

Lisbon, Portugal on October 14, 2025

8:00 AM

Breakfast at Pastéis de Belém

Start your day with iconic pastéis de nata at this famous pastry shop. It's a must-try delicacy when in Lisbon.
EUR5, Duration: 1 hour

9:30 AM

Visit Belém Tower

Explore this UNESCO World Heritage site that is a symbol of Portugal's Age of Discoveries.
EUR8, Duration: 1 hour

11:00 AM

Explore Jerónimos Monastery

Visit this stunning monastery, a masterpiece of Manueline architecture and also a UNESCO World Heritage site.
EUR10, Duration: 1.5 hours

1:00 PM

Lunch at Mercado da Ribeira

Choose from numerous local vendors offering everything from seafood to pastries in Lisbon’s vibrant food market.
EUR15, Duration: 1.5 hours

3:00 PM

Ride Tram 28

Hop on this iconic tram that goes through the most scenic neighborhoods of Lisbon such as Alfama and Graca.
EUR3, Duration: 1 hour

5:00 PM

Visit the Lisbon Cathedral

Explore the oldest and most important church in the city with its stunning Gothic architecture.
Free, Duration: 1 hour

7:00 PM

Dinner at Time Out Market

Enjoy dinner at this vibrant food hall featuring a variety of restaurants and bars with local dishes.
EUR25, Duration: 1.5 hours
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Day 3: Discover Lisbon

Lisbon, Portugal on October 15, 2025

8:00 AM

Breakfast at Café A Brasileira

Visit one of Lisbon’s oldest cafés, famous for its rich coffee and the poet Fernando Pessoa’s statue.
EUR8, Duration: 1 hour

9:30 AM

Explore Alfama District

Wander through the narrow streets, colorful buildings, and discover stunning viewpoints in Lisbon’s oldest neighborhood.
Free, Duration: 2 hours

12:00 PM

Visit São Jorge Castle

This historic castle offers breathtaking panoramic views of Lisbon and an insight into the city’s past.
EUR10, Duration: 2 hours

2:30 PM

Lunch at Ramiro

Don’t miss out on one of the best seafood restaurants in Lisbon, renowned for its fresh shellfish and delightful ambiance.
EUR30, Duration: 1.5 hours

4:30 PM

Explore the National Tile Museum

A unique museum showcasing beautiful azulejos (tiles) that reflect the art and history of Portugal.
EUR5, Duration: 1.5 hours

6:30 PM

Sunset at Miradouro da Senhora do Monte

End your day enjoying a breathtaking sunset over Lisbon from one of its best viewpoints.
Free, Duration: 1 hour

8:00 PM

Dinner at Solar dos Presuntos

This traditional restaurant is well-known for its authentic Portuguese cuisine, especially the bacalhau dishes.
EUR25, Duration: 2 hours
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Day 4: Final Day in Lisbon

Lisbon, Portugal on October 16, 2025

8:00 AM

Breakfast at Nicolau Lisboa

Start your day with healthy breakfast choices in a cozy café known for its delicious smoothie bowls and avocado toast.
EUR12, Duration: 1 hour

9:30 AM

Visit the Calouste Gulbenkian Museum

Explore an impressive collection of art and ancient artifacts in this renowned museum.
EUR10, Duration: 2 hours

12:30 PM

Lunch at Tascinha do Chico

Enjoy a laid-back lunch with traditional Portuguese dishes in this local fado restaurant.
EUR20, Duration: 1.5 hours

2:00 PM

Explore Bairro Alto

Known for its vibrant nightlife, this neighborhood offers charming streets and plenty of shops to explore.
Free, Duration: 2 hours

4:30 PM

Ride the Santa Justa Lift

Take a ride up this iconic lift for stunning views of the city, connecting the lower streets with Bairro Alto.
EUR5, Duration: 1 hour

6:00 PM

Farewell Dinner at Cervejaria Ramiro

Enjoy your last dinner in Lisbon at this celebrated seafood venue renowned for its delicious shellfish.
EUR35, Duration: 2 hours
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Day 5: Travel to Azores

Azores, Portugal on October 17, 2025

9:00 AM

Breakfast at your hotel

Enjoy a hearty breakfast before preparing for your journey to the Azores.
EUR10, Duration: 1 hour

11:00 AM

Fly to São Miguel

Board your flight to São Miguel, the largest island in the Azores, known for its stunning landscapes.
EUR100, Duration: Flight Time

1:30 PM

Lunch at O Giro

Savor local dishes at a casual eatery famous for its hearty portions made with local produce.
EUR15, Duration: 1.5 hours

3:00 PM

Explore Sete Cidades

Visit the stunning twin lakes and beautiful viewpoints of Sete Cidades, an iconic natural site in the Azores.
Free, Duration: 2 hours

5:00 PM

Hike the Trail of the Lakes

Enjoy breathtaking scenery while hiking along the trails around the lakes, ideal for nature lovers.
Free, Duration: 2 hours

7:30 PM

Dinner at A Toca

Finish your day at this cozy restaurant that serves delicious Azorean specialties in a warm atmosphere.
EUR20, Duration: 1.5 hours
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Day 6: Adventure in Azores

Azores, Portugal on October 18, 2025

8:00 AM

Breakfast at your hotel

Fuel up with a substantial breakfast before heading out for a day of exploration.
EUR10, Duration: 1 hour

9:30 AM

Visit the Terra Nostra Park

Relax in the thermal pool and explore the beautiful botanical gardens at this stunning park.
EUR8, Duration: 3 hours

1:00 PM

Lunch at O Bar do Adro

Enjoy a delicious selection of local dishes in a friendly atmosphere, known for its fresh ingredients.
EUR18, Duration: 1.5 hours

3:00 PM

Go Whale Watching

Embark on a thrilling whale watching tour, with a chance to see several species of whales and dolphins.
EUR50, Duration: 3 hours

6:30 PM

Dinner at Restaurante O Pescador

Experience the flavors of the sea with fresh seafood dishes at this local favorite restaurant.
EUR25, Duration: 2 hours
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Day 7: Final Day in Azores

Azores, Portugal on October 19, 2025

8:00 AM

Breakfast at your hotel

Savor a delicious breakfast before your final exploration in the Azores.
EUR10, Duration: 1 hour

9:30 AM

Visit Lagoa do Fogo

Marvel at the breathtaking views of this stunning crater lake known for its beautiful scenery.
Free, Duration: 2 hours

12:00 PM

Lunch at Casa do Campo

Take a break at this charming restaurant that offers tasty regional dishes.
EUR15, Duration: 1.5 hours

2:00 PM

Explore the Gorreana Tea Factory

Visit the oldest tea plantation in Europe and learn about tea production while enjoying a tasting.
Free, Duration: 2 hours

5:00 PM

Head to the airport

Travel to the airport for your flight to Duoro Valley.
Free, Duration: 1 hour

7:00 PM

Dinner at A Pump

Enjoy a relaxed meal with traditional Azorean flavors at this cozy restaurant.
EUR20, Duration: 1.5 hours
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Day 8: Travel to Duoro Valley

Duoro Valley, Portugal on October 20, 2025

8:00 AM

Breakfast at your hotel

Enjoy a lovely breakfast featuring local pastries and coffee.
EUR10, Duration: 1 hour

9:30 AM

Drive to Duoro Valley

Make your way to the beautiful Duoro Valley, known for its terraced vineyards and picturesque views.
Free, Duration: 2 hours

12:30 PM

Lunch at Quinta do Seixo

Experience local wine and delectable food at this wine estate overlooking the Duoro River.
EUR25, Duration: 2 hours

3:00 PM

Wine Tour at Quinta do Crasto

Take a guided tour of one of the premier wine estates and enjoy wine tasting amid stunning scenery.
EUR15, Duration: 2.5 hours

6:00 PM

Check-in at your hotel

Relax and enjoy the picturesque views of the Duoro Valley from your hotel.
EUR80, Duration: 1 hour

7:30 PM

Dinner at Restaurante DOC

Indulge in a fine dining experience with regional dishes and river views at this elegant restaurant.
EUR40, Duration: 2 hours
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Day 9: Explore Duoro Valley

Duoro Valley, Portugal on October 21, 2025

8:00 AM

Breakfast at the hotel

Enjoy a delicious breakfast with local ingredients to start your day.
EUR10, Duration: 1 hour

9:30 AM

Visit Pinhão

Explore this charming village known for its beautiful riverfront and famous wine estates.
Free, Duration: 2 hours

12:00 PM

Lunch at Taverna dos Rios

Savor hearty Portuguese dishes in a beloved local establishment next to the Douro River.
EUR20, Duration: 1.5 hours

2:00 PM

Boat Tour on the Douro River

Enjoy a relaxing boat cruise while taking in the stunning landscapes of the Douro Valley.
EUR25, Duration: 2 hours

5:00 PM

Visit Quinta do Vallado

Take a tour of this historic winery that offers tastings of exquisite port wines.
EUR15, Duration: 1.5 hours

7:30 PM

Dinner at Castas e Pratos

Finish the day with a delightful dinner at this popular restaurant known for its carefully crafted dishes.
EUR30, Duration: 2 hours
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Day 10: Final Day in Duoro Valley

Duoro Valley, Portugal on October 22, 2025

8:00 AM

Breakfast at the hotel

Enjoy your final breakfast in the Duoro Valley, featuring regional specialties.
EUR10, Duration: 1 hour

9:30 AM

Visit the Museu do Douro

Learn everything about the history of port wine at the Douro Museum with interactive exhibits.
EUR5, Duration: 2 hours

12:00 PM

Lunch at A Rota do Douro

Enjoy a scenic riverside meal while tasting some traditional Douro dishes.
EUR25, Duration: 1.5 hours

2:00 PM

Explore the vineyards

Take a guided tour of the beautiful vineyards in the area, learning about port wine production.
Free, Duration: 2 hours

4:30 PM

Check-out from hotel

Pack your bags and check-out, taking in one last view of the valley.
Free, Duration: 1 hour

6:00 PM

Drive to Porto

Begin your drive to Porto, the next destination on your journey.
Free, Duration: 2 hours

8:30 PM

Dinner at Adega Vila Meã

Finish your day with a fantastic meal of traditional Portuguese fare, accompanied by local wines.
EUR30, Duration: 2 hours
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Day 11: Explore Porto

Porto, Portugal on October 23, 2025

8:00 AM

Breakfast at Café Majestic

Experience a delightful breakfast at this historic café decorated in exquisite Belle Époque style.
EUR15, Duration: 1.5 hours

9:30 AM

Visit Livraria Lello

Explore this iconic bookstore known for its stunning architecture and literary connections.
EUR5, Duration: 1 hour

11:00 AM

Tour the Church of São Francisco

Marvel at the intricate Baroque interior of this historical church, a UNESCO World Heritage site.
EUR8, Duration: 1 hour

1:00 PM

Lunch at Mercado do Bom Sucesso

Enjoy a variety of local dishes from this gourmet market featuring diverse food stalls.
EUR20, Duration: 1.5 hours

3:00 PM

Walk along the Douro River

Stroll alongside the riverbanks, taking in the picturesque views of the city and the Dom Luís I Bridge.
Free, Duration: 1.5 hours

5:00 PM

Visit the Porto Wine Cellars

Tour one of the numerous port wine cellars and gain insight into the production of this famous wine.
EUR15, Duration: 2 hours

7:30 PM

Dinner at Taberna da Ribeira

Experience regional flavors at this inviting tavern that serves both traditional and modern Portuguese cuisine.
EUR25, Duration: 2 hours
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Day 12: Discover Porto

Porto, Portugal on October 24, 2025

8:00 AM

Breakfast at Nicolau Porto

Enjoy a healthy breakfast at this trendy café featuring organic ingredients and smoothies.
EUR10, Duration: 1 hour

9:30 AM

Visit Palácio da Bolsa

Explore the stunning neoclassical stock exchange palace and its grand interiors.
EUR12, Duration: 1.5 hours

11:30 AM

Tour the Clérigos Tower

Climb to the top of this iconic tower for sweeping views of Porto and the Douro River.
EUR6, Duration: 1 hour

1:00 PM

Lunch at Adega de São Nicolau

Indulge in hearty traditional Portuguese cuisine in a cozy setting in the heart of Porto.
EUR20, Duration: 1.5 hours

3:00 PM

Explore the Serralves Museum

Visit this contemporary art museum housed in a stunning Art Deco structure with beautiful gardens.
EUR10, Duration: 2 hours

5:30 PM

Relax at Jardim Botânico

Enjoy a peaceful stroll through the gardens and appreciate the diverse flora in a tranquil setting.
Free, Duration: 1.5 hours

7:30 PM

Dinner at O Fado na Baixa

Conclude your day with a meal featuring Fado music, providing insight into Portuguese culture.
EUR30, Duration: 2 hours
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Day 13: Last Day in Porto

Porto, Portugal on October 25, 2025

8:00 AM

Breakfast at Croissantterior

Start your day at this cozy café known for its exquisite pastries and artisan coffee.
EUR5, Duration: 1 hour

9:30 AM

Visit the Fundação de Serralves

Explore the beautiful park and contemporary art museum that showcases amazing exhibitions.
EUR15, Duration: 2 hours

12:00 PM

Lunch at A Pérola do Bolhão

Enjoy traditional Portuguese dishes in this charming eatery known for its homey feel.
EUR18, Duration: 1.5 hours

2:00 PM

Last-minute shopping in Rua de Santa Catarina

Stroll along this famous shopping street, filled with local shops and cafés for souvenirs.
Free, Duration: 2 hours

4:30 PM

Check-out from hotel

Pack your bags and check-out to prepare for your journey home.
Free, Duration: 1 hour

6:00 PM

Depart for DFW

Travel to the airport for your return flight to Dallas-Fort Worth.
USD500, Duration: Travel Time
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