Relaxed 8-Day Portugal Itinerary with Twice Daily 4-Mile Scenic Walks and Comfortable Hotel Stays

Day 1: Lisbon Arrival & Riverside Walks

Lisbon, Portugal on May 22, 2025

9:00am

Breakfast at Fabrica Coffee Roasters

Enjoy a relaxed breakfast with excellent artisan coffee and pastries to start your day gently.
EUR8, 1h

10:00am

Lisbon Riverside Walk - Part 1 (4 miles)

Begin your scenic walk from Praça do Comércio heading west along the Tagus River to Cais do Sodré, soaking in iconic urban riverside views in a gentle pace.
Free, 1.5h

12:00pm

Lunch near Cais do Sodré at Mercado da Ribeira

Sample a variety of Portuguese street foods in the vibrant market setting.
EUR15, 1h

1:30pm

Check-in at Hotel Avenida Palace

Settle in this elegant and central hotel to unwind from your travel.
EUR250, —

3:00pm

Lisbon Riverside Walk - Part 2 (4 miles)

Continue your riverside walk from Cais do Sodré to Belém Tower, visiting Jerónimos Monastery gardens along the way, enjoying the fresh air and historic sights.
Free, 2h

6:00pm

Evening rest at hotel

Relax and refresh yourself before dinner.
Included, 1.5h

7:30pm

Dinner at Solar dos Presuntos

Enjoy a casual dinner with excellent Portuguese seafood in a friendly environment open until 11:00pm.
EUR40, 2h

Day 2: Sintra & Split Walks

Sintra, Portugal on May 23, 2025

7:30am

Breakfast at Café A Brasileira

Start slowly with a quality coffee and pastry in this classic Lisbon café before heading out.
EUR10, 1h

8:30am

Train to Sintra

Travel comfortably to Sintra via a short and scenic train ride from Rossio Station.
EUR5, 45m

9:30am

Visit Pena Palace

Explore the colourful Pena Palace and its gardens at your own pace (open 9:30am-6:30pm).
EUR14, 2h

11:30am

Sintra Walk - Morning Section (4 miles)

Leisurely walk from Pena Palace down to the historic centre, passing through the Queen’s Fern Garden, enjoying gentle terrain.
Free, 2h

1:30pm

Lunch at Tascantiga

Enjoy a restful lunch with traditional Portuguese small dishes in a cosy setting open until 4:00pm.
EUR20, 1h

3:00pm

Sintra Walk - Afternoon Section (4 miles)

Walk around Quinta da Regaleira and the surrounding parklands, a peaceful and picturesque area with interesting architecture and gardens.
EUR10, 3h

6:30pm

Return to Lisbon

Relaxed train ride back to Lisbon for a restful evening.
EUR5, 45m

8:00pm

Dinner at Time Out Market

Casual dining with various Portuguese dishes to choose from in a lively market setting open until midnight.
EUR30, 2h

Day 3: Travel to Porto & Riverside Walks

Lisbon to Porto, Portugal on May 24, 2025

8:00am

Breakfast at Padaria Portuguesa

Enjoy some fresh bread and coffee at a relaxed pace before heading to Porto.
EUR7, 1h

9:30am

Train to Porto

Travel by high-speed Alfa Pendular train offering comfortable seats and scenic views, journey approx 2h40m.
EUR30, 3h

1:00pm

Lunch at Casa da Mariquinhas

Enjoy a laid-back meal with traditional dishes in Porto’s historic area until 3:00pm.
EUR25, 1h

2:30pm

Check-in at Hotel Infante Sagres

Settle into your comfortable and centrally located 5-star hotel.
EUR220, —

4:00pm

Porto Riverside Walk - Part 1 (4 miles)

Walk at an easy pace through Ribeira district, enjoying riverside cafes, street musicians and stunning architecture.
Free, 2h

6:15pm

Break with coffee or drink at a riverside café

Relax and rest with views over the Douro River.
EUR7, 30m

7:00pm

Dinner at Brasão Cervejaria Aliados

Relax in a friendly atmosphere with hearty Francesinha or regional dishes, open until 11:00pm.
EUR30, 2h

Day 4: Porto Cultural & Waterfront Walks

Porto, Portugal on May 25, 2025

8:00am

Breakfast at Zenith Brunch & Cocktails Bar

Enjoy a slow and tasty brunch featuring Portuguese and international flavours.
EUR12, 1h

9:30am

Morning Cultural Walk - Part 1 (4 miles)

Visit Clerigos Tower and Livraria Lello, walking comfortably through cobbled streets and open plazas.
EUR11, 2h

11:30am

Coffee break at Café Majestic

Experience one of Porto’s most iconic cafés with a relaxing coffee stop.
EUR10, 45m

12:30pm

Lunch at Taberna dos Mercadores

Enjoy fresh seafood in a quaint and quiet setting to recharge until mid-afternoon.
EUR35, 1h

3:00pm

Afternoon Cultural Walk - Part 2 (4 miles)

Explore Serralves Park and modern art museum grounds, with easy walking paths and picturesque landscaping, open until 7:00pm.
EUR14, 2.5h

6:00pm

Foz do Douro Waterfront Stroll

Relax and watch the sunset along the oceanfront promenades, perfect to round off the day.
Free, 1h

7:30pm

Dinner at Adega São Nicolau

Simple, tasty local dinner in a casual environment open until 10:30pm.
EUR28, 2h

Day 5: Douro Valley Scenic Day

Douro Valley, Portugal on May 26, 2025

8:00am

Breakfast at Hotel

Enjoy a leisurely breakfast in preparation for your day trip.
Included, 1h

9:00am

Douro Valley Easy Walks & Wine Tasting (Two 4-mile Walks)

Join a relaxed small-group tour including two gentle 4-mile vineyard walks with rest breaks, premium wine tasting sessions and a picnic-style lunch spread over approximately 7 hours.
EUR140, 7h

5:30pm

Return to Porto

Transfer back to your hotel to rest after a scenic and easy day in nature.
Included, —

7:30pm

Dinner at Cantinho do Avillez

Relaxed evening meal featuring creative Portuguese dishes by a famous chef, open until 11:00pm.
EUR40, 2h

Day 6: Coimbra & Split Walks

Coimbra, Portugal on May 27, 2025

7:30am

Breakfast at Hotel

Start your day slowly with a comfortable breakfast before transit.
Included, 1h

8:30am

Train to Coimbra

Take a scenic 1.5 hour train ride to the university town of Coimbra.
EUR15, 1.5h

10:30am

University Walk - Morning Section (4 miles)

Leisurely walk visiting the University campus and Joanina Library, perfect for gentle exploration with breaks.
EUR12, 2h

12:30pm

Lunch at Loggia Restaurant

Dine with comfy seating and panoramic views inside the Machado de Castro Museum until 2:00pm.
EUR30, 1.5h

2:30pm

Afternoon Walk - Old Town & Gardens (4 miles)

Explore the old town and then a gentle walk through Quinta das Lágrimas Gardens, a serene and historic site open until 7:00pm.
EUR8, 2h

5:00pm

Check-in Hotel Quinta das Lagrimas

Unwind in this peaceful and elegant hotel set in beautiful grounds.
EUR180, —

7:30pm

Dinner at Taberna de S. João

Casual dinner with hearty local dishes and wine to complete your day.
EUR25, 2h

Day 7: Évora Split Walks & History

Évora, Portugal on May 28, 2025

7:00am

Breakfast at Hotel

Enjoy breakfast and prepare for a relaxed sightseeing day in Évora.
Included, 1h

8:00am

Drive to Évora

Travel through tranquil countryside with a relaxed 2-hour transfer to Évora.
EUR50, 2h

10:30am

Historic Évora Walk - Morning Section (4 miles)

Slow-paced walk visiting Roman Temple and Cathedral, with breaks at cafés for refreshments and photos.
EUR8, 2h

12:30pm

Lunch at Fialho

Savour relaxed, high-quality Alentejo cuisine in a traditional setting open to 3:00pm.
EUR35, 1.5h

3:00pm

Historic Évora Walk - Afternoon Section (4 miles)

Visit Chapel of Bones and stroll around city walls and garden areas, enjoying a calm pace and local ambiance.
Included, 2h

5:00pm

Check-in at Convento do Espinheiro Hotel & Spa

Spend an afternoon at leisure enjoying spa facilities and beautiful grounds.
EUR230, —

7:30pm

Dinner at Restaurante Vila Velha

Indulge in fine Portuguese cuisine in a calm atmosphere to finish your day serene and satisfied.
EUR40, 2h

Day 8: Lisbon Return & Combined Walks

Lisbon, Portugal on May 29, 2025

7:30am

Breakfast at Hotel

Enjoy a peaceful breakfast before the journey back to Lisbon.
Included, 1h

9:00am

Travel to Lisbon by car

1.5-hour relaxed transfer arriving in Lisbon in time for an easy afternoon.
EUR50, 1.5h

11:00am

Chiado & Bairro Alto Walk - Morning Section (4 miles)

Enjoy a laid-back walk through Lisbon’s charming neighbourhoods with café stops for refreshment and local culture.
Free, 2h

1:00pm

Lunch at Bairro do Avillez

Relax with sophisticated yet informal Portuguese dishes by a star chef with a late lunch option.
EUR35, 1.5h

3:00pm

Chiado & Bairro Alto Walk - Afternoon Section (4 miles)

Continue exploring the old district, visiting viewpoints and boutique shops, taking your time to savour the atmosphere.
Free, 2h

5:30pm

Check-in at Olissippo Lapa Palace

Enjoy your final stay in Lisbon in this luxe hotel with splendid views over the Tagus River.
EUR280, —

7:00pm

Farewell Dinner at Ramiro

Casual yet fantastic seafood feast, a favourite among locals, open until midnight for a late and relaxed finish.
EUR50, 2h