Upon arrival at Lisbon International Airport, meet your private chauffeur for a 1–1.5hr (90km) drive north to the beautifully preserved medieval town of Óbidos. After exploring its charming cobbled streets and whitewashed houses, check into the historic Pousada Castelo de Óbidos for a romantic stay within the castle walls. Take time to visit the nearby monasteries of Batalha and Alcobaça, or enjoy the coastal scenery in the fishing town of Nazaré. Overnight in Óbidos.

Travel 3–3.5hr (245km) north from Óbidos to Porto, the UNESCO-listed “Invicta” city on the Douro River. Spend your time exploring the romantic Ribeira district, visiting traditional Port wine cellars in Vila Nova de Gaia, or enjoying a scenic river cruise. Your stay also includes a recommended full-day chauffeur-guided excursion to the lush Minho region to visit the medieval castle of Guimarães, the monumental sanctuary in Braga, and the historic coastal charm of Ponte de Lima and Viana do Castelo. Overnight in Porto.

Enjoy a full day of flexible, chauffeur-driven exploration through Porto’s UNESCO World Heritage center. Spend your time admiring the tiled façades of the Ribeira riverfront, crossing the Dom Luís I Bridge to tour a traditional Port wine cellar in Vila Nova de Gaia, or boarding a scenic Douro River cruise. With travel times under 45 minutes (up to 20km), you have the freedom to shop, sightsee, or simply relax at a riverside café while savoring the city’s celebrated local cuisine. Overnight in Porto.

Enjoy a full-day chauffeur-driven excursion into the lush Minho region, the historic birthplace of Portugal. Begin in the UNESCO-listed center of Guimarães to visit its medieval castle and the Palace of the Dukes of Bragança before heading to Braga to see the monumental Bom Jesus do Monte Sanctuary. Continue to the picturesque riverside town of Ponte de Lima and conclude with sweeping coastal views from Santa Luzia Hill in Viana do Castelo. Return to Porto in the evening after approximately 2.5–4 hours of travel time throughout the day. Overnight in Porto.

Depart Porto for a 2–2.5hr (130km) journey south to Coimbra, making scenic stops in the “Venice of Portugal,” Aveiro, to see its colorful boats and canals. Continue through the lush Bussaco Forest to visit the former Royal Palace before arriving in Coimbra, one of Europe’s oldest university towns. Experience the city’s living academic traditions and explore the nearby Roman ruins of Conimbriga, famous for its remarkably preserved mosaics. Overnight in Coimbra.

After breakfast, depart Coimbra for a 2.5–3hr (190km) chauffeur-driven journey south to the elegant seaside resort of Estoril. Often compared to the French Riviera, this coastal town offers a relaxed and romantic atmosphere along the Atlantic. After checking into your hotel, spend the rest of your day at leisure—unwinding by the sea or exploring the town’s charming streets and coastline at your own pace. Overnight in Estoril.

Enjoy a 2.5–3hr (190km) chauffeur-driven excursion from Estoril to the enchanting town of Sintra to explore the fairy-tale Pena Palace and its lush gardens. On the return journey, discover the vibrant capital of Lisbon, from the medieval quarters of Alfama and Mouraria to the charming streets of Bairro Alto and Madragoa. Conclude your evening with a soulful dinner at a traditional Fado restaurant before returning to the coast. Overnight in Estoril.

After your final breakfast in Portugal, meet your private chauffeur for a comfortable 30–45 minute (15–25km) transfer from Estoril to Lisbon International Airport. Relax and reflect on your journey as you are driven directly to the terminal for your flight home, or choose to extend your stay to continue exploring the many captivating charms of the country.