The wines of Portugal trip invites discerning travelers to a sensory celebration of Portuguese wine and culture. Designed for those who seek authentic, tailor-made experiences and lively entertainment, this journey turns evenings into memorable stories, pairs personalized tasting moments with local warmth, and crafts an itinerary that reflects your tastes.
Reserve your customized plan now and let local experts design a playful, private celebration that delights your palate and awakens curiosity. Create Portugal trips that will be remembered long after the last glass is raised.
| Day | Morning | Afternoon | Evening |
|---|---|---|---|
| Day 1 | Afternoon tailored city tour: historic neighborhoods, viewpoints, cafés | Evening city tour of viewpoints and intimate petiscos dining | |
| Day 2 | Morning half-day: Liberty Avenue, Alfama, Cathedral, St George's Castle | Fado show with dinner; stroll to Jerónimos and Belém Tower | |
| Day 3 | Leisurely breakfast; explore Sintra palaces, gardens, wooded ravines | Curated Michelin-starred dinner | |
| Day 4 | Private transfer; winery tasting and cellar tour; Chapel of Bones | Relax; explore local markets; savor personalized dining recommendation | Relax, explore local markets, personalized dining recommendation |
| Day 5 | Sumptuous breakfast | Poolside relaxation, spa, horse riding, private wine tastings | |
| Day 6 | Breakfast, transfer to Coimbra, curated tastings with producers | Scenic transfer to Douro Valley; vineyard visits | |
| Day 7 | Breakfast; travel Douro; Regua river cruise; Mateus tasting | River cruise, Mateus palace wine tasting, Quinta Nova tastings | |
| Day 8 | Transfer to Porto, half-day private city tour (Mercado, Torre) | Return to Porto hotel; overnight stay | |
| Day 9 | Hotel breakfast; wander riverside streets; visit wine lodges |
Arrive at Lisbon Airport and meet your guide for a private transfer to your hotel. Refresh, then begin a tailored city tour highlighting Lisbon's historic neighborhoods, viewpoints, and lively cafés. Savor petiscos and local drinks during an intimate dining experience as your expert guide shares stories and insider tips.
This trip delivers authentic, tailor-made experiences to your Portugal travel, blending culture, flavors, and unforgettable moments.

Begin your day with a private, tailor-made half-day tour of Lisbon. Walk through Liberty Avenue, Restauradores Square, Rossio Square, and the historic Alfama Quarter to Lisbon Cathedral. Visit St. George's Castle and Roman theatre ruins, then explore the delightful district of Belem with its monuments, museums, and charming cafes.
In the evening, enjoy a Fado Show with traditional music paired with local dishes, then stroll to see Jerónimos Monastery and the 16th-century Belem Tower. The rest of the evening is free.

After a leisurely breakfast, enjoy a full day of exploring Sintra's palaces, wooded ravines, and springs linked to Lord Byron and royal retreats. Walk historic streets, visit palaces and gardens, then continue to sunlit Cabo da Roca, the westernmost point of continental Europe, for dramatic ocean views.
Finish along the coast in Cascais and Estoril to sample seaside charm, local shops, and beaches. Cap the day with a curated dinner at a Michelin-starred restaurant.

After breakfast, your private transfer takes you through rolling plains to a splendid winery in southern Alentejo for a tasting and cellar tour, then visit the evocative Chapel of Bones in the city of Evora.
Arrive in Alentejo and check in. The afternoon and evening are yours to relax, explore local markets, or savor a personalized dining recommendation.


Tips from Joel
Portugal Travel Expert

In Alentejo, don’t rush through the small towns. Places like Vila Viçosa or Redondo may look quiet, but pop into a local tasca and ask about the pottery or wine. You’ll often end up with a homemade snack, a story, and a connection you won’t find on any itinerary.
After a sumptuous breakfast, spend a leisurely day by the hotel pool or rejuvenate in the spa while enjoying tranquil views across Alentejo.
The hotel arranges horse riding, private wine tastings, and bespoke local experiences that bring this Portugal trip to life. If you're wondering about the best time to visit Portugal, spring and autumn are perfect for soaking up Alentejo’s calm without the summer heat. Relax or personalize your day with expert hosts and signature regional flavors.

After a sumptuous breakfast, a private transfer takes you to the historic wine town of Coimbra for curated tastings with local producers. Tailor-made experiences let you meet winemakers, sample rare varietals, and learn traditional methods.
Enjoy a leisurely lunch at a charming winery before continuing by scenic road to the Douro Valley.

Travel to the serene Douro Valley, home of Port wine. In Regua, enjoy a scenic river cruise through terraced vineyards, then visit the Mateus 18th-century palace for a guided wine tasting that reveals local traditions.
Continue to Quinta Nova Luxury Winery House, a renovated nineteenth-century manor with sweeping vineyard and river views. Relax in the garden, sip wines at the Wine Bar, and enjoy curated tastings and cuisine.

Transfer to Porto after breakfast for a half-day private city tour showcasing Mercado do Bolhão, Torre dos Clérigos, and other landmarks. Your private guide tailors the route for authentic, tailor-made travel that balances driving with walking to reveal Porto's mix of medieval and modern architecture.
Enhance the experience with the Douro Cruise of Six Bridges to admire Porto and Vila Nova de Gaia from the water amid scenic river and mountain views. Return to your Porto hotel for the night.

After a hotel breakfast, enjoy a free morning to wander Porto’s riverside streets, visit local wine lodges, and uncover hidden gems. Our team can arrange last-minute experiences to perfect your stay.
At the appointed time, transfer to the airport for your departure flight and carry home lasting memories of authentic, tailor-made travel and Portuguese wine culture.
