5-Day Lisbon Tour: Best Things to Do in Portugal’s Capital

Posted by: Alexandra Monteiro

Post Date 05-Sep-2025 10:38:42

Lisbon is a city of contrasts, being both cosmopolitan and historical, traditional yet modern, and lively yet relaxed. With more than 300 days of sunshine a year, exquisite gastronomy, world-class wines, and cultural landmarks at every corner, Portugal’s capital is a dream destination for travelers seeking authenticity and refinement.

5-Day Lisbon 

Lisbon Portugal

This 5-Day Lisbon Tour was designed for discerning travelers who want more than just sightseeing. It combines private guided tours, 5-star accommodations, wine tastings at prestigious wineries, and exclusive access to Lisbon, Sintra, Cascais, and Óbidos.

Plan Your Unforgettable Lisbon Journey Today

Best Things to Do in Portugal’s Capital

Itinerary Overview

Day 1 – Welcome to Lisbon

Sublime Lisboa

Sublime Lisboa

Private transfer from Lisbon Airport and check-in at your chosen 5-star hotel: Valverde Lisboa Hotel & Garden, Palácio Ludovice, Bairro Alto Hotel, Sublime Lisboa, PortoBay Liberdade, Memmo Príncipe Real, Brown’s Avenue, or Epic Sana Marquês. End the day with fine dining at Gambrinus, a historic Lisbon restaurant.

Day 2 – Lisbon Highlights

Private guided tour through Belém, Chiado, Alfama, and Baixa. Discover landmarks such as Jerónimos Monastery, Belém Tower, São Jorge Castle, and Praça do Comércio. Lunch at Solar dos Presuntos, a Lisbon culinary institution.

Day 3 – Wineries & Óbidos

Quinta da Chocapalha

Quinta da Chocapalha

Exclusive wine tastings at Quinta da Chocapalha and Casa Romana Vini, followed by a visit to the medieval town of Óbidos, one of Portugal’s most picturesque villages.

Day 4 – Sintra & Cascais

Palácio da Pena Lisboa

Explore Sintra’s fairytale palaces — Pena Palace, Quinta da Regaleira, and the Moorish Castle; followed by a scenic drive to Cascais, the Portuguese Riviera. Enjoy a gourmet lunch at Incomum Restaurant.

Day 5 – Farewell

On your last day in Lisbon, revisit your favorite spots or enjoy some final shopping before your private transfer to Lisbon Airport.


Why Choose This 5-Day Lisbon Tour?

  • Tailor-Made Experience: From hotels to meals, every detail can be customized.

Allora Restaurant - Epic Sana Marquês

Allora Restaurant - Epic Sana Marquês

  • Exclusive Access: Private guides, chauffeured transfers, and intimate wine tastings set this tour apart.
  • Diversity of Experiences: Culture, history, gastronomy, and wine seamlessly blended into one journey.
  • Beyond Lisbon:  Visits to Sintra, Cascais, and Óbidos give a wider perspective of Portugal’s heritage.

Plan Your Unforgettable Lisbon Journey Today

What Makes This Tour Stand Out

Unlike standard itineraries, this curated experience is built for travelers who value comfort, exclusivity, and authenticity. Each day is carefully crafted to offer a balance of cultural immersion, leisure, and gastronomy.

You’ll stay in boutique-style 5-star hotels, dine at restaurants known for preserving  Portuguese culinary heritage, and meet the families behind some of the region’s most acclaimed wines.
This is more than a trip; it’s a deep dive into the lifestyle, history, and flavors of Portugal’s capital and beyond.

Book Your Lisbon Experience

Lisbon Portugal

Step into a world of culture, wine, and elegance with this 5-Day Lisbon Tour. Whether it’s your first time in Portugal or a return visit, this itinerary offers a refreshing perspective of Lisbon and its surroundings.

Plan Your Unforgettable Lisbon Journey Today

Topics:   Wine Tours Lisbon Lisboa wine tasting Lisbon Tours private wine tastings lisbon restaurants Lisboa Tours

Alexandra Monteiro

Written by: Alexandra Monteiro

Alexandra is a marketing specialist with a global mindset and a deep appreciation for culture. With a Master’s in Commercial Management and Marketing - and another in Chinese Studies - she effortlessly connects strategy with storytelling. A true travel enthusiast, she finds inspiration in Eastern traditions and brings that same sense of curiosity and detail to her work. At Wine Tourism in Portugal, she blends her love for discovery with a passion for sharing Portugal’s wine culture with the world.

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