Ultimate 5-Day Lisbon and Surroundings Adventure Itinerary

Start your day with a visit to the majestic Monastery of St. Jerome (Mosteiro dos Jeronimos), and enjoy a delicious breakfast at Time Out Market Lisboa located nearby. Afterward, take a guided tour of the monastery to learn about its rich history and impressive architecture.

Savor a traditional Portuguese meal at Cervejaria Ramiro, famous for its seafood. Spend your afternoon exploring the vibrant streets of downtown Lisbon, visiting the historic Lisbon Cathedral (Sé de Lisboa) and the picturesque Commerce Square (Praça do Comércio).

For dinner, experience the innovative cuisine at 100 Maneiras, where contemporary flavors meet traditional dishes. Afterward, take a leisurely evening bike tour along the river with the Lisbon Tagus River Sunset Tour with Snacks and Drinks to enjoy the city's beautiful lights and cool breeze.

Embark on a full-day exploration of Sintra, starting with a visit to the colorful Pena National Palace (Palacio Nacional da Pena). Enjoy a delightful breakfast at Tavares Rico in the heart of Sintra before marveling at the palace's unique architecture and stunning views.

After a morning of exploration, take a break with a light lunch at Bairro do Avillez, and then continue to the mystical Regaleira, Sintra, Pena Palace, and Cascais Day Trip to discover the hidden tunnels and grottoes of the Quinta da Regaleira estate.

Conclude your day with a sumptuous dinner at Feitoria Restaurant & Wine Bar, offering a blend of contemporary and traditional Portuguese cuisine. Reflect on your day's adventures as you enjoy the elegant ambiance and impeccable service.

Begin with a leisurely breakfast at Solar dos Presuntos, then set out to explore the charming coastal town of Cascais. Visit the historic Cascais Citadel (Cidadela de Cascais) and enjoy the morning breeze at the Cascais Marina (Marina de Cascais).

For lunch, head to Taberna da Rua das Flores in the heart of Cascais, and then spend your afternoon at the beach or take the Lisbon Sunset Boat Tour with Music and Drinks to enjoy the coastline from a different perspective.

Dine at Belcanto, a two-Michelin-star restaurant in the heart of Lisbon, and savor the innovative dishes crafted by renowned chef José Avillez. End your evening with a lively Lisbon Sunset Boat Party Cruise with DJ and Open Bar for a memorable night on the waters.

Start your day with an electric bike tour of Lisbon's hills, enjoying the freedom and ease of the Lisbon 2.5-Hour Hills Tour by Electric Bike. Refuel with a delightful breakfast at Mini Bar Teatro before setting out on your adventure.

Enjoy a traditional Portuguese lunch at Cantinho do Avillez, and then visit the Lisbon Luz Stadium Tour and SL Benfica Museum Ticket to immerse yourself in the world of sports. Alternatively, explore the city at your own pace with the Lisbon 72/96-Hour Hop-On Hop-Off Bus, Tram & Boat Ticket.

Conclude your Lisbon journey with a classic Fado experience at Miradouro da Senhora do Monte (Miradouro de Nossa Senhora do Monte), one of the city's most scenic viewpoints. Savor a final dinner at Largo do Paço - Casa da Calçada Relais & Châteaux, where the Michelin-starred cuisine and elegant ambiance provide the perfect ending to your trip.