Ultimate 5-Day Lisbon and Surroundings Adventure Itinerary

Start your day with a guided Lisbon History and Culture Private or Shared Walking Tour, which will take you through the charming streets of the city, including the historic Alfama district. Fuel up with a classic Portuguese breakfast at Bairro do Avillez.

After the tour, visit the Castelo de Sao Jorge (St. George's Castle) to enjoy panoramic views of the city. For lunch, indulge in contemporary tapas at Mini Bar Teatro, a restaurant with a theatrical twist.

As the evening sets in, embark on a vintage Lisbon 2 or 3-Hour Historical Vintage Tuk Tuk Tour to explore the city's hidden gems and viewpoints. Conclude the day with a sumptuous dinner at Eleven Restaurant, offering a blend of Mediterranean and Portuguese flavors in an elegant setting.

Take a day trip to the nearby coastal town of Cascais. Enjoy a leisurely breakfast at Tavares Rico, a local favorite known for its pastries and coffee. Explore the Estoril promenade and the charming streets of Cascais, visiting the Citadela de Cascais (Cascais Fortress) and the Casa das Histórias Paula Rego (Museum of Stories).

For lunch, savor the seafood delights at Cervejaria Ramiro, a renowned seafood restaurant in the heart of Lisbon. Afterward, relax on the golden sands of Cascais Beach (Praia de Cascais) or take a dip in the refreshing Atlantic waters.

Return to Lisbon and enjoy a memorable dining experience at Belcanto, a two-Michelin-star restaurant offering contemporary Portuguese cuisine. End the day with a sunset cruise, sipping on fine wine and taking in the breathtaking views of the Lisbon coast on a Lisbon Day, Afternoon, or Sunset Boat Cruise with Wine.

Venture to the mystical town of Sintra and kick off your day with a hearty breakfast at Solar dos Presuntos, a traditional Portuguese restaurant known for its flavors. Energized, head to the whimsical Pena National Palace (Palacio Nacional da Pena), a colorful palace set amidst lush gardens.

Refuel with a light lunch at 100 Maneiras, where you can enjoy contemporary dishes with a creative twist. Post-lunch, visit the serene Convent of the Capuchos and the westernmost point of mainland Europe, Cabo da Roca.

Conclude your Sintra sojourn with a visit to Miradouro da Senhora do Monte (Miradouro de Nossa Senhora do Monte), one of the best viewpoints in Lisbon. Dine at Taberna da Rua das Flores, a quaint eatery serving traditional Portuguese dishes in a cozy setting.

Begin your final day with a visit to the National Sanctuary of Christ the King (Cristo Rei), where you can enjoy panoramic views of the city. For breakfast, try the innovative pastries at Mini Bar Teatro.

Explore the vibrant neighborhood of Bairro Alto and Madragoa, known for their eclectic shops and galleries. Enjoy a leisurely lunch at Largo do Paço - Casa da Calçada Relais & Châteaux, offering a refined dining experience in a historic setting.

As the sun sets on your Lisbon adventure, reminisce over a final dinner at Eleven Restaurant, where the panoramic views are as impressive as the cuisine. End your trip with a bang on the Lisbon Sunset Boat Party Cruise with DJ and Open Bar, dancing the night away under the stars.