Ultimate 5-Day Lisbon, Sintra, and Cascais Adventure Itinerary

Have a relaxed morning and enjoy a late breakfast at Bettina & Niccolo Corallo, a cozy cafe known for its excellent coffee. Then, take a train to Sintra and explore the fairytale Pena National Palace (Palacio Nacional da Pena) and the mystical Quinta da Regaleira.

For a delightful lunch, head to Largo do Paço - Casa da Calçada Relais & Châteaux, a Michelin-starred restaurant in Sintra. Afterward, visit the Castle of the Moors (Castelo dos Mouros) for panoramic views of the region.

Return to Lisbon and experience a magical sunset catamaran cruise with music and drinks, enjoying the views of the city from the Tagus River. Book your experience with SeaBookings.

Start your day with a fun and informative private sightseeing tour in a vintage Tuk Tuk, exploring the hidden gems of Lisbon with Tuk Tuk Tejo.

For lunch, indulge in a gastronomic experience at Belcanto, a two-Michelin-star restaurant. Afterward, take a leisurely walk through the vibrant streets of Bairro Alto.

In the evening, enjoy a unique dining experience at Mini Bar Teatro, where culinary art meets innovation. After dinner, you can explore the lively nightlife of Bairro Alto.

Take a short train ride to the charming coastal town of Cascais. Enjoy a relaxing morning exploring the beautiful beaches and the historic center of Cascais, Portugal.

For lunch, savor fresh seafood at Mar do Inferno, a renowned restaurant with ocean views. Afterward, you can visit the Boca do Inferno, a stunning cliff formation.

Conclude your day with a memorable sunset boat party cruise with a DJ and open bar, experiencing the vibrant nightlife of the Lisbon coast. Book your experience with Boat Party Lisbon.

Spend your last morning in Lisbon indulging in a delicious brunch at A Cevicheria, known for its creative ceviche dishes and vibrant atmosphere. Afterward, you can do some last-minute souvenir shopping in the Baixa and Rossio Square area.

For your final meal in Lisbon, enjoy a traditional Portuguese lunch at 100 Maneiras, a top-rated restaurant in the city. After lunch, take a relaxing stroll along the riverfront and soak in the beauty of the Tagus River.

Depending on your departure time, you can either enjoy a leisurely evening at a local wine bar or head to the airport for your onward journey. If you have time, a visit to the National Tile Museum can be a cultural way to end your trip.