Ultimate 9-Day Cascais and Lisbon Adventure Itinerary

Start with a delicious breakfast at Palmtree International Pub & Restaurant, offering a variety of morning delights. Then, embark on a day trip to Sintra, where you'll visit the fairytale-like Pena Palace (Palácio da Pena) and wander through the lush gardens of the Quinta da Regaleira.

Enjoy a leisurely lunch at La Bodeguita - Drinks & Tapas & Shisha, known for its relaxed atmosphere and tasty tapas. Afterward, explore the mysterious Moorish Castle (Castelo dos Mouros), which offers panoramic views of the surrounding countryside.

Return to Cascais and dine at Brisa Bar, a beachfront establishment where you can enjoy a meal with the sound of the waves as your backdrop. Take a post-dinner walk along the Cascais Promenade (Paredão de Cascais), admiring the evening lights and the peaceful ambiance.

Enjoy a delightful breakfast at Cooleys Irish Pub Bar, known for its hearty Irish fare. After breakfast, take a morning walk through the charming streets of Estoril, visiting the famous Estoril Casino (Casino Estoril) and the beautiful Tamariz Beach (Praia do Tamariz).

For lunch, head to The Crafty Cellar, a cozy spot with a selection of craft beers and delicious pub-style food. Afterward, spend the afternoon at the Lisbon Oceanarium (Oceanário de Lisboa), one of the largest indoor aquariums in Europe, located just a short drive from Cascais.

Dine at Music Bar, a restaurant with live music performances, offering a vibrant and entertaining atmosphere. After dinner, try your luck at the Estoril Casino (Casino Estoril), often referred to as the "Monte Carlo of Portugal," or enjoy a relaxing evening walk on the beach.

Start your day with a sumptuous breakfast at Sr. Manuel - Seafood Bar, where you can enjoy fresh seafood and local specialties. After breakfast, visit the Cascais Cultural Center (Centro Cultural de Cascais) to immerse yourself in the local arts and culture scene.

For lunch, head to Escotilha beach bar & Restaurant, a beachfront establishment offering a laid-back atmosphere and a menu of fresh, coastal cuisine. After lunch, take a guided walking tour of Cascais Old Town (Cascais Villa), exploring its historic streets and landmarks.

Dine at ZÔZÔ Unforgettable Restaurant & Cocktail Bar, a sophisticated dining spot known for its innovative cocktails and fusion cuisine. After dinner, take a leisurely evening sailboat tour on the Tagus River (Rio Tejo), enjoying the city lights and a complimentary drink onboard.

Enjoy a relaxed breakfast at A Prova Real, a local favorite known for its traditional Portuguese dishes. After breakfast, take the morning to explore the local markets and shops, picking up some souvenirs and getting a feel for the daily life in Cascais.

For lunch, head to Terrazza, where you can dine al fresco with a view of the ocean. Post lunch, indulge in a wine tasting experience at Cascais Wine Tasting (Prova de Vinhos), sampling a variety of regional wines and learning about the winemaking process.

Dine at Bucanero Restaurante Tapas bar, a lively spot with a menu of Spanish-inspired tapas and a wide selection of drinks. After dinner, take a guided evening walking tour of Cascais Highlights and Hidden Gems, discovering the lesser-known corners of the city with a local guide.

Begin your Lisbon adventure with a hearty breakfast at Bar 10 / Sede da Fla-Cascais, offering a range of morning favorites. Afterward, visit the historic Jerónimos Monastery (Mosteiro dos Jerónimos) and the nearby Belém Tower (Torre de Belém), both UNESCO World Heritage sites.

Enjoy a traditional Portuguese lunch at Chequers, a restaurant with a cozy ambiance and a menu of local classics. Post lunch, take a ride on the iconic Lisbon Tram 28, which will take you through the city's historic neighborhoods and past many of its famous landmarks.

Dine at Malacopa Taco Bar, a vibrant spot with a menu of creative tacos and a lively atmosphere. After dinner, experience the soulful sounds of Fado at Lisbon Evening Intimate Live Fado Music Show with Port wine, a quintessential Lisbon experience.

Start your day with a delicious breakfast at The Crafty Cellar, where you can enjoy a selection of craft beers and morning fare. After breakfast, visit the Lisbon Oceanarium (Oceanário de Lisboa), one of the largest indoor aquariums in Europe, and spend the morning exploring its fascinating marine life.

For lunch, head to ZÔZÔ Unforgettable Restaurant & Cocktail Bar, a sophisticated dining spot known for its innovative cocktails and fusion cuisine. After lunch, take a guided walking tour of Lisbon City Highlights Segway Tour, covering the city's major landmarks and hidden gems with the convenience of a Segway.

Dine at La Bodeguita - Drinks & Tapas & Shisha, a lively spot with a menu of Spanish-inspired tapas and a wide selection of drinks. After dinner, enjoy a relaxing evening sailboat tour on the Tagus River (Rio Tejo), taking in the city's beautiful skyline and landmarks from the water.

Begin with a sumptuous breakfast at Escotilha beach bar & Restaurant, a beachfront establishment offering a laid-back atmosphere and a menu of fresh, coastal cuisine. After breakfast, visit the Lisbon Story Centre (Centro de História de Lisboa) to learn about the city's rich history and culture.

For lunch, head to Sa Caleta (Petiscos & Tapas Bar), where you can enjoy a variety of Portuguese petiscos (small plates) in a relaxed setting. Post lunch, take a guided tour of the Lisbon Story Centre (Centro de História de Lisboa), exploring its interactive exhibits and multimedia displays.

Dine at Terrazza, a restaurant with a stunning ocean view, offering a menu of international and Portuguese dishes. After dinner, take a leisurely evening walking tour of Lisbon City Walking Tour with Food Tasting and Drinks, sampling a variety of local delicacies and drinks as you explore the city's vibrant neighborhoods.

Enjoy a relaxed breakfast at A Prova Real, a local favorite known for its traditional Portuguese dishes. After breakfast, take a morning guided walking tour of Lisbon History, Stories and Lifestyle Walking Tour, discovering the city's hidden gems and learning about its fascinating history and culture.

For lunch, head to Brisa Bar, a beachfront establishment where you can enjoy a meal with the sound of the waves as your backdrop. Post lunch, visit the Lisbon Zoo (Jardim Zoológico de Lisboa) and spend the afternoon exploring its diverse animal exhibits and attractions.

Dine at Palmtree International Pub & Restaurant, offering a variety of international dishes and a lively atmosphere. After dinner, experience the city's vibrant nightlife at Lisbon Tagus River Boat Tour with One Drink Included, enjoying a scenic cruise with music and drinks as you take in the city's illuminated skyline.