Lisbon and Madrid 7-Day Itinerary Itinerary

Immerse yourself in the history of Lisbon with a visit to the Lisbon Cathedral (Sé de Lisboa) and the imposing Castelo de Sao Jorge (St. George's Castle). Enjoy a traditional Portuguese breakfast at Taberna da Rua das Flores, offering a cozy atmosphere and authentic flavors.

Participate in a guided walking tour that includes the vibrant Commerce Square (Praça do Comércio) and the hidden gems of the city. For lunch, indulge in the seafood specialties of Cervejaria Ramiro, a beloved spot among locals and visitors alike.

Experience the soul of Portugal with an intimate live Fado Music Show accompanied by the famous Port wine. For dinner, enjoy the Michelin-starred gastronomy at Belcanto, where Chef José Avillez creates a symphony of flavors inspired by Portuguese traditions.

Embark on a day trip to the picturesque town of Sintra, where you'll visit the colorful Pena National Palace (Palacio Nacional da Pena) and explore its whimsical park. Enjoy a delightful breakfast at Mini Bar Teatro, a contemporary space offering small plates and creative cocktails.

Discover the mystical Quinta da Regaleira with its enigmatic architecture and lush gardens. For lunch, take a break at Time Out Market Lisboa, a food hall showcasing the best of Portuguese cuisine from renowned chefs and local vendors.

Return to Lisbon and unwind with a scenic Tagus River Boat Tour, enjoying the city's landmarks from a different perspective. Dine at 100 Maneiras, a restaurant that blends contemporary design with bold flavors and an extensive wine list.

Depart for a day trip to the sacred site of Fátima, a major Catholic pilgrimage destination. Explore the religious history and enjoy a local lunch in the area.

Visit the medieval town of Óbidos, known for its well-preserved architecture and charming streets. Indulge in the regional cuisine at Solar dos Presuntos, a traditional restaurant serving classic dishes in an elegant setting.

Return to Lisbon and prepare for an unforgettable Sunset Boat Party Cruise with DJ and Open Bar. Dance to the beats, enjoy the open bar, and witness the stunning sunset over the waters. For a late-night snack, head to Bairro do Avillez, a lively spot offering a variety of small bites and drinks.

Begin your day in Madrid with a visit to the iconic Royal Palace of Madrid (Palacio Real de Madrid), immersing yourself in the grandeur of Spanish royalty. Enjoy a traditional Spanish breakfast at Restaurant Name, known for its authentic flavors and elegant ambiance.

Explore the renowned art collection at the Prado Museum (Museo del Prado), featuring masterpieces by Velázquez, Goya, and El Greco. For lunch, indulge in the culinary delights of Restaurant Name, where you can savor innovative Spanish dishes.

Take a leisurely stroll through the beautiful Retiro Park (Parque del Retiro), enjoying the serene atmosphere and perhaps a rowboat ride on the lake. Conclude your day with a sumptuous dinner at Restaurant Name, offering exquisite cuisine in a sophisticated setting.

Venture to the nearby city of Toledo, a UNESCO World Heritage site known for its medieval architecture and rich history. Explore the Toledo Cathedral (Catedral de Toledo) and the Alcázar of Toledo (Alcázar de Toledo), and enjoy a traditional Spanish breakfast at a local cafe.

Stroll through the narrow streets of the Jewish Quarter (Judería), and visit the El Greco Museum (Museo del Greco) to admire the works of the famous painter who called Toledo home. For lunch, savor the flavors of regional cuisine at a charming Restaurant Name.

Return to Madrid and relax with a visit to a local Flamenco Show, where you can experience the passion and energy of this traditional Spanish art form. Dine at a Restaurant Name that offers a perfect blend of ambiance and gastronomy, reflecting the vibrant spirit of Madrid.

Start your day with a guided Gourmet Food and Wine Walking Tour through Lisbon's vibrant neighborhoods, sampling a variety of local delicacies and wines. For a more hands-on experience, consider joining a 2-Hour Pastel de Nata Cooking Class to learn the secrets of Portugal's famous pastry.

After a flavorful morning, take a break at Largo do Paço - Casa da Calçada Relais & Châteaux, where you can enjoy a Michelin-starred lunch in a sophisticated setting. Post-lunch, explore the contemporary art scene at the Berardo Collection Museum (Museu Coleção Berardo) or relax at the beach in nearby {Cascais}.

Conclude your Lisbon journey with a memorable dinner at Tavares Rico, one of the oldest and most prestigious restaurants in the city. For a lively end to the trip, join a Lisbon Pub Crawl with Open Bar and VIP Club Entry, making new friends and experiencing the best of Lisbon's nightlife.

Embark on a day trip to the historic city of Segovia, known for its well-preserved Roman aqueduct and the fairy-tale Alcázar of Segovia (Alcázar de Segovia). Enjoy a traditional Spanish breakfast at a local cafe before exploring the city's landmarks.

Wander through the Jewish Quarter (Barrio de la Judería) and visit the Segovia Cathedral (Catedral de Segovia) to admire its stunning architecture. For lunch, indulge in the local specialty, Suckling Pig (Cochinillo), at a traditional Restaurant Name.

Return to Madrid and spend your final evening exploring the vibrant La Latina and Chueca neighborhoods, hopping from tapas bars to cocktail lounges. Dine at a Restaurant Name that captures the essence of Spanish cuisine and culture, and raise a glass to a memorable trip.