Portugal, Spain & Italy Itinerary: 16 Days of Discovery
16 Days
6 Stops
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Spend 16 days exploring the cultural treasures and coastal gems of Portugal, Spain, and Italy. Begin your journey in Lisbon, where cobblestone streets, iconic viewpoints, and nearby Sintra’s fairytale castles set the scene. Continue south into the Algarve, enjoying golden beaches, dramatic cliffs, and fresh seafood in Albufeira and Faro, where the relaxed pace of coastal life contrasts beautifully with the city buzz of Lisbon.More...
Lisbon
Day 1 - 3
The beautiful city of Lisbon lies draped across a string of seven hills on the western Iberian Peninsula and is the westernmost and oldest city in western Europe. Its long and tumultuous history has resulted in an aesthetic characterised by a haphazard combination of old and new; however, the aesthetic chaos of Lisbon only adds to its appeal and its undeniable charm. Bright yellow centenarian trams rattle their way up steep, tree-lined, cobbled streets; ornate ironwork balconies overrun with bougainvillaea sit above elegant outdoor cafes housed in ancient whitewashed, red-roofed stone houses; and a flurry of detailed mosaics decorate the sidewalks. Ancient statues adorn grand squares and hidden gardens. A diverse culinary scene, a plethora of fascinating museums, and numerous castles make it easy to see why Lisbon is one of Europe’s most misunderstood and underrated cities.
Portugal Boutique City Hotel
Portugal Boutique City Hotel is located in the heart of Lisbon, Portugal, with easy access to attractions such as the slopes of Castelo de São Jorge, Rossio Square and Igreja de São Roque. Accommodation consists of a variety of guest rooms and suites, each equipped with air conditioning, a hairdryer, a minibar, a safe and a flat-screen TV. Guests can enjoy delicious meals at any of the on-site restaurants and refreshing drinks at the hotel bar.
Your activity
Sintra, Cabo da Roca & Cascais Tour
Discover the charming town of Sintra, where the royal family once had their summer residence, with an experienced guide. Enjoy typical local pastries and immerse yourself in the historic atmosphere of this unique region.
The tour continues to the spectacular Cabo da Roca viewpoint, the westernmost point of Europe, and the impressive Boca do Inferno rock cliff. Afterward, explore the sophisticated town of Cascais and the elegant gardens surrounding the famous Estoril Casino.
An unforgettable trip along Portugal's most beautiful coastal towns – rich in nature, culture, and history.
Albufeira
Day 4 - 5
Set on Portugal’s coast in the southern Algarve region, the once-sleepy fishing village of Albufeira has evolved into one of the area’s most alluring and vibrant holiday destinations, thanks to its outstanding beaches and dramatic scenery and lively social scene. There are over 20 beaches to choose from in Albufeira, including the main beach’s vast, crescent-shaped expanse of fine, pink-gold sand fringing a turquoise bay and sheltered by rugged cliffs. The streets of the old town behind it are frequented by street performers and scattered liberally with shops, bars and restaurants. On the glittering Albufeira strip, you will find some of Portugal’s wildest nightlife venues, including the renowned Kiss club, which usually opens after midnight and pulsates till after dawn.
Sol E Mar - Adults Only
Sol E Mar is located on the beach and in the historic centre of Albufeira. Guests can easily reach the beach and the promenade by means of an elevator. The hotel boasts 74 double rooms with views of the ocean. All rooms are equipped with air conditioning, TVs, hair dryers, in-room safes, and minibars. Guests can enjoy other hotel services and amenities such as a restaurant with a beach terrace, free Wi-Fi access, an indoor swimming pool, and breakfast.
Faro
Day 6 - 7
The Algarve’s southernmost city, Faro, has an elegant marina backed by a historical quarter dotted with white-washed Portuguese buildings, stately Catholic churches and age-old Moorish architecture. Its atmospheric squares and boulevards are paved with white and grey stone and lined with boutiques, designer stores, cafes and bars. There is no shortage of entertainment in this university town - it has a lively nightlife and a thriving arts and culture scene that caters to a wide array of audiences. There is plenty of opportunity for swimming and sunbathing on the area’s golden coast, and nature lovers will be in their element in the nearby Ria Formosa Reserve, with its incredibly biodiverse lagoon and coastal zone.
3HB Faro
With chic urban characteristics, 3HB Faro is located in the pedestrian area of downtown Faro. With a contemporary design in wood tones, soft, modern, minimalist and at the same time informal, the spacious guest rooms and suites have all the equipment guests need for a comfortable stay. Guests can enjoy dining at any one of the onsite restaurants or unwind with a refreshing drink at the rooftop bar with stunning views of the outdoor infinity pool that overlooks the city and the Ria Formosa. The hotel also has meeting rooms and a luxury spa with an indoor pool, sauna, Turkish bath, sensory showers, treatment rooms and a gym. Situated less than 15 minutes from Faro International Airport, the hotel enjoys a privileged location to explore the Algarve and its multiple experiences.
Madrid
Day 8 - 10
Spain’s enormous central capital, Madrid, lies on the River Manzanares and is a city of contrasts. Historical monuments like the impressive Royal Palace stand in stark contrast to state-of-the-art skyscrapers; masterpieces by Picasso, Dali and Velazquez adorn the walls of the city’s world-class galleries alongside contemporary modern works; local chefs display a passion for Spanish food at traditional eateries while chic fusion restaurants operate next door. Madrid’s real attraction lies in the seductive lifestyle of its hedonistic inhabitants; indulging in tapas, hunting for treasures at the El Rastro flea market or partying the night away in one of the many lively nightclubs. Make sure to soak up the vibrant street life of the grand, historic Plaza Mayor, Madrid's central square, and spend a leisurely afternoon on the landscaped lawns at the Parque del Buen Retiro.
NH Collection Madrid Suecia
NH Collection Madrid Suecia welcomes you to experience modern elegance and comfort in the heart of Madrid, Spain. Nestled between the bustling Gran Vía and the historic Paseo del Prado, this stylish hotel offers a perfect location for exploring the city’s iconic landmarks, cultural attractions, and vibrant neighborhoods.
Your room at NH Collection Madrid Suecia is designed with contemporary flair, featuring sleek decor and a range of premium amenities. Enjoy complimentary Wi-Fi, a flat-screen TV, and luxurious bedding, ensuring a restful and sophisticated stay. Many rooms offer stunning views of the Madrid skyline.
Start your day with a sumptuous breakfast buffet featuring a variety of fresh and local options. The hotel’s rooftop bar provides a chic setting for enjoying cocktails and panoramic views of the city. For dining, savor delicious Mediterranean dishes at the hotel’s acclaimed restaurant.
With its prime location, NH Collection Madrid Suecia provides easy access to popular attractions such as the Prado Museum, the Thyssen-Bornemisza Museum, and the lively neighborhoods of Chueca and Malasaña. Exceptional service and a contemporary ambiance make your stay an enriching experience in Madrid.
Valencia
Day 11 - 12
Valencia, a seaside city bursting with energy, offers an unbeatable mix of old-world charm and futuristic architecture. Home to the legendary paella, Valencia invites you to revel in its culinary delights, from the bustling stalls of the Mercado Central to the flavors of the local tapas bars. As you wander through the historic streets, discover the awe-inspiring Valencia Cathedral and the silk exchange, a UNESCO World Heritage site.
The City of Arts and Sciences, an architectural marvel, showcases Valencia’s modern edge with interactive exhibitions and a stunning oceanographic park. Whether you’re lounging on the golden sands of Malvarrosa Beach or losing yourself in the Fallas celebrations, Valencia promises a vibrant and diverse experience that captures the essence of Spain.
NH Collection Valencia Colón
NH Collection Valencia Colón offers accommodation within walking distance of Valencia’s main visitor attractions such as the Marqués de Dos Aguas Palace, the cathedral, the central market, and the Silk Exchange. The hotel features 47 rooms and suites, each with air conditioning, tea/coffee-making facilities, a digital safe, a hairdryer, a minibar, free Wi-Fi, and a TV. Guests can savour local, Mediterranean, and Spanish cuisine at the on-site restaurant. Leisure amenities include the Kamikaze Piano Club, the Kamikaze Terrace Sky Bar, and a gym.
Milan
Day 13 - 16
The vibrant metropolis of Milan is the capital of Italy’s Lombardy region in northern Italy. Always at the forefront of international fashion, Milan’s sleek, glamorous facade has earned it a reputation for superficiality and excessive consumerism. However, beneath the surface lies a treasure trove of historical and architectural wonders—from its magnificent Gothic churches, Baroque mansions, and Art Nouveau palazzos to the striking modern skyscrapers of the Porta Nuova financial district. Must-see landmarks include the spectacular Milan Cathedral (Duomo), the glass-vaulted Galleria Vittorio Emanuele II, and of course, La Scala—one of the world’s most renowned opera houses. Milan offers something for everyone: those in search of high-end designer shopping will be more than satisfied, as will visitors interested in fascinating historical sites and extraordinary architectural achievements.
Milano Verticale | UNA Esperienze
Milano Verticale is situated in the heart of Milan. The contemporary-style rooms and suites are equipped with modern conveniences such as air-conditioning, Wi-Fi, TVs, minibars and safes. During their stay, guests can enjoy a range of dining experiences at the on-site restaurants and bar. Leisure facilities include a fitness and wellness centre equipped with a large Jacuzzi with chromotherapy, a sauna, Turkish bath, relaxation area and treatment cabin.
Your activity
Full Day Tour Lake Como
Discover the beauty of Lake Como with its spectacular views, the fascinating town of Bellagio and its authentic villas with this full day excursion from Milan! The day will begin with the pickup in the lobby of your hotel. The driver collecting you and within an hour, you will reach Lake Como and continue driving along the panoramic lake road SS 340 until your first tour stop: Villa Balbianello (entrance ticket and visit not included). The property was lastly owned by the Italian explorer and philanthropist Guido Monzino, who donated the building and gardens to the FAI (National Trust of Italy). The Villa now hosts an extremely beautiful, rich and complete museum of Monzino’s expeditions and also includes many art masterpieces of his collection. More recently the property was used as movie-set for James Bond: Casino Royale and Star Wars: II Episode films. You will then proceed with a car-ferry ride that arrives to the famous town of Bellagio. After that, you can enjoy some free lunch-time in town with a stunning panorama, shop at world-class stores and admire the centuries-old architecture.After lunch (not included) the tour will conclude and your private driver will take you back to your hotel in Milan.
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Tips for your 2-week Portugal, Spain, and Italy trip
The best time to travel for this multi-country trip is during the shoulder seasons of spring and fall. These seasons offer a perfect balance of pleasant weather, ideal for exploring cities like Lisbon and Madrid, while avoiding the intense heat and heavy crowds of the peak summer months.
➔ Best time to travel Portugal | Best time to travel Spain | Best time to travel Italy
The cost for this multi-country trip can be tailored to various budgets. On a mid-range budget, a week in Portugal starts at about $1,000 per person, a week in Spain at around $1,400, and a week in Italy at around $1,700, excluding flights. A budget-friendly trip starts at approximately $55 per day in Portugal, $80 per day in Spain, and $115 per day in Italy.
➔ Travel cost Portugal | Travel cost Spain | Travel cost Italy
This trip is a rich blend of history, culture, and coastal landscapes. Highlights include the royal palaces of Madrid, the architectural wonders of Valencia, and the art and history of Milan. For activities, you can take a culinary walk in Lisbon, a cooking class in Barcelona, or a sailing tour in Sardinia.
➔ Things to see Portugal | Things to see Spain | Things to see Italy
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