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Portugal and Italy Itinerary: 14 Days of Culture & Charm
Portugal and Italy Itinerary: 14 Days of Culture & Charm
Portugal and Italy Itinerary: 14 Days of Culture & Charm
Portugal and Italy Itinerary: 14 Days of Culture & Charm
Portugal and Italy Itinerary: 14 Days of Culture & Charm
Portugal and Italy Itinerary: 14 Days of Culture & Charm
Portugal and Italy Itinerary: 14 Days of Culture & Charm

Portugal and Italy Itinerary: 14 Days of Culture & Charm

14 Days

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  1. Destinations
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  4. Portugal and Italy Itinerary: 14 Days of Culture & Charm
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Itinerary inspiration

This 14-day Portugal and Italy itinerary combines the best of Iberian flair and Italian elegance, offering a journey through two of Europe’s most captivating countries. Your adventure begins in Lisbon, where colorful neighborhoods, the historic Alfama district, and vibrant fado music set the tone for your trip. Take a day trip to Sintra with its fairytale palaces and enjoy the dramatic Atlantic coast at Cabo da Roca. Continue north to Porto, famous for its riverside charm, wine cellars, and a scenic Douro River cruise through vineyard landscapes.More...

From Portugal, fly into Rome, the Eternal City. Explore ancient icons like the Colosseum, Roman Forum, and Vatican City, while savoring authentic Roman cuisine in lively piazzas. Next, journey by train to Florence, the heart of the Renaissance. Admire Michelangelo’s David, stroll across the Ponte Vecchio, and taste Tuscan wines on a day trip through Siena, San Gimignano, and the Chianti hills. Your trip concludes in Venice, where canals, gondolas, and elegant palaces create an atmosphere unlike anywhere else in the world. Visit St. Mark’s Basilica, glide across the lagoon to Murano and Burano, and enjoy the magic of evenings along the Grand Canal. With a mix of cultural highlights, local flavors, and scenic landscapes, this Portugal and Italy 2-week itinerary is perfect for travelers who want to experience the history, art, and lifestyle of Southern Europe in one unforgettable journey.Less

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.

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Your accommodation

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Portugal Boutique City Hotel
Portugal Boutique City Hotel
Portugal Boutique City Hotel

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

Fado In Chiado

Fado In Chiado

Fado In Chiado offers an atmospheric 50-minute fado show in the heart of Lisbon. A female and a male voice perform stirring fado pieces, accompanied by traditional Portuguese and acoustic guitar. The performance impressively conveys the melancholic soul of Portugal in an authentic atmosphere. A cultural experience that music lovers should not miss.

Porto

Day 4 - 5

Located in northern Portugal along the Douro River estuary, the old sailing port of Porto is a World Heritage Site and the second-largest city in the country. While retaining the timeless charm of a small town, Porto also has many of the modern advantages of a metropolis. Browse the expansive art collection at the Soares dos Reis National Museum, view the ornate interior of the Church of Sao Francisco, and explore the medieval maze of stairways and terraces in the old quarter of Ribeira. Don’t miss the chance to visit the Vila Nova de Gaia area to sample some of Porto’s famous Port wine. Other popular attractions include the 12th-century Porto Cathedral, Clerigos Tower and the Harry-Potteresque Livraria Lello bookshop, showcasing some magnificent neo-gothic architecture.

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Your accommodation

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NEYA Porto
NEYA Porto
NEYA Porto

NEYA Porto

With a privileged location on the riverside of Porto and 15 minutes from the airport, the NEYA Porto overlooks the banks of the Douro. Its prime location situates guests within easy reach of the area's many wonderful restaurants. shops and historical landmarks and museums. Designed to ensure a comfortable stay, the hotel offers beautifully decorated rooms and suites, some of which are themed. When it comes to dining, guests can savour traditional Portuguese cuisine at the Viva Porto Restaurant and unwind with a cocktail and snack at the Ultimate Bar. Leisure facilities include a wonderful spa.

Your activity

Fado in Porto & wine tasting

Fado in Porto & wine tasting

Experience the melancholic sounds of traditional fado in an atmospheric venue in the heart of Porto. Let yourself be enchanted by the emotional music and enjoy a selection of exquisite Portuguese wines at an exclusive wine tasting. A perfect combination of culture and enjoyment!

Rome

Day 6 - 9

Experience Rome, the bustling capital of Italy. This city, rich with exciting history and culture, offers an unparalled mix of ancient explorations and modern living. Immerse yourself in the past and explore the Colosseum, the Roman Forum, and the Vatican. Wander through other must-see destinations like The Spanish Steps, Trevi Fountain, and Pantheon. Experiencing the culinary scene is a delight, from traditional pasta to world-renowned Italian gelati. You can explore daily markets such as Campo de' Fiori for local ingredients and fresh food. A stay in Rome promises great experiences all year round, but it is advisable to take seasonality into account. While spring (April–May) and fall (September–October) offer pleasant weather and less crowds, summer (June–August) has a lively, spirited atmosphere — but can also be hot. No matter when you go, visiting Rome promises an unforgettable journey through the centuries. The unique combination of a rich historical past mixed into a thriving and vibrant modern community makes Italy's Eternal City one of the world's most intriguing and inspiring tourist destinations.

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Your accommodation

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Grand Hotel Palace Rome
Grand Hotel Palace Rome
Grand Hotel Palace Rome

Grand Hotel Palace Rome

Centrally located in Rome, Italy, the five-star Grand Hotel Palace Rome is an ideal accommodation option for leisure and business travellers. The guest rooms are equipped with workspaces, Wi-Fi, and bathrooms; upgraded rooms feature minibars and terraces, and some suites feature Nespresso machines and sitting rooms. Guests can enjoy meals and drinks at the on-site restaurant and bar. Amenities include a gym and a spa.

Your activity

Colosseum, Roman Forum & Palatine Hill

Colosseum, Roman Forum & Palatine Hill

Get ready to enter into the legend! Jump into Roman history and discover with an expert guide the "Anfiteatro Flavio", the Colosseum: the largest amphitheater not only in the Eternal City, but in the world! Wake up in the morning at your centrally located hotel and wait for our driver to come and pick you up. You’ll reach the Archeological area with no stress, ready to get the most complete tour of the Colosseum, Roman Forum and Palatine Hill. Accompanied by a professional guide who’ll provide you with a pocket audio receiver and earphones, you’ll have the chance to visit the Colosseum. The Flavian Amphitheater stood the test of time and stayed pretty much intact: you’ll get to know more about the way Romans used to enjoy their leisure hours while walking inside the original places where they used to watch gladiatorial or animal fights. You’ll reach the Palatine Hill, the place where Rome was founded more than 2772 years ago by the legendary twin brothers Romulus and Remus and you’ll stroll around the Roman Forum, the pulsating heart of ancient Roman life: let your guide tell you everything about those days and take you on a travel through time.

Florence

Day 10 - 12

Florence, the beautiful capital of the Italian region Tuscany, lies in the center of the country. A small city with a big heart, and an even bigger offering of artistic and historical treasures. For centuries, travelers have journeyed to the birthplace of the Renaissance era to marvel at the many masterpieces of architecture and art: Michelangelo's iconic David, the impressive works of Botticelli, the Uffizi Gallery (packed with works by Caravaggio and Da Vinci), and of course, Brunelleschi's remarkable dome — the religious centerpiece of Florence that dominates the skyline. All are absolute must-sees on any itinerary. Once you've ticked off these renowned attractions, you can take a stroll through the vast Boboli Gardens or climb the hill to the church of San Miniato al Monte for a breathtaking view of this beautiful, enchanting city.

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Your accommodation

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Tivoli Palazzo Gaddi Florence Hotel
Tivoli Palazzo Gaddi Florence Hotel
Tivoli Palazzo Gaddi Florence Hotel

Tivoli Palazzo Gaddi Florence Hotel

Tivoli Palazzo Gaddi Florence Hotel is located in a historical palace in the heart of Florence, the birthplace of the Renaissance. It is only 400 meters from the magnificent Florence Cathedral, and its rooftop terrace offers stunning city views. The hotel features 86 elegant rooms equipped with air-conditioning, flat-screen TV, rain effect shower or bathtub, complimentary Wi-Fi and a comfortable bed with pillows. The hotel has a restaurant serving Tuscan and Mediterranean specialities and a spacious bar next to the hall.

Your activity

Siena, San Gimignano, Chianti

Siena, San Gimignano, Chianti

Your memorable journey starts with the charming San Gimignano, world famous walled town located on a hilltop, which remained intact through the centuries, renowned for its tall towers, wonderful frescoes and many other valuable works of art: here the tour leader will lead you to the historical center, where you will have around 2 hours of free time for a fascinating discovery. A short distance from San Gimignano, crossing the gently Chianti rolling hills, a short ride will take you to a cozy Winery, where you can relax and enjoy the fantastic world of Chianti with its wine and typical products: tasting of three fine wines and balsamic vinegar followed by a Chianti style lunch: 3 course with “zero food miles” products which ends with "cantucci e vin santo". Later on, getting to Siena, you will have 3 hours of free time to end your perfect day enjoying the unique atmosphere of this amazing city, before the return to Florence in the evening.

Venice

Day 13 - 14

Venice is a small, unique city in Italy’s Veneto region, a historic center made up of 118 small islands in a lagoon of the Adriatic Sea, connected by a complex network of canals and footbridges. The stately palaces and ancient churches remain as fascinating reminders of what was once a major trading hub between Europe and the Orient. From the famous Gothic Doge’s Palace and the breathtaking St. Mark’s Basilica to the awe-inspiring brilliance of Titian’s Assumption altarpiece lighting up an entire cathedral, Venice has remained virtually unchanged for the past 600 years. Other must-see attractions include the Bridge of Sighs, the spectacular Peggy Guggenheim Collection (art gallery), the captivating Gallerie dell’Accademia (museum), and of course, gondola rides along the canals.

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Your accommodation

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Avani Rio Novo Venice Hotel
Avani Rio Novo Venice Hotel
Avani Rio Novo Venice Hotel

Avani Rio Novo Venice Hotel

The Avani Rio Novo Venice Hotel is located in the heart of the Dorsoduro district. The hotel's rooms are comfortably designed and feature free Wi-Fi, flat-screen TVs, and air conditioning. You can start each morning with a delicious breakfast buffet. Other services and facilities include a gym, meeting facilities, and a restaurant. For leisure, you can explore restaurants, shops, artisan boutiques, and attractions like the Peggy Guggenheim Collection.

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