14 Days Exploring Italy's Historic Gems Itinerary

Begin your day with a visit to St. Peter's Square (Piazza San Pietro) and St. Peter's Basilica in Vatican City. Allocate around 2-3 hours to explore this spiritual center.

Enjoy lunch at Armando al Pantheon, known for its classic Roman dishes. Afterward, head to the vibrant neighborhood of Trastevere and visit the beautiful Basilica of Santa Maria in Trastevere (Basilica di Santa Maria in Trastevere). Spend about 2 hours wandering through its charming streets.

For dinner, dine at Osteria da Fortunata, famous for its fresh pasta made right before your eyes. Conclude your day with a visit to the lively Campo de' Fiori square.

Travel from Rome to Florence early in the morning (approx 1.5 hours by train). Start your Florence adventure with a visit to the renowned Uffizi Galleries (Gallerie degli Uffizi), home to masterpieces by Botticelli, Michelangelo, and Leonardo da Vinci. Allocate around 3 hours for this art-filled experience.

Have lunch at All'Antico Vinaio, famous for its delicious sandwiches made with local ingredients. Afterward, explore the stunning Florence Duomo (Cattedrale di Santa Maria dei Fiori) and climb Brunelleschi's Dome for breathtaking views of Florence.

Dine at La Giostra, known for its romantic ambiance and Tuscan cuisine. End your evening with a leisurely walk across the historic Ponte Vecchio.

Begin your day with a visit to the iconic Accademia Gallery (Galleria dell'Accademia), home to Michelangelo’s David statue. Spend about 1-2 hours here.

Enjoy lunch at Trattoria Mario, where you can savor traditional Florentine dishes in a casual setting. Afterward, head to the beautiful Boboli Gardens (Boboli Gardens (Giardino di Boboli)) for some relaxation amidst nature.

For dinner, dine at Enoteca Pinchiorri, one of Florence’s most prestigious restaurants offering an exceptional dining experience with an extensive wine list.

Start your day with a visit to the iconic St. Mark's Square (Piazza San Marco), where you can admire the stunning architecture of St. Mark's Basilica and the Doge's Palace. Spend around 2-3 hours exploring this historic area.

Enjoy lunch at Osteria alle Testiere, known for its fresh seafood dishes. Afterward, take a leisurely gondola ride through Venice's picturesque canals, soaking in the unique atmosphere of this enchanting city.

Dine at Ristorante Quadri, offering exquisite Venetian cuisine with views of St. Mark's Square. End your evening with a visit to the Rialto Bridge (Rialto Bridge (Ponte di Rialto)) for a romantic stroll.

Venice Accademia Gallery (Gallerie dell'Accademia) is your first stop today, home to an impressive collection of Venetian art. Allocate around 2 hours for this visit.

Trattoria da Romano is perfect for lunch, offering traditional Venetian dishes in a charming setting. Afterward, explore the beautiful Peggy Guggenheim Collection (Collezione Peggy Guggenheim), one of Italy’s most important museums of European and American modern art.

Antiche Carampane is an excellent choice for dinner, known for its local cuisine and cozy atmosphere. Conclude your day with a walk along the Grand Canal (Grand Canal), enjoying the stunning views.

Milan Duomo is your first destination today, an architectural masterpiece that dominates Milan’s skyline. Spend around 1-2 hours exploring this iconic cathedral.

Pizzeria Spontini offers delicious pizza for lunch in a casual setting. Afterward, head to Sforza Castle (Castello Sforzesco), where you can explore its museums and beautiful courtyards.

Ristorante Cracco provides an exceptional dining experience with innovative Italian cuisine. End your evening with a visit to Galleria Vittorio Emanuele II, one of the world’s oldest shopping malls.

Start your day with a visit to the Naples National Archaeological Museum (Museo Archeologico Nazionale), home to one of the most extensive collections of Greco-Roman antiquities. Allocate around 2-3 hours for this visit.

Enjoy lunch at a local pizzeria to savor authentic Neapolitan pizza. Afterward, explore the historic Naples Historic Center (Napoli Centro Storico), a UNESCO World Heritage site filled with narrow streets, churches, and vibrant local life.

Dine at a traditional trattoria in the Spanish Quarter (Spanish Quarter (Quartieri Spagnoli)), known for its lively atmosphere and delicious cuisine. End your evening with a stroll along the waterfront.

Path of the Gods (Sentiero Degli Dei) is your first destination today, offering breathtaking views of the Amalfi Coast. Spend around 2-3 hours hiking this scenic trail.

Osteria Della Corte is perfect for lunch, offering fresh seafood and local dishes. Afterward, visit the charming town of Ravello and explore its beautiful gardens (Villa Cimbrone Gardens).

Osteria Della Corte provides an excellent dining experience with stunning views of the coast. Conclude your day with a relaxing evening by the sea.

Start your day with a visit to the Siena Cathedral (Duomo), an architectural masterpiece with stunning interiors. Allocate around 1-2 hours for this visit.

Enjoy lunch at La Locanda di San Martino, known for its traditional Tuscan cuisine. Afterward, explore the historic Piazza del Campo, one of Europe's greatest medieval squares.

La Locanda di San Martino offers a delightful dining experience with local dishes. End your evening with a visit to the Mangia Tower (Torre del Mangia) for panoramic views of Siena.

Leaning Tower of Pisa is your first stop today, an iconic symbol of Italy. Spend around 1-2 hours exploring this famous landmark and its surroundings.

Osteria Rossini is perfect for lunch, offering delicious Italian cuisine in a cozy setting. Afterward, visit the beautiful Pisa Cathedral (Duomo) and the adjacent Baptistery.

Ristorante Pizzeria La Cereria Alle Porte provides an excellent dining experience with a variety of local dishes. Conclude your day with a relaxing walk along the Arno River.