Welcome to this exciting journey! Depart Singapore for Naples, one of Italy’s oldest cities, rich in culture and charm. Known for its vibrant streets, ancient sites, and delicious cuisine, Naples' Historic Centre is a UNESCO World Heritage Site, boasting the largest historical city center in Europe.

Arrive in Naples, southern Italy’s historic gateway where ancient legacies meet vibrant street life. Visit Castel dell’Ovo, Naples' oldest fortress built on a small island, symbolizing the city's enduring strength. Walk through the grand Piazza del Plebiscito, flanked by the Royal Basilica of San Francesco di Paola and the historic Royal Palace.

Explore the elegant Galleria Umberto I, a 19th-century glass-domed arcade filled with boutiques, Italian fashion shops, cafés, leather goods stores, and artisan stalls. See the majestic San Carlo Theatre, the world’s oldest continuously operating opera house, and the imposing Castel Nuovo (Maschio Angioino) guarding the harbor.

Continue to Pompeii (UNESCO World Heritage Site), where ancient streets, homes, and theaters remain preserved under volcanic ash after the 79 AD eruption of Mount Vesuvius, offering a rare window into Roman life.

Proceed to Sorrento, a clifftop town famed for its panoramic sea views, lemon groves, and Mediterranean charm.

Travel along the legendary Amalfi Coast (UNESCO World Heritage Site), a breathtaking route of cliffs, turquoise waters, and pastel villages.

Stop at Positano, the coast’s most iconic town, where colorful houses cascade down steep hillsides to pebble beaches. Stroll through narrow lanes lined with boutique shops, artisanal crafts, and seaside cafés, soaking in the vibrant Mediterranean atmosphere.

Continue to Amalfi, once a powerful maritime republic. Visit the heart of the town, Piazza del Duomo, and admire the striking Amalfi Cathedral, a blend of Romanesque, Byzantine, and Moorish styles, standing proudly above the grand staircase.

Return to Sorrento to relax and enjoy the charm of this sun-kissed town.

Today, enjoy a free day in Sorrento, exploring its historic streets, local crafts, and sun-soaked seafront cafés.

Alternatively, join an optional excursion to the breathtaking Capri Island, known for its rugged coastline, lush gardens, and dramatic cliffs plunging into the deep blue sea. Board a ferry across the Bay of Naples to reach this island paradise.

Weather permitting, visit the world-famous Blue Grotto (Grotta Azzurra), a sea cave about 60 meters long and 25 meters wide, where sunlight passes through an underwater opening, illuminating the entire cavern in a glowing, ethereal blue. Ancient Romans once used the Blue Grotto as a private bath, and it remains one of Italy’s most enchanting natural wonders today.

Ascend to Anacapri, the quieter upper village of Capri, offering sweeping views across the Gulf of Naples. Here, you can browse artisan workshops selling handmade sandals, local perfumes like Carthusia, and colorful ceramics.

Proceed to La Piazzetta, Capri Town’s lively heart surrounded by charming lanes and whitewashed buildings. High-end boutiques here feature luxury Italian brands, handmade jewelry, leather goods, and stylish cafés perfect for people-watching.

After soaking in the island’s elegant atmosphere, return to Sorrento.

Depart Sorrento and journey north to Rome, Italy’s passionate capital where ancient ruins and Renaissance grandeur meet.

Start at the awe-inspiring Colosseum, the largest amphitheater ever built, where gladiators once fought for glory before crowds of thousands. Recognized as one of the Seven Modern Wonders of the World, the Colosseum remains an enduring symbol of Rome’s power.

Continue to the famed Trevi Fountain, the city’s most iconic fountain, adorned with statues of Neptune commanding the seas. Tossing a coin here is said to ensure your return to Rome.

Visit the grand St. Peter’s Basilica, one of the holiest Catholic sites located within Vatican City, the world’s smallest independent state. Step into the vast St. Peter’s Square, framed by soaring colonnades designed by Bernini.

Lastly, ascend the Spanish Steps (Piazza di Spagna), a historic staircase linking the Trinità dei Monti church to the bustling square below — a favorite gathering place for locals and visitors alike.

Depart Rome for Orvieto, a medieval town perched high on a volcanic cliff in Umbria, offering dramatic views of the countryside. Take a funicular ride to reach the upper town, where the imposing Albornoz Fortress stands guard. Stroll the cobblestone streets of the Old Village, admire the stunning Orvieto Cathedral, considered one of Italy’s finest examples of Gothic architecture, and savor a guided wine tasting featuring crisp white wines and full-bodied reds typical of the region.

Continue to Florence, the cradle of the Renaissance and capital of Tuscany. Visit the Uffizi Gallery, home to masterpieces by Botticelli, Caravaggio, and Michelangelo. Explore the magnificent Duomo of Florence (Santa Maria del Fiore), crowned by Brunelleschi’s legendary dome.

Walk across the historic Ponte Vecchio, the city's oldest bridge lined with jewelry shops, and admire the lively Piazza della Signoria, home to sculptures and the grand Palazzo Vecchio. Visit the Basilica of Santa Croce, resting place of Florence’s greatest figures like Michelangelo and Galileo.

Finally, ascend to Piazzale Michelangelo, offering a panoramic view over Florence’s timeless skyline.

Start the day at The Mall, Tuscany’s premier luxury outlet shopping destination, offering discounted collections from brands like Gucci, Prada, Ferragamo, and more. Hunt for exclusive Italian fashion at attractive prices.

Continue to Pisa for a walking tour around the famous Piazza dei Miracoli (UNESCO World Heritage Site). Admire the world-renowned Leaning Tower of Pisa, the free-standing bell tower known for its distinctive tilt caused by unstable ground. See the striking Pisa Cathedral (Duomo), an excellent example of Pisan-Romanesque architecture, with white marble façades and intricate carvings. Visit the elegant Baptistery of St. John, the largest baptistery in Italy, blending Romanesque and Gothic elements. Pass by the Camposanto Monumentale, a grand cemetery said to be built with sacred soil brought back from the Holy Land during the Crusades.

After sightseeing, continue to La Spezia for overnight stay.

This morning, explore the stunning Cinque Terre (UNESCO World Heritage Site), a breathtaking stretch of Italy’s northwest coastline where colorful fishing villages cling dramatically to the cliffs. Visit Vernazza, the most picturesque, with its pastel-hued houses and charming harbor. Wander through Manarola, one of the oldest villages, where colorful homes overlook a small marina. Continue to Riomaggiore, famed for romantic views and lively seaside energy.

After your coastal journey, continue to Milan, Italy’s fashion and culture capital. Admire the majestic Duomo di Milano, a soaring Gothic cathedral adorned with statues and spires. Inside, view the intricate stained glass windows and the historic Solar Sundial, once used to measure time by the sun’s movement.

Visit the iconic Galleria Vittorio Emanuele II, Italy’s oldest shopping arcade, where glass-vaulted ceilings shelter luxury boutiques like Prada, Gucci, and Louis Vuitton, alongside classic Milanese cafés.

Stroll through the vibrant Piazza Duomo, then visit the historic La Scala Milan Opera House, where masterpieces by Verdi, Puccini, and Rossini first premiered.

Today, travel to Venice, the romantic lagoon city woven with canals and narrow alleyways. Join a walking tour through Venice’s enchanting backstreets, uncovering both famous sights and lesser-known corners that reveal the city’s fascinating history.

Visit the magnificent St. Mark’s Basilica, adorned with golden domes, intricate mosaics, and beautiful statues inside and out. Step into the grand St. Mark’s Square, the heart of Venice, surrounded by important landmarks including the Museo Correr, the Archaeological Museum, the Torre dell’Orologio clock tower, and the majestic Doge’s Palace, once home to the rulers of the Venetian Republic.

See the famous Bridge of Sighs, where prisoners once crossed after sentencing, offering a poignant glimpse into Venice’s past. Marvel at the striking Campanile, Venice’s towering bell tower, topped by a golden angel and offering sweeping views across the lagoon.

Experience the Magical Art of Glassblowing with a live demonstration, discovering the world-famous Murano craftsmanship that has been perfected over centuries.

After breakfast, enjoy some free time until your transfer to the airport for your return flight to Singapore. Bid farewell to the enchanting waterways of Venice and the unforgettable memories made across Italy.

Arrive back in Singapore, bringing home wonderful memories of your Italian journey.