Italian Highlights Tour: Rome, Florence & Venice
April 27th to May 5th, 2027
Embark on a journey through the heart of Italy, exploring the iconic cities of Rome, Florence, and Venice. Beginning with three nights in the Eternal City, discover ancient wonders of Rome. From here, we travel north through the beautiful Tuscan countryside to Florence, the birthplace of the Renaissance. During our three-night stay, admire world-famous art and architecture, stroll across the historic Ponte Vecchio, and venture into the rolling hills of Tuscany to discover picturesque villages, local wines, and traditional Italian flavors. Our journey continues to the enchanting city of Venice, where romantic canals, magnificent palaces, and the lively atmosphere of St. Mark's Square provide a spectacular finale. Enjoy a guided introduction to this remarkable floating city, with opportunities to explore its winding streets and nearby islands before bidding farewell to Italy. Whether joining as a standalone tour or continuing from our Malta, Sicily & Southern Italy adventure, this journey offers a memorable taste of Italy's timeless beauty, rich history, and irresistible charm.
Highlights: Ancient Wonders of Rome, the Colosseum & Roman Forum, Renaissance Florence & Michelangelo’s David, Picturesque Tuscan Hill Towns, Traditional Italian Food & Wine, Venice Afterhours
Overnights: Rome (3 Nights) – Florence, Tuscany (3 Nights) – Venice (2 Nights)
Price: €3,995/person* - based off a double occupancy room
Tour Itinerary
Day 1 - Arrival Day ( Main Tour - Herculaneum & Naples) - Tuesday, April 27th, 2027
Welcome to the Eternal City of Rome and the beginning of our Best of Italy adventure! For those arriving today, a private driver will be waiting at the airport to bring you directly to our centrally located hotel, where you can settle in, relax, or enjoy a leisurely stroll through Rome's charming streets and lively piazzas. Meanwhile, guests continuing from our Malta, Sicily & Southern Italy Tour will make their way north from the Amalfi Coast, with memorable stops along the way to experience the ancient ruins of Herculaneum, enjoy authentic Neapolitan pizza, and take in more of Italy's fascinating history. As evening falls, we'll all come together in Rome for welcome drinks, a chance to meet our fellow travelers, share stories, and raise a glass to the exciting Italian adventure ahead!
Overnight: Rome, Italy
Day 2 - Colosseum or Ostia Antica Choice - Wednesday, April 28th, 2027
Few places bring the ancient world to life quite like Rome, and today you'll have the opportunity to experience its remarkable history in one of two very different ways! Choose to visit the legendary Colosseum, where gladiators once entertained thousands of spectators, and walk among the impressive ruins of the Roman Forum, once the bustling center of the mighty Roman Empire. Alternatively, venture beyond the city to Ostia Antica, Rome's remarkably preserved ancient port town, where quiet cobblestone streets, colorful mosaics, and the remains of homes, shops, and public baths offer a fascinating look at everyday life nearly 2,000 years ago. Whether you prefer the grandeur of imperial Rome or the charm of an ancient town frozen in time, both options promise a memorable journey into the past. The remainder of the day is yours to enjoy the Eternal City at your leisure!
Overnight: Rome, Italy
Day 3 - Rome at Your Leisure – Optional Vatican Visit or City Walking Tour - Thursday, April 29th, 2027
The Eternal City is yours to enjoy on a free day in the Italian capital! With so much history, culture, and Italian charm around every corner, Rome offers endless possibilities for a memorable day. Those looking for a little more sightseeing can choose from two optional experiences: a visit to Vatican City, home to St. Peter's Basilica, the magnificent Vatican Museums, and some of the world's greatest artistic treasures, or a guided walking tour through Rome's historic heart, taking in beautiful piazzas, famous fountains, and charming neighborhoods filled with centuries of history. Prefer to set your own pace? Spend the day browsing local shops, lingering over a leisurely lunch, or simply watching the world go by from a sidewalk café. However you choose to spend your time, there's no better place to enjoy the sights, flavors, and atmosphere of Italy!
Overnight: Rome, Italy
Day 4 - Orvieto & the Flavors of the Italian Countryside - Friday, April 30th, 2027
Leaving the bustling streets of Rome behind, we'll head north into the beautiful countryside of Umbria, where rolling hills, vineyards, and charming medieval towns set the scene for another wonderful day in Italy. Our first stop brings us to the spectacular hilltop town of Orvieto, perched high above the surrounding countryside on a dramatic volcanic plateau. Here, we'll have time to admire its magnificent cathedral, wander through picturesque cobblestone streets, and enjoy the relaxed atmosphere of this historic Italian gem. Continuing into the countryside, we'll savor some of the region's celebrated culinary traditions, with the possibility of a local wine tasting or a delicious truffle-inspired experience. With beautiful scenery, wonderful flavors, and a taste of authentic Italian life along the way, we'll continue to Florence, where we'll settle in for the next three nights in the heart of Tuscany!
Overnight: Rome, Italy
Day 5 - Florence and Uffizi Gallery - Saturday, May 1st, 2027
Today we'll spend the day in the heart of Florence, a city where Renaissance masterpieces, magnificent architecture, and centuries of Italian history come together around every corner. Our day begins with a guided introduction to this beautiful Tuscan capital, passing through lively piazzas, charming cobblestone streets, and some of Florence's most celebrated landmarks, including the magnificent Duomo and historic Ponte Vecchio. Art lovers will have the opportunity to visit the world-famous Uffizi Gallery, home to extraordinary works by Botticelli, Leonardo da Vinci, Michelangelo, and other great Renaissance masters. With plenty of time to soak up the atmosphere, enjoy a leisurely Tuscan lunch, or browse the city's wonderful shops and markets, today offers a perfect blend of art, history, and the unmistakable charm of Florence!
Overnight: Florence, Italy
Day 6 - San Gimignano & the Beauty of Tuscany - Sunday, May 2nd, 2027
Picture rolling green hills, winding country roads, sun-drenched vineyards, and charming medieval villages perched high above the Tuscan countryside. Today we'll leave the bustle of Florence behind for a relaxing day among some of Italy's most picturesque landscapes. Our journey takes us to the enchanting hilltop town of San Gimignano, famous for its impressive medieval towers, beautiful stone streets, and sweeping views across the surrounding countryside. Enjoy time to wander through its charming squares, browse local artisan shops, or treat yourself to a scoop of delicious Italian gelato. Along the way, we'll soak up the beauty of Tuscany's vineyards, olive groves, and timeless rural scenery, with opportunities to sample regional specialties and experience the relaxed pace of life that makes this corner of Italy so special. By late afternoon, we'll return to Florence for a leisurely evening at our own pace.
Overnight: Florence, Italy
Day 7 - From Tuscany to Venice: Italian Traditions & the Grand Canal - Monday, May 3rd, 2027
Bidding farewell to Florence and make our way north toward one of Italy's most extraordinary cities in Venice! Traveling through the beautiful countryside of Emilia-Romagna, we'll have the opportunity to stop along the way, perhaps in the historic city of Bologna, famous for its elegant porticoes, lively piazzas, and delicious culinary traditions. After enjoying a taste of this fascinating region, we'll continue toward the Venetian Lagoon, where a truly unique arrival awaits. Leaving our coach behind, we'll board a private boat and cruise along Venice's magnificent Grand Canal, passing beneath historic bridges and admiring the elegant palaces that line its shores. Best of all, our hotel is located right in the heart of Venice, directly along its picturesque canals, meaning we'll arrive in true Venetian style; by boat! With no cars or busy roads to worry about, we'll settle into our beautiful waterfront accommodations for the next two nights. The evening is yours to wander through Venice's enchanting streets, enjoy a romantic canalside dinner, or simply soak up the magical atmosphere of this one-of-a-kind city.
Overnight: Venice, Italy
Day 8 - Venice Tour and Farewell Dinner - Tuesday, May 4th, 2027
There's simply no place in the world quite like Venice! This morning, we'll set out on a guided walking tour through the heart of this remarkable floating city, where winding canals, picturesque bridges, and magnificent architecture create an atmosphere unlike anywhere else in Italy. Along the way, we'll admire some of Venice's most famous landmarks, including the magnificent St. Mark's Square, the Doge's Palace, and the iconic Rialto Bridge, while learning about the fascinating history of this once-powerful maritime republic. The afternoon is yours to enjoy at your own pace, whether that means taking a romantic gondola ride, browsing local artisan shops, visiting a museum, or simply relaxing beside a quiet canal with a spritz or gelato. As evening falls, we'll gather for a special farewell dinner, sharing stories, laughter, and favorite memories from our Italian adventure. It's the perfect way to celebrate an unforgettable journey together before we bid arrivederci to beautiful Italy!
Overnight: Venice, Italy
Day 9 - Departure Day - Wednesday, May 5th, 2027
As our unforgettable Italian adventure comes to an end, it's time to say arrivederci to the beautiful city of Venice and the wonderful memories we've made along the way! But even our departure comes with a special Venetian touch. Rather than traveling by bus or taxi, we'll board a private water taxi directly from our canalside hotel for a scenic journey through the Venetian Lagoon to Marco Polo Airport. It's one last opportunity to admire the city's beautiful waterways and historic skyline before heading home. With new friendships, incredible experiences, and plenty of stories to share, we hope you'll leave Italy with a smile and memories to last a lifetime. Until our next adventure together, ciao e buon viaggio!
Malta, Sicily & Southern Italy - Grand Tour Extension
April 16th to 27th, 2027
Extend your Italian adventure and join us on an unforgettable Mediterranean journey through the beautiful islands of Malta and Sicily, where ancient cities, picturesque coastal towns, and vibrant Mediterranean culture await. Continuing to the mainland, we travel through Southern Italy, where whitewashed villages, beautiful countryside, and timeless traditions offer a wonderful taste of authentic Italian life. Our journey then takes us along the breathtaking Amalfi Coast, with its colorful seaside villages and dramatic coastal scenery, before arriving in the Eternal City of Rome, where centuries of history and iconic landmarks provide a spectacular finale.
Highlights: Valletta & Malta’s Ancient Treasures, Historic Syracuse in Sicily, Majestic Mount Etna, Sicily’s Charming Coastal Villages, WWII Landing Beaches of Sicily, Puglia’s Iconic Trulli Houses, the Breathtaking Amalfi Coast, Historic Monte Cassino, and the Eternal City of Rome.
Overnights: Sliema, Malta (2 Nights + Optional Early Arrival Night) – Syracuse, Sicily (3 Nights) – Tropea, Calabria (1 Night) – Bari, Puglia (3 Nights) – Amalfi Coast (2 Nights) – Rome (3 Nights) – Optional Mainland Italy Extension
Pricing and Reservations
Tour Packages Includes:
Hotel Accommodations as shown on the itinerary
Daily Breakfast
Guided Day Trips & Excursions as shown on the itinerary
Entry Fees and Guides for Included Activities
24-Hour On-Tour Assistance
Pre & Post Tour Planning Assistance from Jake & Pete
Welcome gift upon arrival
Free WiFi at all hotels
Curbside airport pick-up and and drop-off
Welcome and Farewell Dinner Receptions
The Best of Italy: Rome, Florence & Venice
One Adult (Double Occupancy Room) €3,995*
*Single occupancy rooms require a €1,495 surcharge.
