Make the most of your Italian adventure with an unforgettable journey from the Mediterranean islands of Malta and Sicily to the historic cities and spectacular landscapes of mainland Italy. Along the way, we’ll enjoy ancient Greek and Roman sites, charming coastal towns, delicious regional cuisine, and the picturesque villages of Puglia and the Amalfi Coast.

From Rome’s iconic landmarks, we’ll travel north through the beautiful Tuscan countryside to Florence, the birthplace of the Renaissance. Our journey concludes in enchanting Venice, where romantic canals, magnificent palaces, and St. Mark’s Square provide a spectacular finale to an incredible Mediterranean adventure!

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, Ancient Wonders of Rome, the Colosseum & Roman Forum, Renaissance Florence & Michelangelo’s David, Picturesque Tuscan Hill Towns, Traditional Italian Food & Wine, Venice “after hours”

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 - Florence, Tuscany (3 Nights) – Venice (2 Nights)

Price: €7,790 /person* - based off a double occupancy room - 20 Day Tour

Day 0 - Optional Early Arrival Day - Thursday, April 15, 2027

Arrive in Malta a day early and ease into your Mediterranean adventure at your own pace. Fly in whenever you'd like, and a private driver will be waiting to welcome you and bring you directly to our comfortable accommodations in the seaside town of Sliema. Settle in, relax, and enjoy some free time to stroll along the beautiful waterfront promenade, admire the spectacular views across the harbor to historic Valletta, or unwind at one of the many charming seaside cafés and restaurants. With the sparkling Mediterranean Sea just steps away, it's the perfect way to settle into island life before our adventure officially begins! €495.00 per room with private airport transfer.

Overnight: Sliema, Malta

Day 1 - Arrival Day - Friday, April 16, 2027

Welcome to beautiful Malta! After gathering as a group at the airport, we'll make our way to our comfortable hotel in the seaside town of Sliema, overlooking the sparkling Mediterranean Sea. Take some time to unpack, relax, or enjoy a leisurely stroll along the waterfront promenade, taking in the spectacular views across the harbor toward historic Valletta. As evening falls, we'll gather for a welcome dinner, getting to know our fellow travelers while enjoying delicious Mediterranean flavors and setting the stage for the exciting journey through Malta, Sicily, and Southern Italy ahead!

Overnight: Sliema, Malta

Day 2 - Valletta Walking Tour & Harbor Cruise - Saturday, April 17th, 2027

Beautiful coastal scenery awaits as we set off on a scenic harbor cruise departing from Sliema. As we sail through magnificent harbors, we'll enjoy spectacular views of Valletta's towering fortifications, historic waterfront, and impressive limestone architecture. Back on land, we'll make our way into Valletta, Malta's UNESCO-listed capital, for a guided walking tour through its charming streets and grand squares. Along the way, we'll admire magnificent Baroque buildings, historic churches, and the imposing fortifications built by the Knights of St. John, with a visit to the Upper Barrakka Gardens for breathtaking views over the Grand Harbour. After our tour, enjoy some free time to explore Valletta's lively cafés, shops, and picturesque streets at your own pace before returning to Sliema for the evening.

Overnight: Sliema, Malta

Day 3 - Malta's Timeless Treasures & A Journey to Sicily - Sunday, April 18th, 2027

Enjoy a day exploring the beautiful island of Malta before continuing our Mediterranean adventure to Sicily! Our journey takes us through Malta's picturesque countryside, where we'll visit charming historic towns, admire centuries-old architecture, and take in some of the island's beautiful coastal scenery. Along the way, we'll have opportunities to experience local traditions, enjoy scenic viewpoints, and soak up the island's unique Mediterranean atmosphere. As evening approaches, we'll head to the ferry terminal and bid farewell to Malta, enjoying a scenic crossing of the Mediterranean Sea to Sicily. Upon arrival, our private coach will take us to the historic city of Syracuse, where we'll settle into our hotel for the next three nights.

Overnight: Syracuse, Sicily

Day 4 - Southern Sicily & WWII Landing Beaches - Monday, April 19, 2027

Today we'll venture into the heart of southern Sicily, where fascinating history, beautiful landscapes, and centuries-old traditions come together. From charming historic towns and magnificent ancient ruins to picturesque countryside and coastal scenery, this region offers a wonderful glimpse into Sicily's rich and colorful past. We'll also visit some of the historic beaches where Allied forces landed during World War II's Operation Husky in 1943, marking the beginning of the liberation of Sicily and a pivotal chapter in the Allied campaign in Europe. Along the way, we'll explore the island's unique cultural heritage, from ancient civilizations to more recent history. Of course, no visit to Sicily would be complete without sampling some of its delicious local specialties! With opportunities to experience traditional flavors and authentic Sicilian hospitality, today promises a memorable blend of history, culture, and culinary delights.

Overnight: Syracuse, Sicily

Day 5 - Mt. Etna & Catania - Tuesday, April 20th, 2027

Towering above eastern Sicily, Mount Etna provides a spectacular backdrop for today's adventure. One of Europe's most active volcanoes, this mighty mountain has shaped the surrounding landscape and influenced life on the island for thousands of years. We'll make our way through the scenic countryside, passing charming villages, fertile valleys, and dramatic volcanic terrain, with opportunities to experience the mountain's remarkable natural beauty up close. Beyond the breathtaking scenery, this corner of Sicily has plenty of fascinating stories to tell, from the generations who have lived in the shadow of Etna to the island's important role during World War II. With a wonderful mix of natural wonders, local culture, and history, today promises to be one of the most memorable days of our Sicilian adventure!

Overnight: Syracuse, Sicily

Day 6 - Sicily’s Charming Villages & Journey to Mainland Italy - Wednesday, April 21st, 2027

Bidding farewell to Syracuse, we our way north along Sicily's beautiful eastern coastline, where dramatic mountain scenery, charming hillside villages, and sweeping Mediterranean views make the journey just as memorable as the destination. Along the way, we'll have opportunities to wander through picturesque streets, admire breathtaking coastal panoramas, and soak up the atmosphere of some of Sicily's most enchanting towns. With colorful local traditions, historic architecture, and plenty of postcard-worthy scenery, it's a wonderful final taste of island life. Later, we'll cross the Strait of Messina to mainland Italy, where a new chapter of our Mediterranean adventure awaits!

Overnight: Tropea, Italy

Day 7 - Across Southern Italy - Thursday, April 22nd, 2027

Following a relaxing waterfront stay, we'll make our way across the southern Italian countryside toward the historic port city of Bari, on the Adriatic coast with a wonderful look at a lesser-traveled side of Italy, with rolling hills, rugged mountains, charming villages, and picturesque landscapes along the way. We'll break up the drive with a few interesting stops, perhaps visiting a quaint Italian town, admiring a scenic viewpoint, or enjoying a taste of the region's local specialties. As we travel from Calabria into Puglia, the scenery and traditions gradually change, offering a glimpse into the diverse character of southern Italy. By late afternoon, we'll arrive in Bari and settle into our hotel for the next three nights, ready for another exciting chapter of our Mediterranean adventure!

Overnight: Bari, Italy

Day 8 - Whitewashed Villages and Adriatic Waters - Friday, April 23rd, 2027

Whitewashed villages, centuries-old traditions, and the sparkling Adriatic Sea come together to create some of southern Italy's most memorable scenery in Puglia. Today we'll enjoy a taste of this beautiful corner of Italy, from the winding streets of historic towns to picturesque countryside dotted with olive groves and distinctive stone houses. Along the way, we'll encounter unique local architecture, breathtaking coastal views, and the relaxed atmosphere that makes this region so special. There will be opportunities to wander through charming village squares, browse local shops, and perhaps sample some of Puglia's delicious regional specialties. With its wonderful blend of history, culture, and Mediterranean beauty, today offers a delightful glimpse into the authentic character of southern Italy.

Overnight: Bari, Italy

Day 9 - Hidden Gems of Southern Italy - Saturday, April 24th, 2027

Another wonderful day awaits in southern Italy, where we'll venture beyond the familiar tourist routes to experience more of Puglia's unique character and charm. With so many fascinating places within reach, today's outing offers a chance to enjoy a different side of the region, whether it's a historic town, a scenic stretch of coastline, or a taste of traditional Italian life. Along the way, we'll take in the beautiful surroundings, enjoy a few pleasant stops, and leave time for those unexpected moments that often become our favorite travel memories. It's another opportunity to soak up the sights, flavors, and easygoing atmosphere of this delightful corner of Italy before returning to Bari for the evening.

Overnight: Overnight: Bari, Italy

Day 10 - From Puglia to the Amalfi Coast - Sunday, April 25th, 2027

Leaving the Adriatic coast behind and journey west across the Italian peninsula toward the spectacular Amalfi Coast. Along the way, we'll pass through a changing landscape of rolling countryside, rugged mountains, and historic towns, with opportunities for a few interesting stops along the route. This part of southern Italy is rich in history, including important chapters of World War II, when Allied forces landed along the coast near Salerno in 1943. We may have a chance to visit some of the sites connected to these events while enjoying the region's beautiful scenery and local character. As we approach the Tyrrhenian Sea, dramatic coastal views and colorful hillside villages welcome us to one of Italy's most celebrated destinations, where we'll settle in for the next two nights.

Overnight: Amalfi / Salerno, Italy

Day 11 - Coastal Wonders & Timeless Treasures of the Amalfi Coast - Monday, April 26th, 2027

With the sparkling waters of the Tyrrhenian Sea and the dramatic mountains of southern Italy as our backdrop, today promises a wonderful mix of breathtaking scenery, fascinating history, and Mediterranean charm. This beautiful corner of Italy offers endless possibilities, from colorful seaside villages perched along rugged cliffs to legendary islands, ancient ruins, and remarkable natural wonders. Whether enjoying the lively atmosphere of a coastal town, taking in spectacular views from the water, or stepping back in time at one of the region's extraordinary historic sites, there's no shortage of memorable experiences. We'll make the most of our time in this spectacular region, with opportunities to enjoy its scenery, culture, and irresistible Italian atmosphere before returning to our hotel for the evening.

Overnight: Amalfi / Salerno, Italy

Day 12 - Ancient Wonders & Italian Traditions - Tuesday, April 27th, 2027

Today we bid farewell to the beautiful Amalfi Coast and make our way north toward the Eternal City of Rome! Along the way, we'll have the chance to experience some of Italy's most fascinating history, from remarkably preserved ancient Roman sites to places that played an important role in more recent European events. Of course, no journey through this part of Italy would be complete without enjoying some of its legendary cuisine, and we'll make time for a taste of authentic Neapolitan pizza in the region where it all began! Continuing north through the scenic Italian countryside, we'll arrive in Rome by early evening and settle into our centrally located hotel. Here, we'll welcome those joining us for the optional mainland Italy tour, with an opportunity to gather for a drink and toast to the next chapter of our Italian adventure!

Overnight: Rome, Italy

Day 13 - Ostia Antica or the Colosseum - Wednesday, April 28th, 2027

Stepping back nearly 2,000 years into the fascinating world of ancient Rome guests can choose between two wonderful options for experiencing the city's remarkable history! The first option is a visit to legendary Colosseum and surrounding archaeological sites, where gladiators once fought and emperors shaped the course of history. Alternatively, venture just outside the city to Ostia Antica, an exceptionally preserved ancient Roman port town, where cobblestone streets, elaborate mosaics, and the remains of homes, shops, and public buildings offer a fascinating glimpse into everyday life during the Roman Empire. Whichever experience you choose, the day promises an unforgettable journey into the past, with time afterward to enjoy Rome's lively piazzas, charming cafés, and irresistible Italian atmosphere at your own pace.

Overnight: Rome, Italy

Day 14 - Free Day & Farewell Dinner - Thursday, April 29th, 2027

Our final full day in Rome is yours to enjoy however you wish! Take advantage of some well-deserved free time to wander through the city's charming neighborhoods, revisit a favorite piazza, toss a coin into the Trevi Fountain, or simply relax at a sidewalk café with a cappuccino or gelato. For those interested, an optional excursion to Vatican City offers the opportunity to experience some of the world's most remarkable artistic and religious treasures, including the magnificent St. Peter's Basilica and the Vatican Museums. Whether you choose a day of sightseeing, shopping, or simply soaking up the atmosphere of the Eternal City, there's no better place to savor the final moments of our Mediterranean adventure. This evening, we'll gather for a special farewell celebration, sharing favorite memories, plenty of laughs, and a toast to the wonderful journey we've enjoyed together!

Overnight: Rome, Italy

Day 15 - 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: Florence, Italy

Day 15 - 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 17 - 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 18 - 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 soak in Venice “after hours”, when many of the other visitors head back to the mainland. Enjoy a romantic canal side dinner, or simply soak up the magical atmosphere of this one-of-a-kind city.

Overnight: Venice, Italy

Day 19 - 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 20 - 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!