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Your adventure begins in Venice, a historic center of maritime commerce with well-preserved architecture. Next, we will journey to Tuscany and explore Florence, the birthplace of the Renaissance, along with iconic sites such as Cinque Terre, San Gimignano, and the Leaning Tower of Pisa. Our trip concludes in Rome, the Eternal City, where you'll visit the Vatican and the Colosseum.&nbsp; Optional 3-Day Extension:&nbsp;Head to Sorrento for a taste of the Amalfi Coast, with unforgettable day trips to Positano’s cliffside charm and Capri’s dazzling Mediterranean vistas — a perfect finale to your Italian escape.

Italy

Airfare

Gratuities

Meals

Trip Insurance

While on the tour, including airport transfers

Luxury Transportation

10 nights of hotel accommodations (13 nights with Sorrento)

Deluxe 4-Star Hotels

Guided Tours

Entrance fees

Gourmet Meals

Departure from the USA!

Thursday, September 10, 2026

Day 0

Welcome to Venice, Local Winery Upon arrival at the Venice Airport, you’ll be met by your tour director for a transfer to your Venetian manor, where you will be staying just outside of Venice. Take some time to settle in and rest up before enjoying a visit to a local Prosecco vineyard and winery. &nbsp;You'll enjoy appetizers and sample a variety of local wines during the tasting. &nbsp;Then, join us for a welcome reception at the hotel before experiencing a delicious, full-course Venetian dinner in the hotel restaurant with plenty of wine to culminate your very busy day. &nbsp;Rest up for tomorrow. Villa Condulmer (*or similar) (D)

Friday, September 11, 2026

Day 1 

Padua, Scrovegni Chapel, Bassano de Grappa This morning, travel by bus to Padua.&nbsp; Visit the cathedral of St. Anthony and spend some time in the shops, markets, and bistros of this lovely town.&nbsp; There will be a special scheduled visit to the Scrovegni Chapel, covered with exquisite frescoes by the renowned Italian artist, Giotto.&nbsp; The Chapel was designated a UNESCO World Heritage Site in 2001.&nbsp; Afterwards, we'll take a short drive to Bassano del Grappa, a beautiful little town famous for its beauty...and the famous Italian Grappa.&nbsp; Have a taste of the wide variety of grappas. Try the lemon grappa, it may be your favorite.&nbsp; Take some time to stroll around this quaint little town, highlighted by its iconic covered bridge. Dinner tonight will be back in the hotel. Villa Condulmer (*or similar) (B, D)

Saturday, September 12, 2026

Day 2 

Tour of Venice, Private boat to Murano This morning, you'll have the opportunity to board a private boat and sail to the island of Murano, where you'll visit one of the oldest and most famous glass-blowing factories in the world. Witness the incredible craftsmanship of the artisans, whose skills have been passed down for hundreds of years. After that, you'll proceed to the heart of Venice and cruise along the famous Grand Canal, which is lined with beautiful palazzi. Enjoy an orientation tour of St. Mark’s Square, which includes iconic landmarks such as the Doge’s Palace, St. Mark’s Basilica &amp; Tower, the Bridge of Sighs, and the Rialto Bridge. Take some free time to explore Venice or take an optional gondola ride through the Venetian canals. Tonight, you can relax in the beautiful restaurant of our villa and enjoy local specialties. Villa Condulmer (*or similar) (B, D)

Sunday September 13, 2026

Day 3

Ferrari Museum, Balsamic Vinegar Farm Our day will begin with an exciting tour of the Ferrari museum. Afterward, we will visit a local farm that is well-known for producing Balsamic vinegar. You will have the opportunity to witness a fascinating demonstration of how it is made and taste the unique flavor of the best Balsamic vinegar you have ever had. Modena is also famous for being the home of the legendary opera singer Luciano Pavarotti, and there is a museum in his honor that we will visit. Our special dining experience tonight will take place at the renowned Ristorante Europa 92, located next door to the Museo Casa Pavarotti. Pavarotti was a regular at this restaurant, and it became affectionately known as Ristorante Pavarotti. Hotel Canalgrande (*or similar) (B, D)

Monday, September 14, 2026

Day 4 

Tour of Florence, Academia Gallery Today, you will travel to Florence, the capital of Tuscany and the "Birthplace of the Renaissance". During the trip, a local expert will guide you on a sensational walking tour through the area, renowned for its art and museums. You will visit the Cathedral, Town Hall Square, the Old Bridge, the Holy Cross Church, and the tombs of Michelangelo, Galileo, Joaquin Rossini, and Niccolò Machiavelli. The tour will be highlighted with a visit to the Academy of the Fine Arts, where you will see Michelangelo's Statue of David. You will also enjoy a demonstration at a local leather factory. After the tour, you will have some free time to shop and explore. Later, you will head to Montecatini for hotel check-in. Tonight's dinner will be in the hotel restaurant, with plenty of superb wine. Hotel Manzoni (*or similar) (B, D)

Tuesday, September 15, 2026

Day 5

Cinque Terre, Dinner in Lucca This morning, we will take a short drive to the stunning Italian Riviera and visit La Spezia. In La Spezia, we will board a ferry and cruise to one of the beautiful Cinque Terre cliffside villages. This unique tourist destination boasts incredible landscapes of brightly-colored buildings with gorgeous terraces built on rugged cliffs overlooking the Ligurian Sea. While the landscapes are a major draw, the food of this region is equally impressive and will keep us coming back. In Cinque Terre, we will dock in one of the most charming towns, with plenty of time to shop, explore, and stroll along the pristine shores of the Mediterranean. We will then board a classic train back to La Spezia, taking in breathtaking views of the seascape. Back at the hotel, we can freshen up before taking a short trip to Lucca, where we will enjoy a brief but fascinating tour of a local vineyard, followed by a festive Tuscan dinner accompanied by wine and music. Hotel Manzoni (*or similar) (B, D)

Wednesday, September 16, 2026

Day 6

San Gimignano, Local Winery Today is our last full day in Tuscany, and we have saved the best for last! We will be visiting San Gimignano, a beautifully preserved medieval town known for its tall towers. It is also known as the Town of Fine Towers. There will be plenty of opportunities to shop and explore in this gorgeous town, as well as countless vantage points to take stunning photographs of the Tuscan countryside. After exploring the town, we will enjoy a delicious lunch accompanied by some excellent Tuscan wine at a famous winery located just outside the town. Later in the day, we will visit Siena before retiring back to the Montecatini hotel.Tonight, dinner will be at your leisure. Hotel Manzoni (*or similar) (B, L)

Thursday September 17, 2026

Day 7 

Leaning Tower of Pisa, Rome After breakfast and hotel checkout, depart for Rome, but not before visiting one of the most iconic structures in all of Italy, the Leaning Tower of Pisa. &nbsp;The tour director will lead the group to Miracle Square, where you will admire the tower. &nbsp;Make sure to take dozens of corny photos of friends holding up the tower, preventing it from collapsing. &nbsp;Pisa is poised along the Aurelian Way, an ancient trade route that leads to Rome and our Rome hotel.After settling into the hotel, enjoy a pizza party at a nearby Roman restaurant.&nbsp; Hotel Genio (*or similar) (B, D)

Friday, September 18, 2026

Day 8 

Vatican City, Colosseum In the morning, a local historian will take you to Vatican City, which is the smallest independent state in the world. Firstly, you will visit the Vatican Museums to witness some of the great art treasures of the Church. Then, you will proceed into the Sistine Chapel and gaze in awe at the most famous and painstaking masterpiece of Michelangelo. After that, you will enter St. Peter's Basilica, where you can admire another masterpiece of Michelangelo, the Pieta, on your right. In the afternoon, you will take a guided tour inside the Roman Colosseum and visit the Roman Forum. Hotel Genio (*or similar) (B)

Saturday, September 19, 2026

Day 9 

Walking Tour of Rome Take your time in the morning with a lovely espresso or cappuccino in preparation for a late morning tour of the old Roman Jewish Ghetto in Rome. The Ghetto was established in 1555 in the Rione Sant'Angelo, near the Tiber River in the southern part of Campo de'Fiori. Your tour will start at the Teatro di Marcello, an ancient open-air theatre in Rome, Italy, built in the last years of the Roman Republic, as well as one of the seven hills, Capitoline Hill, one of the few ancient ground-level ruins that surround a piazza, an urban plan designed by Michelangelo. Our expert guide will take us through the region's honored family restaurants and trattorie and will serve favorite local fare such as Roman artichokes, bruschetta, and other classic appetizers along with plenty of distinctly Roman wines.Your afternoon is free for exploring, resting, or sitting in a local café to watch Roman life pass you by. Hotel Genio (*or similar) (B, L)

Sunday, September 20, 2026

Day 10

End of Best of Italy, some return Home Today marks the end of the Best of Italy tour for some of the guests. &nbsp;Those departing this day will be transferred to the Rome Airport for their return flights home. &nbsp;Thank you for traveling with Wherever Tours. &nbsp;We hope you had a wonderful time in Italy, and please keep us in mind for your future travel plans. &nbsp;For the others, the adventure continues onward to Sorrento. &nbsp; *Refer to the next sections to learn more about the amazing, extended itinerary to Sorrento. Villa Giovanna, Sorrento (B)

Monday, September 21, 2026

Day 11

Arrive in Sorrento (Optional add-on), Wine Tasting Experience After checking out of our hotel in Rome, we will board a motorcoach to Sorrento. During the journey, we will make a stop at Pompeii, an archaeological site that was entirely covered in ash by the catastrophic eruption of Mt. Vesuvius in 79 AD. Our private expert will guide us through this incredible city that has been frozen in time for almost two millennia. We will then take a short drive to the slopes of Vesuvius for a unique lunch and wine-tasting experience. Here, we will have the opportunity to savor the famous Lacryma Christi (Tears of Christ) wines, which are produced only on this fertile volcanic soil. Later, we will check into our villa hotel in Sorrento. Villa Giovanna, Sorrento (B, L)

Monday September 21, 2026

Positano, Amalfi Coast, Cooking Class After enjoying a leisurely breakfast, you can embark on an excursion to the Amalfi Coast, which is a UNESCO World Heritage Site. Be sure to have your cameras ready for the breathtaking view of Positano, where you will have free time to shop and explore this stunning seaside town that has been featured in many famous movies and magazines. Take some time to relax on the beautiful beach before returning to Villa Giovanna. In the afternoon, get ready for your culinary experience with Riccardo at his villa, where you will learn to prepare ravioli, eggplant parmigiana, and a surprise dish. Afterward, you can unwind, eat your delicious food, and enjoy some local wine. Villa Giovanna, Sorrento (B, D)

Tuesday September 22, 2026

Day 12

Island of Capri, Farewell Dinner Today, you will be transferred to the famous and beautiful Island of Capri by boat. A representative from Wherever Tours will be available at the hotel to offer suggestions prior to your transfer so that you can make the most out of your day. This tiny island, which was once the playground of ancient emperors, will leave you breathless due to its limitless charm and historical sights. Take some time to shop and explore, and most of all, enjoy the spectacular views from above. Upon your return, you can take some time to wander the streets of Sorrento before retiring back to the hotel for the farewell dinner and live music, along with lots of wine. Villa Giovanna, Sorrento (B, D)

Wednesday September 23, 2026

Day 13

Departure Day It's time to bid farewell to Sorrento and conclude our amazing adventure through Italy. After having breakfast, we will provide you with a transfer to Naples Airport for further travel. We would like to express our gratitude for choosing Wherever Tours as your travel partner. We sincerely hope that you had a most enjoyable time in Italy, and we hope you'll consider Wherever Tours once again for your future travel plans. Ciao! (B)

Thursday September 24, 2026

Day 14

The Essence of Italy plus Sorrento Fall 2026

Does not include airfare or optional trip insurance

Double Occupancy without Sorrento

Does not include airfare or optional trip insurance

Single Occupancy without Sorrento

Does not include airfare or optional trip insurance

Double Occupancy with Sorrento 

Single Occupancy with Sorrento 

Begin your Sicilian adventure in Cefalù, a charming coastal town known for its golden beaches and medieval streets. Spend a day in Palermo, a lively city rich in culture, cuisine, and history. Discover the hilltop town of Erice with its ancient charm, then explore Trapani’s scenic coastline and Marsala’s famous wines. Don’t miss Agrigento’s Valley of the Temples, a breathtaking UNESCO site of ancient ruins. Finally, unwind in Taormina, where boutique shopping and panoramic views of Mount Etna create a perfect blend of relaxation and beauty.Optional 3-Day Extension:&nbsp;Head to Sorrento for a taste of the Amalfi Coast, with unforgettable day trips to Positano’s cliffside charm and Capri’s dazzling Mediterranean vistas — a perfect finale to your Italian escape.

Palermo, PA, Italy

Optional tours

All ground transportation including airport transfers

9 nights of hotel accommodations (12 nights with optional Sorrento add-on)

Entrance Fees

Included Meals

Wine Tastings

Cooking Classes

Departure from the USA!Your journey begins as you depart from your hometown airport. Relax, and let the excitement build—tomorrow you’ll awaken in Palermo to start your adventure.

Wednesday, September 23, 2026

Arrive in Palermo, Free time in CefalùUpon arrival at Palermo airport, you will be greeted by your Wherever Tours tour leader. A private transfer from the airport to the resort hotel in Cefalù will be provided for all. After checking into your hotel, take some time to unwind and enjoy the hotel's beautiful pool, stroll down to the beach, or simply relax in your room. A welcome reception will be held, featuring traditional appetizers and wine tasting.This evening, you will have dinner at the hotel restaurant, showcasing delicious local cuisine and regional wines.Sunset Hotel, Cefalú (D)

Thursday, September 24, 2026

Tour of PalermoThis morning, take an exciting tour of Palermo, the vibrant capital of Sicily, which is rich with stunning ancient buildings, magnificent cathedrals, and beautiful gardens that tell stories of the past. Palermo is known for its many hidden treasures, such as the impressive Monreale Cathedral, a breathtaking example of Norman architectural style, which contains over two tons of gold mosaics that glimmer in the sunlight. After the tour, prepare yourself for a surprise.This afternoon, enjoy some well-deserved free time back in the charming town of Cefalù, where you can explore at your own pace. Dinner is at your leisure, allowing you to savor local flavors. Sunset Hotel, Cefalú (B)

Friday, September 25, 2026

Day 2

Erice, Trapani, Marsala After breakfast, embark on a journey by luxury coach along the magnificent northern coastline of the stunning Tyrrhenian Sea, heading towards the town of Trapani. As we travel, we'll make a stop in the mountaintop town of Erice, where you'll view breathtaking panoramic views that are sure to leave you in awe. In the afternoon, we will arrive in Trapani, a town known for its picturesque salt flats and the striking Cathedral of San Lorenzo, a true architectural gem. Later, we'll make our way to Marsala, where we'll check into the Baglio Donna Franca Wine Resort, a beautifully preserved and restored baglio dating back to the 19th century.Tonight, we'll take a tour of their winery, followed by dinner at the hotel's renowned restaurant, where you will have the opportunity to taste the region's most famous wines. Baglio Donna Franca, Marsala (B, D)

Saturday, September 26, 2026

Day 3 

Segesta, Marsala, Cooking Class Today, we'll visit Segesta, renowned for its breathtaking and well-preserved Greek temples that stand as a testament to ancient architecture. As you explore this historic site, take a moment to appreciate the beauty and significance of the surroundings. Afterward, indulge in a tasting of local appetizers paired with some of the exquisite specialty wines, showcasing the rich flavors of the region.Tonight, enjoy a cooking class followed by dinner featuring the foods that you prepared earlier.Baglio Donna Franca, Marsala (B, D)

Sunday, September 27, 2026

Agrigento, Valley of the Temples This morning, embark on a journey from the charming town of Marsala to the stunning city of Agrigento, nestled on the southern coast of Sicily along the beautiful Mediterranean Sea. Once you arrive, a local expert will guide you through the ancient treasures during a tour of the Valley of the Temples, which boasts structures dating back to the fifth century BC. This extraordinary archaeological site was rightfully added to the prestigious UNESCO World Heritage list in 1997, showcasing its significance and historical value.After a day filled with exploration and discovery, return to the hotel for dinner, complemented by local wine. Hotel Della Valle, Agrigento (B, D)

Monday, September 28, 2026

Caltagirone, Taormina Today, we will head to the eastern shore of Sicily, where we will explore the picturesque seaside town of Taormina. As we travel, we make a stop in Caltagirone, renowned for its Baroque-style ceramics that reflect the rich artistic heritage of the region. Here, we will have the unique opportunity to visit the private home of the noble family, Pace Gravina. Giacomo, the owner, will welcome us into his magnificent palace and personally guide us through the incredible history of Sicilian nobility, sharing stories and insights. Once we finish the tour, he’ll host us for a lavish buffet lunch in the grand ballroom.Finally, we will continue our journey to our luxurious seaside resort hotel, perfectly situated on the beach in Giardini Naxos, where you will enjoy a relaxing stay for the next four nights, soaking in the beauty of this destination.Hotel Sant Alphio, Taormina (B, L)

Tuesday, September 29, 2026

Tour of Taormina, Greek-Roman Theater After breakfast, we'll take the funicular up the mountainside to the picturesque village of Taormina. Once we arrive, embark on a captivating guided tour of the area, where you'll discover the stunning Greek-Roman Amphitheater, a historical site that offers breathtaking views.After the tour, you’ll be free to explore a world of luxury shops and cafés, set against breathtaking vistas of the sparkling Mediterranean east coast—scenery made iconic by Season 2 of HBO’s hit series&nbsp;The White Lotus.The evening is yours to enjoy. Feel free to explore the area’s restaurants and sample the local specialties.Hotel Sant Alphio, Taormina (B)

Wednesday, September 30, 2026

Mt. Etna, Zafferana Start your day right with breakfast this morning, as today promises an exciting adventure to Mt. Etna, the tallest active volcano in Europe, known for its stunning landscapes. We’ll make a stop in the picturesque town of Zafferana, where you’ll get the unique opportunity to visit a local rosticceria, learning the art of making the famous arancini rice balls, a cherished Sicilian delicacy. Savor the flavors of exquisite cannoli, alongside a selection of other local foods and fine wines.This afternoon, we’ll return to our seaside hotel in Taormina, where you can unwind and enjoy a relaxing evening, soaking in the beautiful surroundings.Hotel Sant Alphio, Taormina, (B, L)

Thursday, October 1, 2026

Free day, Optional excursion to Siracusa Today, take some free time to either relax and unwind on the beautiful beach or by the inviting pool, or venture out to explore and shop in the charming streets of Taormina at your own pace. The choice is yours!Tonight, immerse yourself in a culinary experience like no other as you enjoy a sumptuous dinner prepared by the renowned Sicilian chef, Cristian Foti. Enjoy plenty of exquisite wine flowing and local singers serenading you; this night will transform into a lively and festive party filled with joy and laughter.Optional Experience:&nbsp;&nbsp;An optional trip to the historic city of Siracusa will be offered by your tour leader. Hotel Sant Alphio, Taormina, (B, D)

Friday, October 2, 2026

Departure Day or Optional Extension in SorrentoIt's time to say avererderci to those leaving Sicily today. After breakfast, you will be transferred to the Catania airport. We hope that you had a wonderful time and that you'll consider traveling with us again.To those embarking on the 3-day Sorrento extension, your tour continues.After breakfast, we’ll depart Sicily and begin our journey to Sorrento. Along the way, we’ll enjoy a scenic ferry cruise across the Straits of Messina to reach mainland Italy. Our route includes a relaxing lunch stop in the picturesque region of Calabria, before continuing north.Later in the afternoon, arrive at the Villa in Sorrento, overlooking the Gulf of Naples. Enjoy a delightful dinner accompanied by music, dancing, and wine.Villa Giovanna, Sorrento (B, D)

Saturday, October 3, 2026

Isle of Capri (with optional Sorrento add-on) Today, transfer by boat to the famous and beautiful island of Capri. A Wherever Tours representative at the hotel is available to offer any suggestions before your transfer so that you can make the most out of your day. This tiny island, once the playground of ancient emperors, will leave you breathless due to its limitless charm and historical sights. Take some time to shop and explore, and most of all, enjoy the spectacular views from above.Upon your return, take some time to wander the streets of Sorrento before retiring to the hotel. Villa Giovanna, Sorrento (B)

Sunday, October 4, 2026

Sicily: Jewel of the Mediterranean with optional Sorrento Fall 2026

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