Venice, Milan, Sorrento, Chianti, Amalfi Coast, Rome, Sicily, Taormina, Florence
Dates are customizable for private departures.
Discover Italy's diverse history, pristine nature, and contemporary culture on this 14-day journey. From hiking Mount Etna to zooming around Rome on a Segway, witness this magnificent country from many different vantage points. Be immersed in Italy's renowned cuisine, discover the wines of Chianti and Sicily, and attend a cooking class in Florence. Book your dream Italy tour today.
Milan - A Chic Arrival
Upon your arrival, you will be met and transferred by your private driver to your accommodation in the heart of Milan. Depending on your time of arrival, you may wish to rest at your hotel or set out for an independent exploration of the city. Milan has emerged as a fashion capital, which is on full display throughout the city, especially in the Galleria Vittorio Emanuele II. You may also wish to visit some of Milan’s architectural gems, such as the Duomo, La Scala Theatre, or Sforza Castle.
Venice - Discover "La Serenissima"
This morning, you will be transferred to the train station for your high-speed train to Venice, during which you will ride in a first-class cabin. You will be able to relax as the countryside of Lombardy and Veneto pass you by to reveal farmland, Cypress trees, and vestiges of the past. At the Venice Train Station, you will be met and transferred to your hotel. The remainder of the day will then be yours to explore independently. You may wish to walk to Piazza San Marco, visit the Rialto Bridge, or admire the city in its everyday splendor.
Venice - Wander the Canals
At its height, Venice was one of the wealthiest states in the world and a center of trade. By walking along its canal, it is easy to find remnants of this storied past. After breakfast, you will rendezvous with your guide for an introduction to this iconic city. During your tour, you will visit the St. Mark’s Square, admire art and architecture at the Doge’s Palace, and sample local street food. You will then take to the canals in the afternoon for a ride on a gondola to see the city from the water.
Florence - Discover Florence's Magic
This morning, you will embark by train to Florence, which was one of Italy’s most influential cities. After checking in at your hotel and having a rest, you will meet your guide for an introduction to the city. Today, you will discover Florence’s modern and historical gems, such as the bustling Sant’Ambrogio Market and the Piazza Della Signoria, where you can gaze upon Michaelangelo’s beguiling statue of David.
Florence - Lean in at Pisa
This morning, you will enjoy a delightful breakfast before transferring to the train station for a half-day excursion to one of Italy’s most frequently photographed places, Pisa. The city is best known for its Leaning Tower, but you will also have a chance to admire the strikingly intricate details of the Romanesque Pisa Cathedral and the site’s Monumental Graveyard. After some time for photographs, you will head back to Florence for an afternoon at your leisure.
Florence - ATV Tour of the City
Today, you will enjoy your lunch with some adrenaline and a nice Chianti. This morning, you will venture out to the Tuscan countryside with your guide for a half-day quad excursion that will have you exploring this storied region. The Chianti region is famous for its eponymous wine, and you will have a chance to tour scenic vineyards, fragrant olive groves, and forests on your ATV. You will then conclude your tour with a lunch of local dishes before heading back to Florence, where you will visit an enchanting 13th-century castle en route.
Sorrento - On the Amalfi Coast
Today, you can hop on the train to Naples and head to the Amalfi Coast, which will be your base for the next two nights. Known for its azure water and laid-back atmosphere, the area is also home to some incredible archaeological sites like Pompeii. You will visit the 6th-century city, which was buried and subsequently preserved by falling ash from the erupting Mount Vesuvius. Afterward, you will continue to Sorrento, where you will enjoy an afternoon of admiring the incredible scenery with a gelato or an Aperol Spritz.
Sorrento - Day-Trip to Capri
Capri has long captivated the world as a destination for the glitterati. Today, you will visit this highly sought island with your guide, where you will be able to appreciate the expansive views from Anacapri in addition to walking along the narrow streets of Capri to its local fish market for delectable pescatarian treats. After lunch, you can stroll through the Augustus Gardens before a boat trip carries you to the Blue Grotto. The Blue Grotto is a series of cave formations that shimmer with cerulean reflections from the water. After you have had enough, you will return to Sorrento in the late afternoon.
Rome - Scoot through Rome
After leaving the picturesque Bay of Naples, your train will speed to Italy’s capital. After checking in and having a rest, you may wish to set out to explore the city on your own. The Trevi Fountain and Spanish Steps are just around the corner in addition to many quiet corners and cafes that give Rome such a romantic allure. In the afternoon, you will explore this metropolis via Segway. This unique tour will have you scooting around Rome’s ancient treasures, such as the Colosseum. Rome comes alive at night, and you may wish to explore the many culinary gems that it has to offer.
Rome - Secrets at Vatican City
The Catholic Church and Rome will be forever intertwined. This morning, you will spend some time with your guide, marveling at the Church’s epicenter of Vatican City. Your guide will provide you with the ability to skip the lines at the Vatican Museums while also providing you with intriguing historical context. During your tour, your guide will educate you about the museum’s intricate artwork and history. The Vatican Museums are notoriously mysterious, and your guide will help you uncover some of their secrets.
Taormina - Fly to Sicily
Sicily’s history, language, and culture is very distinctive, and local residents have a strong sense of regional identity. Sicilians identify more with being Sicilians than they are Italians. After your arrival at Catania Airport, you will have the option of heading up the coast to Taormina or stopping to visit Sortino and the mountainside UNESCO World Heritage Site of the Necropolis of Pantalica. Taormina’s seaside location and its Greek-Roman Theatre will provide you with a unique base to enjoy Sicily.
Taormina - Mount Etna and Wine Tasting
Today, you will substitute your flip flops for hiking shoes when you visit one of the world’s most active volcanoes: Mount Etna. You will traverse lava flows and take in the views of the island as your guide explains the volcano's geological history and its relationship with the people who live in the surrounding area. The minerals from Mount Etna produce highly fertile soil, and you will get to experience this firsthand when you visit a local enoteca and sample wine that has been produced in the region. After your wine tasting experience, you will return to Taormina.
Taormina - Luxuriate in Taormina
Today will be at your leisure to enjoy all of Taormina’s offerings. Isola Bella is a nature reserve that is connected to the mainland by a narrow strip of beach. You may wish to shop at Taormina’s many small boutiques that sell everything from small souvenirs to designer clothing. Alternatively, you may want to indulge in the cool water of the Ionian Sea, people-watch, and sip cocktails on your favorite beachside location.
Taormina - Departure
After breakfast, you will be transferred to the airport for your international departure.
- Explore the breathtaking Tuscan countryside of Chianti on quad-bike ATVs
- Skip the line and hunt for secrets at the Vatican Museums
- Visit Florence’s iconic churches and museums
- Embark on an exhilarating hike on Mount Etna with a post-hike wine tasting
- Enjoy a romantic gondola ride through the canals of Venice
- Luxuriate in the classic beauty of Capri
- Visit relics from Italy's ancient past
- Indulge in the diverse cuisines from around the country, from regional dishes to local wine
$3,845 per person (excluding international flights)
Your Zicasso trip is fully customizable, and this sample itinerary is a starting place for your travel plans. Actual costs are dynamic, and your selection of accommodations and activities, your season of travel, and other such variables will bring this budget guideline up or down. Throughout your planning experience with your Zicasso specialist, your itinerary is designed around your budget. You can book your trip when you are satisfied with every detail. Planning your trip with a Zicasso travel specialist is a free service.
- In-country transportation
- Some or all activities and tours
- Expert trip planning
- 24x7 support during your trip
Your final trip cost will vary based on your selected accommodations, activities, meals, and other trip elements that you opt to include.
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