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Discover the treasures of Tuscany on an Italian adventure

Uncover the warmth and richness of Italian culture as you journey from Rome to Venice on an eight-day Premium adventure. Travel through the rustic heart of Tuscany as you seek out culinary delights and tucked-away treasures among the rolling countryside. Explore the wonders of Venice’s Piazza San Marco, Pisa’s Leaning Tower and Rome’s Colosseum with an expert local leader. Castle stays, local wine tastings, multi-course dinners and high-speed train journeys – this adventure will make memorable moments for both the Italian novice and maestro.

Why you’ll love this trip

  • Nestled in the rolling vineyards of Tuscany, spend a memorable night at your gorgeous Feature Stay hotel converted from an 11th-century convent and dine on a gourmet meal at the onsite restaurant.
  • Explore Rome’s iconic Colosseum under moonlight during an Exclusive Experience evening tour. Walk in the footsteps of gladiators without the jostling daytime crowds.
  • Treasure Tuscany’s love of cuisine and viticulture during a trip to the celebrated wine-growing region of San Gimignano. Visit a family-run winery and sample some world-class wine.
  • Take advantage of local knowledge with a small-group leader joining you on orientation walks in some of Italy’s best cities and recommending places to visit and eat.
  • Venice is the ideal place to wander with no set path. Lose yourself in the town’s myriad alleyways, full of artisan shops and eateries, and dine on cicchetti – Venice’s version of tapas.


Map of Premium Tuscany including Italy

Day 1: Rome

Welcome to Rome! Enjoy a complimentary transfer to your hotel and settle in. If you arrive with time to spare, the city’s magnificent buildings are best appreciated by foot, so perhaps wander in search of an espresso. Your Italian adventure begins with a welcome meeting at 6 pm, where you will meet your local leader and fellow travellers joining you. Once the formalities are out of the way, get your first taste of Italy over an included dinner with your group at an excellent local restaurant. Sitting down to dinner in Rome means experiencing generations of culinary know-how and timeless traditional recipes. Once your leader introduces you to some of Italy’s best dishes, you’ll understand why this country is so renowned for great food.

Day 2: Rome

From incredible ancient monuments to glamourous restaurants and boutiques, Rome is a city of great beauty and diversity. Today your leader will take you back in time as you learn about historical monuments during an orientation walk of the city. Marvel at the Roman Forum, the Victor Emmanuel Monument, the Pantheon, the Colosseum, Trevi Fountain, Piazza Navona and Venezia, the Spanish Steps and Via Dei Condotti. Stop in at a local bar for a quick coffee or gelato. The afternoon free for you to explore as you please – perhaps take the chance to visit the majestic Vatican City and St Peter’s Basilica. Rome’s grandiose Colosseum is its most iconic site, and this evening you’ll have the opportunity to avoid the daytime crowds and explore the Colosseum by night. Follow the footsteps of gladiators and Roman emperors as your leader shares the unbelievable history of this great arena.

Day 3: Siena / Monteriggioni / Chianti Region

This morning take a high-speed train to Florence, your gateway to Tuscany. From here you will drive to the gorgeous city of Siena, where your leader will show you the most interesting sights on an orientation walk. At the city’s heart is the Piazza del Campo – home to the biannual Palio horse race, and nearby is the stunning Siena Cathedral. Continue on for another 30 minutes to Monteriggioni – a Tuscan walled town full of history. Over a dozen towers are spread throughout the town, once used to defend Sienese territory from the Florentines. You will have time to explore this small village before arriving at your feature stay accommodation. Tucked away among Tuscany’s famous rolling green hills you’ll find a romantic and historic hotel. With cinematic views of the surrounding vineyards and countryside, this place is what dreams are made of. Tonight, indulge in an included gourmet dinner at your hotel with your group – the food is made with ingredients grown on their on-site garden and perfectly paired with some of the region’s local wine.

Day 4: San Gimignano / Lucca / Pisa / Florence

Start the day with a visit to San Gimignano – the ‘Town of Fine Towers’. Explore the medieval Old Town centre and its fine Gothic and Romanesque architecture, with your leader on hand to answer any questions inspired by your explorations. This region is also renowned for its ancient Vernaccia grapes, which are the basis for one of Tuscany’s finest white wines. Your group will have the chance to visit a family-run winery, explore the vineyards and sample some of their celebrated wine. Then continue to Lucca, a delightful city on the Serchio river, and take a walk along the city’s beautifully preserved Renaissance walls. Your next stop is Pisa. Due to the precarious state of the Leaning Tower of Pisa, the Torre Pendente, it is not always possible to climb it, but you will have the opportunity to photograph it from the ground as your leader shares the history of this legendary building. You may wish to visit the Cathedral, Baptistry, Museums and Camposanto, in which case your leader will help you arrange tickets. Continue to your accommodation in Florence, the jewel in the Tuscan crown.

Day 5: Florence

Today you will discover one of the world’s most beautiful city’s during an orientation walk with your leader. Marvel at the at the Duomo cathedral, visit the St. John’s Baptistery and hear the stories of the Medici family who ruled over the city during the Renaissance. Cross the iconic Ponte Vecchio bridge and peruse the ancient shops that huddle on its edges. Stop by the Santa Maria Novella Pharmacy. Established in 1221, this is believed to be the oldest operating pharmacy in the world. Still in its original building and using 800-year-old recipes and preparation methods, this is truly like taking a step back in time. Enjoy a free afternoon – perhaps pay a visit to Galleria dell’Accademia, the home of Michelangelo’s world-famous statue of David, or kick up your heels and watch the world go by with an excellent local coffee in hand. Florence boasts a delectable array of restaurants so be sure to ask your leader for recommendations.

Day 6: Florence

Enjoy a free day in Florence to explore the city and its museums and galleries – ask your leader for some local tips on the best way to spend the day. Visiting the Uffizi while you are here is highly recommended – it is one of the oldest galleries in the world, and a building of great beauty. Sample some of the culinary delicacies on offer from across Tuscany, with dishes known for their freshness, simplicity and quality. Olive oil, beans and herbs are a feature here. Two standout dishes of the region are bistecca alla fiorentina – a large steak sliced on the bone and shared between multiple diners, and ribollita – a simple, hearty soup of bread, vegetables and beans. Panforte is the signature sweet treat.

Day 7: Venice

In the morning, head to the railway station and take a high-speed train to Venice. Upon arrival your leader will take you on an orientation walk so you can get acquainted with the city’s maze of canals and learn about its unique history. Lunch today is a tasting of cicchetti – Venice’s version of tapas. Enjoy a delicious array of small dishes such as black ink calamari, polenta with seafood and seasonal vegetables. The rest of the afternoon is yours to explore. The Grand Canal, the quaint shopfronts that line the Rialto Bridge and the Piazza and Basilica di San Marco are all worthy sights to visit, or simply meander around the tiny cobbled streets and discover the beautiful markets, cafes, galleries and churches. A Venetian gondola ride down the canals is a must, as is a taste of the region’s dessert speciality, tiramisu.

Day 8: Venice

With no activities planned for today, your trip comes to an end after breakfast. Those looking to extend their stay can arrange additional nights’ accommodation at the time of booking the trip (subject to availability).



7 breakfasts, 1 lunch, 2 dinners


High-Speed Train, Private vehicle, Ferry


Comfortable hotel (6 nights), Feature stay (1 night)

Included activities

  • Rome – Welcome Dinner at Local Restaurant
  • Complimentary Airport Arrival Transfer
  • Rome – Orientation Walk
  • Rome – Afterhours Visit to the Colosseum
  • Siena – Orientation Walk
  • Monteriggioni – Orientation Walk
  • Chianti Region – Gourmet Dinner
  • San Gimignano – Agriturismo Winery Tour & Tasting
  • Lucca – City Walls & Orientation Walk
  • Pisa – Pisa Visit & Orientation walk
  • Florence – Santa Maria Novella Pharmacy Visit
  • Florence – Orientation Walk
  • Florence – Piazzale Michelangelo & Giardino delle Rose
  • Venice – Cicchetti Tasting
  • Venice – Orientation Walk

Premium Inclusions

  • Arrival airport transfer
  • Tipping for accommodation, activities and transport
  • Luggage transfer
  • Daily breakfast and signature local meal experiences
  • 24/7 on-ground support


Images courtesy of Intrepid Group