Live Like A Tuscan Local - 5 Night Escorted Tour

6 Days

A special 6 day 5 night tour of Italy. Enjoy a fabulous Tuscan experience! See Florence, stay at the Villa Casagrande in the Tuscan countryside, visit medieval towns and wineries, and explore the region and be a part of the local culture. When in Italy, do like the locals do!

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Total number of plans found: 1
Live Like A Tuscan Local - 5 Night Escorted Tour

Available Dates

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Tour Highlights

  • Stay at luxurious Villa Casagrande in the Tuscan countryside
  • Taste the flavors of the Tuscan region with wine and oil tasting
  • Visits to: Florence, Venice, and San Gimignano

5-Night Wonderful Italy Escorted Tour Includes

  • Arrival and departure transfers
  • Welcome briefing with your Tour Manager
  • Welcome dinner at the hotel
  • Tour leader and local guides for sightseeing
  • Full-day discovery of Florence with guided walking tour
  • Pasta-making class at the Villa
  • Visit a traditional artisan leather outlet in Florence
  • Special Tuscan wine and olive oil tasting in San Gimignano with a delightful lunch of regional specialties
  • Guided tour in Venice with a Gondola ride
  • Breakfast daily
  • Professional English-speaking driver guide throughout
  • Whisper-enhanced touring
Not Included: Porterage, Tips, Entrance fees to monuments or museums when not mentioned, entrance fees not specifically noted on the itinerary, city tax for overnight stays (Amounts vary depending on location), personal expenses, extra transfers.
 


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Day 1 | Arrive in Florence

Upon your arrival to Florence airport, you will journey to Hotel Villa Casagrande, a beautiful and relaxing retreat nestled in the Tuscan countryside. After check in and time to settle-in, meet the Tour Manager for a brief orientation and introduction of the charming town of Figline Valdarno The rest of the evening is at your leisure to relax and enjoy your first taste of Tuscan life. (D)

Day 2 | Full day Florence by rail from the Villa

After breakfast at Villa Casagrande, walk with your tour leader to Figline Station (15 minutes) and board a regional train bound for Florence, one of the most iconic cities in Italy and the birthplace of the Renaissance. Upon arrival at the station your guide will greet you for a guided walking tour (3-hours) through the heart of the historic center, where every corner reveals masterpieces of art and architecture—Brunelleschi’s Dome, Piazza della Signoria, the Ponte Vecchio, and more.

Later, take part in a special visit to a traditional artisan leather outlet, where you'll witness a brief demonstration (approx. 15 minutes) of centuries-old leatherworking techniques—an art form Florence is world-famous for. This visit is complimentary and offers insight into the city’s rich legacy of craftsmanship. The remainder of the day is yours to explore at your own pace: stroll through Florence’s lively streets, shop for unique souvenirs, dine at a local trattoria, or visit one of the many renowned museums and galleries, such as the Uffizi or the Accademia. (admissions not included).

In the late afternoon, walk back to Florence station and return by train to Figline at your own pace. Dinner is on your own this evening. (B)

Day 3 | Pasta making class at the Villa

Enjoy a relaxing day at your own pace in the serene surroundings of Villa Casagrande. Whether you choose to unwind by the pool, explore the beautiful gardens, or simply soak in the stunning Tuscan countryside views, this day is all about you.

In the morning or afternoon(class is split into groups of 20) you’ll join a Pasta Class at Villa Casagrande. Roll up your sleeves and get ready to dive into a delicious hands-on experience! Learn the secrets of crafting authentic Tuscan pasta from scratch. Laugh, knead, and shape your way to pasta perfection under the guidance of our expert chef — no prior cooking skills required! From mixing the dough to mastering the perfect cut, this class is as much fun as it is tasty. Plus, you get to enjoy your homemade creation paired with a glass of local wine. It’s the ultimate recipe for a memorable—and mouthwatering—Tuscan afternoon! 

Overnight at the Villa. (B, D)

Day 4 | Full day excursion to Venice

This morning get-ready for a Venetian adventure! Your driver will pick-you up at the Villa and drive to Tronchetto area (Venice). Upon arrival take a ferry to Cornoldi dock (15 minutes walking to St Mark square). A private guide will join you for 2-hour guided walking tour, strolling through narrow cobblestone streets and picturesque squares.

Discover iconic landmarks like St. Mark’s Square with its magnificent Basilica, the Doge’s Palace, the most iconic symbols of the city’s political power and grandeur and the Bridge of Sighs, while your expert guide shares captivating stories about Venice’s rich history, art, and culture. Explore charming hidden alleys, artisan shops, and vibrant markets that reveal the city’s authentic spirit beyond the usual tourist paths. (note admissions not included). 

The tour will end with a classic 30-minute gondola ride, gliding along serene canals and under historic bridges, soaking in the timeless atmosphere of this unique city.

The afternoon is yours to explore Venice at leisure, enjoy lunch at a canal-side café, or visit one of the city’s world-famous museums. Later, return by ferry to Tronchetto, then board your transfer back to Figline Valdarno. This evening, experience the authentic flavors of Tuscany with a traditional dinner at the charming Villa Casagrande. Overnight at the Villa. (B, D)

Day 5 | San Gimignano - Olive Oil & Wine Tasting with lunch at a winery

After breakfast, depart for the hilltop UNESCO World Heritage town of San Gimignano, famous for its medieval towers, cobblestone streets, and breathtaking views. Explore the town's charming shops, snap photos of its iconic skyline, and don't miss the chance to taste one of Italy's most award-winning gelatos; yes, it's totally worth the hype!

After soaking up the local charm, continue to a special Tuscan Winery, where a warm welcome awaits. Indulge in a guided wine tasting featuring locally produced wines and sample extra virgin olive oil and truffle oil straight from the source. A lunch of regional specialties will be served, perfectly paired with the estate's best vintages. Return to Villa Casagrande in the afternoon and overnight. (B, L)

Day 6 | Arrivederci Italy!

Breakfast at Hotel, check out of the hotel and transfer to the Florence airport for your flight home. After an unforgettable journey through the heart of Tuscany, with a taste of Venice, it's time to say Arrivederci, with a promise to return. And until next time, Tuscany will be waiting for you. (B)

MISCELLANEOUS INFO

Pricing

Your tour land price is per person based on two (2) people sharing a twin or double room. When a single room is booked, a single supplement will apply. 

This tour does not include:

  • Items not noted on itinerary
  • Tips to drivers and guides
  • City Tax to be paid locally

Airfare

Round-trip airfare can be booked online or via our call center at 800-833-4373.

Tour Date & Transfers

Tour dates are the date you would arrive in Florence. Please plan your air accordingly, as most flights overseas are overnight flights and you would depart the US one day earlier. If you book your airfare separately, please provide us with your flight details.

HOTELS

Villa Casagrande

Villa Casagrande
Villa Casagrande located in the old town centre of Figline Valdarno, a little town strategically located in a central position between the cities of Florence, Arezzo and Siena. It is a large, distinctive building with a spacious, austere enclosure in pure Tuscan style.
Duration: 5
Day: 1
Villa Casagrande