Live like a local in the heart of Tuscany with an exclusive escorted stay at 4-star Hotel Villa Casagrande—a historic villa where authentic Italian life unfolds with comfort, charm, and style. Surrounded by rolling hills, vineyards, and olive groves, this carefully curated experience invites you to slow down, settle in, and savor Tuscany as only locals do. From the moment you arrive, Villa Casagrande becomes your personal heaven. Enjoy morning espresso in the courtyard, stroll through the villa’s lush gardens, and unwind each evening with a glass of wine and sweeping countryside views. Each day is seamlessly planned with guided excursions to nearby medieval towns, artisan markets, wineries, and cultural treasures—always returning “home” to the warmth of the villa.

Whether you’re learning to cook with local ingredients, sharing stories over a long dinner table, or discovering hidden gems with your expert guide, this journey is more than sightseeing — it’s living.

At Villa Casagrande, you don’t just visit Tuscany, you belong to it.

Itinerary

Day 1 –

TUSCANY

Welcome to Tuscany! Upon arrival, make your independent transfer to Villa Casagrande in Figline Valdarno. After checking in and some time to settle in, you will meet your Tour Manager for a brief orientation and introduction to 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.

Day 2 | B

FLORENCE

After breakfast at Villa Casagrande, set off for a full-day discovery of Florence, one of the most iconic cities in Italy and the birthplace of the Renaissance. Upon arrival, enjoy a guided walking tour 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.

In the late afternoon, return to the comfort and tranquility of Villa Casagrande and overnight.

Day 3 | B

DAY AT LEISURE – OPTIONAL VENICE TOUR

Spend a relaxing day enjoying the peaceful ambiance of Villa Casagrande, lounging in the gardens, enjoying the spa, or exploring the town of Figline Valdarno at your own pace.

Day 4 | B, L

LUCCA – PISA- WINE TASTING WITH LUNCH

Begin your day with a leisurely breakfast at Villa Casagrande before meeting your driver for departure to Pisa. On the way, enjoy a guided walking tour of Lucca, a charming Tuscan city renowned for its perfectly preserved Renaissance walls that encircle the historic center. Stroll along broad, tree-lined pathways atop these 16th- and 17th-century ramparts, explore quaint cobblestone streets, and visit Casa di Puccini, the birthplace-turned-museum of the famous opera composer.

Continue your journey to a local farm where you’ll indulge in a wine tasting paired with a light Tuscan lunch, savoring the authentic flavors of the region.

Arriving in Pisa, you will have free time to explore the Piazza dei Miracoli, admiring landmarks such as the Baptistery and the world-famous Leaning Tower. Your Tour Manager will be available to guide you through the atmospheric old town, once crossed by canals, with its narrow, winding streets full of history and charm.

In the late afternoon, you’ll be transferred to the Villa to unwind and overnight.

Day 5 | B

DAY AT LEISURE – OPTIONAL PASTA CLASS AT 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.

Alternatively experience a funny Pasta Class at Villa.  

Day 6 | B, L

SAN GIMIGNANO – OLIVE OIL & WINE TASTING WITH LUNCH IN 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.

Day 7 – B, D

DAY AT LEISURE – FAREWELL DINNER

Today is all about relaxation. Whether you choose to stroll through the villa’s Renaissance gardens, sip wine under the Tuscan sun, or treat yourself to a spa session, Villa Casagrande invites you to pause and enjoy the simple pleasures of Italian life.

Celebrate the end of your unforgettable journey with a special farewell dinner at Villa Casagrande, a perfect way to reflect on the memories made and toast to new friendships.

In alternative you can join us for an exciting Optional Classic Chianti wine tour

Day 8 –

TUSCANY – FLIGHT HOME

Breakfast at Hotel, check out and independent transfer to the airport to fly home.

Arrivederci Italia!

Price includes 7 nights’ accommodation in Villa Casagrande and professional English-speaking Tour Escort throughout the tours.

Contact Us at 800-621-2259 or info@tourcrafters.com to book today!

*Package descriptions and pricing are subject to change without notice.