Live Like a Local
Tuscany 2026 Series
Live like a local in the heart of Tuscany with an exclusive escorted stay at a historic Tuscan 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. 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 table dinner, or discovering hidden gems with your expert guide, this journey is more than sightseeing—it's living.
DAY 1
Departure Day
Today marks the beginning of your unforgettable journey to Italy! Depart from your selected airport on your international overnight flight bound for the heart of the Mediterranean. As you board your plane, get ready to immerse yourself in the rich history, timeless beauty, and vibrant culture that await you in Italy.
DAY 2
Arrival Day
Welcome to Florence
Upon arrival at Florence airport, you'll be transferred to your Tuscan Villa . Check in at your hotel. 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.
DAY 3
FULL DAY FLORENCE BY RAIL
After breakfast, 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 you guide will greet you for 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 on your own.
In the late afternoon, walk back to Florence station and return by train to Figline. (B)
DAY 4
PASTA CLASS AT VILLA CASAGRANDE
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 in the afternoon let’s join a Pasta Class at Villa Casagrande.
(The pasta cooking class is available for up to 20 people, so the experience will take place in the morning for the first group and in the afternoon for the second group.) over 20 people each group will be an interactive pasta-making demonstration
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 feast! (B,D)
DAY 5
FULL DAY EXCURSION TO VENICE
This morning get-ready for a Venetian adventure!
You 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 2h 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. – NO ADMISSIONS
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
(B, D)
DAY 6
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.
Walk with the tour manager to 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 7
FLIGHT HOME
Breakfast at Hotel, check out and transfer to Florence airport to flight home.
Arrivederci Italia! (B)
2026 DATES:
Depart US: May 21
Depart US: September 6
Depart US: October 9
Depart US: November 5
Inclusions:
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5 nights at Tuscany Villa
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Daily buffet breakfasts
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Professional English-speaking Tour Escort throughout the tour
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Guided tour in Venice with Gondola ride
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Guided tour in Florence
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Pasta Making Class at Villa Casagrande with Dinner
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Wine & Oil tasting with lunch in San Gimignano winery
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1 dinner at at Villa Casagrande; Drinks (½ water; ¼ wine)
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Headsets
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Transfer in/out from Florence
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Daily Transportation for tours as per itinerary
Exclusions:
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City tax *
hotel city taxes* not included -guests have to pay it on site
Tourist city tax in 4* hotel in Figline Valdarno: May/ Sept 2026 € 2,00 per person, per night April / Oct – Nov € 1,00 per person, per night -
Porterage in/out Hotel
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Admissions for museums/ sites
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Airfare
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Gratuities to the Tour Leader/ Local Guides/ Drivers
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Everything not clearly specified in the itinerary
Please Note:
All deposits are non-refundable.
Travel Insurance is highly recommended. Please ask for a quote or click here
Room Occupancy & Invoicing
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Double Share: Price is per person when two travelers share one hotel room (two beds or one bed). Travelers sharing a room may pay separately; each person will receive their own invoice if requested. If booking double share with separate payments, please provide the full name of your roommate when available to ensure proper room assignment.
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Single: Price is per person for one traveler occupying a room alone. A single supplement applies due to hotel pricing.
If a roommate name is not provided, a single supplement may be applied.
Credit Card charges happen within 24-48 hours.