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.
Multiple 2026 Departure Dates
May 21 - 27
September 6 - 12
October 9 - 15
November 5 - 11
Pricing
Single Room: $1995pp
Double Room: $1895pp
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.
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.
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)
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. If needed, the class will be split among two groups (AM or PM).
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)
This morning, get ready for a Venetian adventure!
Your driver will pick you up at the Villa and drive to the 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. (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)
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)
FLIGHT HOME
After breakfast, check out and transfer to Florence airport for the flight home. For early morning departures, a boxed breakfast will be provided.
Arrivederci Italia! (B)
Travel Tips
🍷 Slow Down & Savor
Tuscany is best enjoyed at a relaxed pace. Build in time for long lunches, scenic drives, and unplanned moments—this is where the magic happens.
👟 Comfortable Shoes Are a Must
Expect cobblestones, hills, and stairs—stylish but supportive walking shoes will be your best travel companion.
🍝 Dining Like a Local
Lunch is typically the main meal of the day, and dinner is often served later than in the U.S. Restaurants may close between lunch and dinner, especially in smaller towns.
💶 Cash Comes in Handy
While credit cards are widely accepted, small shops, cafés, and rural areas may prefer cash. ATMs are easy to find in towns and cities.
📱 Stay Connected
Consider an international phone plan or eSIM for navigation, translation, and staying in touch while on the road.
🕰️ Embrace Italian Time
Things move a little slower—and that’s part of the charm. Shops may close midday, service may feel unhurried, and meals are meant to be enjoyed, not rushed.
🛂 Travel Smart
Ensure your passport is valid for at least six months beyond your travel dates, and travel insurance is strongly recommended to protect your investment.
Ciao (chow) – Hello / Goodbye
Buongiorno (bwohn-JOR-noh) – Good morning / Good day
Buonasera (bwoh-nah-SEH-rah) – Good evening
Per favore / Per piacere (pair fah-VOH-reh / pair pee-ah-CHEH-reh) – Please
Grazie (GRAHT-see-eh) – Thank you
Grazie mille (GRAHT-see-eh MEE-leh) – Thank you very much
Prego (PREH-goh) – You’re welcome
Scusi / Scusa (SKOO-zee / SKOO-zah) – Excuse me / Sorry (formal / informal)
Un tavolo per due, per favore
(oon TAH-voh-loh pair DOO-eh, pair fah-VOH-reh) – A table for two, please
Possiamo vedere il menu?
(poh-SYAH-moh veh-DEH-reh eel meh-NOO) – May we see the menu?
Il conto, per favore
(eel KON-toh, pair fah-VOH-reh) – The check, please
È delizioso!
(eh deh-lee-TSEE-oh-zoh) – It’s delicious!
Un bicchiere di vino rosso/bianco
(oon bee-KYEH-reh dee VEE-noh ROS-so / BYAHN-koh) – A glass of red/white wine
Acqua naturale o frizzante?
(AH-kwah nah-too-RAH-leh oh frit-TZAN-teh) – Still or sparkling water?
Senza fretta
(SEN-zah FREHT-tah) – No rush
Dov’è il bagno?
(doh-VEH eel BAHN-yoh) – Where is the bathroom?
Quanto dista?
(KWAN-toh DEES-tah) – How far is it?
A che ora apre/chiude?
(ah keh OR-ah AH-preh / KYOO-deh) – What time does it open/close?
Può aiutarmi?
(pwoh ah-yoo-TAR-mee) – Can you help me?
Quanto costa?
(KWAN-toh KOH-stah) – How much does it cost?
Va benissimo
(vah beh-NEES-see-moh) – That’s perfect
Solo guardando, grazie
(SOH-loh gwaar-DAN-doh, GRAHT-see-eh) – Just looking, thank you
Parla inglese?
(PAR-lah een-GLAY-zeh) – Do you speak English?
Non capisco
(non kah-PEES-koh) – I don’t understand
Piano, per favore
(PYAH-noh, pair fah-VOH-reh) – Slowly, please
Learning these basic phrases can make your interactions with locals much smoother and more enjoyable.
Per Person in Double Room: $1895
Per Person in Single Room: $1995
INCLUSIONS:
Your travel package includes:
5 nights at Tuscany Villa
Daily buffet breakfasts
Professional English-speaking Tour Escort throughout the tour
Guided tour in Venice with Gondola ride
Guided tour in Florence
Pasta Making Class at Villa Casagrande with Dinner
Wine & Oil tasting with lunch in San Gimignano winery
1 dinner at at Villa Casagrande; Drinks (½ water; ¼ wine)
Headsets
Transfer in/out from Florence
Daily Transportation for tours as per itinerary
EXCLUSIONS:
Your travel package excludes:
Hotel City tax - guests will need to pay upon arrival a Tourist city tax
4* hotel in Figline Valdarno: May/ Sept 2026 € 2 per person, per night April / Oct – Nov € 1 per person, per night
Porterage in/out Hotel
Admissions for museums/ sites
Airfare
Gratuities to the Tour Leader/ Local Guides/ Drivers
Everything not clearly specified in the itinerary
All deposits are non-refundable
Travel Insurance is highly recommended. We are happy to provide two insurance quotes for your consideration
Passports must be valid for at least 6 months after your return date
Airfare can be quoted upon request
If you wish to extend your stay, please let us know and we can assist with those arrangements
We're here to help! For inquiries or assistance, feel free to reach out:
Phone or WhatsApp: +518 852 8161
Email: laurie@pushpintours.com