📍 Meeting Point: Porta Romana, Central Florence
⏰ Meeting Time: 07:45 AM – Departure at 08:00 AM
⏳ Return to Florence: Approx. 08:00 PM
Embark on a scenic Tuscan adventure blending cinema, history, wine, and gastronomy! Travel in a private 8-seat mini-van through the iconic Tuscan countryside, a landscape celebrated in world-famous films.
Stop 1: Cortona – “Under the Tuscan Sun”
Wander the charming hilltop town of Cortona, renowned for its olive groves and its starring role in Under the Tuscan Sun. Enjoy free time to explore the narrow medieval streets, artisan shops, and film landmarks. Who knows—you might even start your own Italian love story!
Stop 2: Local Farm Experience – Authentic Tuscany
A short drive takes us to a family-run farm where Cinta Senese pigs roam freely. Stroll through olive groves and vineyards, then enjoy a farm-to-table tasting of cured meats, bruschetta, and locally produced wine. A true taste of Tuscany awaits!
Stop 3: Montepulciano – “Twilight Saga: New Moon” & Wine Tasting
Step into the walled medieval town of Montepulciano, famous for its Montepulciano DOCG wine and for being a key filming location for Twilight Saga: New Moon. Visit a 14th-century underground wine cellar, where you’ll enjoy a complimentary wine tasting of local varietals and specialties.
Stop 4: Val d’Orcia – The Ultimate Tuscan Landscape
Relax as we drive through the breathtaking Val d’Orcia, a UNESCO-listed region known for its rolling hills, cypress trees, and postcard-perfect landscapes.
Stop 5: Siena – “Letters to Juliet” & “Stealing Beauty”
Our final stop is Siena, one of Italy’s most beautiful medieval cities. Stroll through its narrow alleys, discover artisanal shops, and admire the grandeur of Piazza del Campo and the Siena Cathedral. Enjoy free time to soak in the city’s cinematic charm before returning to Florence.
You can discover even more of this beautiful Italian region on our Multi-Day Tours of Tuscany. Whether you are keen to discover Tuscany through your tastebuds on the Great Escape Winery Tour or want to see the cities of Florence, Cinque Terre, and Pisa on a Multi-Day Trip of Tuscany, we have the perfect tour waiting for you!
Any questions? Don’t hesitate to get in touch.
Meet your local tour leader to travel by private 8-seat mini-van through the beautiful Tuscan countryside enjoyed by generations on the movie screen.
Join our local guide for a private mini-van journey through Tuscany’s picturesque countryside, celebrated in many films. Discover the Italian lifestyle, traditions, cuisine, and more with insights from your guide en route to Siena. This medieval town, famed for its role in “Letters to Juliet” and “Stealing Beauty,” enchants with its narrow artisan streets and the iconic red-brick squares. Don’t miss the gothic Siena Cathedral before we proceed.
Next, we visit Montepulciano, known for “Twilight Saga’s New Moon” and for its Montepulciano DOCG wine. Enjoy a wine tasting and explore local products in a 14th-century cellar, with opportunities to buy unique gifts or ship them home. Your guide will share insights into the movie scenes filmed here, allowing free time to explore more town attractions.
Lunch is in a local restaurant in Montepulciano, set in a captivating cellar where Tuscan hospitality meets the rich flavors of local wines paired with traditional Tuscan dishes. Discover the cellar’s underground tunnel, possibly an ancient Etruscan site, adding a historical twist to your meal.
Our final stop is Cortona, the olive grove-dotted hilltop town made famous by “Under the Tuscan Sun.” Enjoy free time to wander its narrow lanes, visit artisan shops, and see landmarks from the film, perhaps starting your own Italian romance story.
This 12-hour tour blends cinematic history with authentic Tuscan culture for an unforgettable experience.
Still not made up your mind on which Florence experiences you want to enjoy most? Explore our Multi-Day Tours of Tuscany and Day Tours in and Around Florence.
