📍 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 full-day journey through Tuscany’s most cinematic towns and landscapes. From Under the Tuscan Sun to Twilight: New Moon and Letters to Juliet, this tour blends Hollywood backdrops with authentic Tuscan experiences. Travel in comfort by private 8-seat mini-van as you explore medieval hilltop towns, sip world-class wines in centuries-old cellars, and savor farm-to-table flavors at a local estate. With olive groves, vineyards, and UNESCO-listed scenery along the way, this 12-hour adventure is the perfect mix of film magic, history, and gastronomy—ending back in Florence in the evening with memories that feel like scenes from your own Italian movie.
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.
Departure from Florence
Meet your local tour leader and set off in a private 8-seat mini-van through Tuscany’s rolling hills and vineyards, landscapes loved by generations on the big screen. Along the way, your guide shares stories of Italian traditions, cuisine, and daily life.
Siena – Letters to Juliet & Stealing Beauty
Arrive in Siena, a medieval gem with red-brick squares, artisan streets, and a Gothic cathedral. Featured in Letters to Juliet and Stealing Beauty, the town offers a cinematic backdrop for exploring and photography. Enjoy free time to wander before continuing.
Lunch at a Local Farm
Visit a picturesque farm where Cinta Senese pigs roam semi-wild, thriving on natural feed. Stroll through olive groves and vineyards, then savor a tasting board of cured meats and garden-fresh bruschetta, paired with the farm’s wine, an authentic taste of Tuscany.
Montepulciano – Twilight Saga’s New Moon & Wine Tasting
Next, Montepulciano, famed for DOCG wine and Twilight Saga: New Moon. Explore a 14th-century cellar for guided tastings of wine and local specialties, with the chance to shop or ship products.
Cortona – Under the Tuscan Sun
End the day in Cortona, the hilltop town from Under the Tuscan Sun. Wander the streets, browse artisan shops, or enjoy panoramic views and film landmarks.
Return to Florence
After a day of cinematic highlights, local flavors, and Tuscan scenery, return to Florence with unforgettable memories.
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.
Florence: Piazza della Calza, right in front Porta Romana at the blue P (parking) sign.
San Gimignano area: Tuscany on Wheels office, Strada di Sant’ Appiano 9/i – Barberino Tavarnelle
Every TUESDAY, FRIDAY, SUNDAY.
From Florence at 8:00am, from Chianti area at 8:45am.
