Live your authentic Tuscan experience while grapes are harvested around you and wake up for coffee with a view over the vineyards of your luxury winery estate in this hills between Florence and Pisa. A specially curated week for travelers who want to experience the highlights of Tuscany and season the week with local flavors of the region, in the comfort of a small group and while the details are all taking care of by Insiders.

This experience is curated specifically for travelers who want culture, connection, and ease without feeling rushed. Yes, Tuscany takes a nap mid-day...and mostly, so will you!

• This isn’t a “tour bus” experience — and it’s not a retreat — it's your bucket list

• 6 nights/ 7 days of realizing your bucket list with no stress

• Immerse yourself into the countryside and savor Italian village life

• Small group of like minded travelers

• Two traditional meals each day

• Daily excursions of the highlights with thoughtful pacing (no pressure, no exhaustion)
  Time to explore — without ever feeling unsupported

• We take care of all logistics so you can relax into the experience

Insiders Tours Inc Disclaimers

• Arrive Pisa International (PSA)

• Afternoon Group Transfer to estate

• Quick rest and freshen-up

• Depending on arrival time, traditional dinner at estate or local village.

• The estate is set in rolling Tuscan hills and each apartment has a full kitchen. You will stay in a private room, but can request a private apartment if available and your booking will be adjusted.

• Breakfast at estate

• Linger, swim, take a bike ride, or simply take in the views on your terrace

• Visit an Ancient Medieval mountain top village, that is still self-sufficient today

• Savor a cafe in the main square, taste their cherry-salami and explore Castello dei Vicari built in 1000AD, with panoramic views of the Valdera Valley

• Drop in and see the inner workings of bustling family run pasta factory that supplies the area(when pasta on the table is not homemade)

• Lunch in a village trattoria, housing an Etruscan Cheese Cellar and delicious hospitality

• On the return drive, stop at a local supermarket for snacks and nibbles

• Evening at leisure

• Breakfast at estate

• Depart estate and travel the country roads to a magnificent winery for a pasta making class and wine tasting

• Lunch is your personal creation in beautiful setting

• Save space for dessert and enjoy gelato in San Gimignano, a fortified Medieval city that rivals today’s Manhattan.

• Free time to explore the numerous towers, cobblestone streets lined with quaint shops, even a torture museum in San Gimignano

• Breakfast at estate

• Embark on your Florence Excursion (includes city tour of the Renaissance capital of the world with a licensed archeological guide, and a visit with Micheal Angelo’s David).

• No group meal in Florence since there are too many options and participants may want to wander on own. 

• The Florence day is a long day with loads of marvels to see and experience  and a lot of walking. Comfortable shoes are a must!   

• Once back at the estate, we gather for a late-night pizza party! Bring your own wine…the estate has amazing organic wines for purchase during your stay.

• Breakfast at estate

• Regardless if you're a fan of truffles or not, once the 16th century tower of the village comes into view and you meet the working Lagotto Romagniolo dogs, you instantly feel the connection with the earth beneath your feet.

• Find the truffles, eat the truffles on this delicious experience.

• No new, white shoes please.  

• Return to estate and after a quick rest, our hosts present the winery workings, the family legacy, and a refreshing wine tasting.

• Breakfast at estatel

• Morning at leisure

• Pisa Excursion: We like to think of Pisa as a Medieval city with Renaissance facade.

• Pisa University, founded 1343, is the oldest university in Italy, as well as one of the oldest in Europe... college town? (yes, and more)

• It's compact, but has lots to experience...so charge that camera.

• Climb a leaning tower (one of the most famous church bell towers in the world) and walk the historic streets by the Arno River the knights had fought to protect or claim in days gone by.

• Late lunch at the oldest trattoria in the city!

• Breakfast an the go...it's delicious and an Insiders favorite

• Enjoy your last sunrise over the rolling hills before check out and your transfer to Pisa International for flight home!

• Thank you for entrusting Insiders Tours for an experience of a lifetime.

We don't say goodbye...

Have a great trip home...

Ci vediamo!