Discover the magic of Tuscany through its world-renown wine, food and traditions. Partnering with local wineries and artisans these tours offer unique experiences to immerse you in the Tuscan way of life.

All tours are private with a guide or can be arranged to be self-guided should you wish to tour on your own. Transportation can be included and special requests are welcomed.

Vino Nobile Montepulciano
Winery & Cheese Farm Lunch

Tour with tasting at a winery featuring Vino Nobile di Montepulciano, one of the premier wines of Italy, followed by lunch at a local pecorino cheese farm with stunning views of the Val d’Orcia.

Wine Estate Tours –
Cortona, Chianti, & Montalcino

Winery tours carefully selected for their wine and inspiring stories. Includes a tasting of select vintages paired with typical Tuscan antipasti.


Join us Thursday evenings for the weekly wine dinner hosted by Molesini Wine Enoteca and DelBrenna Jewelry. Start the evening with a wine tasting in the piazza followed by dinner at a local restaurant featuring producers from around Italy.

Enchanting Walk Under the Tuscan Sun

Explore the history of Cortona, the hill town made famous by author Frances Mayes, including locations from the book and movie Under the Tuscan Sun.

Tour includes a glass of prosecco with gold & silver flakes at the DelBrenna Jewellery Showroom and an exclusive DelBrenna gift bag.

” Starr Baines and her Cortona Walking Tour are an absolute must when you visit Tuscany. The village of Cortona is Starr’s ‘backyard” and an extraordinary place. It is incredible to experience such a place. Breathtaking views, wonderful people, delicious food, top notch wine and an unforgettable experience. Starr and Travels to Tuscany are second to none. She is knowledgeable about all things Cortona and Tuscany. She also took us to an amazing lunch in Montepulciano, with stunning views of the Tuscan landscape and great food. Since she is local it was to our advantage to utilize her gracious service and expertise and she did not disappoint. We felt that she went above and beyond and by far exceeded our expectations. Starr helped by answering our questions, being a resource, sharing excellent advice and she even helped us hire a private chef who came to our villa and prepared an incredible 5 course meal for our 25th wedding anniversary and dinner party. She scouted out villas we were considering renting by actually visiting them. She found us the best wineries to tour and taste and by the end of our 10 day trip we had a new friend. If you want a genuine, caring, knowledgeable, reputable tour guide and resource for your Tuscany trip, no need to look any further than Travels To Tuscany and Starr Baines. “


Mike G.

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