Whether you are an Italian wine connoisseur or beginner, we’re ready to introduce you to some of our favorite local producers from nearby Chianti, Montepulciano and Montalcino.

It wouldn’t be a visit to Italy without learning to roll some pasta. Learn to cook from our talented chefs and not only learn to roll the pasta, but also try your hand at searing a Fiorentina steak, or tell us what you have always wanted to learn behind the range, and let us build you a unique class around your ideas.

Learn the secret to the balanced Negroni and learn to bartend from our professional bar team, with fresh ingredients from the garden that will pair perfectly with dinner.

Borrow a rod from the outfitters and try your hand at fishing or just enjoy the walk along our private creek.

Have a friendly game and enjoy a cold beverage while tossing a few bocce balls. Or build a bracket-style competition to see who reigns supreme at lawn games such as badminton and cornhole (and maybe also try your hand at classic Italian games like ruzzola and pallino).

With miles of trails crossing our property, you could spend a week and never explore them all. Grab a pre-stocked backpack, a walkie talkie and a map and hike along the creek and untouched natural forest, or follow the Italian trails to the nearby towns of Iesa and Castello di Tocchi to find some local lunch.

There is something about sitting around the fire that speaks to our very nature as humans. Gather at one of our three firepit areas for conversation, music, drinks and s’mores. In the colder months, rediscover the art of roasting chestnuts on an open fire.

Choose from our hand-selected art materials to enjoy the Italian pastime of pittura dal vero, or ‘art from life.’ We deliver your supplies to your favorite vista, where you can create your masterpiece. Don’t worry about packing your painting back to your home—we will happily ship it for you.

Be a barista for an hour and learn how to make a proper Italian cappuccino with our a professional-grade machine. Learn the history of the cappuccino and how to order perfectly at the Italian bar.

Singing is a lot like bowling—you don’t have to be good to have a good time. Kick back in the taverna and pick your own songs, or let us load you up with our curated Best Karaoke Night Ever playlist.

Channel your inner Galileo and turn your eyes to the stars. Situated in one of the lowest light polluted areas in all of Tuscany, Borgo Santolina is the perfect place to admire the night sky with our state-of-the-art telescope.

The Riserva Naturale Merse is home to over 38 protected species of birds and mammals, many of which can be spotted on our property. Take your camera or use one of our professional point-and-shoots and follow our wildlife trails to look for the abundant roe deer, or the rare short-toed eagle.

Curl up with artisan snacks and watch a film in the taverna, or if the night is warm, let us set up movie night at the pool with our inflatable screen.