Guided Travel & Packages
These are either trips we are hosting in person that anyone is welcome to join. Or they are special event packages that you can purchase and customize for your family/group. See below and ask us for more info.
Florence Shopping & Holiday Market with Sally
Nov 29 - Dec 6, 2026 • 2 couples and 2 ladies confirmed — only 4 spots left!
Spend a week in Florence with Sally on a holiday shopping, food, and wine experience. We will wine and dine as we visit not only the holiday market in Santa Croce, but Florence's unique boutiques with artisan objects such as custom perfume, hand-made leather goods, shoes, art, jewelry and much more.
We will spend the week getting to know the locals, enjoying a slower tourist week, shopping, eating and living the life of a local.
Dolomites: Food, Wine and Ski
Jan 23 - 31, 2027 • Hosted by Sally & Todd • Open to a max of 10 travelers
Spend a winter week in northern Italy with Sally and co-host Todd of Tuscan Trails. We will eat and drink our way through Bolzano — a private town tour, winery visits and tastings, a castle, and multi-course meals with wine pairings — then move into the heart of the Dolomites for three nights in Corvara, with optional skiing on the legendary Sellaronda circuit, part of the largest ski area in the world.
Not a skier? Enjoy the hotel spa, the shops, and UNESCO World Heritage mountain views instead. We wrap up with a night in Milan before group transportation to Malpensa for departure. Spots are held once a deposit is received — contact us today!
Tuscany Food & Wine Week with Rosanna & Sally
May 29 - June 5, 2027 • Hosted in person by Sally & Chef Rosanna • 2 couples confirmed — several spots left!
Spend seven nights in a private Tuscan villa outside Florence as we cook, explore, tour, hunt and even relax a little bit along the way. Cooking with Chef Rosanna, guided days in Florence, an artisan countryside day, a hike from winery to winery, medieval San Gimignano, a truffle hunt — and dinners and wine tastings back at the villa.
Sally & Rosanna met in 2012 and share a passion for hosting others in Italy — creating bonds over cooking, dining and imbibing together. The trip is open to a maximum of 12 travelers, and villa bedrooms are claimed on a first-come, first-served basis. Contact us today to join!
Palio of Siena - VIP package
Happens twice a year - either July 2 or Aug 15 - would be for your choice in 2027 for up to 8 adults
A curated VIP week in Tuscany with exclusive villa rental, VIP Palio tickets, transportation, wine tastings, private guides and more. Contact us today to book for 2027!