For those who seek to live the culture instead of snapping pictures, this journey will satisfy daydreams of wandering untouched medieval villages, connecting with the land, and learning from locals along the way. This Fall adventure will have you hunting for truffles, helping with the olive harvest, & experiencing a local chestnut festival, all while surrendering to the magic of the unexpected!
Please note, we require at least 5 confirmed guests to run this trip. In the event that minimum requirements are not met within 2 months of the trip start date, you will have the choice to receive a full refund of your trip cost or credit applied to another trip within the next year. Flight costs and other costs outside of the trip itself would need to be reimbursed by the travel insurance which you are required to purchase.
I fell hard for Italy as an art student and never stopped exploring since. I scoured maps for Italy's hidden secrets, connecting with locals, learning the language, and soaking up the authentic everyday life along the way. This passion led to a career in NYC, where I worked for top agencies and startups, planning luxury vacations for VIP clients. Now living half the year in Italy, my goal is to bring my guests meaningful travel experiences that will forever connect them to the genuine spirit of Italy.
8 breakfasts, 3 lunches & 7 dinners including wine, 2 tastings, and at least 1 aperitivo
Pick up at B&B in Florence & drop off at Florence Airport
Private room at 1 B&B's and 1 Agriturismo. Some bathrooms are shared with 1-2 other guests
Private driver for excursions and visits
All activities, workshops, and visits as described. There may be a couple of optional activities not mentioned for around 10-30 euros per person.
24/7, English and Italian-speaking trip leader
Our flight expert will help you find the best routes and price, at no extra cost.
Cultural and Italian language guidance, packing tips, and additional resources to fully connect you with what you'll experience!
Insider suggestions for each location.
A donation will be made to fund projects that reduce carbon emissions and improve daily life in impoverished areas.
Required, ask your trip leader for details
We believe finding your own hole-in-the-wall from time to time is part of the travel experience!
Optional tips for guides, hosts, and drivers.