The Charm of Tuscany and UmbriaMay 11-24th, 2020


We start in “The Eternal” city of Rome to admire ancient Roman ruins, tour the Vatican and Vatican Museums, and walk through Villa d’Este and Villa Adriana in Tivoli. We then make our way to Umbria where we will visit small charming Medieval towns interspersed through the mountains and enjoy exquisite farm to table food. In the small town of Montone we will stay at Locanda del Capitano, a small boutique hotel owned by well-known Italian chef and childhood friend, Giancarlo Polito. From here we will take day trips to Gubbio, Spello and Cortona.

Experiences & Activities

Welcome Dinner – Guided Tour of Rome – Day trip to Tivoli with visit to Villa d’Este and Villa Adriana –  – Walking in Spoleto, Spello, Gubbio – Cooking class with Chef Giancarlo Polito – Truffle hunting – Wine tasting


We change scene by traveling and staying in Tuscany where time stands still with its stone farms, monasteries, castles, and ancient medieval villages perched on hilltops.

Waking up early in the morning to enjoy stunning sunrises and fairytale like scenes of mist and fog rolling off the hills. With so many towns to check out and only so much time to enjoy them all, we plan to stop in Gaiole in Chianti, San Gimignano, Siena, Montepulciano and Montalcino. Our last stop will be Orvieto and a day trip to the stunning ancient town of Civita di Bagnoreggio. As we relax and enjoy our stay, we will cook with locals, learn about olive oil, saffron, and taste some of the local wines and vin santo.

Experiences & Activities

Visit to old monastery in Gaiole in Chianti – Cooking class – Olive oil tasting – guided tour of San Gimignano – Organic farm visit, lunch and wine pairing – Wine tasting in Montepulciano and Montalcino – Visit to Saint Antimo Abbey – Tour of Siena – Tour of Orvieto – Day walking around Civita di Bagnoreggio


“Without question the most amazing vacation experience we've ever had. My partner and I are on our third time traveling with Antimo. The connections, the insight, the destinations, and the experiences he is able to put together are simply exceptional. If you want to see Italy, more importantly, if you want to experience Italy in an intimate way, I encourage you to check out Antimo and his passion. Do yourself a favor contact him!”

Kirk and Shawna

“First, we heard great things from friends who travelled to Puglia with Antimo. Second, following the social media postings from Antimo's trips made us sign up without any further hesitations. We came back from two of the most memorable weeks in Italy and cannot wait to be back soon!”

Angela and Keith, W.

“WOW! Seeing Italy accompanied by Antimo and meeting his friends and family was an experience of immeasurable value. The people we met, the food we ate, the sights we saw, the wine we tasted were simply incredible. The joy and happiness we felt and the relationship we built during the trip have no price! Such a transformative trip!!!!”

Christina, E.


Accommodation in boutique hotel, B&B, villas and ancient monastery – Private transportation – Breakfast and one main meal per day –  Cooking with locals – Visit and shopping to local markets – one free day – Sightseeing – Train Tickets as needed – Private guided art, history and architecture walks – Planned experiences – Visit to local wineries – Olive Oil tasting – Meals with Locals – Organic seasonal produce and much much more!

Note: You will be responsible for your airfare, hotel incidentals and additional libations, and airport to hotel transfers.


Start your travels from the US on May 10th to arrive the following day. Arrive in Rome (airport code FCO) on May 11th. Departing from the same airport will be your best option. Depending on your departure flight and to avoid a 1-2 hours taxi ride from Orvieto, you may want to consider staying one night by the airport in Rome. If your flight departs Rome FCO around Noon, you will be fine.

Support with booking your flights

We highly recommend our agency partner for domestic and international flights and connections. They offer excellent Business Class rates (to all destinations), and competitive quotes on all coach seats. Finding the best flight times and minimum connections will bake a big difference in your travel experience. We want you to have peace of mind and agency support in case of the unexpected. ***Please note that discount internet fares are often mixed airlines, longer connections, highly restricted and non refundable, and do not provide support***

For quotes, questions, or advice, please contact: (Expect a reply within 24h during regular business hours).

Trip Insurance

Protecting your trip and vacation is very important as a variety of events could cause a financial loss before or during the trip. We require proof of Travel Insurance Coverage through our partners (Squaremouth) – their policies are built accordingly to your needs and concerns. The cost of a policy depends on: the cost of the trip, your age, the length of the trip, any pre-existing conditions, and the amount and type of coverage.

Flight Insurance

We recommend you buy travel insurance for your flight at the time you book your airfare as most coach class are non refundable but changeable with standard airline fees.

Please note, flight insurance is separate and only covers your flight. Let us know at the time of booking if you have any pre-existing conditions that may require better comprehensive coverage.



13 Days OF Memorable EXPERIENCES

Per Person (Double Occupancy) $6,500  

Per Person (Single Occupancy): $7,800

Space is limited to 6-7 travelers, in order to book your spot a non-refundable deposit of $1,000 per person is required (Your deposit will apply toward the balance)

Gratuity is NOT included – Suggested Gratuity (5-8%)  

A basic or comprehensive Travel Insurance coverage through our partners (Squaremouth) is required. 

For any questions email antimo or call 503 7206214