Italian Spring Break

When planning this year’s Spring Break, I wanted to try something I have never personally experienced before: a villa rental. I work with villa companies all the time and have booked dozens of villa vacations for my clients. I decided now was the time to experience this for myself & my family.

We decided on Tuscany, and our villa was located just outside of Siena. I choose this location to be centrally located with the option to take multiple day trips throughout the week. From our villa, we were about an hour and half from Florence and 25 minutes from Siena.

Outdoor Living

Love from the top of the Siena Tower

Renting a villa is a completely different experience than a resort or hotel. You do give up the comforts of a front desk & concierge, daily housekeeping, fresh linens and turn down service. With most villa rentals, you have the option to pay for things like prepared breakfast and daily housekeeping at an additional fee if you wish. For my purposes I didn’t feel I needed that.

Who is a villa for? Everybody — and I really mean that. If you want privacy and space, even just for a couple it can be a great option.  Many times you will pay less than hotel rooms/suites, but again, you must consider the comforts of a resort you are giving up. A villa is great for couples traveling together; we found having private indoor and outdoor living space to meet nightly is fantastic. And of course, it’s amazing for families. You can be as loud as you want and not worry about kids waking up hotel guests. You move at your own pace and on your own time.

SOOO much amazing pasta

We landed in Florence, picked up our car rental and then off to the villa. Make sure you have a data plan on your phone so you can use Google Maps or Waze, for example. We found it is absolutely necessary; don’t trust a print-out of directions in a foreign country. On arrival, we were greeted by our villa manager who was extremely helpful and showed us around. Our first night we just settled in, went to the grocery store, and had dinner brought in for us. That is a must for your first night.  You will not feel like cooking! On our last night we upped our game and had a chef come in to prepare dinner with multiple courses and wine pairing (of course). My new favorite – fried tempura sage. I can’t wait to try it at home.

I have been working with trusted villa companies for over a decade. Yes, there are AirBnb’s, VRBO’s, etc. but you cannot always be sure what you are getting. With a trusted advisor, you know you are working with a company that has been in the villa, taken the pictures, and is completely non-biased. If the property is not up to par, they won’t represent it.

If you are interested in our day to day itinerary, take a look below. You know where to reach me – [email protected]. Let me help you plan your next villa vacation!

Day 1 – Villa Arrival.

Day 2 – Siena & San Gimignano

Every night ended with wine!

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We drove to Siena and explored this charming town. If you are ever there definitely walk up the tower, it’s worth the view (and the exercise). From there we drove to this charming farm and had a fabulous farmhouse lunch. Afterwards we explored the farm and then headed to the amazing town of San Gimignano.

Day 3 – Time for wine tasting!!

I recommend getting a car and driver to 1) give you a break from driving and 2) to fully enjoy a day of wine tasting. We were picked up and a car and explored the Chianti area. We stopped at Castello di Casole which is a lovely Virtuoso Resort where you can reserve a room or even a villa.

Day 4 – Cinque Terre!

This was a very long day, but well worth it.  

I often get asked about the Cinque Terre and it is an area that can be done in a day. We drove to La Spezia which was about a 2 hour and 40 minute drive away from our villa. From La Spezia we met our private guide (highly recommended). Fortunately we had amazing weather and got to take the boat to several of the towns and took the train back. Our lunch by the sea was a highlight of the afternoon to include the local anchovy favorite. After our perfect day we made a stop in Pisa for more sightseeing, dinner and of course the ever famous tourist picture. 

Day 5 – Truffle Hunting and Cheese Making

Truffle hunting for many is a bucket list activity and depending on the season and time of year you will have different experiences. We were off-season for the white truffles, but were able to hunt for the the less valuable black truffle, which was in season. Nonetheless, it is a very fun family friendly activity. Playing with truffle hunting dogs and walking through the forest is always fun for kids. After “hunting” we got to taste our findings with an amazing truffle pasta. Afterwards we left for another farm experience…this tie cheese making. This was a truly authentic hands-on farm experience – complete with milking the sheep!

Day 6 – Rest!

Even with continuous eating and wine drinking one needs a rest… after all, this is a vacation! We slept in and took our time getting ready. Our villa was located on the grounds of a winery. Of all of the wineries and vineyards I have visited, this is the first time I walked from my accommodations through a Vineyard for a private wine tasting.

Day 7 – Montepulciano Winery Day

 Our local driver picked us up to visit another Virtuoso favorite hotel in the region – Castello Del Bosco. Afterwards a stop at Gattavecchi – a highly recommend winery. For our last night we hired a chef to come to prepare a farewell dinner for us.

Day 8 – Florence

You can’t be this close to Florence without spending a day in this glorious city. To make the best use of our time we had a half day private guide to show us the highlights.

                                        

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