A luxury Italy itinerary

The luxury travelers I work with aren’t necessarily looking for VIP treatment. Rather, they are down-to-earth and well-traveled, but they want their luxury Italy itinerary to be about service and comfort while getting to know the locals as much as possible. Recently a client hired me to plan an 18 day luxury trip for him and his wife and their three teenage boys, with no limits on budget:

“We want an unforgettable family trip to Italy. Comfort and service is key, and we need lots of hands-on activities for the kids. Oh, and views.”

See below for details on what they did, and contact me if you’d like me to create a similar trip for your small group!

The Amalfi Coast

Their Sorrento hotel has amazing views and a nice pool so everyone can relax and get over jet-lag. They’ll also visit Pompeii, spend a day swimming off a boat around the island of Capri, and eat pizza.



In Rome one of the highlights will be the views from the terrace of their hotel, and their private guided tours will be fabulous, but I predict that the highlight for their three teenage boys will be the morning they spend at Gladiator School.



They’ll spend a week in Tuscany, living on a farm and experiencing life with the locals. They’ll taste locally made olive oil and goat cheese, have a Tuscan chef come and cook for them, and trick the kids into learning some history by visiting the incredible small towns of the beautiful Val D’Orcia countryside. One morning, at the crack of dawn, they will get up for a private sunrise balloon ride over Tuscany.



On their way from Tuscany to Venice, they’ll stop at Ferrari and do two concurrent one-hour self-drive tours: mom drives one, dad drives one, kids in the back!



They’ve got a couple of suites booked at one of Venice’s top hotels and will see the city’s main sights like St Mark’s Basilica and the Doge’s Palace on a VIP private tour. They’ll arrive in Venice about sunset, and this will be their view from dinner on their first evening in this magical city:



From Venice, they’ll head a couple hours north into the mountains and relax in a five-star hotel with incredible views of the Dolomites. By day they’ll hike with a private guide, do an easy half day bike ride with a cookie factory en route, and go on a tandem paraglide over gorgeous green valleys backed by famous peaks.


Then they’ve got first class seats booked on the spectacular train ride from Bolzano to Innsbruck Austria before heading home.


Italy Beyond the Obvious will help make your trip truly memorable. Take advantage of our Italy trip planning services for a customized itinerary, or get coaching assistance with our Italy travel consulting services. And if you like what you read, why not subscribe to the Italy Beyond the Obvious blog and get free updates?

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  1. Lorraine Fiore
    February 2, 2014

    I am planning to visit the hometowns of my parent ‘s birth in Foggia and Bari, since my Italian is poor I would like a guide to accompany us. Prior to our visits we would like to decompress on the Amalfi coast. After the visit either go to the lake region or stay in Pugliaese. Is this reasonable?

  2. Madeline
    February 3, 2014

    Hi Lorraine, Sure you could fly into Rome, head to the Amalfi coast to decompress, from there go to Bari and then up to Foggia. Whether this is reasonable depends on how much time you have – I wouldn’t try to do all of that with less than about 10 days, though with a crazy schedule you could probably do it in a week. After that, it makes much more sense to stay in Puglia rather than head up to the Lakes, though if you did want to do that, I would suggest flying otherwise it will take you an entire day to get there. You could fly from Bari, to either Milan Linate or Malpensa or even Torino. Then visit the Lakes then get your international flight out of Milan. Hope that helps!

  3. Mike Knoll
    December 16, 2014

    Hi Madeline,

    No rush or anything. I’ll bet you are very busy getting ready for the Holidays. We are hoping to spend all summer in Italy next year and would like to find a reasonably priced 2 bedroom apt. in or near Trento. We have some very good friends in Quetta, a small village in Val di Non. I wonder if you might know of someone who might be able to find something for us.


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