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The Roving Hotel presents

A Moveable Feast:


November 7th-12th, 2023

This is Your Invitation to a Unique Travel Experience

Discover one of the most storied parts of the world during the most beautiful time of the year from a villa unlike any other.

While we always have and always will offer adventures all over the world, there are a few places we keep coming back to because they truly have our hearts. One of them is Tuscany, and particularly Tuscany during the fall.

This time we've found a magnificent villa that's straight out of the history books: Dante wrote about it in Inferno, Puccini played the piano in its salon, it has housed popes, royalty, Medici, and Galileo, and now it can be your home for an unforgettable week while we explore all the food, wine, culture, art, architecture, and history that makes the region so beloved in the company of some of the greatest people you'll ever meet. 

Come join us for an adventure quite unlike any other.

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The Villa

Pictured above and in the gallery below, our home for the week will be a famed Castellacio with roots dating back 700 years. This truly unique estate features 10 spacious bedrooms, 10 modern baths, billiards/game rooms, and multiple living and dining spaces with original 15th century frescoes. The surrounding grounds are home to gardens, olive groves, tennis courts, and a swimming pool all overlooking the hills of Lucca, while an underground passage takes you to an indoor thermal pool once utilized by the Medicis.

The Itinerary

All Roving Hotel trips are fully curated, meaning you don’t have to think about a single thing from the moment you arrive until the moment you depart, save for what souvenirs you’d like to bring home or if you'd prefer red, white, or rosé. 


Our mornings begin with a leisurely breakfast prepared by our staff while you relax around the estate and prepare for the day. Our chauffeurs tend to arrive around ten or eleven to take us on that day’s adventure- never too far away of a drive, but always someplace new and exciting.  


We’ll return to the villa by late afternoon for some downtime before the cocktail hour that leads us into that night’s decadent dinner- be they at local gourmet restaurants or prepared in house by our private chefs. And then the next day, we do it all over again.

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While we like to keep the specifics of what each day will entail a bit of a secret, rest assured you will experience first hand and in grand fashion the highlights of what makes this region so spectacular. 


You'll tour famed wineries for tastings and a behind-the-scenes look at the process from vine to bottle. 

You'll sample incredible dishes, and learn to make your own from scratch.

You'll head to the coast and experience the Tuscan riviera.

You'll visit medieval cities and experience their history.

You'll be pampered at spas that have catered to hundreds of years of the Italian elite

All of our excursions- though highly recommended- are fully optional, and should you choose to stay behind in the villa to relax or catch up on work or want to set out and explore on your own, our staff will be there to cater to your every need.


The Evenings

Though the days are all memorable, it’s the nights that our past travelers have told us they love the most. Think of your favorite dinner party you’ve ever been to- in a beautiful setting, with incredible food, unlimited wines and cocktails, stimulating conversation, engaging games, abundant laughter, and enjoyable people. Now imagine that party lasted for a luxurious, perfectly thought out week right down to the last detail, and you’ll begin to have an idea of what The Roving Hotel is all about.


The People

We can find magnificent houses, plan great meals and tours, and curate a really wonderful time, but in the end, it’s the people you meet through The Roving Hotel that make it so truly unique. The weeks are specifically designed to allow you to bond with your fellow travelers, a fascinating group of adventurous spirits from around the world. While the experience may only last for one magical week, the friendships you form will last a lifetime.

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The Details

This Chapter of The Roving Hotel begins on Tuesday, November 7th 2023 and ends Sunday, November 12th. Should you choose to arrive in Europe the weekend before, which we recommend, we are happy to provide itinerary suggestions.


Pisa (PSA) is the closest airport, located just 20 minutes from our Villa. Transportation can also be provided to/from Florence (FLR) airport which is just over an hour away. Rail travel into Lucca or Pisa is available as well.


Participation for the week is priced at €4,000 per person based on double occupancy. This rate is all inclusive and covers the villa, staff, chauffeurs, meals and beverages, all excursions, and airport transfers.


A €1,000 deposit is required to reserve your spot, with the remainder due 15 days before the trip begins. 



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