An Italian Experience Most Only Dream Of -Your Private Villa Retreat In Italy
Stay For 7 Days Or A Full Month In A Fabulous Villa In The Italian Countryside, On An Island, Or In A Tiny Village With A Group Of 8 To 40 Of Your Nearest And Dearest With Private Drivers, Cooks & Local Italian Hosts - No One Does "Real Italy" Better Than We Do
- Nathan Heinrich & Our Italian Team
- 2026
- Northern, Central & Southern Italy
Italian Villa Retreats
When I started the “I’m Moving To Italy” podcast several years ago, I discovered a whole community of people interested in the same version of Italy that I was – the version I call “Real Italy.”
A quick Google search will provide you with a list of tour companies that shuffle millions of tourists annually from one major tourist site to the next by cruise ship or tour bus.
These big tour companies offer a plethora of so-called “authentic Italian experiences” which typically include wine tasting, pasta making, and even grape stomping.
Unfortunately, these so-called “authentic Italian experiences” are anything but.
“I believe the only way to get a true sense of what life in Italy actually feels like is to live, in a part of Italy where tourists don’t typically don’t visit, like a local”
Italy Like A Local
I believe the only way to get a true sense of what life in Italy actually feels like is to live, for at least a short time in a part of Italy where tourists don’t typically visit, like a local.
There’s nothing like having the proprietor of a local pastry shop or coffee bar smile in recognition when you walk through the door, and ask you if you want “your usual”, to make you realize you’re experiencing “Real Italy”.
The feeling you get when you know where to find the pasta at your local grocery store or when you know exactly what dish you’re going to order (for the third time) at your new favorite Trattoria cannot be replicated in any other way than to have a “home” in Italy for an extended period.
That’s why we have methodically curated a collection of villas and estates across Italy that provide our guests with an experience that will leave them forever changed, being a “local” in the heart of “real Italy”.
Gather Your Own Group
While we do host several small-group retreats, that are open to the public, in the spring and fall each year, we have found that our clients often prefer to put together their own private groups with their nearest and dearest.
Whether it’s an intimate gathering of 8 lifelong friends, who love traveling together, or a family group of up to 40 people celebrating an anniversary or milestone birthday – our private villa retreats allow you to set your own date, location, and itinerary.
Everything is customizable from private Italian cooks, drivers, guides, translators, and other household staff.
Choose Your Own Date
While we highly recommend the Spring and Fall months to visit Italy due to fewer crowds, great weather, and better prices, some of our clients prefer a holiday ski retreat at a chalet in the Italian Alps or a summer island getaway while the kids are out of school.
Whatever your preference, and no matter how long you want to stay at your villa, we have endless options that will be perfect for you and your loved ones.
Choose Your Own Villa
If you’ve been to Italy many times and are looking for something super private and off the beaten path or if this is your first trip and you want to be within reach of more well-known locations for convenient day excursions – we have solutions for your exact requirements.
If you feel overwhelmed and unsure of where to start, my small team of Italian locals and I would love to chat with you and figure out your perfect villa location.
Regardless of what you’re looking for, there’s a fabulous villa with your name on it just waiting for us to connect you with it and put together the perfect team of cooks, drivers, and house staff to ensure you have the most wonderful Italian vacation imaginable.
CUSTOMIZE EVERY DETAIL OF YOUR STAY
Want More Staff ?
More Privacy?
Special Diet Requirements?
Local Guides For Day Trips?
Restaurant Reservations?
Laundry Service?
Reach Out For More Details - See Pricing Below
Email Nathan Heinrich At:
Nathan@AllRoadsLeadToItaly.com
Nathan is available by phone or email – drop him an email first to get the conversation started!
See Pricing Info Below
The Video Above Is From Our Recent Retreat On The Cilento Coast Of Southern Italy
Some Of Our New 2026 Villa Locations
Prices For All Private Groups And Preset Retreats Are Per Person And Include:
- Driver Pick Up and Drop Off At The Beginning And End Of Trip – At Train Stations Or Airports Within 20 km Of Villa
- Your Choice Of Villas, Castles, Palaces & Chalets
- A Private Driver In Sprinter-Type Van
- All Meals: Including At The Villa & Local Restaurants
- Wine & Drinks (*Some Exclusions Apply)
- Optional Guided Day Trips
- Learning Some Basic Italian Words & Phrases
- A Private Italian Cook
- Daily Aperitivi (Italian Cocktail Hour with Nibbles)
- A Personalized Gift Box Waiting In Room
- Casual Cooking Classes
- Daily Laugh Therapy!
- Bottomless Coffee & Snacks
- Beautiful Memories With Friends & Loved Ones
- A High Chance Of Excellent Weather
- Guaranteed Friendly & Kind Staff
First-Time Booking Rates, Per Person, For 8 Nights – Starting At:
€7800
€8200
REGULAR RATE
(*Longer Stays Typically Reflect A Lower Nightly Per Person Rate)
50% Transferrable Deposit Holds Each Spot – Remaining Balance Due 90 Days Before Arrival
Email Nathan for details: nathan@allroadsleadtoitaly.com
How To Book
Email Us At:
Info@AllRoadsLeadToItaly.com
Nathan will email or text you a secure payment link.
Nathan will also be available to speak to guests who have additional questions or special requests.
Or click the link below
↓
Pre-Scheduled Small Group Retreats Are On A First Come First Serve Basis For Room Selection and Availability – Elegant Spacious Rooms For Up To 10 guests (5 couples).
Private Retreats: We Have Villas, Palaces, And Castles Locations For Up To 40 Guests.
Check Out Our Recent Villa Retreat In The Hills Of Lucca, Tuscany
“Before moving to Italy, I visited the country for 20 years. And it didn’t take me long to realize that there are two versions of Italy, the touristy version and “real Italy”.
Being able to share this hidden authentic version of Italy with a handful of wonderful people over the years has been one of the most rewarding experiences of my life”
– Nathan Heinrich
Founder of All Roads Lead To Italy & Host of the “I’m Moving To Italy” Podcast
Grand Villa in the Vineyards Of The Tuscan Hills
October 13th - October 21st, 2025
SOLD OUT!
Have you always dreamed of going to Tuscany?
Maybe you’ve visited Tuscany, but you’re ready to experience a version of this incredible region that only locals know about.
Either way, you will never experience a more incredible version of the Tuscan countryside than at this spectacular villa overlooking vineyards and olive groves in the hills above Lucca.
For a version of Tuscany that will charm and transform you with its stunning views, fabulous wine, and divine local cuisine – join us in Tuscany in October of 2025.
We can’t wait to share this remarkable place with you!
Included Optional Day Trips:
• A Day Trip & Dinner In Pisa
• Winetasting At Italy’s Oldest Wineries
• Olive Oil Tasting
• Cooking Classes From Local Italians
• A Day In Chianti / Dinner At A Fabulous Local Ristorante In Lucca
Email Us At: Info@AllRoadsLeadToItaly.com
"Ciao Ciao Ciao!"
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Author Info:
Nathan Heinrich
Nathan is a writer, designer & horticulturist. He is the founder and Editor-in-Chief of "All Roads Lead to Italy" Magazine & host of the Top-10 Travel Podcast, "I'm Moving To Italy!". Nathan was born and raised in a 6th generation farming family in Northern California, he is currently, a dual Italian citizen, living in the Prosecco Valley of Northern Italy, near Venice.
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