7-Day Private Retreat In One Of Italy's Most Iconic Wine Regions • October In The Prosecco Hills & Venice
Spend 7 Days 6 Nights In The Prosecco Hills, One Of Italy's Best-Kept Secret Wine Regions, With Local Italian Guides, Cooks & Drivers - Everything From Accommodations At A 5-Star Boutique Villa Hotel, All Meals & Restaurants, Daily Excursions, Cooking Classes & Wine Tastings, Included
- Nathan Heinrich & The Italian Team
- October 2026
- Prosecco Hills & Venice
October 2026 • Private Small-Group Retreat
For the past 8 years, we have been hosting guests from around the world, in beautiful villas from the cliffs of the Amalfi Coast to the vineyards of Tuscany.
We have discovered a whole community of people interested in the same version of Italy that we love, the version that we 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”.
Unfortunately, these experiences are anything but authentic. They are nothing more than tourist traps.
“The only way to get a true sense of what life in Italy is really like is to get away from the tourist traps and live like a local”
Italy Like A Local
“We believe that the only way to get a true sense of Italy is to live like a local, for at least a short time, in a part of Italy where tourists don’t typically visit.
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”.
That’s why we have methodically curated a collection of villas, boutique hotels, castles, and estates across Italy that provide our guests with an experience that will leave them forever changed after being a “local” in the heart of “real Italy”.
The Best Time Of Year To Visit Italy?
“We highly recommend the Spring and Fall months to visit Italy due to fewer crowds, great weather, and better prices.
April, May, and September through November are some of the most underrated months to visit Italy.
The worst time of year is from June through August because Italy is very hot, air conditioning is unreliable, and trying to get a reservation anywhere requires competing with millions of other stressed-out summer tourists.”
– Nathan Heinrich
Founder of All Roads Lead To Italy
What's Included In Our Private Villa Retreats?
• Private Drivers & Airport Transport
• Local Italian Guides & Translators
• Local Knowledge Of Each Region's Hidden Gems
• Assistance Ordering At Restaurants With Italian-Only Menus
• Make Your Trip A Tax Write-Off? We'll Schedule A Visit To A Local Business In Your Industry
• Solutions For Dietary & Allergy Requirements
• In-Villa Laundry Service
• Private Wine Tastings
• Shopping Trips To Locals-Only Food & Antique Markets
• An Italian Experience Most Only Dream Of
Stay At A Five-Star Boutique Villa Hotel With A Michelin Star Restaurant In The Prosecco Hills
Late October, 2026
(*Space Is Limited To 7 Couples)
For more than 10 years, Nathan Heinrich has been spending time in the beautiful Prosecco Hills of Veneto – just 30 minutes from Venice. After moving there several years ago, he started the “I’m Moving To Italy” podcast and began writing articles about life in Italy.
Along with local Italians Alessandro Borrelli and Simonetta Mondillo, Nathan has been hosting small-group retreats that are unlike anything offered by standard tour companies.
These exclusive private retreats immerse guests in the region’s fabulous hidden treasures.
Friendships with local winemakers, restaurant owners, and shopkeepers, as well as fluency in Italian and extensive knowledge of the region, enable Nathan and his staff to grant access to locations and experiences that regular tourists never have.
This once-in-a-lifetime experience in the Prosecco Hills includes dining at castles, aperitivo at local trattorias, shopping in street markets and luxury boutiques, garden tours, tram rides, and day trips to wineries and Italy’s apple valley.
Point of Interest: Did you know that the Prosecco Hills were designated a UNESCO World Heritage Site in 2019?
The greater Veneto Region is home to 8 World Heritage Sites, several of which we will be visiting during our retreat.
Included Optional Day Trips:
• A Wooden Boat Tour Through Venice – Lunch On The Water
• Visit The Oldest Wine Making School In Italy With A Private Tasting
• Prosecco Tastings In Family-Owned Wineries In The Prosecco Hills
• A Trip To Cortina, Location Of The 2026 Winter Olympics
• Winetasting In The Alps At Martinelli Winery, Followed By A Tram Ride Up The Mountain To A Private Lunch
• Guided Shopping Trip To Nathan’s Secret Local Vintage Shops For Art, Antiques, Leather Goods & More!
• Dinner and aperitivo at the Conegliano Castle in Nathan’s home city
Prices For Private Group Retreats Are Per Person And Include:
- Airport Pick Up and Drop Off
- A Chance To Stay In One Of Our Exclusive Villas, Castles, Palaces & Chalets
- Private Drivers In Black Mercedes Vans
- All Meals: Including Local Caffes, Osterias, Trattorias & Michelin Star Dining
- Wine & Drinks (*Some Exclusions Apply)
- Optional Guided Day Trips
- Learning Some Basic Italian Words & Phrases
- Daily Aperitivi (Italian Cocktail Hour with Nibbles)
- A Personalized Gift Box Waiting In Room
- Game Nights! (Includes Drinking Games)
- Daily City/Countryside Walks
- Casual Cooking Classes
- Daily Laugh Therapy!
- Bottomless Coffee & Snacks
- Fabulous Memories With Friends
- High Chance Of Perfect Weather
- Guaranteed Friendly & Kind Staff
Special Early Booking Group Rate, For 7 Days 6 Nights – Per Person:
$8,700
*GET 10% OFF YOUR BOOKING FOR EACH ADDITIONAL COUPLE YOU REFER!
Early Booking Discount Expires February 1st, 2026 – *price shown includes a 3% check payment discount
$10,900
REGULAR RATE
50% Transferrable/Non-Refundable Deposit Holds Each Spot – Remaining Balance Due 90 Days Before Arrival
Price Includes 20% Dollar/Euro Exchange Rate (*Travel Costs To Europe Have Been Affected By A Weaker Dollar – Booking Early May Lock In A Lower Current Exchange-Rate Price)
Guests Are Required To Sign Our Liability and Personal Injury Waiver – See Our Refund Policy
Email Nathan for details: nathan@allroadsleadtoitaly.com
How To Book
Email Nathan Heinrich At:
Nathan@AllRoadsLeadToItaly.com
Nathan will email or text you a secure payment link and will gladly answer any questions you might have.
A Sneak Peek Of The Prosecco Wine Region!
Email Nathan At: Nathan@AllRoadsLeadToItaly.com
Check Out Our September 2025 Retreat To The Cilento Coast!
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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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