Small Group Italy Tours
Imagine an Italy where time melts away…
Aperitivo time (cocktail hour) starts to roll in around 6 o’clock and reconnecting over a leisurely Sunday lunch is still a favourite Italian past time. This is the Italy you picture, dream about, but didn’t know exists…
UNTIL NOW!

“Giovanni & Chantelle personally guided us. After having been to Italy multiple times, I can honestly say no other experience compares to the one provided by Giovanni & Chantelle. With their local knowledge we were able to experience food & restaurants we would not have discovered on our own.”
“When I lost my luggage, Giovanni took his personal time to help me sort things out, it really showed how much they care about their clients. They really went above and beyond the scope of the tour.”
Ready for your Backstage pass to Italy?
Here’s how we can help!

STEP 1
Choose your favourite itinerary

STEP 2
Pick your preferred dates

STEP 3
Make your deposit & secure your spot

STEP 4
Pop open some prosecco, you’re set to travel Italy authentically!
IT’S TIME TO CHOOSE YOUR ITALY ITINERARY
2024 ITALY TOUR COLLECTION
10 day Italy Itinerary
Savor Italy’s top slow food on sun-kissed rolling hills, cook with a local chef, and drink in Montepulciano d’Abruzzo wine country while soaking up genuine Italian Life in Italy’s hidden regions of Le Marche & Abruzzo.
Limited to just 4 exclusive dates!
10 day Italy Itinerary
Visit an award-winning cheesemaker, cook with a local chef, and experience Venice off-the-beaten path while exploring Italy’s UNESCO Prosecco Hills & Palladian Villas
…like a local.
Limited to just 2 exclusive dates!
10 day Italy Itinerary
Immerse yourself in wine country, Unwind with luxe spa amenities surrounded by Verdant vineyards producing World-class Wines & enjoy Incredible Italian Food on this All-Inclusive Italian vacation
Limited to just 1 exclusive date!
7 day Italy Itinerary
Sip Sangiovese in the vineyard, enjoy the “best meal of my life!” moments, and indulge in La Dolce Vita while exploring Italy’s hidden regions of Le Marche & Abruzzo
…like a local.
Limited to just 1 exclusive date!
2023 ITALY TOUR COLLECTION
10 day Italy Itinerary
Savor Italy’s top slow food on sun-kissed rolling hills, cook with a local chef, and drink in Montepulciano d’Abruzzo wine country while soaking up genuine Italian Life in Italy’s hidden regions of Le Marche & Abruzzo.
Limited to just 5 exclusive dates!
7 day Italy Itinerary
Sip Sangiovese in the vineyard, enjoy the “best meal of my life!” moments, and indulge in La Dolce Vita while exploring Italy’s hidden regions of Le Marche & Abruzzo
…like a local.
Limited to just 2 exclusive dates!
7 day Italy Itinerary
Visit an award-winning winery, cook with a local chef, and experience Venice off-the-beaten path while exploring Italy’s UNESCO Prosecco Hills during the Spring or Fall
…like a local.
Limited to just 2 exclusives date!
The exceptional scenery, the out of the way amazing places, wineries, and food, all worth the trip to Italy and you wouldn’t find them without The Italian On Tour. Can’t recommend it highly enough!
I had looked forward to this experience my entire life and wanted an authentic experience as a local in Italy. This experience absolutely exceeded my expectations!
The itinerary was spot on – enough free time, interesting towns, great food and wine. You get local expertise and great service. Don’t just consider this tour – it is a must!
I was traveling solo for the first time. Giovanni and Chantelle made me feel very welcomed. They have relationships with all the people you meet and every experience was very authentic.

Get the latest
Italian Food, Wine & Italy Travel Tips
For your next Italy trip!
Explore Italy’s Best Kept Secret: the Le Marche Region
Hailed as all-of-Italy-wrapped up into one region, Le Marche is the perfect once-in-a-lifetime,...
September in Italy Weather: How to Plan and Pack For Your September Italian Vacation
Many of you have probably heard that September or fall is the best time to visit Italy. You may be...
Flights To Italy – 5 Things You Need To Know Before Booking
Italy is a dream vacation destination with gorgeous views, world-class dining, and fascinating...
Explore Italy’s Best Kept Secret: the Le Marche Region
Hailed as all-of-Italy-wrapped up into one region, Le Marche is the perfect once-in-a-lifetime,...
September in Italy Weather: How to Plan and Pack For Your September Italian Vacation
Many of you have probably heard that September or fall is the best time to visit Italy. You may be...
Flights To Italy – 5 Things You Need To Know Before Booking
Italy is a dream vacation destination with gorgeous views, world-class dining, and fascinating...
July Weather in Italy: How to Plan and Pack for Your July Italian Vacation
Planning a trip to Italy in July? You’re probably wondering what July weather in Italy is like,...