THE PASSPORT TO PUGLIA TOUR
For food & wine lovers who want to explore Italy’s hidden gems, dine inside Trulli homes, and experience the charm of the heel of Italy like a local.
Skip the crowded buses and cookie-cutter tours. Instead, visit the stunning Valley of Itria carefree, indulge in fresh burrata straight from the cheesemaker, sail along the seaside caves of Polignano a Mare, and stroll through iconic whitewashed villages—all while enjoying world-class wines, authentic meals, and personalized service on this unforgettable journey through Southern Italy
Angelica Estrada
Dick Bissel
california
florida
Christina
texas
“This trip was exactly what we wanted and gave a glimpse into real Italian life.”
“This is not like other tours. On this personally led tour you’ll get amazing service and gain local insight into a part of Italy not really known by tourists”
WOULD YOU GIVE YOURSELF THAT CHANCE? OR WOULD YOU KEEP ON…
Feeling overwhelmed with planning your Italian vacation while worrying about the logistics & guessing if the activities you’ve planned are money well spent or even worth your time?
DIY planning your Italian vacation with TripAdvisor and scoring a deal on Groupon to save big bucks only to find out the activities mentioned were “just suggestions” and “not included in the price”?
Purchasing a self-guided itinerary, hiring a private driver (white gloves top hat and all), just to realize your itinerary wasn’t put together by locals and those “hidden gems” mentioned are where every other single tour goes?
—JENNIFER LEVESQUE, North Carolina
BECAUSE THIS TOUR OF the Southern Italian region of Puglia IS THE EXACT OPPOSITE.
If you’re looking to have that “wow, I can’t believe this is my life!” moment on your Italian vacation as you mingle with the locals, indulge in award-winning wines, eat incredible meals, and visit authentic places, Italy’s Epicurean Journey is perfect for you.
You’re going to love
Dine in historic trulli homes, discover centuries-old cheese-making secrets, and explore whitewashed villages and hidden sea caves from Valle d'Itria to baroque Lecce - an intimate glimpse into Puglia's soul, offered just once per year.
You’re about to experience the real Italy, just like these travelers before you…
“Giovanni & Chantelle take care of where to go, what to see, where to eat: all while experiencing genuine everyday Italian lifestyle and cuisine.”
"You won’t have this experience on your own.”
lee farrington
Melbourne, Australia
“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 Giovanni & Chantelle!”
“This was an authentic Italian experience."
stephanie branham
South Carolina, USA
“I wanted an authentic experience as a local in Italy. Giovanni & Chantelle absolutely exceeded my expectations!”
"Chantelle and Giovanni are a very insightful, educated, cultured husband-wife team. From the moment they greeted me at the airport, I felt like a friend. A friend they looked out for and introduced to their local Italian friends who were also lovely, friendly… and local experts.“
Select Your Dates
Book Your Tour
Pop the Prosecco!
It’s that simple—your backstage pass to authentic Italy is just a few clicks away.
Choose the perfect time to experience Italy’s hidden regions with our small group tours.
Reserve your spot with a deposit of $997 USD and let us take care of all the details—no stress, just excitement.
Start counting down to the unforgettable meals, stunning villages, and insider moments that await you in Italy.
And, don’t worry…we’ll pick you up…
Curated Private Day Trips - designed by The Italian On Tour®
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“Best trip ever! The itinerary was spot on.”
Meet multi-generational zero-km cheesemakers, taste Burrata made right before your eyes, visit the UNESCO Trulli homes and still get to toss that coin into the Trevi fountain? Or dig into a slice of pizza napoletana? Or visit Pompeii?
You don’t have to choose. Just a 4 hours by train from Rome and less than 3 hours away from Naples you can tag on those bucket-list items before or after your trip with us.
Giovanni’s passion for top quality Italian food and wine is your gateway to local guides, experts, celebrity chef approved truffle hunters, and drivers (who also happen to be passionate foodies & sommeliers!) leading your entire trip… with a dash of multi-generational wine-makers, & all-star chefs.
We’ve personally tried, tasted and tested every single experience ensuring quality and authenticity. Zero tourist traps, subpar service or food.
Remember that whirlwind Contiki tour you took with 60 other guests? Not your jam anymore. You want to feel like you’re traveling among friends – not like you’re a reluctant participant on a high school field trip.
From the moment we welcome you on tour to our final goodbyes, we’ll be there every step of the way (and limit your group to just 12 people).
Instead of a whirlwind city-to-city, unpacking and packing every night trip where everything you see and do becomes a blur…
You want to create never forget moments with hand-picked highlights connecting you with the locals, fellow travellers, incredible meals, and culture in the unique territory of Puglia, spanning from its seaside caves, to the UNESCO Trulli homes of Alberobello, ending at the Southern Baroque City of Lecce.
Dreaming about an authentic Italian vacation?
UNCOVER THE NUANCES OF
ENJOY COUNTLESS
MOMENTS
On The Passport to Puglia Tour, you will....
EVERYDAY ITALIAN LIFE
"BEST MEAL
OF MY LIFE!”
NEVER
SIT BACK & RELAX AT A 5-STAR
ENJOY THE IN-HOTEL ORGANIC WINE CELLAR,
LUXURY BOUTIQUE HOTEL
ONE OF ITALY’S LARGEST
May 1 to 8, 2026October 19 to 26, 2026 - SOLD OUT!
Should you encounter any problems completing your booking, please contact info@theitalianontour.com.
Don't see a date that works for you and have a group of 6 or more?
Click here to put in your date request!
"When I lost my luggage, Giovanni took his personal time to help me sort things out.”
— RACHELLE HYNES, canada
"Loved the personal shopping tips and all the food recommendations!"
—ANNA PESTI, australia
Starting at $6,997 USD per person
BOOK NOW
Grab your spot for just $997 USD today, then pop open the prosecco & get excited for your trip!
TAKE IT FROM larry
Take the Plunge! the italian on tour® is definitely worth the price!"
"Relaxing & hassle free, it was the trip of our lifetimes. After the trip we felt invigorated! Wonderful tour hosts, Giovanni & Chantelle, provide unique experiences that you’d never be able to arrange on your own."
—larry cooke, north carolina
"This was an experience that throngs of other tourists won’t have."
—rachel ruvo, north carolina
Packing lists & tips
Restaurant recs & a local event listing (so you can make the most of your free time on tour!)
What you need to know before you go guides
With over 30 years of combined expertise in Italian food, wine, and travel, we’re here to share the Italy most travelers never see. Giovanni, a homegrown Italian with a deep passion for his country’s culinary traditions, and Chantelle, a Canadian who fell in love with Italy (and her Italian husband!), craft every journey with local insight, care, and authenticity.
Our guests arrive as travelers and leave as friends, having experienced the real Italy—its hidden villages, incredible cuisine, and warm hospitality—just as the locals do.
TAKE IT FROM belinda
“Italy is where Giovanni and Chantelle live. They have relationships with the people… every experience is very genuine!”
“This is relaxed touring with a personalised touch where you meet the winemakers or producers…It goes beyond herding people in the hopes they’ll buy merchandise. “
OR MAYBE THEY THINK THEY’VE SCORED THE DEAL OF A LIFETIME?
You want more time relaxing than spending countless hours planning and stressing about all the details.
You want to forget about getting from point A to B, and relax knowing you’ll be taken care of by hosts who know Italy like the back of their hand, because they actually live there.
You want to enjoy sipping vino rosso under the Italian sun, digging into that second plate of pasta all’uovo made with Nonna’s love, and treating yourself with a second scoop of gelato because you’re in Italy and everyday is a celebration.
ANNE PETRO, SAN JOSE
You’re not shuffled in and out of a bus. There are no lines to cue up in. Chantelle & Giovanni take all the guesswork out of planning your Italian vacation.”
“They take care of where to go, what to see, where to eat: all while experiencing genuine everyday Italian lifestyle and cuisine. The authentic Italian food was AMAZING! And best of all we had two locals to enlighten each day with their knowledge and experiences.”
MICHELLE GRASEK, NEW YORK
It was a life-changing trip! This was my mom’s first trip to Europe and she can’t stop talking about it."
“What an amazing experience! Chantelle and Giovanni introduced us to an abundance of upscale, indulgent, fresh Italian food every single day.I’ve been to Europe three times before and this was easily my favorite trip!”
MINITHA BROWN, TORONTO
"The best trip ever—the tour of a lifetime! You’ll want to go back to experience their Italy again and again.”
“We had taken other tours around the world, but this was our first time to Italy. I was a little skeptical at first, not knowing the region of Le Marche, but to my amazement it turned out to be the best tour we have ever done! If you’re planning on going to Italy choose The Italian On Tour®.”
"My wife has made a book of our Italy trip photos thanks to Chantelle sharing all the photos that were taken during the trip. I especially enjoyed Giovanni's sense of humor as we laughed many times during the week. The true test of a great vacation, is would you do it again? My answer: ABSOLUTELY!!!!”
Giovanni – Your Exclusive The Italian On Tour® host & Italian Food & Wine expert – Chantelle, and your fellow Italian adventurers. Our guests range in age from their 30s to being in their 70s. When you’re on tour with us, age is just a number because everyone is here to sit back, relax, and experience Italy like a local all while enjoying Italy’s amazing culinary and cultural delights.
Yes, because this means you already love Italy and you’ve probably already traveled to all of Italy’s major tourist sites, but are dying to experience Italy like a local. When you travel with us you’ll experience a new culture among locals who become friends (and know Italy like the back of their hand!). Your trip will be the perfect balance of vacationing and relaxing so you can indulge in La Dolce Vita.
Just 3 hours from Rome and a train ride away from Venice you can tag on those bucket-list items before or after your trip with us.
While you’re with us, forget worrying about the language, logistics, or having a bad meal – you’ll travel stress-free knowing we’ve taken the guesswork out of planning your trip.
This itinerary has been carefully crafted to ensure you’ll enjoy the best of Italy’s hidden regions. To offer you the best experience possible this trip has limited to just a few dates per year.
Smack dab in the middle of Ascoli Piceno’s historic centre is your homebase: Palazzo dei Mercanti. Locally owned and operated boutique 4-star hotel dripping in history. Once a convent, it has been beautifully restored with modern amenities so that you can enjoy extra R&R at the spa after a fulfilling day of visiting vineyards & villages.
Home to one of Italy’s most beautiful squares, you’ll be walking distance to boutique shops, restaurants, your perfect scoop of gelato, and streets lined with cafes that have something perfect for everyone’s taste buds.
Great! Our guests travel with us because they’re looking for an authentic experience, something that they simply cannot pull-off on their own. Think of this as the kind of trip planned by your local Italian BFFs who just happen to be Italian food & wine experts.
You’ll be picked up from Rome’s Fiumicino Airport at 11:30 am. Flying into another airport in Italy? The Italian On Tour team will help you plan the best way to meet up with your tour.
Forget the headache of organizing an airport transfer. You’ll meet us at Rome’s Fiumicino airport, hop in your private air conditioned vehicle, sit back, relax, and enjoy the ride knowing you’ll be taken care of.
Every single city that our tours are based in are selected for their ease of travel and comfortability to be able to walk freely in the evenings and enjoy the amenities of the town you are staying in. Chantelle as an expat and female traveller enjoy walks in the city during the day and evenings. Plus to help you get your bearing for where everything is in town you get an orientation walk on your first night on tour!
Our trips are designed to share the authentic local dishes of the regions you travel with us to and this means dining on set tasting menus, in family homes and farm-to-table establishments that use seasonal ingredients and therefore often offer a very limited daily choice on their menus which is why not all food preferences can be accommodated.
To confirm if your select food preferences can be accommodated on this trip please write us directly at info@theitalianontour.com before booking.
Please note that prior to making your deposit for this trip it must be confirmed in writing via email that your specific food preferences can be accommodated or you risk cancellation of your trip.
no
surprises
ever
Never get dinged for booking fees at checkout — what you see is what you pay,
We know you may have experienced this with other tours or vacations, so we want to be sure to tell you: we have no hidden charges or fees. The prices you see are the prices you pay, always!
no surprises ever!
Explore hidden villages, savor world-class food and wine, and connect with Italy in a way most travelers never do. From boutique accommodations to exclusive experiences, from the second our tour starts, every detail is handled so you can simply soak it all in.
Spots are limited to just 12 travelers, and they sell out quickly—reserve yours today and get ready to experience Italy like a local.
“Their prices are unbelievably fair. If you’re hesitant about their pricing then I would say don’t go to Italy…”
—RACHEL RUVO, north carolina
New York Times Bestselling Cookbook Author, and Creator of Nom Nom Paleo