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travel styles » escorted trips IN ITALY

Experience The Real Italy

If you’ve always dreamt of a trip to Italy, make it count by indulging in the immersive experience of an escorted trip.

A trip to Italy can never be a bad idea. Yet it can always get better. A fully escorted trip in Italy allows you to delve deeper into the country’s culture, traditions, history, and gastronomy while getting to know its most popular destinations alongside its best-kept secrets.

Discover Italy in The Company of a Local

Who wouldn’t want to have a local friend everywhere they traveled? With JayWay, this local friend exists. Daniele is a passionate wanderer, eager to show you around one of the most beautiful destinations in Europe. His home country, Italy.

Italy’s Highlights Aren’t Just in the Cities

JayWay’s regular trips to Italy can take you to the country’s most popular cities, such as Rome, Venice, or Florence, and even beyond. But once you’ve seen the sights, you may well thirst for more. To go deeper. To understand that much of what you love about Italy doesn’t come from the cities, but instead from the countryside and small towns with dishes named after them. Instead of just heloing you tick off places on your bucket list, Daniele will tell you stories and take you to meet his friends, the winemakers, artisanal cheesemakers, craftspeople and historians. You’ll have the pleasure of dining at eateries frequented mostly by locals or sleeping within the walls of charming, family-run accommodations. 

Authentic Italy

Beyond the main cities, an escorted trip to Italy allows you to venture out to Italy’s lesser-known regions, spend the night in quaint towns and villages, and take in the utter beauty of the Italian countryside. From the historic region of Piemonte to the culinary delights of Emilia Romagna to Puglia’s slow pace of life to Tuscany’s hidden nooks that not many have unearthed, this is the best way to discover and delve into the authentic side of Italy. 

How Do Escorted Trips in Italy Work?

Thanks to Daniele’s expertise and personal local acquaintances in Italy, you get access to gourmet experiences, such as tours of family-run wineries, organic cheese-making farms, and century-old olive oil mills, to name but a few. As far as logistics are concerned, all transfers and reservations are taken care of, while you benefit from total flexibility and last-minute changes, according to weather conditions and your preferences.

From 4 to 14 Days

You can combine some time in classic semi-independent JayWay style in the big cities or at a coastal resort with a few days in the company of Daniele, our Italy expert, in the harder-to-reach parts of the countryside, where having someone who knows the roads and can open hidden doors is essential. Our minimum escorted tour length is just four days, as long as your total trip length with us is at least week.

The image is a collage depicting various group activities centered around enjoying food and leisure time  Top-left image A group of people gathered around a table set outdoors in a scenic vineyard or countryside setting They are raising glasses in a toast sharing a meal and enjoying each others company The atmosphere is warm and convivial suggesting a celebration or a leisurely meal in a picturesque location  Top-right image A group of people sitting on a boat possibly a small ferry or cruise enjoying a relaxed moment together They are dressed casually some smiling at the camera while others are engaged in conversation The clear sky and calm water in the background indicate a pleasant day out on the water enjoying a scenic boat ride  Bottom image Three people participating in a cooking class or culinary demonstration in a brightly lit kitchen They are wearing aprons and working together at a marble countertop preparing dishes Various ingredients and cooking utensils are laid out in front of them and they appear focused on the activity The scene conveys an educational and enjoyable cooking experience

Suggested Escorted Tour Itineraries in Italy

Here’s a sample of our escorted tours and tour segments we offer with Daniele in Italy. 

* Starting price is per person, based on double occupancy in 3 star accommodation, in the most affordable month an itinerary is offered. Airfare to Europe is not included.

Click on your choice of itinerary, select number of travelers in your party, month of travel, and desired star level of accommodation to get an approximate price. Submit the enquiry form with any additional details and we can start planning your customized trip.

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