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7 Days Flavors of The Renaissance Culture and Culinary Tour in Ascoli Piceno, Italy

Ascoli Piceno, Italy 63100

Luxury Culinary Vacation in Italy

Sample the flavors of Italian life with seven spectacular days based out of Ascoli Piceno, located just around the corner from Rome. Unpack once and unwind in accommodation located a stone’s throw away from one of Italy’s most Beautiful Piazzas. Your journey will focus on the culture and food of the region, allowing you to get to know the rhythm of this city, and soak up some of Italy’s “La Dolce Vita”. While exploring two of Italy’s wine regions, which are rich in Renaissance architecture, you will be rewarded with an exclusive wine tasting experience and full immersion in the local food scene. Breathe in beautiful architecture and relive Italy’s golden years with visits to Loreto and Ascoli Piceno. Of course, no trip to Italy would be complete without enjoying fantastic food and learning a few cooking secrets along the way. To ensure your trip is nothing but spectacular you will be joined by a fully-bilingual, 100% Italian, 100% local guide with an International culinary resume. Get off-the-beaten-path and enjoy the in-depth experience of authentic Italy that you have been craving.

Meet the instructors



  • A visit to Italy’s largest medieval fortress
  • Ultimate farm-to-terrace wine tasting experience
  • A visit to the seaside villages of the Coast of Conero
  • Dining at Italy’s top slow-food restaurant for traditional cooking
  • Hand-made pasta cooking with a locally renowned chef featured on Cuochi d’Italia
  • Stay in a luxury boutique hotel just steps away from one of Italy’s most beautiful piazzas
  • Airport pick up, transportation, and drop off to bus/train station
  • Services of your own private Italian On Tour guide

Skill level

  • Beginner


6 days with instruction in English
Spoken languages: Italian
The maximum participants in the group is 8
Airport transfer included: Leonardo da Vinci–Fiumicino Airport
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  • Swimming pool (outdoor)
  • Air-conditioned rooms
  • Café
  • Environmentally friendly
  • Lobby
  • Lounge
  • Free Wi-Fi
  • Internet access
  • Laundry
  • Tour assistance

Nestled in the heart of Ascoli Piceno’s Centro Storico (historic center), the selected accommodation is a stunning property that is locally-owned and operated. Once having its life as a noble palace and convent, the two were combined to create a perfectly curated luxury boutique 4-star stay that is a unique expression of this territory.

Tucked away down a cobble-stone paved alley its position offers tranquility, yet it is conveniently located just steps away from the city center and one of Italy’s most beautiful squares: Piazza del Popolo (The People’s Square). It is the perfect location to immerse yourself in the rhythm of the city, allowing you to easily enjoy an evening passeggiata (stroll), and ease into what the Italians call “La Dolce Vita”.


Day 1: Rome to Ascoli

Welcome to Italy! Meet your guide and enjoy a comfortable ride in a private vehicle from Rome’s Fiumicino Airport directly to Ascoli Piceno. No need to wait for buses or taxis, just hop on with your guide and arrive directly at your hotel.

Enjoy the scenery of the National Park on the way or simply nap to recover from your jet lag! The group will stop for a quick lunch on the way from Ascoli to Rome. In the late afternoon, you will arrive at Ascoli and settle into your home for the duration of your stay. Your hotel is located just a stone’s throw away from one of Italy’s most beautiful Piazzas making it the perfect location to relax and explore the city by foot.

Before dinner, meet up with your guide and trip designer for an optional mini-orientation tour of Ascoli Piceno. After, take in a relaxing evening with a glass of Rosso Piceno (a variety of local red wine) and enjoy your first dinner with your fellow travelers and new-found friends.

  • Meals: Lunch and dinner
  • Activity: Optional pre-dinner stroll to get acquainted with Ascoli Piceno’s historic center (time-permitting).

Day 2: Offida and the estate of the original purveyor of the Pecorino grape

Every day will begin with a delicious breakfast, composed of local products and seasonal pastries, served in the elegant courtyard of your hotel. Your guide will always meet-up with you at your hotel before embarking on the adventure of the day.

This morning let’s take a bite out of the sweet life by saying Buongiorno (Good day) to wine country and one of Italy’s most beautiful hill-top villages! The group will drive east down countryside roads to make your first stop of the day: Offida, one of Italy’s Borghi piu belli (most beautiful villages). Step back in time as you stroll through this quaint town working up an appetite for an afternoon full of wine tasting and true zero-km dining. Bid Arrivederci (goodbye) to Offida’s Old-World charm and Hello to wine and dining Italian style.

Today, you will meet one of the owners, whose father is the Original Purveyor of the Pecorino vine. She will take you on an exquisite journey of the taste buds, pairing local charcuterie, and rustic dishes with award-winning wines. After a leisurely lunch, you will make your way from the Cantina to the beautiful Vigneto Storico (Historic vineyard) where you will have the opportunity to savor your last sip completely immersed in wine country.

In the late afternoon, you will return to Ascoli. Your evening is free. Relax, take an evening walk, and enjoy dinner on your own at one of Ascoli’s many local hot spots.

  • Meals: Breakfast, wine tasting with small plates, and lunch
  • Activity: 2-3 hours walking/standing on cobblestone streets, and a leisurely stroll through the vineyards (weather permitting)

Day 3: Ascoli Piceno, the city of Travertine and 100 towers

Today, you will meet your local guide and resident Ascolana (Person from Ascoli Piceno) for a privately guided walking tour of Ascoli Piceno, which is heralded for one of the most beautiful squares in all of Italy! By foot, you will explore Ascoli’s magnificent piazzas, and visit the beautiful Duomo, all while learning about the art, culture, and history of the powerful people called the Piceni.

After working up an appetite, you will travel to the land of Tartufo Nero (black truffle) for lunch at a family-run establishment where Nonna is known for making the best Olive Ascolane (stuffed olives) in this neck of the woods. After a leisurely lunch with your fellow travelers, you will make your way to deeper into truffle territory with a visit to a typical mountain village of the region.

After enjoying a stroll through this ancient Roman outpost and experiencing stunning views of the Apennines Mountains, you will make your way back to Ascoli. The rest of your evening is free to enjoy a little solo exploration and have dinner on your own.

  • Meals: Breakfast and lunch
  • Activity: 2-3 hours urban walking in the morning, easy stroll and light inclined walking through a small village in the afternoon.

Day 4: Cooking in the Italian countryside

Wake up and ease into your day with a relaxing breakfast. Your guide will meet you at your hotel and whisk you away into the Italian countryside for a cooking class at a 17th-century villa that once had its life as an abbey. Admire its beautiful frescoes while you get a hands-on cooking lesson from a locally renowned chef that was featured on Italy’s Cuochi d’Italia and learned her secrets from the best, Nonna (Grandma).

After cooking up a storm take some time to enjoy the fruits of your labor and breathe in the tranquility of this peaceful property with a lunch in the gardens and relaxation by the villa’s pool. In the late afternoon, your guide will meet you at the villa and you will return to Ascoli. Optionally, you can join your guide for some afternoon sightseeing through the heart of truffle country to the foothills of the Apennines. The evening is yours to relax, take a stroll, and eat some delicious Italian fare.

  • Meals: Breakfast and lunch (please note that the cooking class menu varies with the season in order to offer you the freshest and most flavorful taste of the local cuisine)
  • Activity: 2-3 hours standing on your feet in the morning during your hands-on cooking class, in the afternoon relaxing poolside (weather permitting)

Day 5: Formidable fortresses and Italy's top slow food

This morning, you will head to Civitella del Tronto, the  largest and most formidable medieval fortress in Italy, which remained unconquered for over 350 years! There, you will experience a view like no other. A unique 360-degree view of the territory.

After your visit, you will continue your journey across the beautiful valley of Val Vibrata and make your way to a family-run restaurant that is passionate about slow food and holds the title of Italy’s top slow food restaurant for traditional cooking. There is your chance to taste some delicious Abruzzese cuisine, the Arrosticini (skewered meat) is not to be missed.

Following this leisurely lunch, you will return to Ascoli in the late afternoon. Optionally you can meet up with your guide for some early evening shopping of genuine Italian leather purses and shoes. Your guide will be there to assist with translation to ensure you will find the perfect fit! Or you can simply have your evening free to enjoy dinner on your own and try one of Ascoli’s many local establishments.

  • Meals: Breakfast and lunch
  • Activity: In the morning 2-3 hours walking on varied terrain with some short steep inclines, sturdy shoes recommended.

Day 6: Seaside sightseeing

Today, you will travel to the Adriatic coastline to reach the famous Conero Coast lined with blue flag beaches and pristine turquoise waters. Don’t forget your camera as today’s panoramas are sure to please! After some relaxing sightseeing by foot of the local seaside villages, you will make your way to lunch enjoy the catch of the day and the best view in town.

In the later afternoon, you will visit Loreto’s world-famous Sanctuary. Legend has it that the house of Nazareth is located within its walls. This is a place of pilgrimage, considered second only to Lourdes, with a Basilica ripe with history and adorn in renaissance art. Return to Ascoli in the late afternoon where you will have the evening free.

Now is the perfect time to head out for a Passeggiata (stroll) or grab an evening Aperitivo (cocktail with small plates). Still, have room for another plate of handmade pasta or wanting a romantic evening out? Ask your guide for tips of where to go to get your fork-on!

  • Meals: Breakfast and seafood lunch
  • Activity: 3 hours leisurely sightseeing by foot in seaside villages, and a visit to Loreto’s Sanctuary

Day 7: Arrivederci!

After a final breakfast, it is time to say goodbye to your Italian on Tour guides and your new-found friends. You will be driven to Ascoli’s bus or train station connecting you to the next leg of your trip. Should you wish to stay longer in Ascoli or explore Rome, Florence, or elsewhere, your guides will be happy to help you book your own alternate travel arrangements. Until next time “Arrivederci”!

  • Meals: Breakfast

Itinerary disclaimer

While it is Italian On Tour's intention to adhere to the route described above, the order and inclusions of specific activities are subject to change. They always leave some room for spontaneity, building a certain amount of flexibility into the itinerary and on occasion, it may be necessary, or desirable to make alterations to ensure they can offer you the best of what is available in season.

It is important to note that some activities are dependent on the weather and may vary due to the time of year and/or forces beyond their control. The trip details and itinerary are a general guide to the tour and regions you will be visiting. Any mention of specific destinations is by no means a guarantee that they will be visited. Additionally, any travel times listed are approximations only and may vary due to local circumstances.

Activity level

This trip is appropriate for people who enjoy a good stroll and feel comfortable while on the move. Daily walking times vary from one to four hours, from urban strolls to uphill walks in medieval fortresses and standing on your feet for an up to three hours while cooking up a storm.

Included excursions

  • Cooking class
  • Walking tours
  • Slow-food restaurants
  • Wine tasting


This holiday will take place in Ascoli Piceno, Italy. Ascoli Piceno is a picturesque town located in the region of Le Marche in central Italy. Just a stone’s throw away from Umbria and Abruzzo, it is the perfect location to visit all three of these regions with ease. It is filled with architectural charm, boasting a history that dates back before the inception of Rome. Once known as the City of One Hundred Towers, it is covered in travertine and is home to one of the most beautiful squares in all of Italy, Piazza del Popolo.

In the evening the streets around the Piazza come alive, buzzing with energy, as friends meet-up to enjoy drinks, and the city emerges for the nightly passeggiata (stroll). In Ascoli, you can take the evening in like an Italian, enjoying an apertivo (cocktail) at Caffe Meletti (one of Italy’s 100 Historical Cafes) or follow the tempting aromas to one of the Centro Storico’s (Historic Centre) many restaurant tables.

Ascoli is easily walkable, allowing you to relax and go back in time while you cross its maze of tiny alleyways and cobblestone streets. Unlike many of the towns of Tuscany that have been surrendered to tourism, the heart of Ascoli still beats to the rhythm of its 50,000 residents. It is big enough to support a local shopping and dining scene, but small enough to have maintained its authenticity and culinary heritage, one which includes the second largest medieval reenactment in Italy, the Quintana, and the famous Olive all’Ascolana (stuffed olives) festival.

The hills around Ascoli are uncrowded and hide many gems of the region. There, you will find generational wineries, family-run agriturismi (farm-stays), and an award-winning olive oil production. Still relatively undiscovered, and located in a territory considered to be “all of Italy wrapped up into one region”, Ascoli is off-the-beaten-path offering all the charms of Italy’s well-known regions without the crowds. This up and coming status lends Ascoli to still being a city where you get to meet the locals and can truly experience the authenticity of genuine Italian hospitality.


During this culture and culinary holiday, you will be served six breakfasts and seven meals including wine, coffee, and dessert. Every day will begin with a delicious breakfast, composed of local products and seasonal pastries, served in the elegant courtyard of your hotel.

The Italian On Tour team makes it easy to enjoy fantastic cuisine and travel Italy gluten-free. Travel worry-free and inquire with them directly to make any one of ready-to-book itineraries gourmet gluten-free. Gluten-free supplement is available at 204 EUR per person.

The following meals are included:

  • Breakfast
  • Lunch
  • Drinks

The following drinks are included:

  • Water
  • Coffee
  • Alcoholic beverages

The following dietary requirement(s) are served and/or catered for:

  • Regular (typically includes meat and fish)
If you have special dietary requirements it's a good idea to communicate it to the organiser when making a reservation

What's included

  • 6 breakfasts, 7 meals including wine, coffee, and dessert
  • 6 nights accommodations in a boutique 4-star hotel
  • Services of your own private Italian On Tour guide
  • One wine experience
  • Privately guided walking tour of Ascoli Piceno with a local expert and guide
  • Privately guided walking tour of Offida with a local expert and guide
  • One hands-on cooking class
  • Optional sightseeing as per itinerary
  • All entrance fees are included as per itinerary
  • All transportation from rendezvous to the drop-off point in a private vehicle
  • All gratuities for city guides and service at meals
  • Airport pick-up/travel from Rome’s Fiumicino Airport
  • Departure day transfer to Ascoli Piceno’s bus or train station
  • All special events, private tours, and local experts as per itinerary

What's not included

  • Any items not mentioned in the itinerary
  • Flights
  • Items of personal nature
  • Return transfer from Ascoli Piceno to Rome or elsewhere
  • Travel and trip cancellation insurance

How to get there

Recommended Airports

Arrival by airplane

Book your flight to arrive at Rome’s Fiumicino Airport (FCO). Meet your guide at Info Point in Terminal 3 located at the airport at 11:30 a.m. Pick up from this airport is included. On the departure day, you will be dropped off to Ascoli Piceno bus/train station. Drop-off is available between 8:30 to 10:30 a.m.

Airport: Leonardo da Vinci–Fiumicino Airport Airport transfer included: Leonardo da Vinci–Fiumicino Airport No additional charges. You can request this in the next step.

Cancellation Policy

  • A reservation requires a deposit of 20% of the total price.
  • The deposit is non-refundable, if the booking is cancelled.
  • The rest of the payment should be paid 60 days before arrival.
7 days / 6 nights
from --


Arrival: Sunday August 23, 2020
Departure: Saturday August 29, 2020

Solo travelers

This tour can accommodate solo travelers. These set-date trips get you in touch with Italy, all while experiencing it with like-minded individuals. You will travel in groups of never more than 8 people, so you can travel to Italy authentically and make a few new friends along the way.


Custom dates

Custom dates for private tours are also available. These ready-to-book itineraries offer everything with the convenience of choosing your dates and going with your own travel companions. Please send an inquiry for private tour options.

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