Ascoli Piceno

Flavours of the Renaissance

Ascoli Piceno
Dates From
6 nights
7 days
Price From
Book Now


Sample the flavours 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 our region allowing you to get to know the rhythm of our city, and soak up some of Italy’s “La Dolce Vita”.  While exploring two of Italy’s wine regions, which is 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 the 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 an in-depth experience of the authentic Italy you have been craving.


  • Six nights double occupancy stay in 4-star characteristic and historical accommodations with ensuite bathroom
  • Transfer from your hotel to Ascoli Piceno’s train and bus stations on day of departure
  • Transfer from Rome’s Fiumicino Airport to Ascoli Piceno
  • Daily breakfast with local ingredients
  • Welcome Aperitivo (cocktail with small plates) in a local historic residence
  • Five lunches representing the cuisine of the territory
  • Private cooking class followed by lunch composed of local ingredients paired with regional wine
  • A guided tour of a world class vineyard
  • A wine taste of local award-winning wines paired with local charcuterie and small plates
  • Private guided tour of Ascoli Piceno, the City of Travertine
  • A visit to the largest medieval fortress in Italy
  • A visit to Loreto, the sister city of Nazareth
  • Visits to some of Italy’s Borghi Piu Belli d’Italia
  • A knowledge local, bilingual guide that is with you throughout your day
  • All meals include fine local wines, coffee, and dessert
  • When out on the road with us handcrafted gelato & espresso are always on the house
  • All entrance fees to museums & monuments
  • Taxes, tips, and service charges


Day 1: Rome to Ascoli

Welcome to Italia! Meet your guide at Noon and enjoy a comfortable ride in our 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! We will stop on the way for a quick lunch to taste the best panino from Ascoli to Rome. In the late afternoon arrive to Ascoli and settle into your home for the duration of your stay. Your Hotel is located just a stone’s throw away from one Italy’s most beautiful Piazzas making it the perfect location to relax and explore the city by foot.Tonight, meet up with your guide and trip designer for an Aperitivo (cocktail with appetizers) to unwind and learn about the week ahead.

Meals: Lunch, Apericena (Welcome cocktail with a dinner composed of an assortment of small plates and appetizers)

Day 2: Dip into La Dolce Vita

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 we will ease into Italian life by saying Buongiorno (Good day) to wine country!  We will drive east down countryside roads to visit a family-run winery that has its history deeply rooted in our beautiful territory. Today you will meet one of the owners, who’s great grandfather brought the first Pecorino vine to this region. She will take you on an exquisite journey of the taste buds. Eat local cheeses, charcuterie, and taste olive oil produced from the trees on their property, all while slowly making your way from the terrace to savoring your last sip under a fig tree in the middle of their beautiful Vigneto Storico (Historic vineyard). Bid Arriverderci (goodbye) to the vineyard and Hello to true farm-to-table cuisine. Today we will lunch on rustic cuisine at a local Agriturismo (farm-stay), where everything you eat is either in-season or locally grown onsite. After lunch, we will drive through rolling hills until we reach Offida, one of Italy’s Borghi piu belli (most beautiful villages).  Step back in time as we stroll through this quaint town and make our way to the church of Santa Maria della Rocca to admire the view of the valley below.  In the late afternoon, we 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 hotspots.

Meals: Breakfast, Wine taste with small plates, Lunch

Activity: 2 hours walking on cobble stone streets in the afternoon. A leisurely walk through the vineyards.  Comfortable and sturdy shoes recommended.

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 we 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 we 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 travellers, we will return to Ascoli. For those art aficionados, optionally you can visit our local Pinacoteca (museum) which houses some famous works by Ascoli’s most beloved Renaissance artist Carlo Crivelli. Museums are not your thing? Then take to the town for some people watching while you relax in one of our many cafes or maybe just hit the cobble stone streets for a little solo exploration. Dinner is on your own.

Meals: Breakfast, Lunch

Activity: 2-3 hours urban walking in the morning, strolling around the city in the late afternoon.

Day 4: Let's Cook

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 frescos while you get a hands-on cooking lesson from a locally renowned chef that 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 take an easy scroll to the small village located above the villa to get a Birdseye view of the valley below. The evening is yours to relax, take a stroll, and eat some delicious Italian fare.

Meals: Breakfast, Lunch, and the creations made in your cooking class

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 & Unforgettable Views

This morning we will head to Civitella del Tronto, the largest and most formidable medieval fortress in Italy, which remained unconquered for over 350 years! Here you will experience a view like no other.  A unique 360-degree view of our territory. After our visit, we will continue our journey across the beautiful valley of Val Vibrata and make our way to a family-run restaurant that is passionate about Slow Food and traditional recipes. Here is your chance to taste some delicious Abruzzezze cuisine, the Arrosticini (skewered meat) is not to be missed. Following our leisurely lunch, we 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, Lunch

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

Day 6: Loreto & the blue Adriatic

Day 6: Loreto & the blue Adriatic
Today we will have an earlier start and make our way to Loreto, a sister city of Nazareth. Here we will visit Loreto’s 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. After we will head down to the stunning seaside for lunch at a renowned local restaurant. Admire the coastline, feel the sand between your toes, and dip your feet into the blue Adriatic. Don’t want to get wet? Then take a relaxing walk along the promenade and breathe in some rejuvenating ocean air! 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, Lunch

Activity: 3 hours leisurely siightseeing by foot in seaside villages, and a visit to Loreto’s Santuary

Day 7: Arriverderci!

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


Starts Ends Price Status Book
14/07/201920/07/2019$4,850 p/p twin shareAvailable
Book Now
21/07/201927/07/2019$4,850 p/p twin shareAvailable
Book Now
18/08/201924/08/2019$4,850 p/p twin shareOn Request
Book Now
23/08/202029/08/2020$4,850 p/p twin shareAvailable
Book Now


Travel to and from Italy, travel insurance, any other meals not noted in the itinerary, and excursions not listed above.
Prices subject to currency fluctuation.