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Italian Hidden Gems: Tours

Undiscovered Adriatic Coast Gems
Coastal & Cultural Small Private Tour 

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Escape the hustle and bustle of the main tourist tracks and extend your journey into the tranquil, undiscovered heart of Central Italy. If you are looking to experience the real Italy at a wonderfully slow and relaxing pace, this hand-crafted, 3-day private tour extension is the perfect addition to your vacation.
 

Leaving the enchanting Roman and medieval hill town of Spello behind, we will take a scenic, leisurely drive through the rolling hills and picturesque landscapes of Umbria and Marche, winding our way toward the sparkling waters of the Adriatic Sea and the beautiful coastal gem of San Benedetto del Tronto.

 

Along the way, you’ll discover breathtaking medieval treasures that few foreign travelers ever get to see. We will step back in time to explore Ripatransone, known as the "Belvedere of Piceno" for its panoramic vistas, and Offida, a storybook village where age-old traditions and artisan craftsmanship still thrive in the quiet piazzas.

 

We will also wander through the majestic travertine squares of Ascoli Piceno, a city brimming with Roman and Renaissance history, stunning architecture, and local charm.

 

Because an Italy Adventures journey is always focused on savoring the finer things in life, we will pause just outside Ripatransone for an unforgettable culinary experience. Surrounded by peaceful olive groves and rows of lush vineyards, you’ll indulge in a relaxed, authentic light lunch paired with a private wine tasting of the region's finest boutique pours.

 

This is not a stand-alone tour. You can extend one of our 7-day or 10-day tours by adding 3 more days in Italy, making it either a 10-day or 13-day tour.

 

As always, we handle 100% of the logistics. You won’t have to worry about navigating unfamiliar roads, driving, or translation—leaving you completely free to relax, connect with the locals, and immerse yourself in the authentic flavors and slow-paced beauty of Italy. Welcome to your next great adventure.

A Curated 3-Day Tour Extension 

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Tour Extension Highlights

  • Take A Scenic Private Drive: Travel like a true insider from the cobbled streets of Spello to the palm-lined promenades of San Benedetto del Tronto.

  • Explore Undiscovered Medieval Gems: Enjoy personalized, guided explorations of Ripatransone, Offida, and Ascoli Piceno.

  • Take In a Relaxing Day: Spend one day on sandy beaches, take a long walk along the palm-lined seaside promenade, or relish a hotel spa visit.

  • Indulge On A Food & Wine Experience: Indulge in a leisurely lunch and private wine tasting at a boutique vineyard tucked into the Marche countryside.

  • Enjoy An All-Inclusive & Stress-Free Experience: Your dedicated bilingual host handles every single detail so you can simply focus on the magic of your vacation.

Day-by-Day Itinerary

Day 1 Tour Extension: Undiscovered Adriatic Coast Gems

From The Hills Of Umbria To The Sapphire Sea

After a relaxing breakfast, we will leave Spello behind as we journey through the rolling, sun-drenched hills of Umbria into the heart of Le Marche.

 

Our first stop is Ripatransone, a breathtaking medieval hill town offering endless panoramic views. You will have a chance to see the “vicolo piu’ stretto d’Italia”, the narrowest alley in all of Italy.

 

After wandering its historic cobblestone alleys, we’ll head just outside the town walls to a boutique vineyard. Here, you’ll savor a relaxed, authentic light lunch paired with exquisite local wines with a stunning view of the Marche countryside. You will get a chance to sample white wine from the Pecorino grape. This wine has floral aromas, vibrant acidity and enough body to stand up beautifully to seafood and regional dishes.

 

We’ll conclude our perfect day with a scenic drive to the Adriatic coast, arriving in the palm-lined paradise of San Benedetto del Tronto just in time for a relaxing seaside evening and dinner on the sea.

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Day 2 Tour Extension: Undiscovered Adriatic Coast Gems

Secret Marche Countryside Gems: Offida & Ascoli Piceno

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Today is all about immersing yourself in the rich heritage of Le Marche. After breakfast at your hotel we will drive to the enchanted town of Offida. We will take a guided morning stroll through the town to see its ancient architecture and timeless artisan crafts. You will get a chance to see the church of Santa Maria della Rocca which was built in the 14th century. It is surrounded by steep ravines and seems like it is almost suspended above the countryside.

 

Next, we journey to Ascoli Piceno, often called the “city of travertine” for its creamy local stone that covers the facades and piazzas. We will enjoy a delightful local lunch at a restaurant that serves typical “cucina marchigiana”. You may want to try a local appetizer, “olive ascolane”. This is a signature dish of Ascoli Piceno: local green olives stuffed with meat, breaded, and deep-fried until crisp and golden. They are a personal favorite.

 

After lunch, we will take a guided walking tour past two magnificent piazzas, past Roman bridges, medieval towers, and elegant churches. We have time to grab a coffee or aperitivo at a historic Art Nouveau café. Or, make a stop at the Pinacoteca Civica, which feels like an old aristocratic 18th-century residence rather than a sterile gallery.

 

Finally, we will head back to our coastal base of San Benedetto del Tronto. You will have some time to stroll around the promenade before a wonderful dinner at a handpicked local restaurant featuring seafood.

Day 3 Tour Extension: Undiscovered Adriatic Coast Gems

A Day of “La Dolce Vita”

This is a free day to unwind and recharge on your final day along the beautiful Riviera delle Palme.

 

We can arrange for you to lounge the day away by the waves in a comfortable beach chair on the sea, indulge in a rejuvenating spa treatment, or take a scenic bike ride along the vibrant, miles-long promenade. The choice is entirely yours.

 

Tonight we will gather one last time for an exclusive farewell feast. Overlooking the water at a beloved local hotspot, we’ll savor the freshest Adriatic seafood and fine regional wines, toasting to the perfect end of an authentic Italian adventure.

 

Included: All meals, beverages, local transportation in Italy, airport transfers, accommodations, a spa/beach visit, wine tastings, tour guides, and museum entrance fees.

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Cost In 2027:

  • Make Your 7-Day Tour a 10-Day Tour = $8,895 Per Person

  • Make Your 10-Day Tour a 13-Day Tour = 11,495 Per Person

Cost In 2028:

  • Make Your 7-Day Tour a 10-Day Tour = $9,295 Per Person

  • Make Your 10-Day Tour a 13-Day Tour = 11,895 Per Person
     

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