The Unfolded Map of Italy
- shannastewart4443
- Sep 9
- 28 min read
“Italy is not just a country—it’s a thousand stories whispered through vineyards, piazzas, and pastel harbors waiting to be heard.”
Italy’s quiet corners whisper stories that the guidebooks often miss—like the pastel-hued harbor of Procida in Campania, where fishermen still mend nets beside candy-colored homes. In the rolling vineyards of Franciacorta and Chianti, sparkling wines and bold reds flow as freely as the Tuscan sun, while Matera’s ancient cave dwellings carve a surreal silhouette into the hills of Basilicata. And Calcata, perched atop volcanic rock, pulses with bohemian spirit and eccentric artistry. Together, these lesser-known gems form a mosaic of Italy that’s rich in character, culture, and quiet wonder—perfect for travelers who crave authenticity over crowds.
In this post, we will venture to some less-populated towns in Italy (and the cities you can fly into and explore), that are worth exploring including:
Days 3 -5: Franciacorta
Days 5 - 7: Peschiera de la Garda
Days 7 - 9: Bologna
Days 9 - 11: Chianti
Days 11 - 13: Calcata
Days 13 - 15: Procida
Days 15 - 17: Matera
You could do this as a road trip. The trip would start in Milan and end in Bari. The total driving time is about 15 hours, so you would want to allow at least two days in each town or about 2.5 to 3 weeks to complete the trip.
Best time to take this trip:
🌸 Late Spring (May–Early June)
• Weather: Mild and sunny, perfect for coastal strolls in Camogli or vineyard visits in Chianti.
• Crowds: Fewer tourists than peak summer, so places like Matera and Siena feel more intimate.
• Nature: Wildflowers bloom across Tuscany and Liguria, adding color to your road trip views.
🍂 Early Autumn (September–Mid October)
• Harvest Season: Ideal for wine lovers—Franciacorta and Chianti are buzzing with grape harvests and festivals.
• Sea Still Warm: Procida and Camogli offer swimmable waters without the summer crowds.
• Golden Light: The softer light makes Matera’s stone dwellings and Calcata’s cliffside charm even more photogenic.
Days 1 -3: Milan
Milan is Italy’s sleek, stylish powerhouse—a city where centuries-old cathedrals meet cutting-edge fashion, and aperitivo culture is practically a religion.
Spend a night or two here before you start your big road trip.
Where to stay:
Urban Hive Milano
4-Star Hotel
High-end luxury travelers have always been well served by the Milanese hotel market; less common in Italy’s most fashionable city are hotels that appeal to a younger and more diverse crowd. Urban Hive Milano, in the Brera district, just to the north of the city center, aims to fill this gap.
Among its 97 units are some genuinely tiny ones, the La Mini rooms, which fit just one guest into a hyper-efficient 14 square meters; the La Cosy rooms have space for two, but only just. By the time you’re in La Grande, of course, you’ve got space to spread out, and the punningly named La Junior Sweet is more than twice La Mini’s size.
The design, both in the accommodations and in the public spaces, is a colorful and eclectic blend of contemporary, mid-century modern, and antique elements. Multiple flexible spaces are available for co-working or for private meetings, and the lounge and the Portico84 Café & Bar add coffee, tea, cocktails, and light bites to the equation. From here all of central Milan is at your feet, from various artistic and cultural destinations to the legendary retailers of the Golden Quadrilateral.
The Street Milano Duomo | a Design Boutique Hotel
4-Star Hotel
Milan isn’t just the center of modern Italian fashion and design — it’s also home to the Gothic marvel that is the Duomo di Milano, or Milan Cathedral. Both of these sides of the city’s character are represented in this hotel: The Street Milano Duomo stands quite literally right around the corner from the spectacular church, and while its interiors are adorned with large-scale images of the cathedral and historical Milan, they’re otherwise decorated in a colorful, contemporary style that pays liberal tribute to the Italian designers of the modern era.
The Street Milano Duomo, though it may not operate on the palatial scale of some of Milan’s bigger hotels, is more than luxurious enough. Its rooms and suites are not just stylish but full of top-shelf comforts; meanwhile the hotel’s bar and its elevated terrace are more or less the extent of the public spaces. In so central a location, of course, you’ll be faced with no shortage of options for dining and nightlife, and the hotel’s concierge is happy to help you sort the local favorites from the tourist traps. As for shopping, The Street is also right around the corner from the Galleria Vittorio Emanuele II, which is likely the most aesthetically pleasing shopping mall in the Western world; not far in another direction are the high-end retailers of the Quadrilatero d’Oro.
Bulgari Hotel Milan
5-Star Hotel
Nestled in the most elegant heart of the city, between the Quadrilatero della Moda and Brera, on a private street adjacent to the Botanical Garden, stands this highly refined hotel. The hotel's design, epitomizing luxury, was curated by the prestigious architecture firm Antonio Citterio & Partners. However, the true highlight of the property is the lush and exclusive one acre garden, overlooked by both the restaurant and the bar.
The rooms, adorned with rare and exquisite materials such as teak, oak, linen upholstery, Zimbabwe granite, and Navona travertine, are sumptuous yet inviting, with many offering a tranquil view of the verdant park. Their sizes range from the 35-square-meter Superior rooms to the 100-square-meter Premium Suites, with the addition of the ultra-exclusive Bulgari Suite, spanning an impressive 210 square meters plus 190 square meters of private outdoor space. Truly regal!
The intimate spa and the pool, adorned with gold and mosaics, reflect the opulent sophistication of the entire property.
The hotel is practically within a bejeweled arm’s length of some of Milan’s finest retailers and boutiques; its Brera location makes for easy access to the Golden Quadrangle, with Prada, Dolce & Gabbana, Versace and Armani, among others, all gathered together in one place. The hotel offers a personal shopping service to those overwhelmed by the variety—sometimes there’s just too much to buy and too little time. And if a shopping spree induces guilty feelings, there’s always the Duomo and La Scala, offering up some high culture to soothe your couture-addled soul.
Things to do in Milan:
🏛️ Cultural Icons & Must-Sees
• Duomo di Milano: Climb to the rooftop for panoramic views and a close-up of its intricate spires—this Gothic marvel took nearly 600 years to complete.
• Santa Maria delle Grazie: Home to The Last Supper by Leonardo da Vinci. Booking ahead is essential—it’s one of the most sought-after art experiences in Italy.
• Sforza Castle (Castello Sforzesco): A sprawling fortress with museums, gardens, and Renaissance treasures.
🎨 Art, Design & Architecture
• Pinacoteca di Brera: Milan’s premier art gallery, featuring Italian masters like Caravaggio and Raphael.
• Fondazione Prada: A contemporary art space housed in a former gin distillery—edgy, thought-provoking, and very Milan.
• Bosco Verticale: These “vertical forest” towers are a symbol of sustainable urban design and a great photo op.
🛍️ Fashion & Shopping
• Galleria Vittorio Emanuele II: Italy’s oldest shopping arcade, with luxury boutiques and a stunning glass dome.
• Quadrilatero della Moda: Milan’s fashion district—window shopping here is practically an art form.
• Corso Como 10: A concept store blending fashion, design, and a rooftop café.
🍸 Local Life & Leisure
• Navigli District: Stroll the canals, browse vintage shops, and enjoy aperitivo at sunset.
• Brera Neighborhood: Bohemian charm, cobbled streets, and cozy wine bars.
• La Rinascente Rooftop: Sip a spritz with a view of the Duomo’s spires.
🌿 Seasonal & Unique Experiences
• Triennale Milano: A design and art museum that hosts international exhibitions and events.
• Estate al Castello: Summer concerts and performances at Sforza Castle.
• JazzMi & BookCity: Autumn festivals that bring music and literature to life across the city.
Days 3 -5: Drive from Milan to Franciacorta
(About 1 hour drive)
What to see and do on way from Milan to Franciacorta:
🏛️ Cultural Stops Along the Way
• Pavia
Just 45 minutes south of Milan, this university town offers the stunning Certosa di Pavia, a Renaissance monastery with intricate marble facades and peaceful cloisters. Ideal for a short detour and a cappuccino in the historic center.
• Brescia (gateway to Franciacorta)
Before diving into the vineyards, explore Brescia’s Roman ruins, including the Capitoline Temple and Republican Sanctuary, plus medieval squares and the impressive Santa Giulia Museum.
🍷 Franciacorta Highlights
• Guido Berlucchi Winery
The birthplace of Franciacorta’s méthode champenoise-style sparkling wine. Tour the historic cellars and taste their elegant cuvées.
• Strada del Vino Franciacorta
A scenic wine route dotted with boutique vineyards, rustic trattorias, and panoramic views. Perfect for a self-guided drive or guided tour.
• Lake Iseo
Just north of the wine region, this tranquil lake is home to Monte Isola, Europe’s largest lake island. Rent a boat or hop a ferry to explore its car-free charm.
🍝 Local Experiences
• Lunch at a Lakeside Osteria
Pair Franciacorta bubbles with lake fish, risotto, or fresh pasta at a traditional restaurant overlooking Lake Iseo.
• Cooking Classes or Horseback Riding
Some agriturismos offer hands-on culinary workshops or countryside rides through the vineyards.
Franciacorta
Franciacorta is Italy’s sparkling secret—an elegant wine region tucked between Lake Iseo and the foothills of the Alps in Lombardy. If you’re drawn to slow travel, boutique experiences, and vineyard-studded landscapes, this place is pure magic.
Where to stay:
B&B FRANCIACORTA RODENGO SAIANO
3-Star Hotel
B&B Franciacorta Rodengo Saiano is a charming bed and breakfast nestled in the heart of the Franciacorta wine region, offering a cozy and convenient base for exploring northern Italy’s sparkling wine country.
Relaisfranciacorta
4-Star Hotel
Relais Franciacorta is a refined four-star hotel tucked into the rolling hills of Corte Franca, right in the heart of Italy’s prestigious Franciacorta wine region. If you're craving vineyard views, elegant design, and a peaceful escape with a touch of history, this place delivers.
L'Albereta
5-Star Hotel
It doesn’t get much more traditional than L’Albereta, a 19th-century country villa deep in the Lombardy countryside, between Lake Iseo and the Po valley. Sure, the decor and the location are impressive, but charm and personality are this hotel’s reasons for existing.
Another key to L’Albereta’s appeal: the Spa Espace Vitalité Henri Chenot. Sometimes it seems every hotel has a spa — after all, in America, all it takes is a hot tub, a massage table, and perhaps some expensive mud. But in Europe there is a certain tradition, a certain history associated with the spa, and a sort of “tough love” aesthetic that runs contrary to the “pampering” on offer from five-star city hotel spas. Here at L’Albereta the vigorous, trying European spa tradition is very much alive, and you are more likely to work under the guidance of a physician than that of a yoga or Pilates instructor.
Be wary of getting too used to the good life here — you just might become addicted to the way you feel after a few days cleansing body and mind. There are a number of celebrity guests who come back again and again, but by the time your stay is up, you will have likely forgotten about Karl Lagerfeld or Sophia Loren. This is a place that transcends such pop-culture concerns as PR and “buzz” — it succeeds because it is, at bottom, everything a hotel should be, and nothing more.
Things to do in Franciacorta:
🍾 Wine & Vineyard Experiences
• Tour Guido Berlucchi: Visit the birthplace of Franciacorta’s méthode champenoise sparkling wine. Explore historic cellars and taste elegant cuvées.
• Drive the Strada del Vino Franciacorta: This scenic wine road winds through rolling vineyards and charming villages like Borgonato and Colombaro.
• Visit Ca’ del Bosco: Known for its art installations, organic practices, and immersive tasting experiences.
🌊 Nature & Lakeside Leisure
• Boat on Lake Iseo: Rent a boat or hop a ferry to explore Monte Isola, Europe’s largest lake island. Don’t miss the fairytale-like Isola di Loreto.
• Hike or Bike Through Vineyards: Many agriturismos offer trails through the countryside—ideal for a sunrise ride or golden-hour stroll.
🏛️ Culture & History
• Explore Brescia’s Roman Ruins: Visit the Capitoline Temple and Republican Sanctuary, remnants of ancient Rome in the heart of the city.
• Monastero di San Pietro in Lamosa: A 13th-century monastery with stunning architecture and views over the wetlands.
🍝 Local Flavor & Experiences
• Take a Cooking Class: Learn to make fresh pasta or traditional Lombard dishes at a local agriturismo.
• Dine at a Michelin-Starred Restaurant: Try Due Colombe or Il Colmetto for refined cuisine paired with Franciacorta wines.
• Attend a Wine Festival: If you’re visiting in September, the Festival Franciacorta in Cantina offers tastings, tours, and local food events.
For more on Lake Iseo, see my post: https://www.wanderlusttravelbucketlist.com/post/explore-the-world-s-best-kept-secrets-travel-dupes-for-every-bucket-list
Day 5 - 7: Drive from Franciacorta to Peshiera del Garda
(About 1 to 1.5 hours drive)
What to see and do on way:
🏛️ Cultural & Historic Stops
• Brescia
Just east of Franciacorta, Brescia is full of Roman ruins, medieval squares, and Renaissance architecture. Don’t miss the Capitoline Temple, Santa Giulia Museum, and the Duomo Vecchio.
• Desenzano del Garda
A lively lakeside town with a charming old port, Roman villa ruins, and great cafés. It’s a perfect spot for lunch with lake views before continuing to Peschiera.
🍷 Wine & Countryside Detours
• Strada del Vino Colli dei Longobardi
If you want to stretch the wine theme, this lesser-known wine route near Brescia offers rustic vineyards and local varietals beyond Franciacorta’s bubbles.
• Monte Netto Nature Reserve
A peaceful green space for a short walk or picnic, just south of Brescia—ideal if you want a nature break before hitting the lake.
🌊 Lake Garda Highlights Near Peschiera
• Sirmione (just 20 minutes from Peschiera)
Famous for its Scaliger Castle, Roman ruins at Grotte di Catullo, and thermal baths. It’s a romantic peninsula that juts into Lake Garda.
• Peschiera del Garda
Once you arrive, explore the UNESCO-listed fortress, stroll the canals, and enjoy aperitivo in the historic center. It’s like a mini Venice with a lakeside twist.
Peschiera del Garda
Peschiera del Garda is a lakeside gem with a rich history, Venetian charm, and easy access to both nature and culture—a perfect base for exploring southern Lake Garda. Whether you're sipping wine by the canals or hopping ferries to nearby towns, this place blends romance, relaxation, and adventure in one compact, walkable package.
Where to stay in Peschiera:
Hotel Acquadolce
3-Star Hotel
An informal, cozy and relaxed ambience: this is what you will find in Hotel Acquadolce. The bright veranda overlooking the lake will welcome you for breakfast. The lobby with its sofas to be by yourself or in company The breezy garden and sunny terrace. The gym and sauna area. Everything here is designed to make guests feel a little bit on holiday and a little bit at home.
Byblos Art Hotel Villa Amistà
5-Star Hotel
We’ve seen design hotels, and we’ve seen fashion hotels, but the Byblos Art Hotel Villa Amistà is more than this: it’s also something like a museum, a showcase for a family’s impressive collection of 20th-century design objects and contemporary artworks, right down to the gallery-style placards in every room listing the pieces contained within.
Design junkies, quite obviously, are in heaven here, given the chance to spend time living with what would ordinarily be museum pieces. But for some, the objects may play second fiddle to the setting — not some minimal urban loft space, but a fifteenth-century villa outside Verona, a place where sedate gardens and fountains give way to Baroque interiors, where Venetian chandeliers clash with mid-century Scandinavian furniture and life-size color photo prints.
It’s showy, to be sure, but the appeal of the Villa Amistà is more than just visual. Underneath it all, it’s really just a classic luxury hotel, complete with a pool terrace, chef Mattia Bianchi’s MICHELIN-Starred Amistà restaurant, and the ESPACE BYBLOS spa, with its sauna, outdoor pool, and Turkish bath. The difference is all in the details — while in your average five-star hotel the furniture and art strive to fade into the background, here they’re more or less the main event.
Lefay Resort & Spa Lago di Garda
5-Star Hotel
Lefay Resort specializes in environmentally sensitive, extraordinarily well-appointed balm for souls made weary by the world. How well appointed? It’s got multiples not just of swimming pools, but also saunas, meditation gardens, and relaxation areas, on top of 25 acres of parkland for anything from running to lounging. If you’re looking to detox or revamp, you can’t do much better than this secluded mountaintop retreat — and the views of Lake Garda certainly don’t hurt either.
The resort also expresses well-being — in the "living well" sense — through sheer sumptuousness of materials, especially the Italian walnut and marble surfaces on display throughout each suite. There's plenty of room to appreciate it all, of course, and sight lines fulfill the dual purpose of admitting plenty of lush Mediterranean light as well as show-stopping views. Bathrooms feature the spa's own amenities, naturally, and a handy spa kit to ensure you won't go unpampered.
You’ll eat just fine on site, particularly if your diet plan has room in it for products derived from olives and grapes. It’s a bit of a throwback to a simpler time. The main building and the detached villas were made from indigenous materials and modeled on the terraced homes of those lucky enough to live in the so-called Lemon Riviera year-round. The rest of us will simply have to make do with visiting as frequently as possible.
Things to do and see in Peschiera:
🏰 Historic & Cultural Highlights
• Fortress of Peschiera
A UNESCO-listed, star-shaped fortress surrounded by canals—walk the ramparts, explore Porta Brescia and Porta Verona, and soak in centuries of military history.
• Old Town & Canals
Wander cobbled streets lined with boutiques, cafés, and flower-draped balconies. It’s like a mini Venice, with bridges and piazzas perfect for slow exploration.
• Sanctuary of Madonna del Frassino
A peaceful pilgrimage site with Renaissance architecture and a legend dating back to 1510.
• Fishing Museum
Learn about the town’s deep connection to Lake Garda through its fishing heritage.
🌊 Nature & Leisure
• Lakefront Promenade
Stroll along the shore, rent a bike, or take a boat cruise—sunsets here are golden and unforgettable.
• Local Beaches
Relax at Lido Cappuccini or Braccobaldo Beach, ideal for swimming, sunbathing, or lakeside picnics.
• Cycling Tours
Ride along the Mincio River or explore the lower Lake Garda region on scenic bike paths.
🎡 Family-Friendly Fun
• Gardaland & Caneva Aquapark
Just minutes away—perfect for a playful detour if you're traveling with kids or want a thrill between wine tastings.
🍝 Food & Local Flavor
• Gelato & Aperitivo
Try unique gelato flavors in the Old Town and enjoy aperitivo by the canals—local wines and lake fish are a must.
• Shopping for Delicacies
Browse artisan shops for handmade tortellini, olive oil, and Franciacorta bubbles.
Days 7 - 9: Drive from Peschiera to Bologna
(About 2 hours drive)
What to do and see on way:
🏰 Verona (30 min from Peschiera)
• Arena di Verona: A Roman amphitheater still hosting operas under the stars.
• Casa di Giulietta: Yes, it’s touristy—but the balcony and courtyard are iconic.
• Piazza delle Erbe: A lively square with frescoed buildings and market stalls.
• Grab a coffee in Piazza Bra or stroll along the Adige River.
🏛️ Mantua (Mantova) (1 hr from Peschiera)
• A Renaissance jewel with UNESCO status.
• Visit Palazzo Ducale and Palazzo Te for frescoes and grandeur.
• The lakes surrounding the city offer peaceful walking paths and birdwatching.
🍝 Modena (1 hr from Mantua or 45 min from Bologna)
• Balsamic Vinegar Tours: Visit an acetaia to taste aged balsamico straight from the barrel.
• Enzo Ferrari Museum: For car lovers and design enthusiasts.
• Modena Cathedral: A Romanesque masterpiece in the heart of the old town.
• Dine at a local trattoria—or splurge at Osteria Francescana, if you can snag a reservation.
🧀 Reggio Emilia (Optional stop between Modena and Bologna)
• Known for Parmigiano Reggiano production—some dairies offer morning tours.
• The town itself is charming and less touristy, with elegant piazzas and porticoes.
🏁 Arrive in Bologna
• Just in time for aperitivo under the porticoes or a sunset climb up Torre Asinelli.
Bologna
Bologna is one of Italy’s most underrated cultural powerhouses—a city of porticoes, pasta, and progressive spirit. Often skipped for flashier destinations like Florence or Venice, Bologna rewards travelers with authenticity, depth, and a deliciously local vibe.
Where to stay in Bologna:
Starhotels Excelsior
4-Star Hotel
Strategically located opposite the Bologna Train Station and only 2 km from BolognaFiere Exhibition Centre, the Starhotels Excelsior blends classic style and contemporary taste. The marvelous city porticoes, that cover 38 km (24 miles) only in historic center, is now part of UNESCO World Heritage Site.
The hotel's 193 stylish, elegant and comfortable rooms and suites all feature prestigious furnishings and many overlook an unforgettable panorama of the city's rooftops and medieval towers. The Avorio restaurant offers a selection of traditional dishes of Bologna, made with the finest local ingredients. The Fondente bar is the ideal venue to have a drink and relax.
5 meeting rooms for up to 210 people, equipped with modern hi-tech facilities providing the ideal location for business meetings and private events in Bologna.
Hotel Corona d'Oro
4-Star Hotel
The historic four star Hotel Corona D'Oro, located in the heart of Bologna, is in the perfect location to visit the "two towers", one of the symbols of the city, which are within walking distance as well as the famous Piazza Maggiore and Neptune fountain. There are 40 rooms, all delicately decorated in a classic style and characterized by an elegant and enchanting atmosphere, the result of a recent restoration.
One of the hotel’s characteristics is represented by the sophistication of its ambience and its incomparable calmness that one can experience in every room.
Grand Hotel Majestic già Baglioni
5-Star Hotel
Set in an 18th-century palazzo in Bologna’s historic center, the Grand Hotel Majestic già Baglioni is the grand dame of the city's hotel scene. It’s the oldest in town, with a storied past on proud display — remains of an ancient Roman road are visible in the cellar, intricately painted frescoes depicting European history adorn the restaurant’s curved ceilings, and an elegant red-carpeted staircase connects four levels lined in white marble. It’s a landmark that symbolizes old-world grandeur: apart from the updates you’d expect at any luxury hotel, no one’s experimenting with tradition here.
Rooms have an aristocratic air, with rich brocade drapery, Murano glass chandeliers, Venetian-style furnishings, antique pieces, and spacious bathrooms with separate showers and tubs. Suites are especially opulent, with decorative gilded beds, sophisticated living rooms, and museum-quality oil paintings framed on the walls. One comes with a fireplace and velvet armchairs, another, accessible by a private elevator, offers a large private terrace with views of the cathedral. A lavish breakfast buffet is laid out each morning in the winter garden, with seating on the adjacent terrace in warm weather, and the main restaurant, named for the Carracci brothers, who painted its frescoes, serves classic Bolognese cuisine in a refined setting. A smart-looking café and a series of leafy patios are ideal for aperitivi with a stylish local crowd.
Things to do in Bologna:
Bologna is a feast for the senses—a city of porticoes, pasta, and centuries-old secrets. Whether you're drawn to its scholarly roots, culinary fame, or architectural beauty, here’s a curated list of top things to do that blend culture, flavor, and local flair:
🏛️ Cultural & Historic Must-Sees
• Piazza Maggiore & Piazza del Nettuno
The beating heart of Bologna, surrounded by medieval buildings like Palazzo del Podestà, Palazzo dei Banchi, and the Basilica di San Petronio. Neptune’s Fountain adds a cheeky touch—literally.
• Le Due Torri (Asinelli & Garisenda)
Bologna’s iconic leaning towers. Climb the Asinelli Tower for panoramic views of terracotta rooftops and the Apennines.
• Archiginnasio & Anatomical Theatre
A stunning library and historic anatomy hall that reflect Bologna’s legacy as Europe’s oldest university city.
• Basilica di Santo Stefano
Known as the “Seven Churches,” this complex is a spiritual and architectural labyrinth.
🍝 Food & Market Experiences
• Quadrilatero District
A maze of food stalls, delis, and wine bars—perfect for sampling mortadella, Parmigiano Reggiano, and fresh pasta.
• Mercato delle Erbe
A local market with fresh produce, street food, and casual eateries tucked under the porticoes.
• Cooking Class
Learn to make tagliatelle al ragù or tortellini in brodo—a hands-on way to taste Bologna’s soul.
🎨 Hidden Gems & Unique Views
• Via Piella’s Little Window
Peek through this tiny opening to see Bologna’s hidden canal—like a secret slice of Venice.
• San Luca & the World’s Longest Portico
Walk or take the San Luca Express to this hilltop sanctuary via 666 arches—spiritual and scenic.
• Clock Tower (Torre dell’Orologio)
Offers sweeping views over Piazza Maggiore and access to the City Art Collections.
Days 9-11: Drive from Bologna to Chianti
(Around 2 hours drive)
Things to see and do on way:
🏛️ Modena (30 min from Bologna)
• Enzo Ferrari Museum: Sleek, modern, and full of iconic cars.
• Modena Cathedral & Piazza Grande: UNESCO-listed Romanesque beauty.
• Balsamic Vinegar Tasting: Visit an acetaia to sample aged balsamico straight from the barrel.
🧀 Reggio Emilia (Optional stop)
• Known for Parmigiano Reggiano—you can tour dairies in the morning to see the cheese-making process.
• Elegant piazzas and fewer crowds make it a peaceful cultural detour.
🏰 Prato (Just before entering Chianti)
• A textile town with a charming historic center and the Castello dell’Imperatore, built by Frederick II.
• Great for a quick espresso and a walk through medieval streets.
🌿 Pistoia or Montecatini Terme (Optional Tuscan detour)
• Pistoia: Often called “Florence in miniature,” with Renaissance architecture and a lively local vibe.
• Montecatini Terme: A spa town with Art Nouveau charm—perfect if you want a thermal soak en route.
🍷 Arriving in Chianti
• Stop in Greve in Chianti for wine tastings, artisan shops, and the iconic triangular piazza.
• Visit Castello di Verrazzano or Montefioralle, one of the most picturesque villages in the region.
Chianti
Chianti is Tuscany at its most iconic—rolling vineyards, medieval villages, winding roads, and world-class wine. Nestled between Florence and Siena, this region is a dream for slow travelers, wine lovers, and anyone craving a taste of Italy’s rustic elegance.
Where to stay in Chianti:
Hotel Villa Campomaggio
3-Star Hotel
The historic building from which the Hotel Villa Campomaggio was created dates back to 1776, is surrounded by vineyards and woods and is just a few minutes’ drive from Radda in Chianti, a typical medieval town in the heart of the Chianti Classico wine region. This historic villa boasts 23 Rooms and several Apartments decorated in Tuscan style and three new Deluxe Suites with independent access in a more modern and elegant style. We offer a year-round outdoor Swimming Pool and a Wellness Center where you can relax with treatments and massages.
Locanda le Piazze
4-Star Hotel
Luxury boutique hotel Chianti — Welcome to Locanda Le Piazze, where authentic Tuscan charm meets modern comfort. Nestled in the heart of Chianti, our boutique hotel offers elegant rooms, exquisite dining, rejuvenating spa treatments, and breathtaking views of vineyards. Whether you seek relaxation or adventure, Locanda Le Piazze is your perfect destination in Tuscany.
Borgo Vescine
5-Star Hotel
About an hour to the south of Florence, just outside the medieval town of Radda in Chianti, stands Borgo Vescine, a Lombard-era fortification that slowly evolved into a village before achieving its current form as a smallish and thoroughly charming boutique hotel. It’s surrounded, as such villages often are, by vineyards and olive trees. And much of the village character has been retained, as the Borgo’s rooms are divided among a number of restored historical buildings. The village also retains its central piazza, which now serves as a gathering place for guests and a venue for a weekly “cena in piazza.” On other nights, dinner is served at La Terrazza del Borgo and Bistrot la Torre, accompanied by selected wines from the estate’s collection.
Things to do in Chianti:
🍷 Wine & Vineyard Experiences
• Tour Iconic Wineries: Visit estates like Castello di Brolio, Castello di Ama, or Fontodi for tastings, cellar tours, and vineyard walks.
• Explore the Strada del Vino Chianti Classico: This scenic wine route winds through the heart of the region, connecting charming towns and boutique producers.
• Taste Vinsanto & Olive Oil: Many wineries offer tastings of Tuscany’s sweet dessert wine and locally pressed olive oils.
🏰 Medieval Villages & Castles
• Greve in Chianti: The gateway to the region, with a triangular piazza, artisan shops, and the statue of explorer Giovanni da Verrazzano.
• Montefioralle: A tiny hilltop village with stone houses, quiet lanes, and views that feel like a Renaissance painting.
• Castello di Meleto & Castello di Brolio: Explore frescoed halls, historic defenses, and on-site wine cellars.
🍝 Culinary Adventures
• Cooking Classes in Tuscan Homes: Learn to make tagliatelle, ribollita, or schiacciata con olio from local chefs.
• Farm-to-Table Dining: Dine at agriturismos serving seasonal dishes like porchetta, panzanella, and pecorino with honey.
• Visit Local Markets: Greve’s Saturday market is a feast of flavors—cheeses, salumi, fresh produce, and handmade goods.
🚴♀️ Outdoor Activities
• Hiking & Biking: Trails wind through vineyards, olive groves, and forests—ideal for sunrise rides or golden-hour strolls.
• Horseback Riding: Some estates offer guided rides through the countryside, often paired with wine tastings.
• Truffle Hunting: Seasonal tours with local guides and dogs—earthy, immersive, and unforgettable.
🎨 Art & Culture
• Visit Pievasciata: A “contemporary art village” with outdoor installations blending nature and creativity.
• Attend a Festival: Time your visit with events like Radda nel Bicchiere or Chianti Classico Expo for tastings, music, and local flair.
Days 11-13: Drive from Chianti to Calcata
(About 2 hours and 45 minutes drive)
Things to do and see on way from Chianti to Calcata:
🍷 Start in Chianti: Vineyards & Villages
• Greve in Chianti: Grab a final espresso in the triangular piazza or visit the Wine Museum.
• Montefioralle: A quick detour to one of Tuscany’s most photogenic villages—stone houses, quiet lanes, and panoramic views.
🏛️ Detour to Siena or San Gimignano
• Siena (1 hr from Chianti): Stroll the shell-shaped Piazza del Campo, visit the Duomo, and soak in Gothic grandeur.
• San Gimignano (on the way to Siena): Famous for its medieval towers and saffron gelato. Great for a short walk and scenic lunch.
🌿 Cross into Umbria: Orvieto or Todi
• Orvieto (1.5 hrs from Siena): Perched on volcanic rock like Calcata, with a jaw-dropping cathedral and underground tunnels.
• Todi: A quieter hill town with Renaissance charm and sweeping valley views—perfect for a peaceful pause.
🧙♀️ Arrive in Calcata: The Village of Freaks
• Calcata Vecchia: Explore the pedestrian-only medieval village filled with artists’ studios, quirky galleries, and bohemian cafés.
• Treja Valley Park: Hike to Monte Gelato Falls or visit the Opera Bosco open-air art museum nestled in the forest.
Calcata
Calcata is one of Italy’s most eccentric and enchanting hilltop villages—a bohemian enclave perched on volcanic rock, just 40 km north of Rome. If you’re drawn to places with soul, stories, and a touch of the surreal, Calcata is a must.
Where to stay in Calcata:
SkyRoom
Glamping Under the Stars
This transparent-roof tiny home lets you sleep beneath the stars in the heart of nature. Wake up to birdsong, enjoy breakfast under the trees, and book an aperitivo at the garden kiosk. It’s part glamping, part dreamscape.
Opera Suites
4-Star Hotel
Opera Suites – Il Sentiero della Felicità in Calcata is a guesthouse that feels like a portal into another world—part cave dwelling, part artistic retreat, and entirely magical. Tucked into the stone heart of Calcata Vecchia, this stay is ideal for travelers who crave character, creativity, and a deep sense of place.
Relais Castrum Boccea
(17 miles from Calcata)
4-Star Hotel
The Relais Castrum Boccea and Resort is a historic medieval residence nestled in the green Roman countryside. Surrounded by lush nature, it offers spacious indoor and outdoor spaces, ideal for relaxing stays, ceremonies, business meetings, tastings, and much more.
Things to do in Calcata:
🏰 Wander Calcata Vecchia’s Medieval Maze
• Enter through the only gate into the historic center and let yourself get lost in its winding alleys, ivy-covered walls, and hidden courtyards.
• Visit the Church of the Santissimo Nome di Gesù and the Castle of the Anguillara, which once hosted weddings, schools, and even the village post office.
🎨 Explore the Artistic Underground
• Artists’ Studios & Galleries: Calcata is known as the “Village of Freaks” for good reason—its homes double as creative spaces filled with paintings, sculptures, and handmade curiosities.
• Bard-House Gipsy Club: A local haunt for live music, poetry readings, and spontaneous performances.
• Opera Bosco Museum: An open-air forest gallery where nature and contemporary art collide.
🍪 Taste the Local Flavor
• Carmen’s Bakery: Famous for rustic cookies and sweet treats made with love—don’t leave without trying one.
• Local Trattorias: Enjoy simple, hearty meals with regional flair—think handmade pasta, wild herbs, and valley-foraged ingredients.
🌿 Hike & Explore the Treja Valley
• Monte Gelato Falls: A short hike from the village leads to these scenic waterfalls—great for a picnic or a refreshing dip in warmer months.
• Treja Regional Park: Offers trails through lush forests, ancient ruins, and panoramic viewpoints.
🧙♀️ Embrace the Mystical Side
• Calcata has long been associated with occult legends, witches, and “primeval energies” said to emanate from its volcanic rock foundations.
• Many homes have underground chambers once used as tombs or cellars—some now transformed into art spaces or meditation rooms.
If you only have two weeks, you could end your trip here and fly out of Rome the following day. For more on Rome, see my post:https://www.wanderlusttravelbucketlist.com/post/9-fantastic-cities-to-visit-outside-the-u-s
Days 13 - 15: Drive from Calcata to Procida
(About 4 hours drive time)
Procida is Italy’s most colorful secret—an island in the Bay of Naples that feels like stepping into a pastel-painted dream. With its candy-hued houses, two charming harbors, and the medieval village of Terra Murata perched on a hilltop, it’s a feast for the senses and a balm for the soul.
Where to stay in Procida:
Solcalante
3-Star Hotel
Solcalante is a relaxed hillside hotel on Procida Island, offering sweeping views of the Gulf of Naples. Just a minute’s walk from the beach and 2 km from the ferry terminal, it’s a tranquil spot surrounded by gardens. Rooms are colorful and laid-back, with some featuring terraces or sea views. Guests rave about the open-air restaurant, cooking classes, and the spa with a hot tub and sauna.
It’s the kind of place where you can sip wine at sunset, soak in the Mediterranean charm, and feel completely off the grid—without sacrificing comfort.
La Suite Resort
4-Star Hotel
La Suite is a unique and stylish boutique hotel that combines luxury, design and comfort in a perfect way. The hotel’s attention to details provides visitors with a private, historic oasis in an authentic Italian setting. Each room is designed with its own ambience to evoke varying emotions. Besides the luxurious amenities and historic value the spacious rooms provide, you will also find panoramic views and peaceful outdoor spaces. Situated in the “green” heart of the island of Procida, just a few minutes from the beach of Ciraccio and the Beach of “Il Postino” the famous beach featured in the movie “The Postman”. La Suite is surrounded by a constantly growing and evolving oasis of tranquility, with a private garden of 5.000 sqm where guests can find the perfect balance between “mind and body”.
San Michele
4-Star Hotel
Set in the colourful fishing village of Marina Corricella, San Michele Boutique Hotel offers a breathtaking view of the Mediterranean Sea.
The 12 uniquely adorned rooms and suites are all equipped with a shower and a modern bathroom, phone, air-conditioning, smart TV as well as complimentary Wi-Fi. More than a place where to stay, SAN MICHELE Boutique Hotel creates a unique atmosphere of silence and peace where guests can step in and feel at home.
Things to see and do in Procida:
🏘 Wander Marina di Corricella’s Waterfront Maze
• Stroll through cascading pastel houses, fishing boats, and narrow lanes that feel like a living postcard.
• Grab a seaside espresso and watch locals mend nets or chat in Neapolitan dialect.
🏰 Explore Terra Murata’s Hilltop Heritage
• Visit the Abbazia di San Michele Arcangelo, a centuries-old abbey with sweeping views and sacred relics.
• Tour Palazzo d’Avalos, once a royal palace turned prison—its haunting beauty tells stories of Procida’s layered past.
🎨 Embrace the Island’s Creative Pulse
• Peek into hidden courtyards like Casale Vascello, where traditional architecture meets quiet artistry.
• Join a local art walk or photography tour to capture the island’s textures, colors, and moods.
🍋 Taste the Island’s Flavors
• Try lemon granita or linguine al riccio di mare (sea urchin pasta) at a harbor-side trattoria.
• Visit the morning market for fresh figs, island cheeses, and Procida’s famous lemons.
🌿 Swim, Sun & Stroll the Shores
• Relax at Spiaggia Chiaia, a cliffside beach with calm waters and dramatic views.
• Head to Spiaggia del Postino, made famous by the film Il Postino, for a cinematic dip.
• Watch the sun melt into the sea at Spiaggia libera della Chiaiolella, where locals gather for golden hour.
🧘♀️ Feel the Island’s Soul
• Procida pulses with quiet mysticism—volcanic roots, ancient chapels, and a rhythm that invites reflection.
• Join a yoga class on the beach or a meditation circle in a converted cellar beneath Terra Murata.
Days 15-17: Drive from Procida to Matera
(About 4 hours drive time)
Things to do and see on way:
🏰 Royal Palace of Caserta
Step into 18th-century grandeur at this sprawling Baroque masterpiece. With its Versailles-inspired gardens, cascading fountains, and opulent interiors, it’s a regal detour that’s worth every minute. Don’t miss the court theater and guided tours for a deeper dive into Bourbon history.
🌿 Cascate di San Fele
Hidden in the Lucanian hills, these waterfalls offer a peaceful nature break. A short hike leads you to a series of cascades surrounded by forest—perfect for a picnic or a quiet moment before heading deeper into Basilicata.
Once you arrive in Matera, the magic continues:
🧱 Casa Grotta nei Sassi di Matera
Step inside a recreated cave dwelling to see how locals once lived in the ancient Sassi. With period furnishings and tools, it’s a tactile way to connect with Matera’s layered past.
Matera
The city itself is a UNESCO World Heritage site—carved into limestone cliffs and brimming with cave churches, artisan shops, and cinematic views. Whether you’re wandering the Sassi districts or dining in a cave restaurant, Matera is a sensory feast.
Where to stay:
Il Belvedere
3-Star Hotel
A careful work of restoration of Sassi old houses gave birth to this elegant Hotel in Matera. Il Belvedere, which stands out for its attention to details; old caves, granaries and cisterns make this little hotel one of the most distinctive of the old town of Matera.
The view of the Sassi from the terrace will give you moments of total relaxation during breakfast or during the afternoon break. As cherry on top, the song of the swallows and the lesser krestels flying around (protected species of small falcons in the Matera area) which will bring you deeply inside this unique and enchanting place.
This little Hotel is composed by a breakfast room in the cave, Tv room, bar, reception and 9 rooms. There are different types of rooms, some in the cave and others obtained from the restoration of the upper floors. The buffet breakfast is always included in the rate.
Sant'Angelo, Matera
4-Star Hotel
There’s no place quite like Matera, the southern Italian town that’s famous for the dwellings carved into its limestone caves. When the first boutique hotel opened here, it felt like a gesture that could never be repeated, but Matera has caught on among travelers in a big way, and there’s room in this town for a diversity of hotels. This one, Sant’Angelo Luxury Resort, is quite unlike any other; the owners have converted a whole neighborhood into a hotel, including a selection of traditional cave houses as well as a palazzo and a beautifully restored church.
Rooms vary quite a bit, according to the setting — some bedrooms lie deep inside the caves, while others look out over the town from within the palazzo’s walls. All of them, however, are both luxurious and stylish, combining the ancient and the modern in classic Italian style. This means sleek contemporary fixtures and furnishings and modern comforts against the backdrop of rough-hewn limestone cave walls or lovingly restored palace architecture.
You’ll find the paths and stairways around the old town square infinitely more inspiring than the corridors and lobbies of a traditional hotel. And the hotel’s restaurant, Regiacorte, is no less unusual, housed as it is within the cave, with its arched doorways — and it’s paired, for maximum contrast, with a terrace lounge, for an al fresco aperitivo with a view of the landscape.
Palazzo Gattini Luxury Hotel
5-Star Hotel
Practically everything in Italy is old. But there’s old like the Sistine Chapel, and then there’s old like the ancient cave dwellings in the southern village of Matera: dating from around 9,000 years ago, they’re quite possibly the earliest human settlement on the peninsula. Carved into the volcanic hillsides, the Sassi of Matera are the main attraction here — so it makes sense that the best hotels in town incorporate some of that native stone right into the architecture.
Palazzo Gattini is one of these. On first glance, it’s another grand old palace. Indeed, for more than six centuries, it was the home of the Gattinis, one of Matera’s noblest families. Nice, but not exactly a rarity in Italy. Then you step inside, where it’s cool and quiet, cathedral-like. That’s because Palazzo Gattini was built with the region’s famous stones. And they haven’t been reserved just for the showy public spaces: each of the twenty rooms and suites has stone walls and ceilings, and a magnificent stone-lined bathroom where you’ll be tempted to linger a while longer in the tub. Especially once you’ve laid eyes on the luxurious all-natural bath products from Côté Bastide in Provence.
Suites are particularly, well, palatial, with high arched ceilings carved in decorative patterns and tubs that look more like Roman fountains. One suite even has a large terrace with its own swimming pool. L'acqua è vita, as they say: downstairs, the spa, set in the palazzo’s original cisterns, features a Turkish bath. Dry off before dinner at Don Matteo, Palazzo Gattini’s signature restaurant, with terrace seating overlooking the historic cave dwellings, or a couple of apertivi at the rooftop bar. When the sun goes down, Matera is a sight to see, as floodlights and lanterns flicker on, illuminating the limestone walls of the old city. Wander the streets yourself, or have the hotel book you a private guide, but don’t miss a stroll through these ancient cobblestone passageways.
Things to do in Matera:
🏰 Cathedral of Maria Santissima of the Bruna & Sant'Eustachio
This 13th-century cathedral dominates the skyline with its bell tower and ornate interiors. A spiritual anchor in the heart of the Sassi.
🧱 Casa Grotta nei Sassi di Matera
Step into a recreated cave dwelling and experience how locals lived for centuries. Period furnishings and tools bring Matera’s history to life.
🌄 Parco Regionale della Murgia Materana
A rugged landscape of cliffs and cave churches, some with 8th-century frescoes. Ideal for hiking, photography, and spiritual reflection.
💧 Palombaro lungo
Descend into a vast underground cistern carved from rock beneath the city. Guided tours reveal the ingenuity of Matera’s ancient water systems.
📸 Belvedere di Piazza Giovanni Pascoli
One of the best viewpoints in Matera—perfect for golden hour shots of the Sassi and dramatic ravine below.
🏘 Sasso Caveoso
This district of cave dwellings and rock churches is Matera’s beating heart. Wander its alleys and feel the pulse of history.
Day 17: Drive to Bari and fly home
(About an hour drive)
For more on Bari, see my post: https://www.wanderlusttravelbucketlist.com/post/epic-road-trips-through-italy-discover-the-magic-of-amalfi-tuscany-dolomites-to-milan-the-liguri
Comments