Wander Freely, Plan Smartly

The Definitive 14-Days Cultural Itinerary to Emilia-Romagna, Italy in September (for couples)

Envision stepping hand in hand into a sun-dappled tapestry of timeless art, rich aromas, and whispering history—a place where every cobbled street and hillside vineyard beckons with stories waiting just for you. This intimate journey through Emilia-Romagna unfolds like a love letter to the senses, weaving together moments of shared discovery, quiet enchantment, and vibrant cultural celebration. September’s gentle light bathes medieval towers, Renaissance palazzi, and fertile landscapes, inviting you to immerse yourselves in a world where passion for life and heritage pulses in every corner. Whether savoring the sublime flavors of artisanal cuisine, wandering through centuries-old mosaics glowing with sacred color, or pausing to breathe in panoramic vistas from ancient fortresses, this journey offers more than sightseeing—it promises transformation. Each day deepens your connection to an extraordinary region and, more importantly, to one another, as you craft memories colored with romance, wonder, and the joy of authentic experience. Prepare to embrace Emilia-Romagna’s soul—the learned city’s heartbeat, the elegance of Renaissance towns, and the enchanting Adriatic coast—to return renewed, inspired, and forever captivated.

Why You'll Love This Trip

  • Experience the magic of Emilia-Romagna’s historic cities where art, culture, and intimate moments intertwine under September’s golden light.
  • Savor authentic culinary delights in the birthplace of Parmesan and traditional balsamic, deepening your connection through shared sensory adventures.
  • Wander hand-in-hand through serene medieval villages, peaceful gardens, and scenic hilltop vistas that inspire reflection and romance.
  • Discover the region’s dazzling mosaic masterpieces and Renaissance architecture, allowing the ancient and the artistic to awaken your imagination.
  • Relax along sparkling Adriatic shores and explore charming canals, blending vibrant seaside life with authentic local culture.
  • Create lasting memories together through immersive artisan experiences, from pottery workshops to wine tastings in welcoming family-run establishments.

Your Trip Map

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Your Journey

1
Main activity for day 1

Historic Bologna’s Heartbeat

Step into the vibrant and historic soul of Bologna, where medieval towers punctuate terracotta rooftops and the aroma of local cuisine floats through bustling porticos. This opening day immerses you in the city’s rich cultural tapestry and lively street life, beckoning you to explore its hidden courtyards, timeless architecture, and authentic eateries. Feel the energy of a city where university life mingles with centuries-old tradition, setting the perfect tone for your Emilia-Romagna adventure.

Begin your Emilia-Romagna cultural discovery at the Due Torri, Bologna’s emblematic medieval towers. As you climb the narrow spiral staircase of the taller Asinelli Tower, each step brings the city’s terracotta rooftops closer until you’re rewarded with breathtaking panoramic views of the Emilia plains stretching toward the Apennines. Feel the palpable history as you imagine the towers’ significance during medieval times when noble families used them for defense and prestige. Take your time to notice the slight lean of the towers—an eccentric charm that only adds to their character. Descending, wander through winding streets toward , where locals lounge at cafés and musicians fill the air with melodies, the perfect scene to sip a fresh espresso and soak in Bologna’s warm September air.

Continuing your stroll, arrive at the , a treasure trove of history and academia. As the former main seat of the world’s oldest university, the building invites you to marvel at its Renaissance frescoes depicting the laws and virtues of the time. Step inside the Anatomical Theatre, a beautifully carved wooden amphitheater once used for medical lessons. Let the echoes of past scholars heighten your awe of this enduring institution. Spend some quiet moments exploring the ancient library halls, feeling connected to centuries of learning that have shaped Bologna’s identity as the “Learned City.” Allow time afterward to wander nearby quaint bookshops and artisan shops, perfect for picking up unique keepsakes.

As the afternoon wanes, find a cozy spot under the porticos lining for an aperitivo, the local early evening ritual pairing drinks with small plates of mortadella and Parmigiano-Reggiano. Let the golden sunset illuminate the Basilica di San Petronio’s impressive facade, a monumental symbol of the city’s rich religious and cultural heritage. Here, in the bustling heart of Bologna, the blend of vibrant life, history, and culinary delight comes alive, beautifully setting the stage for your Emilia-Romagna journey to unfold.

Where to Stay
Accommodation
Grand Hotel Majestic Gia' Baglioni
Full starFull starFull starFull starHalf star
4.7
(Amazing)

Located in Bologna’s historic center close to Due Torri and Piazza Maggiore, this luxury hotel reflects the city’s rich heritage with elegant décor, ideal for cultural travelers seeking immersive experiences.

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Highlights of the day
Top Sight
Due Torri (Two Towers)
HistoricLandmarkIconic
The iconic medieval leaning towers of Bologna, symbolizing the city’s historic skyline and medieval wealth.
Top Sight
Piazza Maggiore
HistoricPublic SquareCultural
The heart of Bologna featuring stunning gothic and renaissance architecture, surrounded by cafés and fountains.
Top Sight
Archiginnasio of Bologna
HistoricMuseumEducation
The ancient main building of the University of Bologna, adorned with frescoes and the famous Anatomical Theatre.
Where to Eat
Top Restaurant
Osteria dell'Orsa
Located at Via Mentana, 1f, 40126 Bologna BO
Situated near the historic center, this beloved osteria offers classic Bolognese dishes like tagliatelle al ragù in a lively, authentic ambiance perfectly suited to a culturally immersive first day exploring Bologna's medieval heart.
Bookable Activities
Bookable Activity
Bologna City Walking Tour
Full starFull starFull starFull starHalf star
4.5
(655 reviews)
Clock icon2 hours
$29.67per person

A classic walking tour through the streets of the city centre. With this guided tour you will discover the history of Bologna and its main cultural attractions. The Old Point of Sale area, the so-called Quadrilateral, the statue of Neptune and the Basilica of San Petronio are just some of the stops on this wonderful tour. For those who purchase the option with the Archiginnasio tour, the visit will be carried out in the afternoon, while the group tour of the city of Bologna remains departing in the morning.

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2
Main activity for day 2

Art and Gastronomy in Modena

Discover the refined elegance of Modena, a city where Renaissance art meets culinary excellence. Walk through charming piazzas framed by historic arcades, visit world-renowned museums, and delve into the origins of balsamic vinegar in a traditional acetaia. This day captivates with Modena’s unique blend of culture, tradition, and epicurean delights, perfect for couples seeking a sensory and heartfelt connection with Emilia-Romagna.

Take an early morning train from Bologna to the elegant city of Modena, where your exploration begins at the stunning . This UNESCO World Heritage treasure invites you to admire its carved portals and the remarkable sculptural works by Wiligelmo that narrate biblical stories in stone. Walk the quiet piazza, breathing in the peaceful aura of this Romanesque marvel that has stood as a spiritual and architectural beacon since the 12th century. Let yourself be moved by the serene beauty while marveling at the imposing Ghirlandina Tower, both a symbol and a guardian of Modena’s artistic heritage.

Wander toward the nearby , a must-visit for couples captivated by design and speed, and a testament to Italian ingenuity. The museum’s sleek modern architecture gleams under the September sun, housing an exquisite collection of Ferrari cars and memorabilia. Engage with interactive exhibits that tell Ferrari’s story beyond racing, including the visionary genius of Enzo himself. Walk amidst gleaming chassis while hearing the echoes of roaring engines, a thrilling juxtaposition to the historic charm just a stone’s throw away. This is a place where passion meets precision.

In the afternoon, savor one of Modena’s most treasured cultural experiences with a visit to a traditional acetaia in the nearby countryside, where balsamic vinegar has been crafted for generations. Journey through rows of wooden barrels aging silently in climate-controlled cellars, witnessing the ancient, meticulous process that transforms grape must into liquid gold. The intimate tour concludes with an exclusive tasting session where rich, sweet, and complex balsamic varieties enhance local cheeses, cured meats, and even desserts. This sensory delight deepens your appreciation of Emilia-Romagna’s culinary heritage and offers a romantic, authentic connection to the region’s soul.

Where to Stay
Accommodation
Hotel Rua Frati 48 in San Francesco
Full starFull starFull starFull starHalf star
4.7
(Amazing)

Set in Modena's historic center near the Cathedral and Museo Enzo Ferrari, this boutique hotel offers elegant accommodations perfect for couples seeking cultural immersion and culinary delights.

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Highlights of the day
Top Sight
Modena Cathedral
HistoricReligiousUNESCO
A masterpiece of Romanesque architecture and UNESCO World Heritage site, known for its intricate sculptures and imposing facade.
Top Sight
Museo Enzo Ferrari
MuseumAutomotiveModern
A dynamic museum celebrating the life, cars, and legacy of the legendary automotive visionary Enzo Ferrari.
Top Activity
Traditional Acetaia (Balsamic Vinegar Producers)
FoodCultural ExperienceTasting
Local artisanal producers offering tours and tastings of authentic aged balsamic vinegar, a Modena specialty.
Where to Eat
Top Restaurant
Osteria Francescana
Located at Via Stella, 22, 41121 Modena MO
A world-class Michelin-starred restaurant offering innovative takes on traditional Modena cuisine, perfect for couples seeking a high-end, unforgettable gastronomic experience after cultural explorations.
Bookable Activities
Bookable Activity
Cavedoni Balsamic Vinegar Tour: The Oldest in Modena
Full starFull starFull starFull starHalf star
5.0
(253 reviews)
Clock icon2 hours
$89.02per person

Leave Modena 45 minutes in advance the starting time 3pm by car or taxi. taxi from Bologna to our location (Acetaia Cavedoni) is around 70euros- from Modena to Acetaia Cavedoni is 45euros. we can reserve a taxi to get back to Modena or Bologna. The closer train station is Vignola 7km far from our location 15 minutes by taxi(20euros) but you have to reserve a taxi in advance because there are not taxi there. Taste and tour of one of the oldest traditional balsamic vinegar of Modena DOP and balsamic vinegar of Modena IGP producer. The tour starts with a tour of the vineyards around the company and you will see all the productions from the grapes to the final products. You will then taste 8 different balsamic vinegar from 5years to 100 years old. Welcome to the world of top quality balsamic vinegar. tasting of Parmigiano Reggiano, Prosciutto, Mortadella, Salame with a typical bread of this area. 1 Bottle of Lambrusco wine to be drink during the tasting.

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3
Main activity for day 3

Ferrara: Renaissance Romance

Relish the charm of Ferrara, a Renaissance jewel with a majestic Este Castle and flourishing streets lined by Renaissance architecture and leafy parks. This day blends leisurely exploration with artistic discovery, offering intimate moments away from crowded tourist paths. Savor the city’s ambiance, perfectly preserved medieval walls, and a cultural scene infused with elegance and history.

Arrive at Ferrara by train, greeted by a cityscape where Renaissance grandeur permeates every stone. Begin your day at the , a formidable yet elegant moated fortress that has guarded the Este family’s power for centuries. As you cross the drawbridge and explore the richly decorated interior rooms, imagine the princely court life — from grand banquets to political intrigue. Climb the towers for panoramic views of terracotta roofs and surrounding canals, the perfect vantage point to appreciate Ferrara’s unique urban harmony. The medieval walls encircling the city reveal a blend of military design and charming streets waiting just beyond.

A short walk leads you to the striking , where the façade’s shimmering diamond-shaped marble blocks glint softly in the afternoon sun. Step inside the contemporary galleries, where dynamic art exhibitions sit alongside the historic setting, mirroring the city’s blend of past and present. The palace’s Renaissance architecture sets a romantic stage for art lovers, and after exploring its exhibitions, you can sit in the inner courtyard, absorbing the quiet elegance that defines Ferrara.

Conclude your day with a leisurely stroll through , Ferrara’s lush green lung centered around a grand villa. Wander beneath towering trees and along flower-lined paths, finding secluded benches perfect for shared moments of quiet reflection. The park’s serene atmosphere and gentle nature provide a tender contrast to the city’s architectural splendor, inviting you to slow down and drink in the romance of this extraordinary Renaissance city as September’s mild weather begins to cool.

Where to Stay
Accommodation
Residence Carlton
Full starFull starFull starFull starHalf star
4.7
(Amazing)

Located centrally in Ferrara just a short walk from Castello Estense and Palazzo dei Diamanti, this elegant hotel offers refined comfort ideal for leisurely cultural explorations.

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Highlights of the day
Top Sight
Castello Estense
HistoricCastleMuseum
A formidable moated castle in the heart of Ferrara, blending medieval defense with Renaissance refinement.
Top Sight
Palazzo dei Diamanti
HistoricMuseumArchitecture
A striking Renaissance palace with a diamond-pointed facade housing art exhibitions.
Top Sight
Parco Massari
NatureRelaxationRomantic
A peaceful, elegant public park with manicured gardens and romantic walkways.
Where to Eat
Top Restaurant
Ristorante Hostaria Savonarola
Located at Piazza Savonarola, 14/16/18, 44121 Ferrara FE
Located near Castello Estense, this osteria serves traditional Ferrarese dishes in a warm, intimate setting, perfect after a day immersed in Renaissance art and architecture.
Bookable Activities
Bookable Activity
Ferrara Walking Tour with Audio and Written Guide
Full starFull starFull starFull starEmpty star
4.3
(19 reviews)
Clock icon2 hours
$7.12per person

If you're looking for a fun and curious way to visit Ferrara, you've come to the right place! With this digital guide created with the support of a local, you will be able to visit all the most important monuments at your own pace. We will walk through beautiful medieval streets, discover Ferrara Cathedral and its town hall, and most importantly see the imposing Castello Estense! You'll get to know the stories and curiosities of Ferrara! But also you will discover everything about local foods, Italian aperitivo in authentic local restaurants, and much more! What are you waiting for?

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4
Main activity for day 4

Rimini: Sun, Seas & Roman Echoes

Experience the sparkling Adriatic coast at Rimini, where sun-dappled beaches meet ancient Roman heritage. Enjoy a stroll along the lively seafront promenade before stepping back into history visiting Roman ruins and the atmospheric old town. This refreshing blend of seaside relaxation and cultural discovery perfectly rounds out your journey through Emilia-Romagna’s diverse landscapes.

Begin your day in Rimini with a gentle morning walk to the , an enduring symbol of Roman authority and Rimini’s place in ancient history. Imagine the grand processions that once passed under this triumphal arch, gazing up at its imposing structure and finely carved inscriptions that have survived millennia. Its location at the junction of major Roman roads connects you deeply to the layers of history beneath your feet. The atmosphere here is quiet and contemplative in the early hours, a perfect setting to absorb Rimini’s rich heritage.

Transition from history to leisure as you move toward ’s expansive golden sands. Take off your shoes and feel the fine sand between your toes, or dip into the Adriatic’s gently lapping waves. The lively seafront promenade buzzes with cafés, artisan gelato stands, and vibrant local life, perfect for a relaxed couple’s lunch or simply watching the world go by in the warm September sun. Consider renting a sunbed and umbrella, settling into the Mediterranean rhythm while sharing stories and savoring fresh seafood dishes shared nearby. The afternoon offers endless moments of sun-soaked contentment beside the sea.

Return to the historic town center to visit , a cathedral that masterfully combines Gothic austerity with Renaissance harmony. This architectural gem reflects the Malatesta family’s passion for art and culture during the 15th century. Inside, appreciate the artworks and the subtle play of light through stained glass windows, a serene counterpoint to the day’s energy. As dusk descends, a twilight stroll by the marina or a dinner overlooking the sea rounds out this starry-eyed day on the Adriatic coast.

Where to Stay
Accommodation
Hotel Residence des Bains
Full starFull starFull starFull starHalf star
4.5
(Great)

This luxury seafront hotel offers elegant rooms with Adriatic views and is within walking distance of Rimini’s beach, Arch of Augustus, and historic center, balancing leisure and cultural exploration.

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Highlights of the day
Top Sight
Arch of Augustus
HistoricRomanLandmark
One of Italy’s oldest surviving Roman arches, symbolizing Rimini's ancient heritage.
Top Sight
Rimini Beach
BeachLeisureScenic
A long sandy beach popular for sunbathing, swimming, and vibrant seaside life.
Top Sight
Tempio Malatestiano
ReligiousHistoricArchitecture
A Renaissance cathedral renovated by Leon Battista Alberti, blending Gothic and classical styles.
Where to Eat
Top Restaurant
Guido Restaurant
Located at Lungomare Guido Spadazzi, 12, 47924 Miramare RN
With a sea-view terrace, this elegant restaurant specializes in fresh Adriatic seafood, ideal for a romantic lunch or dinner after beach and historic landmark visits.
Bookable Activities
Bookable Activity
Rimini Walking Tour with Audio and Written Guide by a Local
Full starFull starFull starFull starEmpty star
4.4
(8 reviews)
Clock icon3 hours
$7.12per person

If you're looking for a fun and curious way to visit Rimini, you've come to the right place! Rimini is not only the sea, the beach: it has much more to offer! With this digital guide created with the support of a local, you will be able to visit all the most important monuments at your own pace. Once logged into the guide, you'll get to know the stories and curiosities of Rimini! But also you will discover everything about local foods, Italian aperitivo in authentic local restaurants, and much more! What are you waiting for?

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5
Main activity for day 5

Parma’s Palate and Palazzi

Dive into the culinary and artistic wonders of Parma, a city renowned for its Parmesan cheese and Parma ham, as well as magnificent art-filled churches. This day blends sensory delights and historical discoveries in an intimate exploration of Parma’s refined elegance and deep-rooted traditions, making for unforgettable romantic memories.

Step into Parma’s refined atmosphere starting with a visit to , a jewel of Romanesque architecture crowned by Correggio’s luminous frescoes. As you stand gazing upward, the dome’s ‘Assumption of the Virgin’ envelops you in a swirl of divine movement and vivid colors, leaving you breathless in the quiet sacred space. The cathedral’s intricate stonework and peaceful cloisters invite intimate moments of reflection, drawing you deep into the heart of Parma’s spiritual and artistic life.

Just a short walk away, the awaits, a spectacular baroque gem built entirely of wood—a rarity that has survived centuries. The grand horseshoe-shaped auditorium and the ingenious stage that once flooded for operatic spectacles conjure images of the lavish 17th-century performances hosted by the Farnese dukes. Walking through the theater’s ornate interiors, you can almost hear the echoes of the grandest baroque compositions and the applause of captivated audiences, a thrilling cultural immersion.

After nourishing your artistic soul, satisfy your palate at Parma’s vibrant food market, where local vendors proudly present their artisanal delights. Wander past stalls brimming with Parmigiano-Reggiano cheese wheels and cured Parma ham hanging in ribbons, and partake in tastings that celebrate the region’s culinary heritage. Engage with passionate producers eager to share stories of their craft, and enjoy a leisurely lunch pairing these exquisite products with a glass of Lambrusco or Pignoletto wine. This authentic encounter with Parma’s gastronomy is a perfect experience for couples yearning to savor Emilia-Romagna’s finest flavors.

Where to Stay
Accommodation
Grand Hotel de La Ville
Full starFull starFull starHalf starEmpty star
3.8
(Good)

Situated in the heart of Parma near the Cathedral and Teatro Farnese, this luxury hotel offers elegant rooms and refined service, ideal for cultural and culinary wanderers.

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Highlights of the day
Top Sight
Parma Cathedral
HistoricReligiousArt
A Romanesque masterpiece known for Correggio’s breathtaking frescoes in the dome.
Top Sight
Teatro Farnese
HistoricTheatreBaroque
A grand baroque wooden theater inside Palazzo della Pilotta, famous for its majestic structure.
Top Activity
Local Food Market (Mercato di Parma)
FoodMarketLocal Experience
Bustling market offering fresh local specialties including Parmesan cheese and Parma ham tastings.
Bookable Activities
Bookable Activity
Tour Parmigiano Reggiano dairy and Parma ham
Full starFull starFull starFull starHalf star
4.9
(513 reviews)
Clock icon4 hours
$132.94per person

You will appreciate the real Parmigiano cheese production in a very traditional factory. It will be possible to see the when cheese makers pull the cheese from the milk vats. You will then be taken to the seasoning/storage rooms to see the final stages of production. At the end of the tour there will be a tasting of different aged Parmigiano Reggiano Cheeses. For Parma ham Prosciutto factory visit we will proceed to the idyllic hills of Langhirano home of Prosciutto di Parma Ham. You will move into the “environmental temperature stage”, by visiting the seasoning rooms, here characterized by the typical scents of the ham. During this stage it will be explained the method of “spillatura”, the process in which only the finest ham pasts the test, those selected by the Inspector of the Consortium will then be branded with the infamous ‘Crown of Parma’. At the end of the food tour there will be a degustation of Parma ham and a glass of Malvasia, a sparkling, white local wine.

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6
Main activity for day 6

Ravenna’s Mosaic Masterpieces

Immerse yourselves in the dazzling world of Byzantine mosaics in Ravenna, a city where ancient art glows with vibrant colors across historic basilicas and mausoleums. This day is a cultural feast filled with awe-inspiring sacred art, tranquil gardens, and the quiet charm of a historic provincial capital, offering a uniquely romantic and contemplative experience.

Arriving in Ravenna, let the city’s evocative mosaic heritage captivate your imagination. Start at the , a jewel of early Byzantine art where the golden mosaics shimmer in the softly filtered light, depicting emperors, saints, and biblical stories with remarkable detail and vibrant hues. Wander slowly beneath the dome’s jewel-like decoration, allowing your eyes to drink in the intricate tesserae placed millimeter by millimeter centuries ago. Be inspired by the spiritual and artistic devotion captured in these ancient works, a testimony to the city’s role as a cultural bridge between East and West.

A brief walk brings you to the deceptively small yet astonishing . Step inside this intimate chapel and find yourself enveloped in a celestial world of luminous mosaics alive with deep blues, golds, and radiant stars. The quiet hush inside enhances the magical atmosphere, offering a moment of tender reflection away from the busy world. This UNESCO-listed site represents a pinnacle of early Christian art and offers couples a deeply romantic, almost otherworldly experience amid the city’s historic fabric.

Conclude your day with a relaxed stroll through , a tranquil green space featuring shady trees and flowering gardens. Walking hand-in-hand along gently winding paths, witness local families and couples at leisure in this peaceful urban oasis. The park’s calm serenity and soft September breeze offer a perfect setting for sharing quiet moments and contemplating the day’s artistic wonders, completing a cultural day rich in beauty and connection.

Where to Stay
Accommodation
UNA Hotels Bologna Fiera
Full starFull starFull starFull starEmpty star
4.4
(Very Good)

A luxurious hotel near Basilica di San Vitale and Mausoleum of Galla Placidia, perfect for romantic cultural immersion amidst Ravenna’s mosaic masterpieces.

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Highlights of the day
Top Sight
Basilica di San Vitale
HistoricReligiousArt
A 6th-century church famous for its stunning Byzantine mosaics depicting biblical scenes with rich colors.
Top Sight
Mausoleum of Galla Placidia
HistoricReligiousUNESCO
A small, peaceful mausoleum renowned for its exquisite early Christian mosaics.
Top Sight
Parco della Pace
NatureRelaxationRomantic
A serene public park ideal for romantic strolls surrounded by lush greenery.
Where to Eat
Top Restaurant
Ca' de Vèn
Located at Via Corrado Ricci, 24, 48121 Ravenna RA
Set near Basilica di San Vitale, this elegant restaurant offers traditional Romagna dishes with a modern twist in a romantic atmosphere.
Bookable Activities
Bookable Activity
Guided Tour of Mosaic Tiles in Ravenna
Full starFull starFull starFull starHalf star
4.9
(1.4k reviews)
Clock icon3 hours
$33.23per person

The eternal beauty of the mosaics of some of the most famous Unesco monuments of Ravenna, in a tour that starting from Piazza San Francesco, will wind along the streets of the historic center.

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7
Main activity for day 7

Santarcangelo: Medieval Magic & Artisan Flair

Escape to the enchanting hill town of Santarcangelo di Romagna, where medieval streets, artisan workshops, and lively piazzas create an intimate, authentic atmosphere. Explore historic underground caves, sip local wine at hand-crafted enotecas, and enjoy the slow, romantic rhythm of a town cherished by artists and lovers of culture alike.

Travel from Ravenna to the quaint hilltop town of Santarcangelo di Romagna, a hidden gem renowned for its labyrinth of volcanic tuff caves carved beneath its historic streets. Begin your exploration by descending into these atmospheric grottoes, where centuries of human activity intertwine with natural geological wonder. As you wander through narrow passageways and dimly lit chambers, let your imagination run wild with stories of monks, medieval villagers, and artisans who once sought refuge and inspiration here. The unique combination of nature and history creates an unforgettable experience that perfectly embodies Emilia-Romagna’s layered past.

Emerging into the sunshine, make your way to , the vibrant social heart of Santarcangelo. This charming square buzzes with life on weekends, featuring colorful markets, street performers, and artisans showcasing handmade crafts. Take a seat at one of the outdoor cafés, basking in the warm September sunshine while enjoying the friendly camaraderie and the lively yet relaxed atmosphere. Meander through surrounding narrow streets peppered with antique shops, galleries, and local boutiques, discovering small treasures and meeting the passionate locals who keep the town’s creative spirit alive.

As the evening draws near, retreat to for a sensuous journey through Romagna’s renowned wines. This intimate wine bar, favored by locals and knowledgeable sommeliers, offers expertly selected bottles paired with regional specialties such as squacquerone cheese and piadina flatbread. Sip a crisp Albana or a robust Sangiovese while sharing conversations in the warm, cozy interior. This authentic tasting experience brings you closer to the region’s terroir and the genuine hospitality of Emilia-Romagna, making it a deeply personal and romantic highlight of your trip.

Where to Stay
Accommodation
Residence San Paolo
Full starFull starFull starFull starHalf star
4.9
(Outstanding)

Comfortable stay in the center of Santarcangelo, placing guests near underground caves and vibrant piazzas for an authentic cultural experience.

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Highlights of the day
Top Sight
Santarcangelo Underground Caves (Grotte Tufacee)
HistoricUniqueUnderground
Ancient volcanic tuff caves carved beneath the town, revealing centuries of use and mystery.
Top Sight
Piazza Ganganelli
HistoricSocial HubLocal Life
The lively main square known for its vibrant cafés, artisan shops, and weekend markets.
Top Activity
Enoteca La Volta
FoodWine TastingRomantic
A cozy wine bar offering regional Romagna wines and local delicacies in an intimate setting.
Where to Eat
Top Restaurant
Pizzeria La Rustica
Located at Via Giuseppe Garibaldi, 47822 Santarcangelo di Romagna RN
Situated near Piazza Ganganelli, this trattoria offers hearty Romagna dishes in a warm, rustic setting reflecting the town’s artisan charm.
8
Main activity for day 8

Imola’s Racing Spirit & Medieval Core

Explore Imola’s unique marriage of adrenaline and history where world-famous racing circuits meet medieval piazzas. From the roar of engines at the Autodromo Enzo e Dino Ferrari to the peaceful charm of historic churches and vibrant local markets, this day encapsulates Emilia-Romagna’s dynamic soul in an engaging and intimate way.

Kick off your day in Imola by revving up your senses at the legendary . Even if you aren’t attending a live race, strolling around the circuit, visiting the motorsport museum, and feeling the palpable speed legacy creates an invigorating experience. Engage with interactive exhibits that detail thrilling moments in Formula 1 history and the track’s famous drivers, immersing you in the passion that Emilia-Romagna has for motorsport. The roar and energy here contrasts wonderfully with the region’s typically serene ambiance, adding an exciting edge to your cultural journey.

Returning to the historic heart of Imola, wander the picturesque , where medieval architecture frames lively cafés and artisan shops. The square’s golden light, especially in September's mellow afternoon sun, invites leisurely conversations and people-watching while sipping an espresso. Explore tucked-away alleys lined with beautifully preserved buildings, feeling the gentle pulse of a town whose roots run deeply into medieval times. This balance of vibrant social life and historic charm provides a wonderfully intimate urban experience.

A short taxi ride leads you to the tranquil , where calm and artistry harmonize. Step into this Romanesque gem to admire serene frescoes depicting biblical scenes, their colors mellowed by centuries yet still profoundly moving. The surrounding quiet gardens offer a perfect place to pause, reflect, and take in the peaceful countryside atmosphere. This gentle interlude amidst nature and history allows your senses to reset, deepening your connection to the region’s spiritual and cultural layers.

Where to Stay
Accommodation
Hotel Donatello Imola
Full starFull starFull starFull starEmpty star
4.2
(Very Good)

Luxurious hotel centrally located in Imola, providing comfort and easy access to the Autodromo and medieval town center for a balanced cultural and motorsport experience.

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Highlights of the day
Top Sight
Autodromo Enzo e Dino Ferrari
SportHistoricExciting
A legendary race track hosting Formula 1 and known for its thrilling motorsport history.
Top Sight
Piazza Matteotti
HistoricSocial HubArchitecture
The central medieval square surrounded by historic buildings and lively cafés.
Top Sight
Church of San Cassiano in Pianoro
ReligiousHistoricQuiet
A serene Romanesque church featuring remarkable frescoes and tranquil gardens.
Bookable Activities
Bookable Activity
Wine tasting on the hills of Bologna in Dozza
Full starFull starFull starFull starFull star
5.0
(4 reviews)
Clock icon2h 30m
$35.61per person

Spend a day at a family winery. Walk in the vineyard with sommelier, visit the winery, and finally, depending on the season, tasting of 7 glasses of wine with tastings of local delicacies in front of the warmth of the fireplace or on the panoramic terrace. Throughout the experience we will give space to your questions and requests for further information, such as winemaking methodologies, olfactory perceptions or food-wine combinations. We are waiting for you simply like this, for a real sensory experience that will surely leave you curious to return.

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9
Main activity for day 9

Castles and Villages of the Apennines

Venture into Emilia-Romagna’s Apennine Mountains, where medieval castles perch like sentinels over charming villages. This day offers dramatic landscapes, historic fortresses, and authentic mountain hospitality that feel worlds away from the urban centers, nurturing a sense of discovery and romance in nature’s embrace.

Begin your day with a scenic drive or private transfer into the dramatic Apennine landscape to reach the imposing . Perched on a towering rocky summit, the fortress stands as a powerful symbol of medieval strategic prowess and Malatesta family legacy. Explore its thick walls, historic dungeons, and panoramic terraces that reveal sweeping views of the surrounding mountains and valleys, a breathtaking backdrop that invites quiet awe and shared moments of wonder. Let your imagination roam to tales of knights, sieges, and ancient intrigue that echo through the stone corridors.

Next, descend to the nearby medieval village of , a gently preserved town that charms with its cobbled streets, ancient city walls, and archaeological museum showcasing remains from the Villanovan and Etruscan civilizations. Stroll together through quiet piazzas, visit artisan shops, and enjoy a local espresso as you absorb the timeless rhythm of village life. This intimate setting offers an authentic glimpse into a slower pace and deep-rooted traditions nestled in the hills.

Wrap up the afternoon with a leisurely walk through the . Embrace the rolling green hills, scattered farms, and groves of olive trees while breathing in the crisp mountain air. Whether wandering along marked hiking paths or sitting on a rustic bench admiring the pastoral panorama, this connection with Emilia-Romagna’s natural beauty provides a peaceful, romantic close to your day immersed in history and landscape.

Where to Stay
Accommodation
Hotel Aria di Mare - Bed & Brunch in Centro a Riccione
Full starFull starFull starFull starEmpty star
4.0
(Very Good)

Charming accommodation near Rocca Malatestiana, allowing direct access to historic fortress explorations and countryside serenity in a cozy mountain setting.

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Highlights of the day
Top Sight
Rocca Malatestiana of San Leo
HistoricCastleScenic
A dramatic fortress atop a rocky outcrop with panoramic views and rich history connected to the Malatestas.
Top Sight
Verucchio
HistoricVillageScenic
A charming medieval town with ancient walls and archaeological sites.
Top Sight
Montefeltro Countryside
NatureHikingRomantic
Rolling hills and pastoral landscapes ideal for scenic walks and experiencing rural life.
Where to Eat
Top Restaurant
Locanda Osteria Belvedere San Leo
Located at Via Pietro Toselli, 19, 47865 San Leo RN
A charming restaurant near Rocca Malatestiana offering local Apennine cuisine, perfect for couples enjoying a day of castle exploration and scenic views.
Bookable Activities
Bookable Activity
San Leo: Entrance ticket to the fortress and prison of Cagliostro
Full starFull starFull starFull starEmpty star
4.1
(9 reviews)
Clock icon2 hours
$13.06per person

Explore the historic and unique fortress of San Leo in the famous inland village of Rimini. See the fascinating collection of weapons, frescoes, historical artifacts and much more. Today the Fortress has returned to its architectural splendor which makes it one of the most celebrated examples of military art, in one of the most beautiful historical and artistic contexts in Italy

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10
Main activity for day 10

Cesenatico’s Maritime Heritage

Discover the picturesque fishing town of Cesenatico, where colorful boats float in a historic canal designed by Leonardo da Vinci himself. This day celebrates maritime culture, fresh seafood, and seaside charm, all enriched with artsy touches and relaxing strolls by the Adriatic Sea, perfect for couples craving an authentic coastal experience.

Arrive in Cesenatico and immediately feel the maritime breeze as you approach the historic Port Canal, a stunning waterway designed in the 16th century by none other than Leonardo da Vinci. This picturesque canal is lined with vividly painted fishing boats, their brightly colored hulls bobbing gently in the calm waters. Meander alongside the waterfront, taking in the neatly arranged cafés, seafood trattorias, and artisanal shops that pulsate with local life. The canal’s vibrant atmosphere combined with its history makes it a uniquely romantic place to stroll slowly, hand in hand, capturing the warm light of the Adriatic as it sparkles on the water.

Step into the , an open-air exhibition where traditional fishing boats rest on dry land, each telling a story of the region’s rich seafaring traditions. Explore the docks and informative displays to deepen your understanding of how fishing shaped local culture and economy. The museum’s setting along the canal offers beautiful photo opportunities, with colorful sails and riggings silhouetted against the sky. Enjoy a gentle break at one of the cafés nearby, sampling fresh seafood dishes paired with a chilled white Romagna wine—a perfect pairing of history and flavor.

In the afternoon, escape to Punta Marina Terme’s quieter beach, a natural retreat away from busier tourist crowds. Settle on soft sands or stroll the shoreline, feeling the calm pulse of the sea and the gentle September sun warming your skin. The tranquil beach ambiance invites you to relax fully, perhaps sharing a picnic or a swim. This serene foreshore experience complements the morning’s cultural immersion, marrying Emilia-Romagna’s heritage with its stunning coastal beauty.

Where to Stay
Accommodation
Il Canale Hotel
Full starFull starFull starFull starEmpty star
4.1
(Very Good)

Situated by the Port Canal, this elegant hotel offers direct access to waterfront sights and a comfortable base for maritime cultural exploration.

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Highlights of the day
Top Sight
Port Canal of Cesenatico
HistoricMaritimeScenic
A historic canal lined with vivid fishing boats and waterside cafés, engineered by Leonardo da Vinci.
Top Sight
Maritime Museum of Cesenatico
MuseumMaritimeFamily-friendly
An open-air museum showcasing traditional boats and local fishing history along the canal.
Top Sight
Punta Marina Terme Beach
BeachRelaxationScenic
A quieter sandy beach area ideal for relaxation with fewer crowds.
Bookable Activities
Bookable Activity
Private Guided E-bike Tour in Bertinoro
Full starFull starFull starFull starFull star
5.0
(3 reviews)
Clock icon2 hours
$59.35per person

This tour involves gentle climbs on fantastic roads in the middle of the hills. Thanks to the e-bikes you will reach Bertinoro without effort and everyone will be able to enjoy this wonderful village with a breathtaking view of Romagna. It is nice to breathe the scents of the orchards, cross the vineyards and appreciate the view at a gentle and carefree pace.

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11
Main activity for day 11

Carpi: Renaissance Art & Palatial Grandeur

Delve into Carpi’s refined Renaissance legacy, where stately palaces, vaulted porticos, and exquisite historic frescoes create a sophisticated art and architecture journey. Experience the charm of this elegant town through leisurely walks, intimate museums, and sumptuous local treats, a day brimming with cultural elegance and quiet romance.

Begin your exploration of Carpi at the majestic , a vast palace complex that beautifully weaves together medieval fortifications with Renaissance elegance. Wander through the fresco-adorned halls and courtyards, each chamber revealing different facets of art, history, and noble life. As you stroll through the palace's arcades, imagine yourself transported back to a time of ducal intrigue and artistic flourishing. The palace’s museums present thoughtfully curated collections, offering intimate glimpses into Carpi’s rich past in architecture, sculpture, and daily life.

Step outside into , Carpi’s vibrant main square lined with distinctive porticos that showcase the town’s characteristic architecture. The piazza hums with local energy—cafés spill onto the cobblestones, children play near the fountains, and artisans display their crafts. Take your time here, perhaps settling at a bar to enjoy a glass of Malvasia wine while soaking in the laid-back yet cultured atmosphere. The interplay of historic buildings and lively social life creates an ambience perfect for couples seeking quiet cultural moments.

A short walk brings you to the , where reflections on World War II history provide a solemn and moving companion to the day’s cultural pleasures. Exhibits combine poignant personal stories with artistic memorials, encouraging thoughtful engagement with the region’s complex history. This experience lends depth and reverence to your journey, honoring the resilience and spirit of Emilia-Romagna’s people.

Where to Stay
Accommodation
Rifugio del Firenze Ninfa
Full starFull starFull starFull starEmpty star
4.4
(Very Good)

Located close to Palazzo dei Pio and Piazza Martiri, this refined hotel offers elegant rooms blending Renaissance charm with modern amenities.

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Highlights of the day
Top Sight
Palazzo dei Pio
HistoricMuseumArchitecture
A sprawling medieval and Renaissance palace complex housing museums and featuring frescoed halls.
Top Sight
Piazza Martiri
HistoricPublic SquareLocal Life
Carpi’s main square surrounded by arcaded walkways and historic buildings.
Top Sight
Museo Monumento al Deportato
MuseumHistoricReflective
Museum dedicated to World War II deportees, offering poignant history and art.
Where to Eat
Top Restaurant
Ristorante Pesce Carpi | Pizza Gourmet | More Food
Located at SS 468 Motta, 41012 Carpi MO
Located near Palazzo dei Pio, this restaurant offers refined regional dishes in a cozy atmosphere, ideal after cultural visits.
Bookable Activities
Bookable Activity
From Naples: Guided Capri Island Day Trip with all services
Full starFull starFull starEmpty starEmpty star
3.0
(1 reviews)
Clock icon8 hours
$140.06per person

Visiting the island of Capri can truly be considered a privilege and a feast for the eyes. The natural beauty intertwined with history and the Italian-style Dolce Vita, have made Capri world-famous as a holiday destination for the national and international jet-set. Getting to know it and seeing it thoroughly is an experience to be had at least once in a lifetime. You will be dazzled by the transversal beauty that characterises this island, so much so that for a day you will feel like a star in a Fellini film.

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12
Main activity for day 12

Bertinoro & Romagna Hills Escape

Revel in panoramic hilltop vistas and enchanting medieval streets in Bertinoro, famed for its white wine and warm hospitality. This day invites you to savor sweeping countryside views, stroll cobblestone lanes, and indulge in authentic Romagna wine and cuisine, a perfect respite filled with intimacy and rustic charm.

Journey to Bertinoro, perched invitingly atop Romagna’s rolling hills, where the journey itself offers glimpses of vineyard-clad slopes and patchwork fields stretching to the horizon. Upon arrival, ascend to the , a commanding fortress rich with history and known as the 'Balcony of Romagna' for its spectacular views. Stand with your partner on the fortress walls and drink in the endless vistas of sunlit vineyards, olive groves, and medieval rooftops bathed in September’s golden glow. This peaceful setting is a perfect place to reconnect with nature and each other.

Explore the intimate Piazza della Libertà, the town’s soul and gathering place. Wander beneath arcades and stop at one of the inviting cafés to sip an espresso or a glass of Albana di Romagna. As local residents chat and stroll the piazza, feel the town’s warm, welcoming rhythm blending history with everyday life. The honey-hued stone buildings and flowering window boxes enhance the romantic atmosphere, encouraging slow, savoring moments.

Complete your day at , a family-run winery where tradition and passion ferment into unforgettable wines. Participate in a guided cellar tour, learning about Romagna’s indigenous grape varieties, then settle in for a tasting session featuring robust Sangiovese and velvety Trebbiano blends alongside paired regional delicacies like gnocco fritto and prosciutto di Parma. The intimate ambiance, combined with the rustic beauty of the winery, creates an authentically romantic finale to your hilltop escape.

Where to Stay
Accommodation
Albergo Centrale
Full starFull starFull starHalf starEmpty star
3.5
()

Centrally located with intimate ambiance, this hotel is ideal for cultural and wine enthusiasts savoring Romagna’s picturesque hills and historic squares.

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Highlights of the day
Top Sight
Rocca of Bertinoro
HistoricCastleScenic
A historic fortress offering sweeping views over the Romagna countryside and vineyards.
Top Sight
Piazza della Libertà
HistoricSocial HubRomantic
A charming hilltop square surrounded by historic buildings and cafés.
Top Activity
Cantina Gutturnio
Wine TastingLocal ExperienceRomantic
Local winery specializing in Romagna wines with tastings and cellar tours.
Where to Eat
Top Restaurant
La favola dell'orto
Located at Piazza della Libertà, 47032 Bertinoro FC
Set in the heart of Bertinoro, this acclaimed restaurant features elegant Romagna cuisine paired with local wines, ideal for couples savoring hilltop vistas.
Bookable Activities
Bookable Activity
Private Pasta & Tiramisu Class at a Cesarina's home with tasting in Forlì
Full starFull starFull starFull starFull star
5.0
(2 reviews)
Clock icon3 hours
$172.10per person

Immerse yourself in a private pasta and tiramisu-making class in a welcoming home, learn the secrets of the region's most famous pasta dishes and tiramisu and taste the fruit of your labour for lunch or dinner accompanied by local wines. During this private lesson, you will learn how to prepare 2 pasta recipes and the tiramisu dessert from scratch. Your Cesarina will reveal the tricks of the trade of these iconic recipes. Have fun putting your cooking skills to the test and amaze your friends and family once home with an Italian meal! This experience is suitable for families with children of all ages. Le Cesarine is Italy’s oldest network of home cooks all over the country in more than 120 cities. They are passionate and welcoming hosts that open the doors of their own homes to curious travellers for immersive culinary experiences.

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13
Main activity for day 13

Faenza: Ceramics and Countryside

Delight in Faenza’s world-renowned ceramics tradition before venturing into the peaceful countryside for an authentic agriturismo experience. This day melds artistic inspiration with pastoral tranquility and heartfelt hospitality, offering moments of creative wonder and cozy rural charm in Emilia-Romagna’s embrace.

Start your day in Faenza at the International Museum of Ceramics, an artistic beacon showcasing the city’s centuries-old mastery of majolica and fine ceramics. Wander through galleries filled with vivid glazed pieces ranging from delicate Renaissance plates to bold contemporary sculptures. Each exhibit reveals Faenza’s vital role in the history of ceramic art, a story told through the deft craftsmanship and imagination of global artists. As you observe intricate patterns and vibrant colors, let yourself be inspired by this fusion of tradition and creativity that makes Faenza a cultural gem.

In the afternoon, retreat to nestled peacefully in the Faenza countryside. Here, the pace slows, inviting you to connect deeply with the land and culinary traditions. Partake in a hands-on cooking class, learning to prepare classic Emilia-Romagna dishes using fresh, local ingredients picked from the farm’s gardens. Taste your lovingly prepared meal paired with house-produced Lambrusco while dining al fresco surrounded by olive trees and sunflowers. Stay for a peaceful walk around the farm to unwind in the rustic beauty or simply relax, wrapped in the warm embrace of rural Emilia-Romagna and its authentic hospitality.

Where to Stay
Accommodation
Villa Abbondanzi Resort
Full starFull starFull starFull starHalf star
4.7
(Amazing)

Nestled in Faenza’s city center, just minutes from the International Museum of Ceramics, this elegant hotel offers cultural richness combined with comfort.

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Highlights of the day
Top Sight
International Museum of Ceramics (Museo Internazionale delle Ceramiche)
MuseumArtHistoric
An extensive museum showcasing ceramics from Renaissance to contemporary works, highlighting Faenza’s artisanal legacy.
Top Activity
Agriturismo Il Mulino
Rural ExperienceFoodRelaxation
A countryside farm stay offering farm-to-table meals, cooking classes, and rustic accommodation.
Where to Eat
Top Restaurant
Osteria Ristorante La Baita
Located at Via Naviglio, 25/C, 48018 Faenza RA
Near the ceramics museum, this elegant restaurant offers creative Emilian dishes blending tradition with innovation, perfect for a cultured couple’s lunch.
Bookable Activities
Bookable Activity
Visit of the Winemaker with Tasting of Typical Products in Faenza
Full starFull starFull starFull starFull star
5.0
(1 reviews)
Clock icon1h 30m
$41.42per person

Come and visit a small family-run winery on the rolling hills of Romagna. Mechanized vineyards since 1986, cellar and bottling. All in a single Viticulture experience. The Tour provides a 360 ° experience in a company of real winemakers for three generations, the classic Romagnola handyman family. Presentation of our small family-run business and our history during the visit to the mechanized vineyards since 1986, with a walk among our six hectares of vineyards divided into eight different vines. Visit of our small winery with the winemaker, reception area, refining area and direct sales, bottling and labeling. Tasting of our wines directly from the barrels + tasting of two labels with snacks of typical products. Live this beautiful experience among the vineyards and local traditions and book this activity now!

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14
Main activity for day 14

Final Reverie in Bologna’s Secrets

Return to Bologna for a final day of intimate discoveries and sensory delights, exploring hidden gems, intimate artisan ateliers, and savory dining spots. This graceful farewell immerses you once more in the city’s cultural richness and heartfelt charm, leaving you with cherished memories and lasting love for Emilia-Romagna.

Spend your final morning ascending to the , a radiant hilltop basilica perched high above Bologna and accessible via the world’s longest covered portico stretching over 3.8 kilometers. Wander hand in hand beneath the gentle arches, admiring the peaceful morning light filtering through centuries-old frescoes inside the sanctuary. At the summit, be rewarded with sweeping views across Bologna’s terracotta tile sea framed by rolling hills and the distant Apennines, a sublime panorama that invites heartfelt reflection and deep affection. This pilgrimage-like experience offers a perfect symbolic farewell to the region.

Descend back into the city to the vibrant , a bustling district where stalls brim with gourmet delights, fresh produce, and traditional specialties like tortellini and mortadella. Lose yourselves together exploring stalls filled with colorful fruits, fragrant spices, and artisan crafts. Savor small bites at vendors where locals shop daily, engaging with friendly sellers eager to share stories about their products and recipes. This immersion into everyday Bolognese life enriches your last hours with authentic tastes and warm local smiles.

Cap your Emilia-Romagna journey with a hands-on pottery workshop at . Under the guidance of skilled artisans, you and your partner can shape clay on traditional wheels, creating personalized souvenirs that capture the spirit of your trip. The tactile, creative process brings joyful shared moments and a tangible connection to Emilia-Romagna’s rich artisan heritage. As you finish your creations, reflect on your two-week odyssey filled with art, history, cuisine, and heartfelt encounters, leaving you inspired and connected to this enchanting Italian region.

Where to Stay
Accommodation
Grand Hotel Majestic Gia' Baglioni
Full starFull starFull starFull starHalf star
4.7
(Amazing)

Returning to Bologna’s historic heart, this iconic luxury hotel offers refined elegance and close proximity to the Sanctuary of Madonna di San Luca and Quadrilatero Market.

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Highlights of the day
Top Sight
Sanctuary of Madonna di San Luca
ReligiousHistoricScenic
An iconic hilltop basilica accessible via the world’s longest portico, offering panoramic views over Bologna.
Top Sight
Quadrilatero Market
FoodMarketLocal Life
A historic market district filled with food stalls, artisan shops, and local delicacies.
Top Activity
Atelier di Ceramica Arterego
ArtisanWorkshopCreative
A local ceramic studio where couples can try their hand at traditional pottery crafting.
Where to Eat
Top Restaurant
Trattoria Da Vito
Located at Via Mario Musolesi, 9, 40138 Bologna BO
Situated near the city center, this restaurant offers elegant traditional Emilia cuisine, ideal for a special farewell dinner after the pottery workshop.
Bookable Activities
Bookable Activity
Bologna gastronomic experience with a local
Full starFull starFull starFull starHalf star
4.9
(536 reviews)
Clock icon3 hours
$99.70per person

Experience Bologna like a local with this unforgettable culinary adventure! Discover hidden gems known only to locals and immerse yourself in the authentic rhythm of Bolognese life. This experience recreates the classic outings we enjoy with friends and family, offering over 15 tastings of the finest local food and wine. We’ll begin with Tigella, a versatile and iconic dish served as a pre-aperitivo, followed by a variety of cold cuts, cheeses, and bread from the Bologna area, paired with local wines at the city’s oldest osteria. Strolling through the historic center, you’ll enjoy two beloved homemade pastas—Tortellini and Tagliatelle—at a traditional Osteria Bolognese, perfectly complemented by more local wine. To conclude, we’ll visit the best gelateria in town for an unforgettable gelato. This is your chance to eat, drink, and experience Bologna’s culinary traditions like a true local!

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