10-Day Itinerary in San Marino

10-Day Itinerary in San Marino

Planning a trip to San Marino? Look no further! This comprehensive 10-day itinerary will guide you through the best things to do and must-visit places in this enchanting micro-country. From exploring historic towns to taking in breathtaking views, this itinerary ensures that you make the most of your time in San Marino.

Key Takeaways:

  • Explore the hidden gems of San Marino in 10 days
  • Discover the medieval hill towns and mountaintop castles
  • Immerse yourself in the rich winemaking traditions of Marche and Abruzzo
  • Visit the iconic Basilica of Saint Marino and climb the First Tower
  • Indulge in the culinary culture of Perugia with a market tour and cooking class

Day 1: Arrive in Ascoli Piceno

Start your San Marino adventure in Ascoli Piceno, a charming city located in the Marche region of central Italy. Ascoli Piceno is renowned for its gleaming travertine piazzas and medieval hill towns. Spend your first day exploring the historic center of Ascoli Piceno, immersing yourself in its rich history and architectural beauty.

Begin your journey in Piazza del Popolo, whose exquisite travertine architecture will leave you in awe. As you stroll through the piazza, take in the intricate details of Palazzo dei Capitani del Popolo and marvel at the elegant 13th-century Caffè Meletti, known for its traditional anisette liqueur.

Continue your exploration to the iconic Chiesa di San Francesco, a stunning example of Gothic architecture. Step inside to admire its impressive frescoes and serene atmosphere.

Things to do in Ascoli Piceno’s historic center:

  • Visit the charming Piazza Arringo, home to the breathtaking Ascoli Piceno Cathedral and the Bishop’s Palace
  • Explore the fascinating Museum of Art and Archaeology, housed in the Palazzo dei Capitani
  • Indulge in the gastronomic delights of Ascoli Piceno, known for its renowned olive all’ascolana, a local specialty
  • Take a leisurely walk along the picturesque riverside of Tronto River
  • Visit the 13th-century Ponte di Porta Solestà, an impressive medieval bridge that offers panoramic views of the city

End your day by savoring traditional regional cuisine at one of the excellent trattorias or osterias, where you can indulge in authentic Italian flavors paired with local wines.

Ascoli Piceno sets the stage for your San Marino itinerary, offering a taste of the region’s rich heritage and captivating beauty.

Day 2: Wine Tasting in Marche & Abruzzo

On day 2 of your San Marino adventure, immerse yourself in the rich winemaking traditions of the Marche and Abruzzo regions. Embark on a guided tour that takes you through picturesque vineyards, providing the perfect opportunity to taste a variety of exquisite wines and learn about the winemaking process.

Marche, known for its rolling hills and breathtaking landscapes, boasts a long history of winemaking. Its vineyards produce a range of wines, including delicate white Verdicchio and robust reds like Montepulciano. In Abruzzo, you’ll find vineyards nestled between the Apennine Mountains and the Adriatic Sea, where the cool climate and fertile soil create ideal conditions for producing full-bodied reds like Montepulciano d’Abruzzo.

As you explore the vineyards, knowledgeable experts will guide you through wine tastings, allowing you to sample the distinct flavors and aromas of each wine. From the elegant and floral whites to the rich and velvety reds, every sip will transport you deeper into the world of Italian winemaking.

During your wine tasting excursion, take the opportunity to learn about the winemaking process, from grape cultivation to fermentation and aging. Gain insights into the techniques and traditions that have shaped these renowned wine regions for centuries.

To enhance your wine tasting experience, indulge in a traditional Italian lunch. Savor delicacies that perfectly complement the flavors of the local wines, such as artisanal cheeses, cured meats, and freshly baked bread. Immerse yourself in the gastronomic delights of the region as you enjoy a leisurely meal in the vineyard’s idyllic setting.

By the end of the day, you’ll have a deeper appreciation for the winemaking traditions of Marche and Abruzzo and a collection of cherished memories to savor.

Highlights Details
Region Marche, Abruzzo
Winemaking traditions Discover centuries-old winemaking techniques
Vineyards Enjoy guided tours of picturesque vineyards
Wine tastings Sample a variety of wines, from whites to reds
Italian lunch Indulge in a delicious traditional meal

Day 3: Leisure Day in Ascoli Piceno

Take a break from your San Marino adventure and enjoy a relaxing day in Ascoli Piceno, a city filled with history and natural beauty. Explore the charming streets of Rua delle Stelle, known for its beautiful architecture and quaint shops. Marvel at the ancient ruins that dot the city, reminding visitors of its storied past.

One of the highlights of your leisure day is the Diocesan Museum, which houses a remarkable collection of religious art and artifacts. Take your time to admire the intricacy and craftsmanship of these pieces, learning more about the history and culture of Ascoli Piceno.

For nature enthusiasts, a hike in the nearby Sibillini Mountains is a perfect way to spend the day. Lace up your hiking boots and explore the breathtaking natural landscapes that surround Ascoli Piceno. From lush forests to cascading waterfalls, the Sibillini Mountains offer a picturesque backdrop for outdoor adventure.

Leisure Day in Ascoli Piceno
Rua delle Stelle Explore the charming streets and architecture of Rua delle Stelle.
Ancient Ruins Discover the ancient ruins that showcase the city’s rich history.
Diocesan Museum Immerse yourself in the art and artifacts housed in the Diocesan Museum.
Hiking in Sibillini Mountains Embark on a hiking adventure in the scenic Sibillini Mountains.

Whether you choose to explore the streets, delve into history, or embrace nature, your leisure day in Ascoli Piceno promises a memorable experience. Take the time to make the most of this enchanting city before continuing your San Marino journey.

Day 4: Ascoli Piceno to Urbino

On day 4, embark on a journey to the captivating hill town of Urbino. This picturesque destination boasts a rich history and is renowned for its well-preserved medieval architecture. Get ready to immerse yourself in the charm of this enchanting town.

Upon arriving in Urbino, set your sights on the magnificent Palazzo Ducale. This grand palace is a masterpiece of Renaissance architecture and serves as a testament to the town’s cultural significance. Inside the Palazzo Ducale, you’ll find the esteemed Galleria Nazionale delle Marche, home to an extraordinary collection of Renaissance art.

Take a leisurely stroll through the medieval center of Urbino, where narrow cobblestone streets and quaint shops await you at every turn. Admire the stunning views of the surrounding countryside and feel as though you’ve stepped back in time.

As you explore Urbino, don’t miss the opportunity to savor the local cuisine. Indulge in traditional delicacies at charming cafes and trattorias, and experience the flavors that define this region.

img src=”https://seowriting.ai/32_6.png” alt=”Urbino” style=”display:block; margin:auto;”>

Top Attractions in Urbino:

  • Palazzo Ducale – A magnificent Renaissance palace housing the Galleria Nazionale delle Marche
  • Duomo di Urbino – The town’s cathedral with impressive architectural features
  • Oratorio di San Giovanni Battista – A stunning example of Renaissance art
  • Mauro Codussi – An ancient amphitheater offering a glimpse into Urbino’s past

Where to Stay in Urbino:

Hotel Name Rating Price Range
Hotel Raffaello 4.5 $$
Hotel Bonconte 4.2 $$
Hotel Mamiani 4.0 $

Day 5: Tour San Marino

Embark on a captivating journey through the majestic mountain kingdom of San Marino. As you explore this enchanting destination, you’ll be immersed in its rich history and breathtaking natural beauty. Get ready to discover the wonders of San Marino!

Start your day by visiting the magnificent Piazza della Libertà, the heart of San Marino. This bustling square is surrounded by charming cafes, shops, and historic buildings, offering a vibrant atmosphere that reflects the spirit of this mountain kingdom.

One of the highlights of your tour is the iconic Basilica of Saint Marino, a stunning example of Romanesque architecture. Step inside this sacred place and marvel at its intricate details and beautiful artwork.

After experiencing the serenity of the basilica, it’s time to ascend to new heights. Take on the challenge of climbing to the mountaintop First Tower, a monumental structure that provides panoramic views of the Apennine peaks and the sparkling Adriatic Sea. The effort is rewarded with a breathtaking panorama that will leave you in awe of San Marino’s natural beauty.

As you descend from the First Tower, take a moment to appreciate the serenity of the surroundings. The peaceful mountain air and the picturesque landscape create the perfect setting for reflection and tranquility.

San Marino’s allure lies not only in its natural wonders but also in its charming medieval streets and welcoming locals. Take the time to explore the narrow alleys and hidden corners, discovering the unique shops and quaint cafes that offer a taste of local life.

Don’t forget to capture the memories of your San Marino adventure by taking plenty of photos along the way. The stunning vistas, ancient architecture, and cultural treasures make for incredible mementos that will transport you back to this extraordinary journey.

As the sun sets on your day in San Marino, bid farewell to this mountain kingdom with a heart full of cherished memories. The beauty, history, and charm of San Marino will forever hold a special place in your travel repertoire.

Day 6: Leisure Day in Urbino

Take a leisurely day to further explore the captivating city of Urbino and its picturesque surroundings. There are plenty of intriguing attractions to discover, whether you’re an art enthusiast or an adventurous explorer. Urbino offers a wealth of cultural and natural wonders to engage your senses and create lasting memories.

Visit Casa Natale di Raffaello

Immerse yourself in the artistic legacy of Urbino by visiting Casa Natale di Raffaello, the birthplace of the renowned artist Raphael. Explore the museum and delve into the life and works of this influential Renaissance master. Gain a deeper understanding of his artistic journey and witness the beauty he brought to the world.

Marvel at the Baroque Frescoes in Oratorio di San Giovanni Battista

Step into the resplendent Oratorio di San Giovanni Battista and be captivated by the exquisite baroque frescoes adorning its walls and ceiling. The vibrant colors and intricate details of these artworks create a mesmerizing atmosphere, transporting you to a world of beauty and spirituality.

Venture to Forte di San Leo

If you’re feeling adventurous, consider a trip to Forte di San Leo. Located in the nearby province of Rimini, this impressive fortress offers panoramic views of the surrounding landscapes. Explore the historical site and learn about its rich history, which includes being a prison for the infamous Count of Cagliostro.

Explore the Extensive Underground Cave Systems of Grotte di Frasassi

Embark on an underground adventure and discover the awe-inspiring Grotte di Frasassi, one of Italy’s most impressive cave systems. Marvel at the stunning stalactite and stalagmite formations as you explore the caverns guided by expert spelunkers. This mesmerizing natural wonder will leave you in awe of the Earth’s geological wonders.

Take your time to leisurely explore Urbino and the surrounding area, indulging in the art, culture, and natural beauty that this enchanting region has to offer.

Attraction Description
Casa Natale di Raffaello The birthplace of Raphael, showcasing his life and works.
Oratorio di San Giovanni Battista A stunning baroque church adorned with captivating frescoes.
Forte di San Leo A historic fortress with breathtaking views of the surrounding landscapes.
Grotte di Frasassi Extensive underground cave systems with mesmerizing stalactite and stalagmite formations.

Day 7: Urbino to Perugia

On day 7 of your 10-day San Marino itinerary, continue your journey by making your way to the lively hilltop capital of Umbria, Perugia. Known for its rich history, vibrant atmosphere, and artistic offerings, Perugia is a must-visit destination during your trip.

Start your day by exploring the historic center of Perugia, where you’ll find ancient architecture, charming cobblestone streets, and a thriving cultural scene. Take a leisurely stroll through the city, immersing yourself in its unique blend of medieval and Renaissance influences.

Visit the Galleria Nazionale dell’Umbria

One of the highlights of Perugia is the Galleria Nazionale dell’Umbria. Located in the Palazzo dei Priori, this art museum houses an impressive collection of Renaissance and medieval art. Marvel at masterpieces by renowned artists such as Perugino, Piero della Francesca, and Fra Angelico.

Discover the Hidden Gardens of Sant’Angelo

Escape the bustling city streets and venture into the idyllic hidden gardens of the ancient church of Sant’Angelo. These serene gardens offer a peaceful oasis where you can relax and enjoy the beauty of nature. Take a moment to appreciate the tranquility and soak up the peaceful atmosphere.

As the day comes to a close, reflect on the vibrant atmosphere and artistic heritage of Perugia. This lively city encapsulates the essence of Umbria and offers a unique cultural experience that shouldn’t be missed during your 10-day adventure in San Marino.

Perugia Highlights Description
Galleria Nazionale dell’Umbria An art museum showcasing a remarkable collection of Renaissance and medieval art.
The Hidden Gardens of Sant’Angelo Tranquil gardens offering a peaceful escape from the city streets.
Historic Center of Perugia Explore the charming streets, ancient architecture, and vibrant atmosphere of Perugia’s historic center.

Day 8: Market Tour & Cooking Class in Perugia

Dive into Perugia’s culinary culture with a market tour and cooking class. Immerse yourself in the vibrant flavors and traditions of Perugia cuisine as you explore the local market and source fresh, locally grown ingredients. This hands-on experience will take you on a journey through the rich flavors of Umbrian cuisine while learning the techniques of traditional cooking.

Begin your day at the bustling market, where you’ll discover an array of fresh produce, artisanal cheeses, and regional specialties. Engage with local vendors and learn about the importance of seasonal ingredients in creating authentic Umbrian dishes.

After gathering your ingredients, head to a traditional cooking class where an experienced chef will guide you through the preparation of classic Umbrian recipes. Learn the secrets behind the region’s most beloved dishes, such as hand-rolled pasta, hearty stews, and flavorful sauces.

As you cook, the chef will share insights into the cultural significance of each dish and the techniques that have been passed down through generations. Discover the art of pairing these delectable creations with regional wines, enhancing the flavors and elevating your culinary experience.

Once the dishes are prepared, sit down to savor the fruits of your labor in a celebratory dinner. Indulge in the flavors of Umbria as you enjoy the dishes you’ve learned to create, accompanied by the perfect selection of regional wines.

Immerse yourself in the culinary traditions of Perugia and gain a deeper appreciation for the local flavors and techniques that make Umbrian cuisine so unique. This immersive cooking class will leave you with cherished memories and the skills to recreate these authentic dishes at home.

Day 9: Leisure Day in Perugia

Take a break from the structured itinerary and enjoy a leisure day in Perugia. This is your opportunity to explore the city at your own pace and discover hidden gems that capture the essence of Perugia’s charm.

Visit Palazzo Baldeschi al Corso

Start your day by immersing yourself in the art and culture that permeates Perugia. Head to Palazzo Baldeschi al Corso, a magnificent museum showcasing a diverse collection of art and sculptures. Marvel at the intricacy and craftsmanship of the exhibits as you delve into the rich history of the region.

Explore Rocca Paolina

Uncover the secrets of Perugia’s past as you venture into the underground markets of Rocca Paolina. This fascinating labyrinth of tunnels and chambers offers a glimpse into the city’s history and provides a unique shopping experience. Stroll through the atmospheric underground streets and witness the juxtaposition of ancient architecture and modern commerce.

Watch the Sunset from Giardini Carducci

As the day draws to a close, make your way to Giardini Carducci, a serene park offering panoramic views over the city. Find a comfortable spot and relax as you watch the vibrant hues of the sunset cascade over Perugia. Let the breathtaking scenery transport you to a state of tranquility as you reflect on your journey so far.

Consider a Day Trip to Assisi

If you’re looking to venture beyond Perugia, consider taking a day trip to the nearby town of Assisi. This renowned pilgrimage site is steeped in history and boasts captivating architecture nestled amidst the picturesque Umbrian landscape. Explore the charming streets, visit the Basilica of San Francesco, and immerse yourself in the spiritual ambiance that permeates the town.

Whether you choose to delve deeper into Perugia’s cultural offerings or embark on a day trip to Assisi, this leisure day allows you to embrace the flexibility of your itinerary and create cherished memories in this enchanting corner of Italy.

Day 10: Depart from Perugia

As your incredible 10-day journey in San Marino comes to an end, it’s time to bid farewell. Before heading to the airport in Perugia for your international flight, savor one last cappuccino over breakfast. Before departing, take a moment to visit Piazza IV Novembre, Perugia’s scenic main square, and soak in the beauty of the city. With its stunning medieval architecture, charming cafes, and vibrant atmosphere, Piazza IV Novembre is the perfect place to reflect on your unforgettable adventures in San Marino.


In conclusion, this 10-day itinerary in San Marino provides a comprehensive guide for exploring the hidden gems and top attractions in this enchanting micro-country. Whether you’re delving into the historic charm of Ascoli Piceno and Urbino or admiring the breathtaking views from the mountaintop kingdom of San Marino, this itinerary ensures that you make the most of your 10 days in this unique destination.

With its medieval hill towns, vibrant cultural heritage, and stunning landscapes, San Marino offers a wealth of experiences. From wandering through travertine piazzas to savoring traditional Umbrian dishes, this itinerary allows you to immerse yourself in the rich history, art, and culinary culture of the region.

Don’t miss the chance to explore the architectural wonders of Palazzo Ducale in Urbino, climb the First Tower in San Marino for panoramic views, or indulge in a market tour and cooking class in Perugia. These are just a few of the unforgettable experiences that await you on this 10-day journey.

Whether you’re a history enthusiast, an art lover, or a nature seeker, San Marino promises to captivate you with its charm and beauty. So grab your passport and get ready for an incredible adventure through this hidden gem in the heart of Italy.


What is the duration of the 10-day itinerary in San Marino?

The 10-day itinerary allows you to explore the best of San Marino in 10 days.

What are some must-visit places in San Marino?

Some must-visit places in San Marino include Ascoli Piceno, Urbino, and the mountain kingdom of San Marino.

What are the top attractions in San Marino?

The top attractions in San Marino include the Piazza del Popolo and Chiesa di San Francesco in Ascoli Piceno, Palazzo Ducale in Urbino, and the Basilica of Saint Marino and First Tower in San Marino.

What can I expect on day 1 of the itinerary in Ascoli Piceno?

On day 1, explore the historic center of Ascoli Piceno, including landmarks such as Piazza del Popolo and Chiesa di San Francesco.

Are there any wine tasting experiences in the itinerary?

Yes, on day 2, you can enjoy a wine tasting tour in Marche and neighboring Abruzzo to experience the rich winemaking traditions of the region.

What can I do during the leisure day in Ascoli Piceno?

During the leisure day in Ascoli Piceno, you can explore the charming streets of Rua delle Stelle, visit ancient ruins, the Diocesan Museum, or go hiking in the nearby Sibillini Mountains.

What are the highlights of Urbino?

Urbino is known for its beautifully preserved medieval center and the famous Palazzo Ducale, which houses the Galleria Nazionale delle Marche with a remarkable collection of Renaissance art.

What can I expect on the tour of San Marino?

The tour of San Marino includes a visit to the main square, Piazza della Libertà, the iconic Basilica of Saint Marino, and a climb up the First Tower to enjoy breathtaking views of the surrounding area.

Are there any other attractions to explore in Urbino?

Yes, in Urbino, you can visit the Casa Natale di Raffaello, the birthplace of the artist Raphael, or explore the exquisite baroque frescoes in the Oratorio di San Giovanni Battista. You could also venture to Forte di San Leo or explore the Grotte di Frasassi, an extensive underground cave system nearby.

What can I do in Perugia on day 7?

In Perugia, you can explore the historic center, visit the Galleria Nazionale dell’Umbria to admire Renaissance and medieval art, and discover the idyllic hidden gardens of the ancient church of Sant’Angelo.

Can I immerse myself in Perugia’s culinary culture during the itinerary?

Yes, on day 8, you can enjoy a market tour and cooking class in Perugia, where you’ll learn how to prepare traditional Umbrian dishes and pair them with regional wines.

What can I do during the leisure day in Perugia?

During the leisure day in Perugia, you can visit the Palazzo Baldeschi al Corso museum, explore the underground markets of Rocca Paolina, or watch the sunset from Giardini Carducci with stunning views over the city. You may also consider taking a day trip to the nearby town of Assisi to explore its beautiful hillside streets.

What are some recommendations for the last day of the itinerary in Perugia?

On the last day, you can take a moment to visit Piazza IV Novembre, Perugia’s scenic main square, and soak in the beauty of the city before you depart for your international flight.

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