Nestled in the toe of Italy’s boot, Calabria remains one of the country’s most authentic and unexplored cycling destinations. Unlike the familiar roads of Tuscany or the celebrated climbs of the Dolomites, this is a land of dramatic contrasts where rugged mountains rise from sparkling seas and quiet roads lead to villages steeped in tradition. Riding here feels like stepping back in time, far from the crowded tourist routes, into a region where natural beauty and cultural heritage remain untouched.
This unique itinerary takes you on an unforgettable coast-to-coast journey, from the tranquil Ionian shoreline to the famed Costa degli Dei on the Tyrrhenian Sea.
Along the way, you’ll traverse the Aspromonte Mountains, climb through the cool forests near Serra San Bruno, and descend to rolling hills lined with olive groves and hazelnut orchards. Each stage offers a new perspective on Calabria’s diverse landscapes—dramatic coastal vistas, serene highlands, and roads that seem made for cyclists seeking both challenge and reward.
While the rides themselves are the highlights, every day is enriched with moments that connect you to Calabria’s soul. Expect to pause in hilltop towns where time moves slowly, ride past centuries-old monasteries, and meet locals who embody the warmth and resilience of this southern region. This is not just a cycling tour; it’s a deep dive into a land of history, tradition, and raw beauty, perfect for adventurous cyclists who want more than just miles, but a story to tell.
Food is a highlight of our Calabria bike tour. Enjoy spicy njuja pasta, fried zucchini flowers, roasted red peppers, and delicious seafood dishes.
Building on the success of our inaugural Calabria Chef Bike Tour, we created an exciting new experience: a Coast-to-Coast adventure that brings all the highlights of the Chef Tour, and so much more. This journey combines exhilarating rides across breathtaking landscapes with authentic cultural encounters and the rich culinary traditions that make Calabria unforgettable. Reserve your spot today and discover the charm, history, and flavors of Italy’s most unspoiled region.
Not sure if you can do it? Contact us to schedule a call about the demands of our Calabria bike tours. E-bikes are available to ensure everyone can enjoy this incredible cycling vacation.
Lunch at a producer in a unique setting
Soverato and its sandy beaches
Stunning Tropea and Capo Vaticano
Serra San Bruno, the village famous for its Carthusian monastery and rustic cuisine
Fantastic ride on the Calabrian Parks Bikeway
Day baot cruise along the "Costa degli Dei"
Stunning cycling in the rural inner Calabria and along the Mediterranean coast
Flexible payment options are available.
Pay in your local currency!
2026
USD 5,400
Private room (single supplement) USD 695
7 days (6 nights)
The tour was more than I had ever hoped for in a vacation. The organization was as close to perfect as is possible with a big group like this and your team was amazing. It is obvious why the other participants keep coming back year after year.
J.D. Calabria Chef Bike Tour
[fa icon="quote-right"]Soverato loop - 12 miles - warm-up ride
Our Calabrian Coast to Coast bike tour begins in Soverato, a charming seaside resort town known for its sandy beaches and laid-back atmosphere.
Soverato sits on the Ionian Sea, in the Gulf of Squillace, surrounded by a string of coastal villages like Montepaone, Davoli, and Isca Marina, all lining the white beaches of the gulf.
The Lungomare Europa promenade along the Ionian Sea is always lively, especially on hot summer days, where you’ll hear a blend of Calabrian dialect and Italian filling the air.
We’ll start by testing our bikes along the coastal bike path to Montepaone Lido, with free time to explore the beach or wander through the shopping area, where gelato and pastries are sure to tempt you.
Later, we’ll regroup for a tour overview before coming together for our first group dinner. Welcome to Calabria!
Soverato - Gasperina loop - 25 miles - Hilly
Our first longer ride takes us into the hills between Petrizzi, Montepaone, and Gasperina. While not particularly long, the route is hilly and scenic, offering sweeping views of the coastline throughout the day.
We pedal along quiet country roads, through peaceful villages and a landscape dotted with olive groves, almond trees, and sunflower fields. For six months of the year, the roadsides are colored by blooming agave, broom, and prickly pear. This cactus, originally from the Americas, was brought to Europe after Columbus’s voyages. Its fruit, called fico d’India ("Indian fig,") got its name because when Columbus saw prickly pears in the New World, he believed he had reached India. These vibrant fruits make a sweet snack, or a perfect margarita mixer (a guide favorite!).
Our first regroup is in Petrizzi. As you enter its historic center, you may feel as though you’ve stepped back in time. Some beautifully preserved 18th-century palaces stand in stark contrast to nearby stone houses that were damaged by earthquakes and never rebuilt. We’ll pause at Caffè del Corso, where you can enjoy a refreshing granita or a creamy gelato.
Our next stop is Gasperina, a particularly meaningful place for us. It’s the birthplace of Heather’s grandmother (Heather is one of Tourissimo’s co-founders,) who emigrated to the U.S. in 1934 as a teenager, seeking opportunity and freedom from the hardship and restrictions of Fascist-era Italy. Many Gasperina families settled in Massachusetts and Pennsylvania, keeping their traditions alive while embracing a new life abroad. Perched on a hilltop surrounded by olive trees and overlooking the sea, Gasperina holds a special place in our journey.
From here, we enjoy a gentle descent back to Soverato, where we’ll celebrate the ride with a refreshing swim—and later, a seafood dinner at Heather and Beppe’s favorite local spot.
Soverato - Serra San Bruno - 32 miles - Steady Climb
To truly understand Calabria, one must embrace its two souls: the Mediterranean Sea and the mountains with their dense forests.
The Calabrian peninsula is a narrow strip of land, traversed lengthwise by the Apennine mountain chain, creating a diverse landscape that yields an abundance of local products. Its rich folklore is deeply tied to agriculture, the rhythms of nature, and the seasonal ingredients that define its micro-regional cuisine.
The dense forests of Serra San Bruno (2,560 ft above sea level) feel like a world away from the beaches of Soverato and Tropea. Here, mushrooms, sheep’s cheese, cold cuts, and hearty bread are staple foods, while piscistoccu (stockfish) appears frequently on menus, alongside legumes and seasonal vegetables.
With regional and national parks covering much of central Calabria, this area is one of the greenest and least polluted in Europe. Serra San Bruno itself owes its existence to the monastery founded by Saint Bruno, a landmark that continues to shape the region’s cultural and spiritual identity.
Tonight, we’ll dine at a rustic restaurant, savoring the most traditional dishes of Serra San Bruno.
Serra San Bruno - Ciclovia dei Parchi 37 miles - Rolling
Serra San Bruno is a serene village steeped in spirituality and surrounded by lush, fragrant forests. Cycling there feels like entering another world: cool, pine-scented air replaces the coastal heat. Alpine-like landscapes defy Calabria’s typical Mediterranean image. This is a land of quiet beauty, where time moves slowly and traditions run deep.
Cycle tourism is growing in inland Calabria, thanks to Ciclovia dei Parchi, a well-planned bike route that winds through the Aspromonte, Sila, Pollino, and Serre mountain parks, offering cyclists 300 miles of authentic discovery. Our ride will provide a taste of Ciclovia dei Parchi, with free time after to visit the Certosa or enjoy a hike through the surrounding woods.
Serra San Bruno - Tropea - 45 miles - Rolling
Our final ride descends toward the Tyrrhenian Sea, part of the shimmering Mediterranean. The route winds through quiet forests, rolling farmland, and a handful of sleepy villages that feel frozen in time. While the day trends downhill overall, don’t be fooled—there are still a few climbs to keep things interesting.
At mile 32, a steady climb brings us to the only col of the day before we roll into Spilinga, the birthplace of Calabria’s iconic ‘nduja. This fiery, spreadable sausage is a cornerstone of the region’s bold culinary tradition, served on crusty bread or stirred into pasta sauces for an unforgettable kick of flavor. Here, we’ll visit a local producer for a hands-on introduction to this delicacy, followed by a relaxed lunch in their garden, shaded by olive trees. Our hosts, Giuseppe and Antonio, will share their passion for preserving this time-honored craft.
In the afternoon, we continue our descent over the western slopes of Monte Poro, where the plateau opens up to sweeping views of the coastline. The final stretch offers an exhilarating downhill that feels like a well-earned reward. As Tropea comes into view, you’ll spot its crown jewel—the Sanctuary of Santa Maria dell’Isola perched on its iconic rocky promontory.
Our hotel for the last two nights, a restored former convent, is the perfect place to soak in the golden glow of a Calabrian sunset.
The rest of the afternoon is yours to explore Tropea’s charming streets or relax on its pristine beach. Dinner is on your own tonight, with plenty of local options to discover.
Tropea boat ride
This morning, we embark on a private boat ride along the Costa degli Dei, heading toward Capo Vaticano. The tour includes three stops for swimming and snorkeling at the stunning beaches of Riaci, Grotticelle, and Tropea. Along the way, you’ll enjoy a Calabrian aperitivo, featuring local wine, cured meats, and cheeses.
Our boats will pause in front of Capo Vaticano, offering the perfect opportunity to take in the scenic beauty of the coastline.
This afternoon, join us for a refreshing Calabria Spritz as we share stories from our incredible journey to the Tyrrhenian coast. And we won’t say goodbye just yet—the adventure concludes with a memorable farewell dinner at the convent's restaurant.
Calabria is renowned for its rich culinary heritage that reflects its diverse geography and historical influences. The cuisine is characterized by robust flavors, featuring ingredients such as olives, tomatoes, and chili peppers, particularly the famous 'nduja, a spicy spreadable salami made with pork and seasoned with Calabrian peppers. Fresh seafood from the Tyrrhenian Sea complements traditional dishes like "swordfish involtini," while hearty pasta varieties, often served with rich sauces, showcase the region's agricultural bounty. Calabria is also known for its cheeses, with Pecorino and Caciocavallo being local favorites. Festivals celebrating local foods, such as the Peperoncino Festival in Diamante, highlight the pride Calabrians take in their culinary traditions, making it a true gastronomic delight for visitors.
The Certosa di Serra San Bruno is a well-known tourist destination in Calabria. Founded by Saint Bruno (c. 1030 – 1101) of Cologne, Germany, it is the second community of his Carthusian Order. The first abbey was established in 1084 in the Chartreuse Mountains near Grenoble, France. It was called the Grande Chartreuse, and the English term “Charterhouse” stems from this French word. Interestingly, the color chartreuse also owes its designation to these monks and their greenish liqueur. They’ve been making their Chartreuse, a sweet herb liqueur, since 1737.
The Certosa or Charterhouse in Calabria was founded in 1091. The monastery is located in a particularly rainy zone of the Serre Mountains. The misty atmosphere added a mystique to the solid stone walls that surround the interior quadrilateral structures.
From time to time, the monastery in Serra San Bruno has hosted noteworthy guests. However, the rumor that one of the pilots who dropped the atomic bomb on Hiroshima sought spiritual refuge within its walls is just that. As to be expected, the most famous guests have been religious figures – various popes and saints. More recently these notables have included Pope John Paul II and Pope Benedict XVI. The monastery welcomes visitors to its museum on the grounds designed to educate about this spiritual place without interfering with the strict rules of the order – silence, prayer, meditation, and penitence.
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