La Bella Sicilia

Ancient Sicily and the Dreamy Aeolian islands

Enjoy layers of intriguing history and lively encounters with the colorful and tasty Sicilian culture

Destination

Italy, Sicily

Activity

Biking, Multi-Sport

Level

Intermediate

Duration

9 days/8 nights

Bike bucket list! Island lovers, history buff, and Italophiles of all levels love this tour that keeps getting better since we first launched it in 1993.

From $6,950 PP 9 days/8 nights

From $6,950 PP 9 days / 8 nights

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Bike bucket list! Island lovers, history buff, and Italophiles of all levels love this tour that keeps getting better since we first launched it in 1993.

A distinct yet indescribable island, beautiful Sicily has withstood centuries of tyranny and upheaval to emerge as a vital and varied cultural region, as you’ll discover on this action-packed bicycle tour. The Mediterranean’s largest island, Sicily’s soil and architecture reveal layers of intriguing history left during its rule by Arabs, Greeks, Romans, Saracens, French, Spanish, and Bourbons, and all their influences are still felt today. Focusing on Sicily’s lush green spectacle in springtime and its vast golden stage in autumn, our bike trip itinerary ranges from the southern and northeastern tips of the island to the beautiful, historic interior areas rarely seen by most tourists. Our cycling journey includes a hike up Mt Etna, the highest volcano in Europe, and culminates in exploring the dreamy, volcanic Aeolian Islands, each with its own distinct character and charm.

Tour Essence

Cycle through the golden hills and olive groves of the Val di Noto, a UNESCO treasure
Explore the Baroque towns of Ragusa and Modica, where chocolate meets history
Ride to Siracusa, home to ancient Greek ruins and the island charm of Ortigia
Savor Sicily’s bold flavors—olive oil, fresh seafood, wine, and artisan chocolate
Hike Mount Etna’s volcanic slopes with sweeping views of Sicily and the sea
Pedal along coastal roads framed by Mount Etna’s dramatic silhouette
Stroll through vibrant local markets alive with color, fragrance, and flavor
Savor sunsets over the Mediterranean with a glass of Sicilian wine in hand
Cruise to the Aeolian Islands and bike through their volcanic beauty
Visit Salina’s Slow Food farms for capers, olive oil, and Malvasia wine
Immerse in Sicilian life with local music, warm hospitality, and rich cuisine
Stay in boutique hotels—from Baroque palaces to seaside sanctuaries

What to Expect

Terrain

Rolling and hilly with a 4-6 hour hike

Start Location

Caltagirone

End Location

Lipari

Mileage

Average Daily: 30 miles Total: 200/225 miles

Elevation

Average Daily: 2,200/2,500 ft Total: 15,300/17,300 ft

Itinerary

Download Itinerary

Start Location

Caltagirone

Fly Into

Catania (CTA)

End Location

Lipari

Fly Out Of

Catania (CTA)

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STYLED MAP

Day1

Val Di Noto Loop Warm-up Ride

Welcome! We meet at Catania Airport (CTA) at 11:00 am for a group shuttle to our first hotel (approximately a one-hour ride). Our meeting point is in the arrivals area on the ground floor, near the car rental counters and parking area. At 1:00 pm, we will gather for lunch, introductions, a safety talk, and bike fitting, followed by a warm-up ride. Today’s ride introduces you to a different side of Sicily, with hilly pastures in a remote area seemingly made for cycling: quiet roads and scenic views—perfect for our first warm-up ride!

Meals Provided

Lunch, Dinner

Average Mileage

20 miles

Elevation Gain

1,300 ft

Riding Terrain

Rolling

Meals Provided

Lunch, Dinner

Accommodations

Castello Camemi

Castello Camemi is a boutique five star hotel in one of the most beautiful areas in the heart of Eastern Sicily: the hills of Val di Noto, a long time World Heritage Site. Castello Camemi fills the heart with echoes from the past and modern comfort, where elegance is perfectly combined with the informal and intimate warmness of the well-known Sicilian hospitality.

Luxury Level5-star

Day2

Castello Camemi to Ragusa

After an easy start, the traffic-free road begins to undulate and includes three major climbs. The final stretch is almost entirely downhill, leading into Ragusa—a city where urban expansion has, fortunately, preserved the character of its 18th-century neighborhoods. In the afternoon, we reach the fascinating Ragusa Ibla, the lower and older part of town, a beautiful vestige of the Baroque period.

Meals Provided

Breakfast, Dinner

Average Mileage

35/50 miles

Elevation Gain

2,300/3,500 ft

Riding Terrain

Undulating, three major climbs

Meals Provided

Breakfast, Dinner

Accommodations

A.D. 1768 Boutique Hotel

Located in the heart of Ragusa Ibla, the 4-star A.D. 1768 Boutique Hotel blends historic charm with contemporary elegance inside an 18th-century Baroque palazzo. With a privileged location next to the Cathedral and Piazza Duomo, this refined retreat offers guests an immersive stay in one of Sicily’s most picturesque settings.

Luxury Level4-star

Day3

Ragusa Loop to Modica

We begin the day on rolling roads with a delightful first climb that takes us to the village of Frigintini, renowned for producing some of Italy’s finest olive oil. From there, we descend into Modica, a UNESCO World Heritage city celebrated for its Baroque architecture and one of the world’s oldest chocolate-making traditions. During our stop, you’ll have time to explore the elegant and lively streets of this charming town. After lunch, we tackle a climb back to Ibla through the valley, offering spectacular views of the Irminio River canyon. In the evening, we’ll enjoy a guided walking tour of ancient Ragusa Ibla. Lunch and dinner on own.

Meals Provided

Breakfast

Average Mileage

30/40 miles

Elevation Gain

2,700/3,500 ft

Riding Terrain

Rolling with 2 main climbs

Meals Provided

Breakfast

Accommodations

A.D. 1768 Boutique Hotel

Luxury Level4-star

Day4

Ragusa to Siracusa

Our ride takes us into the Altopiano Ibleo, a remote and stunning area where shepherds are the sole inhabitants. We then continue to Siracusa, founded by Greek settlers in the 8th century BC. Over time, it grew into a major economic and political center of the Mediterranean, often embroiled in significant conflicts. With this historical context, the archaeological sites truly come to life. Siracusa’s renowned 3rd-century BC Greek theater—the largest in Italy—provides a breathtaking view. In the evening, we enjoy dinner at an authentic Sicilian restaurant, savoring our first taste of local specialties.

Meals Provided

Breakfast, Dinner

Average Mileage

50 miles

Elevation Gain

2,900 ft

Riding Terrain

Gently rolling

Meals Provided

Breakfast, Dinner

Accommodations

Grand Hotel Ortigia

Ideally situated to immerse yourself in the enchanting atmosphere of Ortigia Island, the 5-star Grand Hotel Ortigia blends historic elegance with modern luxury. Built in the late 19th century, the hotel has preserved its original charm, architectural lines, and refined Liberty style. Enjoy the rooftop terrace with panoramic views of the sea and the elegant and spacious rooms, or relax in the beautiful spa.

Luxury Level5-star

Day5

Siracusa to Calatabiano

Today, we bike through one of Sicily’s most captivating archaeological and natural reserves. Our ride offers a pleasant journey along quiet roads with the majestic Mount Etna as your backdrop. Along the way, explore remnants of WWII history, including military memorials, cemeteries, and bunkers, as we make our way to the former Italian navy base of Brucoli. A private shuttle takes us to our hotel at the base of Mount Etna. This evening, enjoy a musical surprise that captures the authentic Sicilian spirit and the warm, welcoming nature of the island’s inhabitants.

Meals Provided

Breakfast, Dinner

Average Mileage

40 miles

Elevation Gain

2,700 ft

Riding Terrain

Rolling

Meals Provided

Breakfast, Dinner

Accommodations

Castello di San Marco

Castello di San Marco Charming Hotel & Spa is a 4-star retreat set in a restored 17th-century Baroque castle. Surrounded by lush gardens and just steps from a private pebble beach, it offers an elegant and tranquil Sicilian escape. The hotel features 29 rooms and suites, an outdoor pool, and a full-service spa with Turkish bath, sauna, and wellness treatments.

Luxury Level4-star

Day6

Hike Mount Etna

This morning, we begin with an early van transfer up Mount Etna, Europe’s highest and most active volcano. Our guided hike explores its lunar-like lava fields, ancient craters, and rugged black slopes shaped by centuries of eruptions. Along the way, we learn about the volcano’s fascinating geology and its influence on Sicilian life and culture. From the upper trails, sweeping views open across the island—and on clear days, you can see all the way to the sparkling Ionian Sea. Important information for the hike: You are welcome to bring your own gear, but rental jackets, backpacks, and hiking boots are provided by the local guides and included in the tour price. Please bring your own hiking socks, and long pants are recommended. Note that sneakers are not permitted for the hike.

Meals Provided

Breakfast

Average Mileage

4-6 hour hike

Riding Terrain

Gentle climbing

Meals Provided

Breakfast

Accommodations

Castello di San Marco

Luxury Level4-star

Day7

The Aeolian Island Lipari

Lipari is geologically rugged, featuring deep caverns, steep cliffs, and breathtaking views. The island offers stunning scenery, volcanoes, castles, thermal resorts, water sports, and magnificent beaches. For lovers of coastal views, the entire ride is a series of unforgettable highlights. Compact and charming, Lipari is best explored at a leisurely pace, allowing you to soak in its quaint villages and observe the fascinating geological landscape.

Meals Provided

Breakfast, Dinner

Average Mileage

15 miles

Elevation Gain

2,000 ft

Riding Terrain

Rolling

Meals Provided

Breakfast, Dinner

Accommodations

Hotel Aktea

The Aktea Resort is a modern and prestigious 4-star hotel in a serene location. It is ideal for people who want to be near the island’s main attractions. The harbor, the old town, and the famous castle are just a 5-minute stroll away. You can also explore the archaeological museum, the cathedral of St. Bartholomew, and the stunning archaeological park.

Luxury Level4-star

Day8

The Aeolian Island Salina

Today, we take a private boat to Salina, enjoying a relaxing journey through calm, turquoise-blue Mediterranean waters, with stops for a refreshing dip or two. Once on Salina, we explore its natural beauty and ancient history by bike. The island’s ancient Greek name, Didyme (‘twin’), reflects its shape: two peaks separated by a saddle. Its modern name, Salina, originates from a coastal lake once used as a salt pan, located along the Lingua point. This shallow lake spans nearly two hectares and is encircled by coastal cordons formed by strong marine currents crossing the Salina channel. After our ride, we visit the picturesque cove of “Il Postino” and enjoy an Aeolian lunch, complete with the island’s best granita. A highlight of the day is visiting a local Slow Food presidium known for producing capers, olive oil, and the exquisite Malvasia wine.

Meals Provided

Breakfast, Lunch, Dinner

Average Mileage

10 miles

Elevation Gain

1,400 ft

Riding Terrain

One great climb

Meals Provided

Breakfast, Lunch, Dinner

Accommodations

Hotel Aktea

Luxury Level4-star

Day9

Arrivederci!

Around 8:30 am, after breakfast, we depart from the island of Lipari via a group hydrofoil (1 hour) to Milazzo, followed by a group shuttle (2 hours) to Catania Airport for international connections or to continue your travels within Italy and beyond. For your convenience, please do not book return flights before 3:00 pm.

Meals Provided

Breakfast

Meals Provided

Breakfast

Accommodations

Four cyclists in colorful jerseys and helmets pause on a scenic coastal road, mountains and sea behind them. One snaps a photo of the group, capturing the spirit of international bike tours along this breathtaking route.

La Bella Sicilia

Luxury Level

Dates

2027

Mar 25-Apr 2

Available

Apr 11-19

Available

May 3-11

Available

Oct 18-26

Available

From $6,950 PP 9 days/8 nights

$1,390 Single Supplement

From $6,950 PP 9 days / 8 nights

Book Now

Download Itinerary

Schedule A Call

Any of our tours can be made private. Contact us to learn more.

Go Private

Once your trip is confirmed, we’ll provide everything you need to prepare for your adventure—from training and packing tips to practical travel information and inspiration to get you excited for the journey ahead. Our Travel Advisors are also available to help you plan your pre- and post-tour travel.

What’s Included

Services of expert local bilingual guides throughout the program
Full van support throughout the tour
Ciclismo Classico Super Snacks with local specialties and fresh seasonal products
Cycling clinics and personalized coaching
Group shuttles at the beginning and at the end of the tour
Cultural visits and entrance fees as per itinerary

Cycling Gear Included

Use of our exclusive carbon road bike, La Classica Ribelle (or equivalent)
Garmin Edge Explore GPS preloaded with daily routes and GPX tracks
Ride with GPS navigation and route access for mobile devices
Ciclismo jersey and water bottle
Saddle bag with repair kit
Optional map holder on handlebars

Pedal Options

Flat pedals
Half-toe pedals (without straps)

What’s Not Included

Cycling helmet
Optional clipless/SPD pedals and cycling shoes
Optional personal saddle

Ciclismo Classico high-performance road bike for Italy bike tours, designed for cycling enthusiasts exploring scenic Italian landscapes and iconic routes.

All breakfasts, 2 lunches, 6 dinners
All accommodations:

Day 1: Castello Camemi

Day 2 & 3: A.S. 1768 Boutique Hotel

Day 4: Grand Hotel Ortigia

Day 5 & 6: Castello San Marco

Day 7 & 8: Hotel Aktea

2 wine tastings, including wines from the Aeolian Islands
Live Sicilian music by local musicians
Guided walking tour of Siracusa’s historic center and Ortigia
Guided walking tour of Ragusa Ibla, part of the UNESCO-listed Late Baroque Towns of the Val di Noto
Hike on Mount Etna
Boat ride with local boatmen to secluded coves and turquoise waters

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La Bella Sicilia

Ancient Sicily and the Dreamy Aeolian islands

Download a Detailed Itinerary

Destination

Activity

Level

Duration

Tour Essence

What to Expect

Terrain

Start Location

End Location

Mileage

Elevation

Itinerary

Start Location

Fly Into

End Location

Fly Out Of

Val Di Noto Loop Warm-up Ride

Meals Provided

Average Mileage

Elevation Gain

Riding Terrain

Meals Provided

Accommodations

Castello Camemi to Ragusa

Meals Provided

Average Mileage

Elevation Gain

Riding Terrain

Meals Provided

Accommodations

Ragusa Loop to Modica

Meals Provided

Average Mileage

Elevation Gain

Riding Terrain

Meals Provided

Accommodations

Ragusa to Siracusa

Meals Provided

Average Mileage

Elevation Gain

Riding Terrain

Meals Provided

Accommodations

Siracusa to Calatabiano

Meals Provided

Average Mileage

Elevation Gain

Riding Terrain

Meals Provided

Accommodations

Hike Mount Etna

Meals Provided

Average Mileage

Riding Terrain

Meals Provided

Accommodations

The Aeolian Island Lipari

Meals Provided

Average Mileage

Elevation Gain

Riding Terrain

Meals Provided

Accommodations

The Aeolian Island Salina

Discover the charms of Italy’s rustic southern region