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Sicily "Taormina" 5 days Ride Vacation

Sample Itinerary
Sicily "Taormina" 5 days Ride Vacation image

Sicily

Imagine yourself cruising through the heart of Sicily on a classic Vespa. Begin with a sunset ride to Castelmola, perched high above Taormina, where aperitivo comes with panoramic views of the Ionian coast. Journey through lava-stone villages and citrus groves as you climb the slopes of Mount Etna, stopping for a winery tasting and a thrilling off-road volcano excursion. Ride to the hidden gorges of Alcantara, where basalt canyons and cool river trails offer an unexpected Sicilian adventure.

Trace the legendary Riviera dei Ciclopi, with its seaside cliffs and mythic islets, before indulging in a seafood lunch in a fishing village straight out of The White Lotus. Wrap it all up with a cinematic finale: sip coffee at Godfather's Bar Vitelli in Savoca, learn to cook Sicilian-style with local nonne, and toast your trip with gelato and Malvasia wine overlooking medieval ruins. Every twist of the road immerses you in Sicily’s bold flavors, dramatic landscapes, and unforgettable stories.

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This trip's riding Skill Level: Il Viaggiatore (Intermediate)

“I’m comfortable riding on rural roads and can manage traffic calmly.”

Inclusions

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What’s included

  • 24/7 Tour Leader: This will be most likely Mauro the founder of Vesping Around or one of his closest associates

  • Accommodation: 7 nights at a High End Boutique Hotel

  • Specified Meals: 7 breakfasts, most lunches & dinners

  • Vespa: Rental, helmet, top case, insurance

  • International License: Required to ride in Italy. We are happy to handle the administrative tasks required to obtain your International License Permit for you.

  • All Planned Activities: Museum entrance, half day cooking lesson, access to 100km parade

  • Travel Kit: Required to ride in Italy. We are happy to handle the administrative tasks required to obtain your International License Permit for you.

  • Exclusive Services: Travel Insurance, Travel Concierge

  • A Lifetime Experience!

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What’s not included

  • Airfare: Bari International Airport-Karol Wojtyla is the closest airport

  • Travel Insurance: This is required for every traveler in order to keep your booking confirmed. Vesping Around recommends Faye.

  • ETIAS VISA: Required to enter EU Countries starting 2026

  • Shuttle Service: Transportation service from/to accommodation. If you wish to have this prearranged, please select this option as an add-on during check out.

  • Train: Train service from/to accommodation. You will want to arrive at the Monopoli Centrale station..

  • Gas

Overview

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Overview

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Sicily

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Map

1. Taormina

98039 Taormina, Metropolitan City of Messina, Italy

2. Castelmola

98030 Castelmola, Metropolitan City of Messina, Italy

3. Piedimonte Etneo

95017 Piedimonte Etneo, Metropolitan city of Catania, Italy

4. Parco dell'Etna

Via del Convento, 95030 Nicolosi CT, Italy

5. Linguaglossa

95015 Linguaglossa, Metropolitan city of Catania, Italy

6. Francavilla di Sicilia

98034 Francavilla di Sicilia ME, Italy

7. Motta Camastra

98030 Motta Camastra, Metropolitan City of Messina, Italy

8. Alcantara

Alcantara, Italy

9. Naxos

98035 Naxos, Metropolitan City of Messina, Italy

10. Santa Tecla

95024 Santa Tecla, Metropolitan city of Catania, Italy

11. Aci Trezza

95021 Aci Trezza, Metropolitan city of Catania, Italy

12. Savoca

98038 Savoca, Metropolitan City of Messina, Italy

13. Forza d'Agrò

98030 Forza d'Agrò ME, Italy

Day 1

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Arrival & Sunset in Castelmola

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BENVENUTI

We look forward to welcoming you and sharing an unforgettable experience rooted in Sicilian warmth and wonder. In the breathtaking hills just above Taormina, where ancient stone villages meet citrus groves and sea breezes, we’ll invite you to slow down and savor the island’s timeless charm.

Here, every winding road and cliffside view tells a story—of history, hospitality, and quiet beauty—and we’ll do our best to surprise and delight you from the moment you arrive.

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Arrival, check-in, welcome drinks at camp base

Check in12pm

Settle into your boutique countryside stay with a refreshing welcome drink and warm Sicilian hospitality.

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Vespa Assignment and Safety Brief

Get introduced to your Vespa for the tour, followed by a safety briefing to ensure a smooth and enjoyable ride.

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Short inaugural ride to Castelmola for panoramic aperitivo

Enjoy your first ride up winding roads to Castelmola for an aperitivo with sweeping views of the Ionian coast.

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Day 2

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Etna Wine & Volcano Views

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Breakfast in villa

Time7:00 am

Begin the day with a traditional Italian breakfast at the Masseria, featuring local pastries, coffee, and fresh fruit.

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Ride through citrus groves and lava-stone villages to Piedimonte Etneo

Cruise through fragrant orchards and charming volcanic towns en route to Etna’s northern foothills.

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Jeep excursion to 3000 meters on Mount Etna

Hop into a 4x4 for a high-altitude off-road adventure across the rugged slopes of Europe’s most active volcano

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Etna DOC winery visit with tasting + light lunch

Savor local wines and a light Sicilian lunch at a family-run vineyard nestled on Etna’s fertile soil.

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Stop in Linguaglossa for market or bakery visit

Stroll through Linguaglossa for a peek into local life, with time to browse artisan bakeries or open-air markets.

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Dinner at local trattoria

Spend the evening at your leisure or join the group for a casual dinner at a traditional trattoria.

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Day 3

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Alcantara Gorges & Hidden Valleys

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Breakfast in villa

Time7:00am

Start the day with a traditional Italian breakfast in the charming setting of a Masseria, featuring local pastries, coffee, and fresh fruit.

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Ride through Francavilla di Sicilia

Glide through scenic backroads and sleepy villages as you make your way inland toward the Alcantara Valley.

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Walk inside the Alcantara Canyon

Trek through the dramatic basalt formations of the Alcantara Gorges, with an option to wade into the cool waters.

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Lunch at local terrace view spot

Enjoy a rustic meal in the countryside or a picnic lunch surrounded by nature.

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Free afternoon in Taormina (spa, beach, shopping)

Return early to relax at your boutique stay or explore Taormina’s beaches, shops, or spa offerings at your own pace.

Day 4

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Riviera dei Ciclopi & Seaside Lunch

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Breakfast in villa

Time7:00am

Start the day with a traditional Italian breakfast in the charming setting of a Masseria, featuring local pastries, coffee, and fresh fruit.

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White Lotus tour

Step into the cinematic world of The White Lotus with a visit to the hotel and filming locations featured in the show.

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Ride the Ionian coast to Giardini Naxos

Follow the coastline south on your Vespa, with breathtaking sea cliffs and coastal panoramas all the way to Giardini Naxos.

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Boat ride to the Cyclops Islands (Isolotti dei Ciclopi)

Hop aboard for a breezy boat ride to the legendary lava rock islets tied to Homeric myths.

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Lunch in a fishing village with fresh catch and white wine

Enjoy a seaside lunch of just-caught seafood and crisp Sicilian wine in the charming village of Aci Trezza.

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Ride to Santa Tecla and Aci Trezza

Continue riding along the coast, passing through lava-lined fishing ports and colorful waterfront towns.

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Return ride in time for sunset and light aperitivo

Cruise back just in time for sunset, and toast the day with a relaxed aperitivo at your villa.

Day 5

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Godfather Villages Finale

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Breakfast in villa

Time7:00 am

Begin the day with a traditional Italian breakfast at the Masseria, featuring local pastries, coffee, and fresh fruit.

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Ride to Savoca, coffee at Bar Vitelli

Ride inland to the hilltop village of Savoca for an espresso at the iconic Bar Vitelli from The Godfather.

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Last meal: cooking class with Sicilian nonna at agriturismo

Roll up your sleeves and learn to make traditional Sicilian dishes in a joyful hands-on cooking session.

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Explore Castle of Forza d’Agrò

Wander the cobbled streets and ancient ruins of Forza d’Agrò, another cinematic gem with breathtaking views.

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Gelatoa and Malvasia wine toast

Indulge in handcrafted gelato and raise a glass of Malvasia for a sweet and celebratory finale.

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Ride back to villa

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Vespa return and final evening at leisure

Return your Vespa and enjoy your final evening at the villa, free to reflect, relax, or celebrate.

Contact Us

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Vesping Around

At Vesping Around, we craft intimate Vespa experiences that immerse travelers in the authentic beauty of Italy. Each journey is meticulously designed to highlight hidden gems, from charming small villages to scenic countryside routes. You'll savor local cuisine, meet passionate Vespisti from local clubs, and explore historical landmarks, all while enjoying the thrill of riding a classic Vespa. These personalized tours promise not just a trip, but a memorable adventure that captures the essence of Italian culture and lifestyle.

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