Imagine Sicily

Menfi, Ragusa & Taormina

From $5200 per person in low season
From $5600 per person in high season

based on 7 nights & selected experiences

Price Guide:

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* Pricing is a guideline only and excludes special offers. Travel over peak periods (e.g. Christmas, New Year and other public vacations) can affect prices considerably, as can exchange rates, flight class and room type.

Price includes:

  • Accommodation

  • Private transfers

  • Selected experiences

  • Daily Breakfast

Price based on two people sharing.

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At a Glance

  • Discover the beautiful streets of Taormina and enjoy the breathtaking views from the city

  • Explore the fascinating towns of Ragusa, Modica and Syracuse in southern Sicily

  • Scale the heights of Mount Etna, Europe's largest volcano

  • Enjoy delicious Sicilian cuisine at Ragusa's selection of Michelin-starred restaurants

  • Sample a variety of local wines in western Sicily, home grown on the Planeta estate

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Best time to Visit

Good time to visit

Average time to visit

Sicily enjoys a blissful Mediterranean climate, with mild winters and warm springs and autumns. If you want to go sightseeing around the island’s legendary historic and natural sites, October–November and March–June are reliably warm, with temperatures ranging from 15°C to 26°C. July and August are blessed with glorious sunshine, and average temperatures of around 28°C.

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We design each itinerary around you, so this suggested itinerary is a starting point that we can tweak or transform into something completely bespoke to you. Call us on 858 345 1764 to start planning your vacation.


Immerse yourself in the scenery and ancient history of Sicily as you discover the highlights of this beautiful island. Explore peaceful wine regions and the charming villages of the south before relaxing in glamorous Taormina, where delicious cuisine and spectacular views await, with dramatic Mount Etna as a backdrop.

  1. Fly to Palermo

  2. Days 1-3: Sicily

    Begin your tour of Sicily in the north west of the island, in charming countryside surrounded by vineyards and olive groves. Spend two nights here at La Foresteria Planeta Estate for a relaxing start to your trip. Enjoy the peace and quiet of the countryside as you unwind by the pool or borrow one of the hotel’s bikes to cycle down to the nearest beach. During your time in the area, visit Planeta’s Ulmo winery to understand the techniques behind the wine production process, learn about the history of the estate and sample some of the delicious wines.

    Accommodation: La Foresteria Planeta Estate (2 nights)

  3. Days 3-5: Sicily

    Next, you’ll head to the southeast of Sicily, home to a treasure chest of delightful Baroque towns, giving the region its reputation for beautiful architecture. From your base at Eremo Della Giubiliana, explore the nearby towns of Ragusa and Modica with your private guide. Admire the striking Baroque architecture in UNESCO World Heritage Site Ragusa before discovering the ancient streets of Modica, a city renowned for its chocolate production. You’ll also have the opportunity to explore Syracuse with your guide, known for its pleasing aesthetics and fascinating history - Syracuse was settled by the Ancient Greeks and was thought to be one of the most beautiful cities of the period.

    Spend your evenings relaxing at your hotel or discover the delights of nearby Ragusa, which boasts an impressive selection of Michelin-starred restaurants, offering something to tempt all food lovers.

    Accommodation: Eremo Della Giubiliana (2 nights)

  4. Days 5-8: Taormina, Sicily, Italy

    For your last stop, continue north to Taormina, a beautiful town built on the side of Mount Tauro, offering spectacular views across the bay and towards Mount Etna, Europe's largest volcano. Spend three nights in Taormina, admiring its picturesque architecture and taking in the sweeping vistas of the sparkling Mediterranean beyond the city. Get to grips with the city during a private guided tour, wandering through Taormina’s charming streets until you reach the ancient Greek amphitheater which dates back to the third century BC. For a little more adventure, enjoy a guided hike up the slopes of the famous Mount Etna, before returning to the idyllic waters and white sandy beaches of the coast to unwind at the end of your trip.

    Accommodation: Hotel Villa Carlotta (3 nights)

  5. Fly home from Catania


Menfi, Ragusa & Taormina

Speak to our specialists 858 523 9000

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We design each itinerary around you, so this suggested itinerary is a starting point that we can tweak or transform into something completely bespoke to you. Call us on 858 345 1764 to start planning your vacation.

Start planning now Speak to our specialists on 858 345 1764 or start planning now Plan your trip