Imagine Sicily

Menfi, Ragusa & Taormina
7 nights private tour from $5,400 per person

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.

Imagine Sicily
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

Journey highlights
  • 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

  • Imagine itinerary:Rooted in the culture, history and people of a destination, our Imagine Journeys offer premium hotels and experiences with an emphasis on discovering the best the locals can offer
Our tailor made journeys include:
  • Your dedicated Travel Consultant who will take care of arrangements
  • Private international airport transfers in destination
  • Your own private, English-speaking local guides
  • Unique experiences, hand-picked by our Journeys team
  • Entrance to must-see local sites
  • Dedicated 24/7 team providing in-country support and guidance
  • Complimentary access to My Scott Dunn – industry-leading travel app providing pre-departure information and in-journey support

When to visit

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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.


Price Guide: (per person based on double occupancy and excludes international flights)

Departing Price from*
  • Pricing is a guideline only, is based on two people sharing and excludes special offers.
  • Travel over peak periods (e.g. Christmas, New Year, festivals and other public vacations) can affect prices considerably, as can exchange rates, flight class and room type.
  • Solo traveler pricing is available upon request.
Deposit from * Enquire
June $5,800 $1,400 plan your trip
July $5,800 $1,400 plan your trip
August $5,800 $1,400 plan your trip
September $5,800 $1,400 plan your trip
October $5,600 $1,400 plan your trip
April $5,600 $1,400 plan your trip
May $5,600 $1,400 plan your trip
  • June
    Price from *
    • Pricing is a guideline only, is based on two people sharing and excludes special offers.
    • Travel over peak periods (e.g. Christmas, New Year, festivals and other public vacations) can affect prices considerably, as can exchange rates, flight class and room type.
    • Solo traveler pricing is available upon request.
    $5,800
    Deposit from*
    $1,400
  • July
    Price from *
    • Pricing is a guideline only, is based on two people sharing and excludes special offers.
    • Travel over peak periods (e.g. Christmas, New Year, festivals and other public vacations) can affect prices considerably, as can exchange rates, flight class and room type.
    • Solo traveler pricing is available upon request.
    $5,800
    Deposit from*
    $1,400
  • August
    Price from *
    • Pricing is a guideline only, is based on two people sharing and excludes special offers.
    • Travel over peak periods (e.g. Christmas, New Year, festivals and other public vacations) can affect prices considerably, as can exchange rates, flight class and room type.
    • Solo traveler pricing is available upon request.
    $5,800
    Deposit from*
    $1,400
  • September
    Price from *
    • Pricing is a guideline only, is based on two people sharing and excludes special offers.
    • Travel over peak periods (e.g. Christmas, New Year, festivals and other public vacations) can affect prices considerably, as can exchange rates, flight class and room type.
    • Solo traveler pricing is available upon request.
    $5,800
    Deposit from*
    $1,400
  • October
    Price from *
    • Pricing is a guideline only, is based on two people sharing and excludes special offers.
    • Travel over peak periods (e.g. Christmas, New Year, festivals and other public vacations) can affect prices considerably, as can exchange rates, flight class and room type.
    • Solo traveler pricing is available upon request.
    $5,600
    Deposit from*
    $1,400
  • April
    Price from *
    • Pricing is a guideline only, is based on two people sharing and excludes special offers.
    • Travel over peak periods (e.g. Christmas, New Year, festivals and other public vacations) can affect prices considerably, as can exchange rates, flight class and room type.
    • Solo traveler pricing is available upon request.
    $5,600
    Deposit from*
    $1,400
  • May
    Price from *
    • Pricing is a guideline only, is based on two people sharing and excludes special offers.
    • Travel over peak periods (e.g. Christmas, New Year, festivals and other public vacations) can affect prices considerably, as can exchange rates, flight class and room type.
    • Solo traveler pricing is available upon request.
    $5,600
    Deposit from*
    $1,400
  • plan your trip

Itinerary

Fly to Palermo
Day 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 )
Day 3-5

Ragusa, Sicily, Italy

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 )
Day 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 amphitheatre 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 )
Fly home from Catania
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 858 523 9000 to start planning your holiday.

Experiences included in this itinerary


Your Hotels


When to visit

  • J
  • F
  • M
  • A
  • M
  • J
  • J
  • A
  • S
  • O
  • N
  • D
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.

Imagine Sicily
Imagine Sicily

We design each itinerary around you, so this suggested itineraryis a starting point that we can tweak or transform into something completely bespoke to you. Call us on 858 523 9000 to start planning your holiday.

Plan your trip

Why Scott Dunn?

At Scott Dunn, we live and breathe travel. An insatiable appetite to discover the world runs through everything we do. We relish the planning and revel in the detail. We know it’s the smallest touches that make the biggest difference, and we stop at nothing to make every trip not only exceptional but totally unique.

  • Every itinerary is crafted from scratch, based around exactly what’s important to you
  • Packed full of unique experiences, hand-picked by our journeys team
  • Expert local guides enrich your experience in every destination
  • Your own dedicated Travel Specialist who will take care of every detail of your trip
  • We have a 24/7 team providing in-country support and guidance
  • We offer flexibility and financial protection to give you total peace of mind

Plan your trip

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