Sicily

Discover Sicily — Private Tours, Experiences & Custom Travel

Overview

Italy’s historic and cultural diversity is perfectly expressed in Sicily, an island rich in history and overflowing with scenic beauty. A visit to Taormina, 200 meters above sea level and looking down onto the Ionian Sea like a terrace, will deliver a calm to the soul, a must see while visiting this island.

From the breathtaking beauty and vantage point of the Greek Roman theater, one can reflect on the power and motionless grace of Mount Etna. A Visit to the Valley of Temples is a must. Along the “Sacred Way” one can visit the Temple of Hercules, the Temple of Concord, and the Temple of Juno. Also, not to be missed is the wonderful Garden of Kolymbetra, an old water reservoir of the Greeks.

Major attractions: Taormina, Mount Etna, Siracuse, the Valley of the Temples, Noto, Piazza Armerina, Segesta, Palermo, Cefalù.

Major theaters and music venues: Teatro Massimo in Palermo, Siracusa's Greek Theater Festival, Taormina Festival.

Gallery

City of Siracusa, Historical Centre, Sicily - Photo by Jesse Andrews

Ragusa Historical Centre, Sicily

Multi-Day Holidays Tours

Exploring the 1 Euro Houses and Surrounding Areas in Sicily September 10-18, 2022

This unique adventure through Sicily will showcase some of the highlights of this unique island as we meet with local officials and experience towns which are welcoming visitors to restore houses that can be purchased for 1 Euro. We will show you th...

Small Group

8 Days / 7 Nights

STARTING FROM

€2,450 per person

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Private Tour of Sicily's Unesco World Hertiage Sites, Food, Wine and Magnificent Coastal Towns

This is an exclusive tour of Sicily with an expert driver-guide, departing from Catania and including many of Sicily's World Heritage sites like Siracusa, Mt. Etna and her wineries, Taormina and the Greek Amphitheater, Noto, Palermo, Monreale, Erice...

Private

8 Days / 7 Nights

STARTING FROM

€2,950 per person

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Sicilian Secrets & Maltese Discovery

This is a wonderful option for those who want to experience Sicily and Malta in comfort and style. This tour will take you around a number of cities in Sicily that are worth visiting, including the magnificent Malta and it's unforgettable beaches....

Small Group

8 Days / 7 Nights

STARTING FROM

€3,600 per person

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Kingdom of the Sun Discovery: A private Journey into Italy's Mezzogiorno

Embark on a captivating 9-day journey through the vibrant regions of Puglia, Basilicata, and Calabria in Southern Italy. Discover the rich history, breathtaking landscapes, and culinary delights of these diverse destinations. Plus, with the option to...

Private

9 Days / 8 Nights

PRICING

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Harvest Time in Sicily: Experience a Sicilian Wine Journey - 7 Days of Vino, Volcanoes & Villages

Embark on a luxurious and immersive weeklong journey through Sicilyâ€™s most storied wine regionsâ€”where dramatic landscapes...

Private

7 Days / 6 Nights

PRICING

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Mediterranean Marvels: A Private Journey from the Amalfi Coast, Sicily & Malta

This is an exclusive and private journey through some of southern Italy's most remarkable coastal regions and islands. Enjoy the spectacular Amalfi Coast, island of Capri, Pompeii and many of Sicily's most captivating destinations including Mt. Etna...

Private

10 Days / 9 Nights

STARTING FROM

€4,650 per person

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Mediterranean Magic: Discover the Islands of Sicily and Malta

This private journey through Sicily and Malta provides an immersive experience of the rich history, culture, and landscapes of these iconic Mediterranean islands. Starting in Palermo, we cover the highlights of Sicily including Agrigento and the Vall...

Private

9 Days / 8 Nights

PRICING

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The Kingdom of the Sun - South of Italy - Puglia, Basilicata, Calabria and Sicily - Private Individuals & Small group Tours

Each year we bring people in the travel industry to experience incredible interesting places in Italy and the Mediterranean. This year one of our most thrilling adventures is going to offer a rich and rewarding learning experience through Sicily and...

Private

14 Days / 13 Nights

PRICING

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A Private Journey with Local Hosts through Southern Italy and Malta including the Amalfi Coast, Capri, Pompeii, Sicily and the Island Nation of Malta

Private

14 Days / 13 Nights

STARTING FROM

€4,650 per person

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The splendour of Malta and Gozo islands - Private Individuals & Small group Tours

This is a wonderful holiday option in Malta for those who want to experience this Mediterranean paradise. Our experience on the island includes all of the major highlights of the main island and the blue bays of Gozo. Our expert local guides will t...

Private

6 Days / 5 Nights

STARTING FROM

€1,300 per person

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Amalfi Coast & Sicily

Embark on a memorable journey with your family through the enchanting Amalfi Coast and captivating Sicily. Discover the beautiful coastal wonders of the Amalfi Coast, from taking scenic boat trips to exploring charming villages. Dive into history at...

Private

9 Days / 8 Nights

PRICING

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Secrets of Sicily: Unesco Sites, Wineries, Food and Beaches

This is a totally private and exclusive tour of Sicily with an expert driver-guide, which departs from Catania and includes many of Sicily's World Heritage sites like Siracusa, Mt. Etna and her wineries, Taormina and the Greek Amphitheater, Noto, Pal...

Small Group

8 Days / 7 Nights

STARTING FROM

€3,600 per person

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Private & Small Group Tours in Sicily

Guided Excursion Through The Sesi Archeological Park on Pantelleria Island

This is a truly fascinating journey back through time that pre-dates the Greeks, Romans and most known civilizations as we explore I Sesi.

Private

3.5 Hours

PRICING

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Isola Bella and the Coast of Taormina Morning Tour By Boat

This half day morning tour of Isola Bella is a wonderful opportunity for visitors to experience the magic of Toarmina from the sea. There are numerous Grottoes and beautiful coastal areas both south and north from Toarmina that you will discover tod...

Private

PRICING

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Small Group

8 Hours

PRICING

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Full day exploring Palermo and its area

This is a full day tour of Sicily's capital city - Palermo and the area around the city. It includes visiting the Monreale cathedral and exploring one of Sicily's most fantastic piazzas. Your English speaking driver guide can pick you up to enjoy th...

Small Group

8 Hours

PRICING

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Mt. Etna and the Etna Wineries with Tastings and Full Lunch at Cantina Patria

If and when you decide to come to Sicily, this is an experience you do not want to miss.

Private

8 Hours

STARTING FROM

€200 per person

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Taormina Private Half Day Walking Experience

Discover the ancient city of Taormina and the majestic Greco-Roman theatre with our English speaking guide who will show you the best of this incredible Sicilian city.

Private

2.5 Hours

PRICING

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Sicily: Private Full Day Tour of Erice - Castellammare del Golfo and Lo Zingaro Nature Reserve

The south western cape of Sicily is one of the most beautiful geographical areas in Sicily and Erice is surely one of the most charming towns. This tour allows visitors to the area to experience the best of the area with a local English speaking guid...

Private

STARTING FROM

€200 per person

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Palermo and Monreale Full Day Private Tour

Our Privately guided tour of Palermo and Monreale is one of our favorite tours in Sicily and it is definitely one that will be well worth the money because there is so very much history in both locations that you will definitely need a guide to bring...

Private

8 Hours

STARTING FROM

€120 per person

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Hotels

Italy,Sicily,Trapani

Hotel

Mangia's Resort Favignana

★ ★ ★ ★

Mangiaâ€™s Favignana Resort, an exclusive retreat nestled on one of the most breathtaking stretches...

4 Beds 4 Baths 8+2

5/6 Beds 6/7 Baths 10/13

Air Conditioning +14 more

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Apartment

Photo Gallery

Cefalu, Eastern Coast of Sicily near Palermo

From €12,640 / night

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Italy,Sicily

Villa

Villa Eccezionale

7 Beds 6 Baths 17

Air Conditioning +14 more

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Private Transfer Routes in Sicily

Seamless connections between key destinations across the region

Catania Taormina

Private Transfer

Palermo Catania

Private Transfer

Catania Syracuse

Private Transfer

Palermo Agrigento

Private Transfer

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Stories That Stay With You

Here's what our guests share about their unforgettable journeys

“I am a travel agent from Lebanon and have organized several group tours as well as individual tours of Italy with Italy Vacation Specialists. I highly recommend them as one of the very best tour operators in Italy to work with, given their professionalism and work ethic which I feel is second-to-none in the travel industry. All of the sta”

[Read More] Nicole Haddad, Lebanese Travel Agent

“Jesse, There are no words to describe the fabulous time we had in Italy. Everything went as you promised. Absolutely no problems! The venues were fabulous. The guides were punctual and helpful. It couldn't have worked out better. You and your staff deserve high praise for the quality and efficiency of your work. BTW, Guiseppe was an absol”

[Read More] Jo Ann West

“I went to high school with the owner of the company who organized my honeymoon for myself and my now wife from Tokyo. We spent three short weeks seeing Piedmont and experiencing wine paradise there, then heading to Nice in France with our private driver and flying to Rome where honestly 4 days is NOT enough. They keep saying to spend more”

[Read More] Robin and Kumi Bruun, Tokyo Japan

“In September of 2018 I brought a group of 12 from Venice to Sicily and organized all of my services with the Italy Vacation Specialists. Being a travel agent and in the business, I know how complicated organizing travel arrangements can be in Italy and the IVS team took a huge burden off of me! I would like to start of by saying "THANK YO”

[Read More] Ann Brownell, KHM Travel Group

“Jesse & Giuseppe, Sandy and I have been looking through my slides of our trip to Southern Italy. We had such a good time with you and Giuseppe that we wanted to let you know again. You were the best guides ever.”

[Read More] Bob & Sandy

“As a travel agent, but also a traveler to Italy, thee is no other company I would recommend than the Italy Vacation Specialists. Not only do they really care about what they are doing, they also really know Italy and try to educate many people about ways they can best see the country and not fall into tourist traps. I have been on 4 trips”

[Read More] Laura Chomiak, Travel Agent

“This company really knows their stuff and recommended our family to stay longer in each location. We didn't listen to them, but wished we had in every single place we went. They recommended Sestri Levante over the Cinque Terre which was our favourite destination on our entire trip. We visited Rome where we stayed in the outstanding Hotel ”

[Read More] Sean & Veet Chapman, CGA

“We're home now from the most amazing trip to Italy! I can't thank you enough for your efforts and coordination of what was without question the finest vacations I've been on to date.”

[Read More] Carol Carson

“I traveled with JoAnn West through your services, guided by Giuseppe, in July of this year. What a wonderful experience; your service is really top notch! If I return to Italy for a tour, I will absolutely use your services again and recommend you to my friends!”

[Read More] Lucretia Brower

“The trip was great; we appreciate all the hard work you and your team invested to make our experience a once in a lifetime trip. We appreciate all the attention to the details, in particular Giuseppe spending the time and the focus with us on the road and as we were exploring your great country.”

[Read More] Leon and Michele