Sicily

Sicily Private Tours and Vacations

Overview

Discover Sicily: Private Tours, Experiences & Custom Travel

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.

Multi-Day Holidays Tours

Whole journeys, planned end to end

Private & Small Group Tours in Sicily

Days out with people who know the way

Sicily: Taormina and Mt. Etna Private Full Day Off-Shore Excursion

This marvelous tour begins with your private chauffeur who will take you to the Crateri Silvestri, a lunar landscape which will take your breathe away from which you will take incredible pictures of the volcano and the coastline. Following this tou...

Private
7 hours

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

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

Catamaran Tour of Castellammare del Golfo & Scopello

Set sail on the "Catamarano Lionel Richie" for a luxurious and unforgettable journey along Sicily's stunning coastline. Departing from Castellammare del Golfo, this spacious 35-passenger catamaran offers shaded seating, a sunbathing solarium, freshwa...

Small Group

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

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

Highlights of Palermo & Monreale from Cruise

This is a privately guided tour, that departs out of Palermo. You tell us where to pick you up! Your cruise ship, hotel or apartment in Palermo... we will come to get you there to begin this tour of Palermo and Monreale where you will discover Paler...

Private
6 hours

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 hours 30 minutes

Mt. Etna Full Day Tour

This is a private tour of Mt. Etna that departs from Taormina or the port at Messina and includes visiting the beautiful valley around Mt. Etna and experiencing the local wines and olive oil that Sicily is famous for. Mt Etna Volcano is one of the w...

Small Group
8 hours

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

The Godfather Tour of Sicily with Wine Tastings

Enjoy an introduction to some of the most authentic areas in Sicily, and explore the towns of Savoca and Forza D'Agro with your local driver/guide who so proudly call this area home.

Small Group
4 hours 30 minutes

Erice and Segesta day trip

On this tour we visit two of the most historic an picturesque cities in Sicily: Erice and Segesta. Our first stop will be at the magnificent Temple of Segesta. It was built by the Elimian, an old population whose origins maybe are Turkish but were la...

Small Group

Hotels

Rooms we would happily sleep in again

Villas

Private homes with stories of their own

Sicily in the press

What magazines, papers and shows have written about Sicily and the trips we plan here

All press & recognition

Our Featured Properties

Stays we picked one by one

Quick Enquiry Form

Tell us about your dream trip and we'll craft the perfect itinerary for you.

Sicily Private Tours and Vacations

In their words

Stories That Stay With You

Here's what our guests share about their unforgettable journeys

“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 destinati…”

Sean & Veet Chapman, CGA Read their story

“In August 2018, my family of four and myself travelled from Vancouver, BC to Rome Italy and spent 3 weeks touring Italy with IVS. This company had come highly recommended by many friends and associates of ours who had used them before and indeed to say they do…”

Vijaya Sunil CPA, CGA Read their story

“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…”

Nicole Haddad, Lebanese Travel Agent Read their story

“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 friend…”

Lucretia Brower Read their story

“I am a travel agent with All About Honeymoons and I would highly recommend Italy Vacation Specialists. Jessica was wonderful in helping us plan in a last minute anniversary vacation during high season without any issues. She even checked on our clients while o…”

Tammy Joyce, All About Honeymoons Read their story

“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 hig…”

Jo Ann West Read their story

Plan it with us

For customized holidays and expert advice for travel in Italy and the Mediterranean, Get in touch with your travel agent or contact us via our.

  • Direct In Italy: +39 375 823 5314

  • Toll Free: 1-866-779-2565