12 days, starting at $ 6,320 per person

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Discover the unspoilt beauty and rich cultural heritage of one of Italy’s most unique and inspiring regions. 



Chambray glossier tbh XOXO chicharrones narwhal truffaut forage butcher hot chicken. Selvage chartreuse artisan plaid.

Discover the unspoilt beauty and rich cultural heritage of one of Italy’s most unique and inspiring regions.


combinable itineraries

Flexible total days

customizable experiences

Palermo, Agrigento, & Taormina

12 days 

 in magical

12 days 

in magical

Palermo, Agrigento, &

The Adventure Begins

Depart from your preferred airport in the United States for the most convenient start to your trip as possible.

DAY 1 


Your private driver will be waiting to welcome you to this incredible island. En route to your hotel, you’ll make a special visit to an architectural wonder - ensuring that even your very first day is memorable!

Palermo is a bustling city with a greater variety of cultural influences than you can count on two hands! Make the most of your first full day here with the services of your private, expert local guide. This is a perfect orientation to your new home away from home.

Welcome to the Trinacria!

Perfectly Palermo


Charming Cefalu

With the services of a dedicated private driver, leave the city behind for the day to experience another world - one of quieter streets, cultural and architectural gems, and always framed by the beauty of the shimmering Tyrrhenian Sea. Move at your own pace and soak in all that the Northern Coast of Sicily has to offer.

DAY 4 


En route to your next hotel, your easygoing itinerary affords you to two incredible opportunities. First, in Segesta, experience a gorgeous glimpse into an ancient world and learn about the Elmyian people. Then, share a table andindulge in the best of local Sicilian cuisine - and life - with lunch at a traditional baglio. A peaceful evening in Agrigento is the perfect capstone to such a special day.

There is truly no archaeological complex on earth like that of the Valley of the Temples in Agrigento. Wander back in time with a local expert who, during your private and customizable tour, will bring another world to life again - right before your eyes. For the richest experience, we highly suggest visiting the stunning adjacent gardens or museum after your tour.

Antiquity & Hospitality

Amazing Agrigento


Island Crossing

A light schedule today can easily be enhanced to the degree you would like. Ultimately, your goal is to bid farewell to fascinating Agrigento and be welcomed by your final home away from home in stunning Taormina. Your private driver will make this transition effortless and enjoyable.

DAY 7 


From the ancient Greek theater overlooking the Ionian Sea to the artisans in the alleyways, your perfect orientation tour this morning is led by an expert local guide. The customizable nature ensures that you receive the information and insight that will make the rest of your stay absolutely ideal. 

With your local foodie guide, you will visit three unique culinary hotspots in Taormina, learning the secrets of some of Sicily’s oldest food traditions and the exploring the vibrant modern food scene as well. Come hungry and leave full - not just from the amazing food and wine, but also tons of local insight to make ideal food choices throughout the rest of your stay. 

Treasures of Taormina

Coastal Flavors


Taormina As You Please 

Whether you opt for an afternoon bathing in the sun...strolling, sipping, and shopping to your heart’s content… or ask us to organize a special trip nearby, this entire day has been left entirely open for you to enjoy as you please. 

DAY 10 

DAY 11

Your final full day in Sicily is an environmental and enogastronomic adventure you will never forget. Combining a visit to Mt. Etna, the highest active volcano in all of Europe, with visits to local artisanal food and wine producers, and topping everything off with breathtaking views that only the locals know...we truly cannot think of a better finale to such a beautiful itinerary. 

Unless you have chosen to extend your itinerary here on Italy’s largest and most diverse island, a private transfer will take you to your airport so that your adventures can continue elsewhere - whether abroad or at home. 

Volcanoes & Tables 

Arrivederci, Sicily! 

DAY 12

Enjoy our top suggested hotels, with upgrade options
Or, self-book with our guidance

your home away from home


Always exclusively with private expert guides and local specialists




Only ever with dedicated private drivers and first class arrangements.

For effortlessly enjoyable travels

Every detail taken care of

You are welcome to combine days of this itinerary with any other itinerary from our Select Portfolio Collection.

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Any portion of this itinerary is able to be customized to your personal preferences, tastes, interests, and pace.

Invest in a lifetime of made-for-you memories
in the most memorable location of all

12 Days starting at


per person

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Invest in a lifetime of
made-for-you memories
in the most memorable place of all