The Ancient theatre of Taormina in Sicily, Italy

Ten Day Sicily Itineraries

Ratings of Zicasso's Service
<p>Find ancient surprises, mouthwatering food and wine shaped by tradition, and inspiring landscapes that sweep out to the sea with any 10-day Sicily itinerary. Our Zicasso travel specialists plan your trip with local expertise that can immerse you in hidden coastal towns or luxurious villas that overlook rolling vineyards. Our sample itineraries can inspire your next trip with ideas tailored to your preferences, whether you wish to travel to the top of Mt. Vesuvius or wander through the standing pillars of preserved Greek temples when visiting Sicily.</p>

Find ancient surprises, mouthwatering food and wine shaped by tradition, and inspiring...

Find ancient surprises, mouthwatering food and wine shaped by tradition, and inspiring landscapes that sweep out to the sea with any 10-day Sicily itinerary. Our Zicasso travel specialists plan your trip with local expertise that can immerse you in hidden coastal towns or luxurious villas that overlook rolling vineyards. Our sample itineraries can inspire your next trip with ideas tailored to your preferences, whether you wish to travel to the top of Mt. Vesuvius or wander through the standing pillars of preserved Greek temples when visiting Sicily.

Life-Enriching Travel Designed Just for You

  1. 1

    Trips curated by the world’s top destination experts

  2. 2

    Concierge-level service leading up to and during your trip

  3. 3

    Unique, exclusive experiences and insider access

Ratings of Zicasso's Service
The Cathedral of Monreale is a church in the Metropolitan City of Palermo, Sicily, southern Italy.

Splendor of Sicily Tour: Ten Days of Culture, Relaxation, and Discovery

Places Visited: Palermo, Trapani +3 more
Places Visited: Palermo, Trapani, Agrigento, Syracuse, Taormina 

10 Day Custom Tour

From $4,500

Palermo Botanic Gardens in the region of Sicily, Italy

Beautiful Landscapes and Gardens of Sicily Tour

Places Visited: Taormina, Catania +9 more
Places Visited: Taormina, Catania, Mount Etna, Barone di Villagrande, Casa Cuseni +6 more

10 Day Custom Tour

From $4,500

Piazza IX Aprile-Taormina's central square in Sicily, Italy

Jewish Cultural Tour of Sicily: History & Legacy

Places Visited: Palermo, Agrigento +7 more
Places Visited: Palermo, Agrigento, Noto, Syracuse, Taormina +4 more

10 Day Custom Tour

From $4,500

Azure waters of Goza Island in Malta

Highlights of Sicily and Malta Tour

Places Visited: Palermo, Agrigento +6 more
Places Visited: Palermo, Agrigento, Piazza Armerina, Syracuse, Valletta +3 more

10 Day Custom Tour

From $4,500

Taormina's Greek Theatre in Italy

Highlights of Sicily Itinerary: Palermo to Catania

Places Visited: Palermo, Cefalù +10 more
Places Visited: Palermo, Cefalù, Monreale, Syracuse, Taormina +7 more

10 Day Custom Tour

From $4,600

Piazza Armerina in Sicily, Itlay

5 Stars Sicily Tour Package

Places Visited: Palermo, Agrigento +11 more
Places Visited: Palermo, Agrigento, Piazza Armerina, Caltagirone, Sycracuser +8 more

10 Day Custom Tour

From $9,800

Why Travelers Choose Us

Benefits of Using Zicasso

Plan Your Trip with
Top Travel Specialists
We connect you with the best boutique tour companies to plan your dream trip.
Your Itinerary Tailor-Made
Just for You
Travel with a personalized itinerary and experiences designed for you.
Travel Worry-Free
Every Time
24/7 support and local assistance for every moment of your vacation.

Life-Enriching Travel Designed Just for You

  1. 1

    Trips curated by the world’s top destination experts

  2. 2

    Concierge-level service leading up to and during your trip

  3. 3

    Unique, exclusive experiences and insider access

Featured Articles

Best Time to Visit Italy
Summer Tuscany scenery with red poppy flowers and grain fields surrounding cute Vitaleta chapel and Pienza on the hill in Italy
Best Time to Visit Italy

Choosing the best time to visit Italy for a luxury vacation is less about finding the “best” time and more about deciding which of Italy’s many beautiful faces you wish to see. Each season reveals a different facet of its soul, offering a unique range of experiences, flavors, and moods. The essence of timing in Italy lies in understanding when morning mist lifts from Tuscan vineyards, when truffle season perfumes Umbrian forests, and when Venice's canals shimmer with golden light instead of tourist crowds.

True luxury travel transcends weather predictions, embracing instead the pace of Italian life, with its harvest festivals, Easter processions, carnival celebrations, and quiet moments when locals reclaim their beloved piazzas. Our experts understand these subtle seasonal nuances...

Read More    >
Top 15 Things to Do in Italy
The Roman Forum in Rome, Italy
Top 15 Things to Do in Italy

The allure of Italy lies in its iconic landmarks and the sensory experiences you can uncover when exploring the top things to do in Italy, all woven through sunlit piazzas, vineyard-clad hills, and whispered histories.

Italy reveals itself through curated moments, whether private viewings of Renaissance masterpieces, truffle hunts in misty forests, or gondola rides through Venice’s moonlit canals. We distill Italy’s essence into transformative experiences to immerse you in la dolce vita, while honoring the nation’s profound cultural legacy.

Extraordinary travel begins with a human touch, and our destination specialists design every journey with care, insight, and personal attention. As you consider a visit to Italy, use the following information to guide yo...

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7 Best Places to Visit in Italy
A farmhouse sitting in sunny fields in Tuscany.
7 Best Places to Visit in Italy

The essence of the best places to visit in Italy lies not in crowded piazzas, but in secrets whispered by the marble of a Medici palace, the citrus-kissed breeze off Capri’s cliffs, the way golden hour gilds Venice’s canals.

From ruins in Rome to Venetian waterways, Tuscan wine estates to famous landmarks in Florence, the top places to go in Italy will give you a remarkable vision of the country.

Extraordinary travel begins with a human touch, and our destination specialists design every journey with care, insight, and personal attention. As you consider a visit to Italy, use the following information as a guide before connecting with our travel experts to help you plan your trip.

Read More    >

Reviews of Zicasso's Referral Service

4.89 stars based on 5511 reviews.

Italy, Greece Honeymoon Review: Culture, Cuisine, Snorkeling,...

My husband and I went through Zicasso to plan our honeymoon to Italy and Greece. This was the best decision ever! We worked closely with our travel specialist to plan our trip and she was absolutely phenomenal. This was our first international trip outside of the US, so we were a bit nervous at first! However, our specialist ensured every aspect of the trip was organized and that we were taken care of every step of the way.

The biggest relief was transportation. We did not have to give a second thought as to how we were getting places; we had drivers set up at every destination and for nearly every activity. Also, we had 24/7 support if anything were to go wrong, which gave us peace of mind.

If you are hesitant to use Zicasso for your next trip, I want you to know that I was too, but it was the best decision! We were able to personalize and tailor our trip to our needs without the hassle of dealing with the details.

Reviewed By Grace B.

Italy, Malta Trip Review: City Tour, 20 Days

I was very pleased with the entire planning of the trip. The communication with Zicasso's tour company was excellent. The meals that were pre-arranged by them were fantastic and we probably would not have found them on our own.

Reviewed By komal P.

Italy, France Travel Review: Scenery, 10-Day Trip

The trip was amazing all around. Incredible. The service and itinerary were perfect. We highly recommend Zicasso's travel company.

Reviewed By Mitch A.

Greece, Italy Travel Review: Rome, Athens, Santorini, Local...

Our trip was absolutely amazing! This was the trip of a lifetime. Zicasso and our trip planner were incredible. He was repeatedly helpful, offering personalized attention to our needs. He booked amazing tours for us and seemed to really grasp what we wanted. Everything was incredible.

Reviewed By Helena H.

Italy Vacation Review: Ravenna, Padua, History, Art, Scrovegni...

It was a great pleasure working with Zicasso's tour agency. Our travel designer and her staff were attentive to the kind of trip we wanted and planned a great itinerary. The hotels, restaurants, and drivers were all top-notch. For us, the acid test was the quality of the guides, and they excelled there as well. We would happily have them plan another trip for us.

Reviewed By Robert K.

Italy Tour Review: Ravenna, Verona, Rimini, Scrovegni Chapel,...

My husband and I had a great time on our trip to the northeast Adriatic Coast of Italy. We have very specific tastes as far as where we like to stay and the private tours we like to have during the trip. Zicasso's travel company did a great job, giving us fantastic hotels, and all of our tour guides were top-notch.

Reviewed By Danielle S.