Two Week Sicily Itineraries

Ratings of Zicasso's Service
<p>The astounding island of Sicily welcomes visitors ready to display its many wonders. From the ancient Greek temples to the local seafood cuisine, a quintessential two-week Siciliy itinerary is best designed with the aid of one of Zicasso’s expert travel specialists that will immerse you in the island’s Mediterranean essence from cliffside views to sea infused wines.</p>

The astounding island of Sicily welcomes visitors ready to display its many wonders....

The astounding island of Sicily welcomes visitors ready to display its many wonders. From the ancient Greek temples to the local seafood cuisine, a quintessential two-week Siciliy itinerary is best designed with the aid of one of Zicasso’s expert travel specialists that will immerse you in the island’s Mediterranean essence from cliffside views to sea infused wines.

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
Olive grove in Sicily, Italy

Slow Food & Leisurely Wine Tour of Southern Italy and Sicily

Places Visited: Catania, Tropea +14 more
Places Visited: Catania, Tropea, Matera, Lecce, Benevento +11 more

14 Day Custom Tour

From $6,300

Traveling couple on the waterfront, Sicily

Unforgettable Romantic Getaway Tour to Sicily

Places Visited: Palermo, Erice +9 more
Places Visited: Palermo, Erice, Agrigento, Modica, Valley of the Temples +6 more

14 Day Custom Tour

From $6,300

Ragusa, ancient baroque city in Sicily, Italy

Discover Sicily Tour: A Feast for the Senses

Places Visited: Palermo, Taormina +4 more
Places Visited: Palermo, Taormina, Erice, Syracuse, Ragusa +1 more

14 Day Custom Tour

From $6,300

Gorgeous view of the Calabria, Italy coastline

Best of Southern Italy & Sicily Tour

Places Visited: Rome, Tarquinia +17 more
Places Visited: Rome, Tarquinia, Caserta, Naples, Pompeii +14 more

14 Day Custom Tour

From $6,300

Ancient theater in Taormina, Sicily, Italy

Best of Sicily and Southern Italy Tour for Seniors

Places Visited: Sicily, Palermo +18 more
Places Visited: Sicily, Palermo, Mount Etna, Il Capo, Segesta Erice +15 more

14 Day Custom Tour

From $6,300

Skyline of Florence, Italy

Best of Italy and Sicily Tour

Places Visited: Rome, Pisa +9 more
Places Visited: Rome, Pisa, Florence, Venice, Assisi +6 more

15 Day Custom Tour

From $6,800

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

Reviews of Zicasso's Referral Service

4.9 stars based on 282 reviews.

Italy Trip Review: Sicily, Mount Etna, Jeep Tour, Walking...

Zicasso's travel specialist planned a great trip. All of the guides were great and we loved the small boutique hotels she placed us in. While we were in Sicily, they were very responsive to our needs. I would highly recommend her and her agency to plan your Italy/Sicily trip.

Reviewed By michael K.

Italy Vacation Review: Sicily, Puglia, Boat Rides, Cooking...

We had an excellent experience; it couldn't have gone better.

We loved working with the entire team from Zicasso's tour company. They were exceptional at being ready for any on-the-fly questions and changes. Communication is key, and they are very good at it.

All of our excursions were excellent and the drivers were prompt and courteous.

Will definitely use them again if going to Italy.

Reviewed By Vince M.

Italy Tour Review: Sicily, Tuscany, San Casciano, Partanna,...

This was such a great trip. We visited a number of locations all over Sicily and Italy. We did not encounter any issues during our 18-day trip. I would recommend our Zicasso agent over and over again! She is simply amazing!

Reviewed By Tony C.

Italy Trip Review: Sicily, Cefalu, Erice, Ortigia, Private...

We had a fabulous Sicily trip!

We had an amazing trip itinerary put together by Zicasso's trip planner. She listened to our requests and added places we didn’t know about.

The private drivers were always on schedule and all our tour guides were personable, knowledgeable, and passionate about their jobs. 5+ stars to our drivers and tour guides.

The accommodations provided were in excellent locations to shops and restaurants.

We didn’t have to worry about anything other than having an amazing time!

We highly recommend this tour agency!

Thank you!

Reviewed By Debbie L.

Italy Vacation Review: Sicily, Sciacca, Segesta, Noto, Volcano,...

Zicasso's travel company was easy to deal with, responsive to all our questions and concerns, and planned an amazing experience for us in Sicily.

Reviewed By Suzanne S.

Italy Tour Review: Venice, Lake Como, Florence, Sorrento,...

We were more than pleased with our experience with Zicasso's travel company. From start to finish, our agent and her staff were fabulous and very responsive whenever I needed something or had a question. The tours they planned were just perfect. All of the guides and drivers were amazing and knowledgeable. We had some outstanding hotels throughout our stay in Italy. I highly recommend them and I will definitely use them again.

Reviewed By Laureen C.