THE BEST OF SICILY in 11 days
My BEST OF SICILY TOUR takes you on a route visiting my best destinations on the island. We will visit all the main tourist sights, but the cultural experiences, small villages, and unique destinations often make the most vivid travel memories. I think we’ve come up with a balanced mix of both. Beginning in Palermo, you’ll experience a lively and vibrant city full of colorful characters, ancient churches, and bustling markets. Then we will get out of town to visit the ancient Greek sites of Segesta, Agrigento, and Syracuse. Along the way, you’ll experience the culture, cuisine, and sense of community only found in small villages and hilltowns. Additionally, there are plenty of opportunities to slow down and enjoy some free time on your own to make your own travel memories. Sicily will provide an intense dose of Italian culture supercharged with a Sicilian flair. Your Adventure Starts Here!
| PRICE FROM | DATES | |
|---|---|---|
| $4189 + air | May 4-14, 2026 |  |
| $4189 + air | Sep 30-Oct 10, 2026 | |
Palermo – 2 nights
Trapani – 2 nights
Agrigento – 1 night
Syracuse – 2 nights
Taormina – 2 nights
Catania – 1 night
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Single Room Additional Cost ~$625
ITINERARY
DAY 1: WELCOME TO PALERMO! – Let’s plan to meet for drinks and introductions at 4:00 p.m. in our hotel. Then, we will set off to explore the streets and neighborhoods of Palermo. After an orientation walk, enjoy a true Sicilian dinner at a local restaurant. Sleep for 2 nights in Palermo. Walking: Light. Dinner.
DAY 2: MONREALE AND THE MARKETS – We will begin the day with a visit to the hill town of Monreale and its cathedral. Here you’ll have an opportunity to visit the cathedral’s interior featuring Arab-influenced mosaics and lavish decorations. Back in Palermo, we will take a strolling tour through the backstreets and a local outdoor market. You’ll have the remainder of the afternoon and evening to poke around and do some exploring on your own. Walking: Strenuous.
DAY 3: GREEK TEMPLES AND HILLTOP ERICE – Sicily was dominated by the Greeks long before the Romans settled here, and we’ll get our fair share of “Greece” on our tour around Sicily. Leaving Palermo, we will drive west to Segesta, the site of a magnificent Greek temple and theatre. Later, enjoy a scenic drive into the mountains to Erice, a mountain-top town dating from the middle ages with a fortress, castle, and fantastic views of the sea and islands. After a short orientation, enjoy lunch and a free afternoon for sightseeing. Later, we will head down the hill to Trapani, a bustling seaside town on the far west coast. Here, enjoy an orientation walk around the harbor and a free evening on your own. Sleep for 2 nights in Trapani. Driving: 3 hours. Walking: Moderate. Lunch.
DAY 4: THE SALT FLATS AND MOZIA – Heading south, we will visit a coastal area where salt has been harvested for thousands of years. We will have a look at the salt harvesting process and then visit nearby Mozia, a small coastal island and the home of an ancient Phoenician civilization. Later, we’ll return to Trapani for a free evening. Driving: 2 hours. Walking: Moderate.
DAY 5: AGRIGENTO “VALLEY OF THE TEMPLES” – Enjoy another scenic drive along the southern coastal road en route to the “Valley of the Temples.” Agrigento was founded by the Greeks some 2,500 years ago as an outlying colony of their empire. During the Greek era, the hills along this valley were prime spots for building temples, just like the Parthenon in Athens. Today, you’ll experience some of the best-preserved of all Doric Greek temples in the world. Later, we will arrive at our hotel for a relaxing evening and a fantastic dining experience. Sleep 1 night near Agrigento. Driving: 3 hours. Walking: Moderate. Dinner.
DAY 6: ANCIENT ROMAN MOSAICS & SYRACUSE – We will spend most of the day visiting a Roman Villa that was lost until just 60 years ago. The Villa Romana Casale was covered with mud and debris by a landslide in the 12th century. What we’ll see today are wonderfully preserved and detailed mosaic floors dating from the 4th century. Then travel to Syracuse, known by the Greeks as their most beautiful city. We will take an orientation walk and have dinner together on the island of Ortygia. Sleep for 2 nights in Syracuse. Driving: 3 hours. Walking: Moderate. Dinner.
DAY 7: GREEK THEATRE – Enjoy a visit to an archaeological park for a look at an impressive Greek theatre carved out of solid rock. The remainder of the day is event-free to allow you to experience Syracuse and Ortygia on your own. Walking: Moderate.
DAY 8: MONT ETNA & TAORMINA: Heading north, travel the slopes of Mt. Etna, an active volcano, en route to Taormina. In Taormina, enjoy a delightful evening passiggiata and dinner. Sleep for 2 nights in Taormina. Driving: 3 hours. Walking: Moderate. Lunch or Dinner.
DAY 9: GREEK THEATRE– This morning, we will visit a very well-preserved Greek theatre that is still used today for open-air performances. Enjoy a free afternoon on your own to shop, relax in a café, take a walk in the park or visit the cliff-top village of Castelmola. Walking: Light.
DAY 10: CATANIA– After breakfast, travel down to Catania, where we will visit the Museum dedicated to the 1943 Allied Landings in Sicily (Museo dello Sbarco). Later, you’ll be free to wander through Catania’s fish market and enjoy the beautiful Baroque city center. We’ll gather for a farewell dinner at a local ristorante to cap off your Sicilian tour experience. Sleep 1 night in Catania. Driving: 2 hours. Walking Moderate. Dinner.
DAY 11: HEADING HOME – Breakfast is provided this morning, but there are no planned activities. Catania’s airport is just a short taxi ride away. Arriverderci!
Itinerary specifics are subject to change.
INCLUSIONS
Transportation is provided by a coach and/or minibus from your hotel in Palermo to the airport in Catania.
10-night accommodation in centrally located hotels, guesthouses, and B&Bs. All rooms have private en-suite baths.
All tips and gratuities to guides, drivers, restaurants, and hotel staff.
Strictly Small Group consisting of 6-18 travelers.
All breakfasts and six of your dinners or lunches.
Traditional dining experiences at some of David’s personal favorite restaurants. Eating well is a priority, and you’ll enjoy fine regional fare featuring the best the locale has to offer.
Water is included with all group meals. Sodas, wine, beer, and other drinks are your responsibility.
Tours and admissions to the following attractions, experiences, and sights: Walking tour in Palermo ·Entrance and tour at Monreale Cathedral · Segesta Temple · Erice orientation walk · Visit to the Salt Flats · visit to the island of Mozia · Valley of the Temples tour · Villa Romana Casale · Ortygia neighborhood walk · Syracuse · Neopolis Archaeological Park tour · WWII Landing Museum · Taormina walking tour · and much more.
A full-time Exploring Europe guide and local experts who are dedicated to bringing to life the art, history, and culture of the tour destinations.
David’s tour handouts are delivered electronically and detail each day’s historical and cultural experiences.
Free luggage tags and David’s custom-designed drawstring backpacks.
Our Unconditional Tour Price Guarantee, once locked in, will never change.
$50 Tour Alumni discount for each David McGuffin tour you’ve taken prior to this travel year.
EXCLUSIONS
Anything not listed above in the “inclusions” area is not included in the cost of your tour.
TERMS & CONDITIONS
CANCELLATION POLICY
CANCELLATIONS AND REFUNDS:
Deposits- Deposits for tours are fully refundable for 30 days from your initial application and deposit date, unless otherwise noted. If you book a tour less than 90 days before its departure date, full payment is due immediately, and the entire tour cost becomes non-refundable after seven days. After these dates, deposits are not refundable and will be forfeited if you cancel your tour reservation.
Payments- Tour payments are due in full 90 days before your tour departure date. If you find you must cancel between 90-0 days before your tour departure, please contact us immediately. We will work with you to transfer your payments to another tour departing within 18 months. We strongly recommend that everyone purchase comprehensive travel insurance that covers tour cancellations, emergency medical, and other unexpected events.
Cancellations will be effective when the written notification is received at David McGuffin›s Exploring Europe by mail, e-mail, or fax.
SIGN UP BY EMAIL OR POST
If you do not want to sign up online:
You may download a tour application and send it to us with payment.
-OR-
You may return it by:
- FAX 1-800-570-1351
- Email – info@davidmcguffin.com
- email – take a photo of the form with your smartphone and attach it to an email
- TXT – take a photo with your smartphone and TXT to 904-612-8149
KEY TO WALKING & ACTIVITY
Walking and Physical Activity: We have planned this trip to provide maximum tour experiences. The basic nature of Europe does require some degree of physical activity to get out and see the sights, especially in the big cities. To help you plan, we’ve included a daily projection of physical activity. Here is the key for our walking activity ratings:
Light – Walking done on level surfaces with some hills and elevation gains. Two miles or less of required walking during the day.
Moderate – Walking done on paved and gravel paths and cobbled city sidewalks. To enjoy the full tour experience, some uphill and downhill walking is expected, as is standing while viewing sights or museums. Four to six miles of walking per day.
Strenuous – Walking done on rugged and rocky paths and city-cobbled sidewalks. There will be steps and stairs. Up to three hours standing in museums or experience sites. Up to eight miles of walking per day.
Your Choice – No matter what your walking ability, we will help you find alternative ways to enjoy and experience all Europe has to offer. To get the most out of our tours, you should be able to operate at the light level every day with spurts of moderate and strenuous.
PRE-TOUR RESOURCES
Now that you’ve decided to join this tour, we are sure you’ll have some questions. Don’t worry; we are here to help you through each aspect of your tour from start to finish.
DAVID’S AUDIO & E-PRINT PDF DESTINATION GUIDES
David has a complete PDF and Printable Guidebook for all destinations on his Essence and Best of Italy tours. You’ll also find downloadable AUDIO WALKING TOURS for Rome’s Colosseum and the Roman Forum. https://davidmcguffin.com/dg-italy/
DAVID’S VIDEO SERIES: THE BEST OF ITALY
David and his team have produced an episodic video series detailing many of the destinations on this tour itinerary. They are all neatly organized on his YouTube channel. Watch the complete series or view one episode at a time on his Best of Italy Playlist.
DAVID’S 60 SECONDS DESTINATION VIDEOS
Join David as he shares impromptu moments from his travels in Italy. Watching these short 60-second segments are a great way to experience David’s travel style and adventures. Watch David’s Explore Italy.
DAVID’S TRAVEL TALK TUESDAY ALMOST-WEEKLY BROADCAST AND VIDEO SERIES BLOG.
Every week, when David is not traveling in Europe, he presents a LIVE broadcast on Zoom and Facebook. Check it out on Tuesdays at 7:30 PM Eastern Time.
Each Travel Talk Tuesday session is recorded. Watch them here.
DAVID’S BLOG ARTICLES
David and his team have answered many travel-related questions, and they are all tucked away on his blog. But, no need to go there. Just type in a keyword in the search box at the top or bottom of this page (it’s the gray rectangle with a small magnifying glass icon), and you will get results for your query.
PLEASE SEND US AN EMAIL OR GIVE US A CALL.
We are happy to answer your travel questions and give advice and suggestions. tours@davidmcguffin.com or 800-570-1351.
Testimonials & Reviews of our ITALY Tours
Thank you so much for such a lovely trip! I certainly enjoyed your guidance and care. The manner of care that you and Charlotte gave us was outstanding in every way. I, especially, appreciated your patience in my being so slow and tiring easily. After having fallen the week before the trip, I was so nervous that I would fall again.
The tours on our day trips to Florence and the other small towns gave such a wonderful insight into the history and culture of Italy.
My favorite place was Marcampo and meeting Claudia and her mom. The cooking class and the evening wine sharing were a highlight. Volterra had so much history I've never heard before. The views were so dramatic. Your selection of good restaurants took the worry out of finding a decent place to eat which all of my meals were excellent.
Your sharing somewhere special to you made the whole experience a lifetime event for me. I felt like family. You both are so very special in just being you!! Thanking you again for such a unique experience!
First, I would like to say that the Best of Ireland 12-day tour we took from October 12-24, 2025, was really fantastic. The itinerary was perfect for the opportunity to see all the “must see” sights in Ireland. The start of the tour in Belfast is a wise choice; it gave us the opportunity to end the trip in Dublin after seeing to country which gave a better perspective of the history of the island.
The hotels were perfect in that they were located in the cities which made it possible to explore around the towns then have dinner and drinks.
Finally, and most important, our tour guide and driver, David Grey, was absolutely wonderful.
I cannot say enough kind words and accolades about David. The tour would not have been as memorable without his sense of humor, great insights and his general caring of us as guests in his country. It was an honor and a privilege to get to know David. David took the time to get to know all his guests and would ask us what our interests and needs were.
David also stopped at a few places not on the itinerary which allowed us a better insight into the country. It was great to see the bridge from the John Wayne movie, The Quiet Man, and visiting St. Brigid’s Well in Liscannor was memorable.
I mentioned to David in passing how I would like to try some poteen after having a drink in Kilkenny. David went out of his way to obtain some local poteen for all the tour guests to have a toast after our memorable Italian dinner. It was one of the highlights of our trip.
It was our great pleasure to travel with David & Charlotte for the 3rd time. Our tour which began in Budapest, Hungary ended in Dubrovnik, Croatia. This tour was atypical as we began w a bus and boarded a yacht halfway through. Budapest was nice, but the Croatian island ports were stunning. Plitvice National Park and the tour with a ranger was a highlight as well. We absorbed a remarkable amount of history and saw vineyards, a century's old winery and midieval villages. We traveled with a group of 8 friends and family which was an added bonus! It was also wonderful to be hosted on this tour by our new Croatian friends, Kruno & Suzanna! Thanks again, David!
My husband and I toured southern Ireland and Scotland. It was a celebration of our 30th anniversary. I know many have mentioned David Grey but he was amazing His flexbility , knowledge and overall character made the trip. We also enjoyed the Scotland driver- Ian who had a wonderful personality . The group dinner selections did not disappoint. Amazing food . We felt like we saw so much of both countries and enjoyed having it all planned where to go .
This was my first tour with David, likely not my last. We traversed incredible sites in Sicily. David made it easy, with informative dialogue and guides, and an outstanding driver, Paolo.
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