Sicily Highlights September 2025

SICILY: HIGHLIGHTS

September 1-9, 2025 with Guisi

$4095 Double / $5095 Single

Complicated, misunderstood, generous, outrageous, sensual and seductive, Sicily is pure opera. If you think you know Italy but haven’t been to Sicily, you are in for a mind-bending treat. 3000 years of history piled up like a sweet cassata cake is waiting for your exploration. And the food. It’s all about the food. This Sicily Highlights tour is part of a duo, you can pair it with our Sicily Pleasures tour for the full Sicilian experience.

We start in the island’s capital, Palermo, with its 19th century faded elegance, marvel at the sparkling Byzantine mosaics of Monreale, and navigate the noisy markets of Ballaró. Next, we will discover the Greek temples of Agrigento, then enjoy the elegant island of Ortygia. Our final stop will be the classic Grand Tour city of Taormina, with sweeping views of Etna and the east coast.

Sicily is a passion for Sarah, who co-Authored the Rick Steves Sicily book and has spent a decade exploring every corner of the Mediterranean’s largest island. This tour will combine the famous must-see destinations and Sarah’s mission to connect visitors with the soul of the island through history, food, off-beat sights, and traditions.

To read about one of our previous tours see the blog!

Day One

Overnight: Palermo

Benvenuti in Sicilia

In the afternoon we will meet at our hotel in the heart of Palermo to start our Sicily Highlights experience. Tonight, we will be welcomed by the effervescent Contessa Alwine Federico for a tour of her home. After our visit, we will take a stroll through the city and enjoy dinner together.

Day Two

Overnight: Palermo

Get to Know Palermo

In the morning, we will be joined by local guide and professional photographer Domenico Aronica for a munch and learn walking tour. We will enjoy the back streets that only a local knows and sample some street food specialties. In the evening, our group will attend a private show at the Cuticchio Puppet Theater, the most famous theater for traditional Sicilian Opera dei Pupi.

Day Three

Overnight: Agrigento

Monreale to Agrigento

We will venture outside of Palermo on our bus today to visit the magnificent cathedral of Monreale. Covered in glittering Byzantine mosaics, Monreale is one of the great legacies of the Middle Ages. After lunch, we will drive to Agrigento and enjoy a dinner together.

Day Four

Overnight: Agrigento

Greek Sicily

Our focus today is on the magnificent ruins of the Valley of the Temples. We will visit the museum and have time to stroll the upper town of Agrigento to find hidden treasures.

Day Five

Overnight: Syracuse

Heart of Sicily

We will dive into the heart of the island today, starting with a visit to the Roman Villa del Casale. This mosaic cycle is one of the largest and most impressive from the ancient Roman world. After a country lunch, we will drive to the east coast and sleep on the island of Ortygia.

Day Six

Overnight: Syracuse

Baroque Sicily

We will have the whole day free to enjoy the many delights of Syracuse. Your guide will help you choose the best activities to suit your energy level.

Day Seven

Overnight: Taormina

Catania and Taormina

Leaving the southeast, we will drive up the coast and stop in the busy city of Catania. Our stroll through town will take us to the fish market and cathedral. In the afternoon, we will arrive at our homebase in the old-time resort town of Taormina.

Day Eight

Overnight: Taormina

Taormina

Our final full day of the Sicily Highlights experience will be spent enjoying the beauty of Sicily’s famous resort town. In the morning, we will stroll to have granita and brioche, then enjoy the ancient Greek-Roman theater. Tonight, we will gather for our final dinner to celebrate this beautiful island.

Day Nine

Tour over after breakfast

Our sweet farewell is after breakfast. Your guide can help you arrange transportation to the Catania airport. For those staying on for the Sicily Pleasures tour, you’ll transfer to the first hotel with your guide.

ADDITIONAL INFORMATION

Price: $4095 (Air not included) per person for a double room. Single occupancy room is $5095. We welcome singles and if you do not have a travel partner, please sign up for a single spot. In the event that a roommate is found, your booking can be changed to a double before final payment is due.

What’s included: all breakfasts, 3 dinners and 3 lunches, 8 nights lodging in a clean, comfortable, and centrally located hotel. All admissions and fees for group activities. Transport within the tour and private guides, tips included.

Deposit Policy: A non-refundable deposit of $600 per person is due upon booking.

Sicily Highlights tour begins in Palermo (PMO) and ends in Taormina. Catania Airport (CTA) is 90 minutes away, and your guide will help arrange a transfer by taxi or bus.

If you have additional questions please email us at: info@adventureswithsarah.net

If you would like to book this tour just for your own group of friends or family (minimum 6 people), we can offer a private tour with different dates to suit your travel needs.

Terms and Conditions – Adventures with Sarah

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The trip was fabulous. I loved that we got to see so many different parts of Sicily, the accommodations were awesome, and of course, the food was amazing. I might have like a little more down time, and maybe another day with a later start (10am instead of 9am). Really appreciated Sarah’s extensive knowledge of Sicilian history - it really added to the experience. And the smaller group (just 10) made it easier to bond as a group. So fun!

Suzanne WSicily Highlights March 2023

We had an awesome time!! Sarah is wonderful!! Our weather was great. Sarah and her local guides were great. Great experience, awesome food and hotels. We really got to experience Sicily and learn their history. We made wonderful new friends. We highly recommend this trip and adding Sicily Highlights with it too. Any trip with Sarah Murdoch will be AWESOME!!!! Thanks Sarah ????????????

Edward HSicily Pleasures April 2023

I had a great time. The folks on the trip were wonderful travel partners. The food was excellent and the hotels and accomadations were well thought out. The only suggestion I would make is to end the trip in Palermo versus Cefalu. It would have been easier and more convenient access to the airport.

Pamela HSicily Pleasures September 2023

We thoroughly enjoyed the Sicily Highlights tour. We enjoyed the sites. We loved everything so it is hard to single one thing out. The history, different styles of architecture, mosaics, culture, food, wine - all were amazing. We loved Andrew and Guisi - they were informative and helpful in every way. We would definitely recommend this tour to others.

Sheri FSicily Highlights September 2023

I had a great experience and the guides were wonderful and supported me in my first trip in 12 years....I feel like I won the lottery and found some great new friends....Thank you for a wonderful time and great memories. I hope to travel with you again in the future!

Christine SSicily Highlights September 2023

Sicily is a culturally complex and geographically large and diverse place. It can easily fill 3 weeks. However, for many of us, 3 weeks is not possible. For a great way to get to know the three millennia of history that shaped this place, see the ancient remains of past cultures and how they are incorporated into modern day life, and experience the variety of foods brought by its many invaders, Adventures with Sarah's Sicily Highlights tour is the way to go. Sarah is passionate about Sicily and knows it intimately. In addition to her vast knowledge and experiences, she incorporates local guides who add their personal flare and love for the island. And the small tour group size helps single travelers, like me, feel part of the tour and not a third wheel.

Evelyn Gfor Sicily Highlights March on 12 Apr, 2022

The trip was fabulous. I loved that we got to see so many different parts of Sicily, the accommodations were awesome, and of course, the food was amazing. I might have like a little more down time, and maybe another day with a later start (10am instead of 9am). Really appreciated Sarah’s extensive knowledge of Sicilian history - it really added to the experience. And the smaller group (just 10) made it easier to bond as a group. So fun!

Suzanne Wfor Sicily Highlights March 2023 on 09 Apr, 2023

We had an awesome time!! Sarah is wonderful!! Our weather was great. Sarah and her local guides were great. Great experience, awesome food and hotels. We really got to experience Sicily and learn their history. We made wonderful new friends. We highly recommend this trip and adding Sicily Highlights with it too. Any trip with Sarah Murdoch will be AWESOME!!!! Thanks Sarah

Edward Hfor Sicily Pleasures April 2023 on 08 Apr, 2023