Sicily for Two: One Week Couple’s Retreat

What to expect on this itinerary
Romance will be in the air during this 7-day couple’s vacation to the stunning island of Sicily. Explore the best parts of the island as you uncover the beauty, history, and delicious food of Italy’s largest island. Dinners for two and exclusive experiences will be yours to enjoy as you indulge in all Sicily has to offer during this remarkable and unforgettable vacation.
Customizable Itinerary
Palermo – Romantic Sunset Dinner
The island of Sicily is filled with beautiful waterfront towns and historical attractions. Your 7-day trip will begin when you land at Palermo Airport on the first day. Upon your arrival, a private driver will greet and transfer you to your luxurious accommodation, where you can settle in and have some time to relax. When you are ready, your guide will lead you to a waterfront restaurant for dinner. Every course will be delicious and perfectly paired with wine.
What's Included:
Palermo – Explore the Palermo Cathedral
Cefalù – Unwind at the Beach
Taormina – Taormina and Mt. Etna
Taormina – Explore Beautiful Isola Bella
Taormina – The Town of Giardini Naxos
Taormina – Departure
Trip Highlights
- Indulge in a delicious and romantic dinner for two in Palermo while you gaze at the sunset
- Discover the Palermo Botanical Garden to admire the colorful flowers and impressive statues of this beautiful location
- Explore the ancient Palermo Cathedral, which dates back to the 12th century and is known for its many architectural styles
- Relax at one of the golden beaches of Cefalù, which is a spectacular city along Sicily’s northern coast
- Climb Mt. Etna, where your breath will be taken away by the incredible views of Naples
- Uncover the spectacular destination of Isola Bella, which is imbued with stunning sights and landscapes
- Journey around the remarkable town of Giardini Naxos, which is known for its many wonderful shops and restaurants
Detailed Description
The island of Sicily is one of Italy’s most beautiful destinations, and your 7-day journey will begin when you land at Palermo Airport. Your first taste of the city will come when you head to a waterfront restaurant with breathtaking views to indulge in a delicious dinner for two. The next day, you will explore some of Palermo’s best attractions with private tours of the Palermo Cathedral and Palermo Botanical Garden.
The next day, you will transfer to Cefalù. Cefalù is located along Sicily’s northern coast, and the views from your accommodation will be incredible. The waterfront location of the city means that it is home to some of Sicily’s most spectacular beaches, and you will enjoy an afternoon together at one of them. The next morning, you will depart for the town of Taormina. Here, you will visit Mt. Etna.
You will be based in Taormina for another two nights and will enjoy excursions to the unrivaled destinations of Isola Bella and Giardini Naxos. Gorgeous views and relaxing beaches can be found around every corner. When you explore Giardini Naxos the next day, you will discover more golden beaches, wonderful shops, and remarkable views.
Starting Price
$3,200 per person (excluding international flights)
Your Zicasso trip is fully customizable, and this sample itinerary is a starting place for your travel plans. Actual costs are dynamic, and your selection of accommodations and activities, your season of travel, and other such variables will bring this budget guideline up or down. Throughout your planning experience with your Zicasso specialist, your itinerary is designed around your budget. You can book your trip when you are satisfied with every detail. Planning your trip with a Zicasso travel specialist is a free service.
What's Included
The starting price is based on travel during the low season for a minimum of two travelers staying in shared 3-star accommodations. Please inquire for a custom trip quote based on your travel preferences and travel dates.
Verified Traveler Reviews
Based on 220 reviews
We had a fabulous time in Sicily. It was our first visit and Zicasso’s travel company planned an excellent itinerary, with great recommendations on the cities and towns to visit that felt like a truly local experience. (Other agents focus on the big cities of Palermo and Taormina, but the travel company recommended we spend more time in Syracuse/Noto, Ragusa, and Modica.)
We loved our primary driver and the boutique hotels they selected for us. Communication and documents were all easy to follow.
The only piece we wish might have been curated a little more was the recommended dining options. There were too many and not necessarily great restaurants.
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We had a lovely tour of Sicily and we thoroughly enjoyed the scenic villages, mountains and coastal areas, the delicious food, the history and culture of the region, and, of course, the many lovely Sicilians we met on our journey! This was made possible by the travel company we went with when we first engaged Zicasso. They met with us (online) and developed a great tour, for which a few highlights are summarized below. They were also very helpful during the trip to offer us assistance if we needed it. In short, they made our trip truly memorable!
On our visit to Palermo, we experienced its ancient history and fine cuisine. Touring some of the smaller towns and villages, such as Cefalù, Modica, Scicli, Marzamemi and Noto, we enjoyed many scenic streets and alleys with their many shops and restaurants, and also seeing some beautiful artwork in their ancient cathedrals. The countryside of Sicily is also lovely to see and on our tour, we were privileged to visit some farms and talk with some locals who make their living off the land.
We were captivated by the rich historical underpinnings of Sicily, as we saw when we toured Agrigento to visit the Valley of the Temples. In other larger towns/cities we visited, such as Ragusa, Syracuse and Taormina, we had many opportunities to tour food markets and taste (and to learn to prepare) some specialty dishes of the local area.
Having a walking tour around Mount Etna with a local guide provided us with a refreshing outdoor nature hike that was a great way to learn about the area. Capping off our nature walk with a gastro/wine tour at a local winery was a great finale to our two-week vacation! In the end, our only regret was that we didn't want the vacation to end!
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Our Zicasso travel specialist did a fantastic job planning our family vacation for five adults.
Each hotel was top-notch. At the villa in Taormina, the rooms were luxurious, with unbelievable views of the bay and Mount Etna from private verandas. The staff were gracious and the restaurant's breakfast buffet delicious. Lunch and dinner were top-notch. The hotel in Agrigento was modern and the grounds were exceptional. It was close to the Valley of the Temples, with amazing views of the ruins from each room and the beautiful infinity pool. The hotel in Palermo was old-fashioned luxury with up-to-date facilities and close to the old town.
Our tour guides and drivers were excellent.
My only regret is that we only had 10 days to explore Sicily as there was so much more to see!
Our agent did a yeoman's job helping us plan this trip.
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Overall, I loved all that was planned for me by Zicasso's travel specialist. She did a great job planning the transfers, tours, and activities we discussed during our planning. In particular, I loved my tour of Modica, the winery visit, my visit to Agrigento, and my visit to Noto and Marzamemi. I also loved my hotel in Ortigia - the location, the architecture, the views. I wish I had requested a sea view for my Taormina hotel, as not having that felt like a miss. I did not like at all the hotel in Rome (in spite of its convenient location) - it was a miss after such a glorious trip.
Every single tour guide and driver was excellent, knowledgeable and reliable. The initial personal fast track transfer in Rome was also excellent, and I requested the same service when I was leaving.
I would have liked the food and wine tour in Taormina to be a bit more elevated, given I am a foodie with elevated tastes. The local Sicily organizer, was very responsive overall. I just found it strange that she did not follow through on her offer to pay for a dinner because I chose my own venue.
The reason I am not giving this trip a 5 is because of a few issues: the room in Taormina and the hotel in Rome. The trip started strong with the transfer support and I wish it had been included at the end - I paid an additional fee for it. I also paid a significant additional fee for a private tour to Mt. Etna, which was given by the same person who drove me there. I feel like I overpaid for that tour. I canceled the Etna Food and Wine tour and wish I had gotten some consideration for that.
Stepping back, I am grateful for the trip and all the detailed organizing that went into it. I will look more closely at hotels offered so I avoid being disappointed.
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Zicasso’s travel agent and her team were very responsive when we needed assistance. We definitely didn't need three weeks in Sicily—there's not that much to see. Three of the hotels were great and two not so great, but again, the travel agent's team was quick to find us a better alternative. Thanks to the travel agent and her team.
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The trip planning was great. Accommodations were nicely located and comfortable. Zicasso’s travel partner in Sicily was extremely helpful and responsive.
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