Sicily for Two: One Week Couple’s Retreat

View of the city of Taormina and Mount Etna, Sicily

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.

Countries Visited

Italy

Places Visited

Palermo, Cefalu, Taormina

Suggested Duration

7 Days

Customizable Itinerary

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Day 1

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:

Transfer
Accommodation
Dinner
Day 2

Palermo – Explore the Palermo Cathedral

Day 3

Cefalù – Unwind at the Beach

Day 4

Taormina – Taormina and Mt. Etna

Day 5

Taormina – Explore Beautiful Isola Bella

Day 6

Taormina – The Town of Giardini Naxos

Day 7

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

$2,600 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.

4.9

Verified Traveler Reviews

Based on 570 reviews

Italy Tour Review: Sicily, Taormina, Agrigento, Palermo, Cefalu, Mount Etna, Erice, Castelbuono, Savoca, Valley of the Greek Temples, Wine Tour, Godfather Experience, Farm Cooking Class, Cheese and Pastry Tastings, 7 Nights

Zicasso’s travel professional crafted an unforgettable Sicily trip for our group of seven. After discussing our preferences, she designed a flawless itinerary, incorporating unique experiences that became trip highlights. Her communication was exceptional, with prompt responses to our questions before the trip and daily updates for the next day's activities, including driver and guide details, which were incredibly helpful.

We stayed at superb hotels in Taormina, Agrigento, Palermo, and Cefalù, each with stunning views and private tours. Sicily’s warm, hospitable people stood out compared to other European destinations. At our hotel on Via Leonardo da Vinci in Taormina, the staff greeted us warmly, setting a perfect tone. Other stops included Mount Etna, Erice, Castelbuono, and Savoca. All of these locations were great, but don't miss Castelbuono!

Two standout experiences were private meals with families. Near Erice, a chef and his family welcomed us into their sea-view home, preparing amazing Sicilian meals that felt like dining with family. In Palermo, another home chef and her husband created a similarly memorable evening, with lots of great conversation and stories.

Every driver was professional, friendly, and informative, while our guides — often archaeologists or historians — were engaging and knowledgeable.

Highlights included a welcome dinner in Taormina, a farm cooking class, two wine tours with lunch, a Mount Etna hike, a Valley of the Greek Temples tour, town and village tours, cheese and pastry tastings near Cefalù, and a farewell dinner. The Godfather tour in Savoca was special, with our guide introducing us to a local who played Apollonia’s mother, waving from her balcony.

Our travel professional's meticulous planning and personal touches made this trip extraordinary. Thanks to Zicasso for matching us with the tour company and we highly recommend them for a perfect Sicilian/Italian adventure!

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Italy Vacation Review: Taormina, Cefalu, Palermo, Ortigia Island, Catania, Mount Etna, Cooking Class, Winery Visit, 9 Nights

I was connected with the travel company through Zicasso. What an amazing trip! Many thanks to our travel designer of the travel company!!!

Our travel designer and her expert team planned a trip to Sicily for my husband and I, my siblings, and my sister-in-law. We were six and everything about the trip was executed beautifully and with great attention to every detail.

We chose to go to Taormina, Cefalù, Palermo, and Ortigia Island, flying direct in and out of Catania. Our travel designer arranged all transfers by private van for the six of us and we never had to worry where or when we were going anywhere. She was able to make changes on the spot and accommodate our every wish.

Planning the trip was so easy, as she was available to chat with me on the weekends to answer questions and clarify details. She even made dinner reservations in every city. I cannot say enough about her willingness to be available and the choices she helped us make. From the terrific winery near Mount Etna to a drive up Etna, guided tours (we had an incredibly fabulous art historian showing us the churches of Palermo), a day at leisure on the beaches of Cefalù, and an amazing cooking class in Palermo, where we learned about and visited the markets, and made pasta and cannoli, every experience was better than the one before it.

We definitely recommend, with five stars, the travel company. Have them plan your trip to Italy! This was my first time back to Europe since 2004 and it was stellar!

I surely will use this company when I plan new trips to Italy, and Zicasso as well!

When we were trying to decide where to go, we chatted with travel partners in several European destinations. Zicasso chooses the best of the best and our experiences with each of them was exceptional!

We will be back to Zicasso when we travel to other destinations!!

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Italy Trip Review: Taormina, Agrigento, Palermo, 8 Nights

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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Italy Travel Review: Taormina, Syracuse, Catania, Militello, Ragusa, Aci Castello, Modica, Mount Etna, Private Tour, Cooking Class, Boat Ride, 9 Nights

This was a superb trip that allowed us to combine personal visits to Taormina and Syracuse with a pre-planned group meeting in Catania. Planning and communication were excellent, supported by an app that let us easily view our itinerary, complete with phone numbers for the drivers, hotels, and the tour operator contacts.

The hotels were perfect! They were wonderfully located, with impeccable service in Taormina and Syracuse. Our excursions were private and diverse, and allowed us to combine culture, foodie interests, and free time. The guides were top-notch, knowledgeable, and flexible.

We especially loved seeing the smaller towns of Sicily; Militello, Ragusa, Aci Castello, and Modica. We even arrived in one small town during their annual festival.

We had a dedicated driver for our trip who was, himself, a treasure; always on time, always ready to adjust to changes, and a delightful personality.

This was such a good experience that we have selected Zicasso's tour operator to book another Italy trip next year.

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Italy Tour Review: Sicily, Syracuse, Taormina, Catania, Wine Tasting, Food Tour, Mount Etna, 8 Nights

Our overall experience on our Sicily trip was excellent. Every day's events were amazing and perfect for my husband and me. We truly enjoyed having drivers for most of our tours, as it made it easier for us, and we did not have any worries.

I did have to call the number that was available for problems, and the gentleman who helped me was very good and prompt. Things were easily resolved.

Our only glitch was the inconsistency of English-speaking drivers, or at the minimum, being able to understand English. The driver who drove us from Syracuse to our hotel in Taormina was very bad. She did not speak or understand much English and, worst of all, we felt like she dropped us off at the back of our five-star hotel in Taormina without any instructions except “there’s your elevator.” Fortunately, I called that number and things were resolved. The driver who took us to the airport in Catania had the same issue, no English or understanding. He left us at the airport unable to give us direction as to what to do. It would have been ideal for our drivers to have at least minimal ability to communicate in English.

Zicasso’s travel specialist gave us a full and genuine experience of what Sicily is. Every day was planned out perfectly to suit our needs and abilities. We would recommend her to everyone to see and learn Sicily.

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Italy Vacation Review: Palermo, 10 Nights

The travel company and staff were excellent. The trip coordinators accompanied us through the trip via WhatsApp. They were terrific. The service was top-notch, including the drivers, tour guides, and accommodations.

The one thing I would change about the trip is to have longer stays in each city visited. Moving to a new hotel every two nights prevented us from really enjoying each city we visited. I would also forgo Palermo and substitute a smaller city like Noto or Agrigento. But again, the itinerary was based on my interests and time. It is not an indication of the tour company's abilities. However, it may be good for the agency to suggest longer stays to other customers. Otherwise, we had a great trip and once again, I have recommended Zicasso and the tour company to family and friends.

Thank you again for a great time!

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Customizable Itinerary

This is a sample itinerary to inspire a personalized trip designed with your travel specialist.

28,000+ Verified Traveler Reviews