Traveling couple on the waterfront, Sicily

Unforgettable Romantic Getaway Tour to Sicily

Ratings of Zicasso's Service
Customizable Itinerary

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

Countries Visited

Italy

Places Visited

Palermo, Erice, Agrigento, Modica...

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Suggested Duration

14 Days

A romantic vacation should encompass exotic landscapes and transcendent experiences. Your custom-tailored romantic getaway to Sicily encompasses the lavish and the beautiful as well as natural wonders and ancient civilizations, combining for an unforgettable whirlwind of passion, history, and flavors. Share pastries in a celebrated bakery, with delectable treats crafted from inherited recipes. Sip wine on a secluded vineyard in view of Europe’s largest active volcano. Witness the magnificence...

Customizable Itinerary

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Trip Highlights

  • Indulge in the luxurious and secluded setting of the island of Panarea, home to exclusive Italian summer villas and lavish hotels overlooking the sea
  • Enjoy the finest Sicily wine tours and sampling of a vineyard on the fertile foothills of Mount Etna
  • Spend a romantic dinner under the stars on the lush and secluded Aeolian Island of Salina
  • Relax in the seaside charm and elegant ambiance of Cefalu, perfect for a romantic evening by the pristine sea
  • Follow the footpaths leading you through the ancient ruins in the Valley of the Temples to view incredibly well-preserved Doric ruins
  • Relish the variety of flavors during a private tasting of a decadent chocolate shop in Modica
  • Delight in the traditional sweets of a Sicilian bakery along the medieval hilltop streets of Erice
  • Bond as a couple on an exciting trek up the landscape of Mount Etna to view the active craters of Europe’s largest active volcano
  • Witness the impressive and graceful architecture of the Baroque city of Noto
  • Wander through the ancient streets and fascinating landmarks of Syracuse 

Detailed Description

Give into the Mediterranean lifestyle of ancient wonders, luxurious accommodations, exceptional flavors, and charming atmospheres on your 14-day romantic getaway to Sicily. Relish your honeymoon or your 40th wedding anniversary on your perfectly crafted vacation, harmonizing the coastlines and medieval hilltop towns, meant for lovers of the landscape, culture, passion and new experiences. Your romantic encounter begins with your arrival in Palermo. The city maintains its radiant connection with history, showcasing the culture of its boisterous markets and golden buildings. Explore the cobbled streets and fabulous past of the city at your preferred pace. Spend the night overlooking the water at your lavish accommodation.

The following morning, you make your way to the medieval hilltop town of Erice. Stroll along the cobbled streets, enjoy the unparalleled view and sample the unforgettable pastries at Pasticceria Grammatico. Enjoy an evening on an estate known for producing creamy olive oil. Travel to the contemporary city of Agrigento to travel along the paths of the Valley of the Temples, home to numerous ancient Greek temples. Continue to the charming Baroque city of Modica. Relish a chocolate tasting in one of the most celebrated chocolateries in Sicily. Next, you travel to the Baroque heart of Sicily, wandering along the graceful streets of Noto, before continuing to the city of Syracuse.

Once in Syracuse, you settle into a stunning hotel that has incorporated the historic elements of the city into the foundations of the architecture. Spend the day traversing the ancient and inspiring streets of Syracuse. You venture to the fertile soil of Mount Etna and enjoy a wine tour, sampling the luscious flavors of the various wines produced in the shadow of the volcanic summit and settling into a fabulous intimate hotel located in an antique manor house. Trek to the heights of Mount Etna’s peak the following morning, sharing the unique experience with your partner.

Travel to the seaside city of Taormina to explore the historical streets and lounge in the sunlight. Your hotel has a fabulous rooftop from which you can enjoy the view of the Bay of Naxos. You have the entire day at your leisure to lounge on the beach or hike along the banks of Alcantara Gorge. You travel by hydrofoil to the Aeolian Island of Salina. Revel in the tranquil atmosphere, lush landscape, and remarkably clear waters. Your hotel provides an unparalleled view of the cliff overlooking the sea.

Next, you continue your exploration of the Aeolian Islands with your transfer to Panarea, known for its remarkable beaches, secluded location, and lavish lifestyle. Relax on the beaches, discover ancient ruins from the Bronze Age, or lounge by the various pools of your hotel, each one sustained by a volcanic spring. Afterward, you return to mainland Sicily and settle into the seaside town of Cefalu. The tranquil atmosphere and relaxed pace are soothing. Your private transfer meets you at the hotel on your final day and escorts you to the airport in Palermo for your flight home. 

Starting Price

$6,300 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

  • Accommodations
  • In-country transportation
  • Some or all activities and tours
  • Expert trip planning
  • 24x7 support during your trip

Your final trip cost will vary based on your selected accommodations, activities, meals, and other trip elements that you opt to include.

Reviews of Zicasso's Referral Service

4.9 stars based on 5892 reviews.

Italy Trip Review: Rome, Amalfi, Positano, 12 Days

The trip Zicasso's travel specialist arranged for us exceeded all our expectations. It was absolutely wonderful; not a single detail was overlooked. The hotels were excellent, the tours were great, and the drivers were always on time. I totally recommend Zicasso and the agency, and will undoubtedly use them for future travel plans.

Reviewed By Philip S.

Italy Travel Review: Lake Como, Ostuni, Private Boat Tour,...

Zicasso's travel designer did a terrific job. We had the initial phone consult, after which she delivered a first draft of the itinerary. From there, she helped guide us through a few revisions until we got the details smoothed out. We are experienced travelers and can appreciate a well-constructed trip, and that's what our experience with our agent reflected.

One crucial thing is that all the drivers who are engaged to move you around are prompt. Every one of them was right on time and friendly and helpful to boot. It was much appreciated.

To sum up our experience, I would do it all again with Zicasso and the agency and our agent. Our trip to Italy in the late summer of 2025 was something we will not soon forget!

Reviewed By tony B.

Italy Tour Review: Calabria, 11 Nights

Zicasso's travel partner is very thorough and makes sure the trip is tailored to your vision. They are flexible and very responsive. We would recommend them to anyone traveling.

Reviewed By Evan C.

Italy Tour Review: Vatican, Colosseum, Roman Forum, Pompeii,...

Zicasso's travel agency far exceeded our expectations. We had our five-year-old and 11-year-old children with us, so the tour guides and walking needed to be kid-friendly.

Our hotel in Rome was wonderful, the location was perfect, and they had good A/C and a breakfast buffet. There were plenty of great restaurants within easy walking distance, as well as the Vatican.

Our tour guide for the Colosseum and Roman Forum was great. Pompeii was amazing. Our tour guide was basically a celebrity down there and knew exactly how to take us around the ruins without ever waiting.

Tuscany was our favorite by far. We did a cheese-making experience and lunch that was super-cool. The kids got to play with the farm animals and the owners were so attentive and interesting. We did a cooking class with a chef that was the kids' favorite thing on the entire trip. I would make a point to book this experience; the kids still talk about it and wear the aprons around the house. The resort in Tuscany was nice. We had our own private pool, plus the resort pool, and could easily walk to a small local town with some great food.

Venice was good, but probably our least favorite on the trip. You have to walk a ton, which was difficult for the kids, but it's still worth experiencing.

We travel a bunch and I would highly recommend using Zicasso's travel partner.

Reviewed By Kevin S.

Italy Travel Review: Dolomites, 2 Weeks

Zicasso's travel designer made the whole trip run very smoothly. It was a pleasure working with her.

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Italy Vacation Review: E-bike Tour, Kayaking, 10-Night Trip...

This was the best trip ever!!! I am so grateful Zicasso introduced us to our tour operator. This team was amazing! They set up a call to learn more about us and jumped into action. Within a short time, they came back to us with a presentation on ideas, with recommendations. There is no chance our trip would have been half as good without them. They even had a text group on standby while we were here in case we needed anything.

Reviewed By Linda C.

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