Sicily, the largest island in the Mediterranean Sea, is a truly memorable to start a sailing holiday charter.
Its diverse landscape, charming coastal towns, and over 620 miles of coastline make it a perfect sailing holiday charter destination. From the striking ancient ruins of Agrigento and Segesta to the magnificent baroque buildings of Siracusa and Noto, Sicily offers a fascinating journey back in time.
Also the Island’s proximity to other beautiful islands and coastal destinations makes it an ideal starting point for your trip. From the Aeolian Islands with their volcanic landscapes, pristine beaches and wild landscapes to the attractive coastal towns of southern Italy, there are countless opportunities to explore nearby destinations and create a truly unforgettable yachting adventure.
This is an island steeped in history; discover ancient Greek monuments at the Valley of the Temples in Agrigento, medieval architecture such as the Morman Palace in Palermo and historic towns such as Ortigia in Syracuse.
Sicily's food scene is world-renowned, and reflects the island's rich history and cultural influences with its combination of Italian, Greek, Arab, and Spanish flavours.
Hop from Sicily to the Aeolian Islands, where you can hike to the summit of Stromboli, relax on beautiful beaches or soak up the glamorous ambience of Panarea.
Sicily offers a diverse range of coastal landscapes, each with its unique beauty and charm; explore the white limestone cliffs and hidden sea caves along the Scala dei Turch or the volcanic landscape of Mount Etna.
Visit locations like the Norman Castle in Milazzo or the Roman Theater in Taormina, which offers panoramic views and a glimpse into the past.
As Europe's most active volcano, Mount Etna is a captivating natural wonder. Relax on deck while admiring the volcano's dramatic presence towering over the island.
This historic hilltop town on Sicily's east coast is renowned for its well-preserved ancient Greek theatre, stunning coastline, and upscale shops and restaurants. Wander the charming streets and take in the panoramic views.
Visit the historic city of Syracuse, located on the southeastern coast of Sicily, home to ancient Greek and Roman ruins, including the impressive Greek theatre and the Ear of Dionysius cave as well as Ortigia, the island's historic centre.
The Val di Noto in the southeastern part of Sicily is renowned for its remarkable Baroque architecture, picturesque towns such as Ragusa and Noto, and rich cultural heritage.
This stunning volcanic archipelago of islands like Lipari, Vulcano, and Stromboli offer impressive lava formations, hot springs, and picturesque fishing villages perfect for swimming, hiking, and enjoying the scenery.
The season runs from April to October, with July and August being the peak months with the highest temperatures and most visitors. April to June and September to October are much quieter, and the temperatures are lower, but they are perfect for those looking to get away for a quieter experience.
Monthly weather for the area *
| Avg. High Temp | Avg. Low Temp | Avg. Daily Rain (mm) | Avg. Wind Direction | |
|---|---|---|---|---|
| JAN | 12.7°C (55°F) | 3.7°C (39°F) | 0.9mm |  SW |
| FEB | 13.3°C (56°F) | 2.5°C (37°F) | 1.4mm | SSW |
| MAR | 16.7°C (62°F) | 5.2°C (41°F) | 1.1mm | W |
| APR | 18.7°C (66°F) | 6.4°C (43°F) | 0.8mm | W |
| MAY | 21.0°C (70°F) | 12.1°C (54°F) | 4.7mm | SSW |
| JUN | 28.3°C (83°F) | 16.0°C (61°F) | 1.3mm | WSW |
| JUL | 37.2°C (99°F) | 21.2°C (70°F) | 0mm | W |
| AUG | 32.7°C (91°F) | 18.6°C (66°F) | 0.1mm | W |
| SEP | 29.9°C (86°F) | 17.5°C (64°F) | 0.0mm | SW |
| OCT | 27.5°C (81°F) | 14.3°C (58°F) | 0.3mm | SSW |
| NOV | 19.1°C (66°F) | 10.0°C (50°F) | 0.6mm | WSW |
| DEC | 15.0°C (59°F) | 6.0°C (43°F) | 0.5mm | SW |
The official language of Italy is Italian, and English is also widely spoken.
The official currency of Italy is the Euro (€)
Tipping is generally not obligatory in Italy, and a service charge is often added to a bill, but it is appreciated for good service to give something.
You can't beat a monohull charter from Sicily on a sailing holiday for an authentic sailing experience and connection with the wind and water. Whether you're looking for a bareboat, skippered or fully crewed charter where you can sit back and relax, we've got all the bases covered.
Discover natural beauty in diverse cruising grounds, and soak up the local atmosphere in a wide variety of anchorages. We‘ll handpick a selection of yachts to suit your needs, so you can start planning a journey to remember.
A catamaran charter from Sicily on a sailing holiday is all about comfort, luxury and convenience, with their twin hulls making them extremely stable. Expansive open decks allow for spacious seating, socialising and sunbathing, while below deck each hull typically contains its own cabins, complete with ensuite bathroom.
This layout is particularly good for couples or families travelling together as it offers more personal space. Our catamarans are available as either bareboat or skippered charters, with a host or hostess if needed, or fully crewed.
A luxury yacht charter on a sailing holiday from Sicily is the epitome of opulence and comfort. Our boats have beautifully designed interiors and state-of-the-art facilities, ensuring a supremely relaxing and luxurious experience.
Customise your itinerary according to the destinations, activities, and experiences you desire; your crew will be on hand to ensure a fully tailored and unique trip. Whether you're looking for gourmet meals prepared by a private chef, wildlife spotting around remote islands, glamorous nightlife, or swimming in secluded coves, contact one of our experts today to create a unique and unforgettable trip.
A sailing holiday allows you to experience the sea, wind, and sky up close, not to mention the chance to spot dolphins or other marine life native to your cruising area.
Looking for a total break from your everyday routine? A sailing holiday provides a truly different experience. Being rocked gently by the sea while surrounded by stunning nature is guaranteed to lower your stress levels.
Your boat serves as both transportation and lodging, offering a total change from the everyday - and a fantastic way to explore a variety of locations.
Whether you're a first-time sailor or an old hand, your skipper will be happy to give tips on sailing techniques and nautical knowledge. Or feel free to sit back, relax and simply enjoy being on board.
On a sailing holiday you can reach tucked away coves, quiet beaches, and small islands which are inaccessible to land-based tourists.
The nature of sailing together means you tend to foster deeper connections with travel companions in a close, shared environment. Special memories are guaranteed.
The weather doesn’t always do what you want, but with a boat charter you can easily adjust your plans based on weather, preferences, or unexpected discoveries.
On a sailing holiday you have the freedom to plan your own itinerary and visit multiple destinations, with the journeys between them being part of the fun.
A bareboat sailing holiday with Pure Yachting gives you the freedom to create your own itinerary and explore Sicily and beyond at your own pace. Tailor your trip to match your preferences, and if you need advice or inspiration our charter experts will always be on hand to suggest areas to explore.
We select our sailing holiday fleet from trusted operators, chosen by us for the quality of their boats and the fact they offer a high level of service. To charter on a sailing holiday you'll typically need a qualification such as the RYA Day Skipper, the AS104 Bareboat Cruising, ICC certification or be able to demonstrate relevant experience.
With a professional skipper at the helm to confidently navigate around Sicily and beyond, you’re free to relax and enjoy every moment. The skipper's expertise ensures smooth sailing, allowing you to immerse yourself in the beautiful surroundings.
However, if you fancy getting more involved, our fully qualified skippers will be more than happy to show you the basics, or help you brush up your sailing skills.
On skippered sailing holiday, there's also the opportunity to add a host or hostess who can prepare meals and help with tasks such as childcare, concierge services and housekeeping.
A crewed sailing holiday from Sicily comes in many shapes and sizes, ranging from sleek superyachts to luxury catamarans, contemporary motor yachts to classic yachts and more, all with crews who are committed to ensuring your comfort, safety and enjoyment.
Each trip offers the opportunity to create a unique journey and our charter experts will guide you through choosing the perfect boat and customising the itinerary to your specification. Whatever your preferences, we take care of all the details, ensuring you and your party have a unique and unforgettable holiday.
Greece is one of the most popular charter destinations in the Mediterranean. Therefore, it is best to book your dream boat in advance, typically six months ahead, to secure your preferred dates in this perfect destination.
You can search for your dream sailing holiday via the the link, or if you want one of our charter experts to do the searching for you, click the build your trip link to get them working on creating the perfect trip.
Sicily's historical significance adds another layer to its beauty.
Various civilisations have shaped the island throughout its history, including the Greeks, Romans, Arabs, and Normans. This rich cultural heritage is reflected in its architecture, art, and cuisine, creating a unique blend of influences that can be explored to be explored.
Sailing to Syracuse, you'll encounter another UNESCO gem. Once a powerful Greek city-state, Syracuse's archaeological area includes the impressive Greek Theatre, one of the largest in the ancient world. Visit the Ear of Dionysius, a limestone cave with exceptional acoustics, or the ancient Necropolis of Pantalica with it's 5,000 tombs cut from the rocks.
For those seeking a coastal archaeological experience, Selinunte awaits. This impressive Greek site features several temples, an acropolis, and ancient city walls, all easily accessible by boat.
Sicily's natural beauty is as varied as it is stunning. Mount Etna, Europe's highest active volcano, dominates the eastern skyline and its lunar landscape is great for hiking.
The Alcantara Gorge, formed by ancient lava flows from Etna, presents a spectacular sight with its towering basalt walls. Wade through the river or take guided tours to explore its depths. For nature lovers, the Zingaro Nature Reserve is a coastal paradise, offering pristine beaches, crystal-clear waters, and hiking trails with stunning sea views.
No visit to Sicily is complete without seeing the Scala dei Turchi, a dazzling white marl cliff naturally sculpted into a staircase descending to the sea. The contrast between the white rock and the azure Mediterranean is simply breathtaking.
To experience real Sicilian life, try vibrant street markets like Ballarò or Vucciria in Palermo, or the lively fish market in Catania. These bustling spaces are filled with local produce, traditional foods and regional wines to bring back to your yacht.
Sicily also has a wide variety of attractive coastal towns and fishing villages, perfect for visiting on a sailing holiday. From the medieval streets of Taormina to the colourful markets of Palermo, each town has its own distinct character and local traditions to explore.
If you are doing a bareboat charter, you need to consider if you have the relevant sailing licences. If you are on a skippered or crewed charter, it's good to understand the weather conditions for the trip so you can bring the appropriate clothing and think about which locations you would like to visit so as you can let the skipper know.