Italy (Sicily, Sardegna & Elba)
Sardinia, Sicily & Elba Sailing Vacations in Italy with Skipper – Enjoy Mediterranean Charm
Italy's islands of Sardinia, Sicily and Elba offer unparalleled sailing experiences in the Mediterranean. With their crystal-clear waters, diverse landscapes, and rich cultural heritage, these destinations are a sailor's paradise.
April - October
Season
211
Islands
99 €
Starting Price per Person/Night
Sailing Vacation in Italy: Explore Sardinia, Sicily, and Elba
Italy is home to some of the most spectacular sailing destinations in the world, and its islands offer a unique blend of rich history, beautiful landscapes, and pristine waters. Sardinia, Sicily, and Elba stand out as some of the top sailing destinations in the Mediterranean. Whether you're exploring secluded coves or vibrant coastal towns, Italy’s
islands provide a perfect mix of adventure, culture, and relaxation for sailing enthusiasts.
Italy Sailing with Your Skipper: Discover the Mediterranean Sea
For those looking to enjoy the ultimate sailing experience in Italy, a skippered sailing trip is the ideal choice. With an experienced skipper at the helm, you can sit back, relax, and immerse yourself in the beauty of Sardinia, Sicily, and Elba without worrying about navigation. Whether you're new to sailing or an experienced sailor, a skippered sailing tour provides an unparalleled way to explore these stunning islands with expert guidance.
Explore Different Sailing Areas in Italy: From Sardinia’s Costa Smeralda to Sicily’s Aeolian Islands
Italy offers a wide range of sailing routes, each showcasing the diversity of the country’s beautiful islands and coastal regions. From the glamorous Costa Smeralda in Sardinia to the wild, volcanic landscapes of Sicily, each area offers unique experiences for sailors. Elba, with its serene beauty, offers a peaceful escape from the more crowded destinations, while Sicily and Sardinia provide a wealth of cultural and historical landmarks to explore.
Whether you're cruising around Sardinia’s secluded coves, discovering the beauty of Sicily’s Aeolian Islands, or enjoying the quiet charm of Elba, Italy’s sailing regions promise unforgettable experiences for all sailors. Each island offers its own unique appeal, making it the perfect destination for your next sailing adventure.
CHOOSE YOUR SAILING AREA
Sailing in Italy: From the Beauty of Sardinia to the Cultural Wonders of Sicily
Whether you're exploring the untamed beauty of Sardinia’s Maddalena Archipelago, navigating the historic coastlines of Sicily, or indulging in Italy’s world-famous cuisine, sailing in Italy offers an unforgettable blend of adventure, relaxation, and cultural immersion. With warm Mediterranean waters, steady winds, and diverse landscapes, Italy is a top destination for sailing. From the turquoise bays of Sardinia to the charming seaside villages of Sicily, every journey promises breathtaking scenery, rich history, and unparalleled gastronomic delights.
Crystal-Clear Waters: A Paradise for Swimming & Snorkeling
Italy’s coastline is lined with some of the most stunning waters in the Mediterranean.
In Sardinia, the Maddalena Archipelago is famous for its transparent, turquoise seas and secluded beaches, perfect for swimming, snorkeling, and soaking in the sun. The island’s rugged coastline is dotted with hidden coves and pristine bays, offering endless opportunities for water lovers.

Sicily’s waters are equally mesmerizing, providing an inviting playground for sailors and marine life enthusiasts. The surrounding sea is home to dolphins and sea turtles. Whether you're snorkeling in the crystal-clear waters off the Aeolian Islands, diving into the rich underwater world of the Tyrrhenian Sea, or Kitesurfing in Lo Stagnone, Italy’s coastal beauty ensures an unforgettable experience.
Sailing Conditions & The Perfect Climate
Italy’s sailing season runs from April to October, with peak months in July and August. Warm temperatures, gentle sea breezes, and calm waters make it ideal for cruising, swimming, and enjoying the Mediterranean summer. For those seeking quieter anchorages and fewer crowds, spring (April-June) and early autumn (September-October) provide perfect sailing conditions with mild temperatures and a more relaxed atmosphere.
From Sardinia’s steady Maestrale winds, which offer thrilling sailing opportunities and great conditions for kitesurfing & wingfoiling to Sicily’s warm summer breezes, every region has its own unique sailing charm.
Explore the Best Sailing Routes in Italy
Sardinia’s Maddalena Archipelago offers an untouched paradise for sailors, with the breathtaking beauty of Budelli, Caprera, and Maddalena providing crystal-clear waters and secluded beaches perfect for relaxation and exploration. Whether dropping anchor in Porto Cervo, the heart of luxury yachting, or discovering hidden coves along the rugged coastline, every stop promises a unique and unforgettable experience.

Further south, Sicily blends rich history with stunning coastal beauty. Sailing along the northern and western coasts, you’ll encounter charming historic towns, vibrant culture, and spectacular scenery. The Aeolian Islands, a UNESCO World Heritage site, captivate with their dramatic volcanic landscapes and picturesque fishing villages. On land, ancient sites like Segesta’s Greek temple ruins and the bustling streets of Palermo’s waterfront invite exploration, making every moment in Sicily a perfect mix of adventure and tradition.
Beyond Sailing: Italian Culture, Cuisine & Nature
Italy’s charm extends far beyond the water. Whether you’re indulging in world-class cuisine, exploring historical sites, or discovering breathtaking natural landscapes, every stop on your journey offers something special.
Indulge in Authentic Italian Cuisine

In Sardinia, indulge in the islands rich culinary heritage, where fresh seafood, handmade pasta, and the famous Pecorino Sardo cheese take center stage. Each meal is best enjoyed with a glass of Vermentino wine, perfectly complementing the island’s bold yet delicate flavors.
Meanwhile, Sicily offers a feast for the senses with its vibrant and diverse cuisine. Savor the crispy, golden perfection of Arancini, the sweet and sour harmony of Caponata, and the irresistible richness of Cannoli. To complete the experience, sip on a glass of Nero d’Avola, one of Sicily’s most celebrated wines, known for its deep, bold character.
Historical & Cultural Exploration
Step back in time as you explore ancient ruins, medieval castles, and UNESCO World Heritage sites, each telling a story of Italy’s rich and fascinating past. In Sicily, wander through the breathtaking Valley of the Temples, where well-preserved Greek ruins stand as a testament to the island’s historical significance. Over in Sardinia, visit the charming medieval town of Castelsardo, perched on a rugged cliffside, offering stunning views and a glimpse into centuries-old traditions.
Nature & Wildlife Adventures
Immerse yourself in Italy’s breathtaking natural beauty, from rugged mountains to vibrant marine life. In Sardinia, hike through the wild landscapes of Gennargentu National Park, where dramatic peaks, deep gorges, and diverse wildlife create a nature lover’s paradise. Over in Sicily, explore the volcanic wonders of Mount Etna, Europe’s tallest and most active volcano, offering surreal landscapes and panoramic views. For those seeking untouched beauty, the Zingaro Nature Reserve in northern Sicily boasts scenic coastal trails, hidden coves, and rich biodiversity. While sailing along Italy’s pristine coastlines, keep an eye out for dolphins and sea turtles, often spotted gliding through the crystal-clear waters.
Skippered Sailing Vacation in Italy: Explore Sardinia, Sicily, and Elba
Sardinia: A Sailing Paradise with Crystal-Clear Waters and Scenic Landscapes
Sardinia, the second-largest island in the Mediterranean, is an unmissable destination for sailors. Known for its turquoise waters, sandy beaches, and rugged coastlines, Sardinia offers some of the most spectacular sailing conditions in the Mediterranean. The island is also home to numerous hidden coves and dramatic cliffs, making it an ideal spot for those seeking a mix of adventure and tranquility.
The northern coastline, particularly around the famous Costa Smeralda, is popular for its glamorous resorts, while the southern and western parts are perfect for discovering quieter, more secluded spots. Whether you're sailing around the Maddalena Archipelago or enjoying the stunning views of Capo Testa, Sardinia provides a diverse and unforgettable sailing experience.
Sicily: A Cultural and Natural Sailing Gem
Sicily, Italy’s largest island, is a must-visit destination for anyone sailing in the Mediterranean. Its strategic location and rich history, influenced by the Phoenicians, Greeks, Romans, and Arabs, make it a fascinating place to explore both on land and by sea. From the lively port town of Palermo to the stunning Aeolian Islands in the north, Sicily offers an incredible variety of sailing routes.
The island's coastline is dotted with charming fishing villages, dramatic cliffs, and beautiful beaches. Famous for its ancient ruins, volcanic landscapes, and vibrant culture, Sicily is a destination that caters to all sailing interests. Whether you’re cruising along the coast or exploring the islands, Sicily promises a perfect mix of scenic beauty and cultural exploration.
Elba: A Hidden Gem for Sailing Enthusiasts
Elba, the third-largest island in Italy, is a perfect sailing destination for those looking to combine natural beauty with tranquility. Known for its clear waters, charming harbors, and rich maritime history, Elba offers a peaceful retreat for sailors. It is particularly famous for its beautiful beaches and the famous Monte Capanne, the highest peak on the island, which provides stunning panoramic views of the surrounding seas.
Elba is ideal for island hopping sailors, with several smaller islands nearby to explore. The island’s quiet bays, crystal-clear waters, and historic towns like Portoferraio make it a peaceful haven for those looking for an intimate and relaxing sailing experience.
Your Italian Sailing Vacation Awaits
Sailing in Italy is more than just a journey — it’s an immersion into breathtaking landscapes, rich history, and world-famous cuisine. Whether you're seeking adventure, cultural discovery, or pure relaxation, Sardinia and Sicily offer an unparalleled sailing experience.
Set sail and discover Italy’s best-kept secrets, where every bay, every island, and every meal is a celebration of the Mediterranean’s finest.
Make Memories for a Lifetime!




