Top 10 Islands to Visit on a Catamaran Holiday in Greece 2025

Greece, a land steeped in history and beauty, is renowned for its stunning islands. For those seeking the ultimate sailing experience, the Greek islands offer a perfect playground. The top 10 islands to visit on a catamaran holiday in Greece in 2025 promise unforgettable adventures and breathtaking views. Each island has its unique charm, rich culture, and exquisite landscapes, making it an ideal choice for high-net-worth individuals (HNWIs) looking to indulge in luxury sailing.

As you explore the best islands for catamaran sailing in Greece, you will discover hidden gems and popular destinations. This comprehensive guide will provide insights into each island’s attractions, costs, anchorage tips, and recommended activities, ensuring a seamless and luxurious sailing experience that caters to your every desire. With vibrant local cultures, exquisite gastronomy, and breathtaking natural beauty, your journey through the islands will be both enriching and exhilarating.

Among all the Greek isles, few evoke as much charm and romance. We’ve rounded up the Top 10 Romantic Greek Islands for Couples by Catamaran — a perfect reference when planning your next couples’ escape.

1. Santorini: The Iconic Jewel

No list of Greek islands is complete without Santorini. Known for its stunning sunsets and unique architecture, Santorini is a must-visit for any catamaran holiday. The island’s caldera offers spectacular views, while its charming villages, like Oia and Fira, are perfect for exploring. The iconic blue-domed churches and whitewashed houses create a postcard-perfect landscape that draws visitors from around the globe.

When sailing around Santorini, be sure to anchor at the famous Red Beach, where the striking red cliffs meet crystal-clear waters. Enjoy a leisurely swim or relax on the beach, soaking up the Mediterranean sun. The local cuisine is exceptional; indulge in fresh seafood and traditional Greek dishes at seaside tavernas, where you can savor the flavors of the island while gazing out at the Aegean Sea. For a truly authentic experience, try local dishes such as tomato keftedes (tomato fritters) and fava (yellow split pea puree), which encapsulate the island’s culinary heritage.

Exploring the Caldera

The caldera is the heart of Santorini’s beauty. While sailing, take in the stunning views of the cliffs adorned with whitewashed houses. Stop at the hot springs for a therapeutic soak, where warm mineral waters promise relaxation. Don’t miss the opportunity to explore the fascinating archaeological site of Akrotiri, often referred to as the “Minoan Pompeii,” where you can glimpse the sophisticated civilization that thrived there. The site has well-preserved ruins, including multi-story buildings and advanced drainage systems, showcasing the ingenuity of ancient architecture.

2. Paros: The Quintessential Greek Island

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Paros is famed for its picturesque villages and vibrant culture. Naoussa, a charming fishing village, boasts a lively nightlife and excellent dining options, making it a hotspot for both relaxation and entertainment. The island’s beaches, such as Kolymbithres and Golden Beach, are perfect for relaxation and water sports, offering opportunities for windsurfing and kitesurfing. The unique rock formations at Kolymbithres create natural swimming pools that are both beautiful and ideal for families.

When sailing around Paros, you’ll find numerous sheltered coves ideal for anchoring, making it easy to hop from beach to beach, enjoying the sun and the serene waters of the Aegean Sea. The island is also known for its local marble, which has been used for centuries in the creation of exquisite sculptures and buildings, including the famous Church of 100 Doors in Parikia. The craftsmanship and artistry visible in every marble structure reflect the island’s rich cultural heritage.

Cultural Experiences in Paros

Immerse yourself in local culture by visiting the Panagia Ekatontapiliani, an ancient church with stunning architecture and a rich history. Explore the quaint streets of Parikia, where you can shop for local handicrafts, enjoy authentic Greek coffee, and engage with welcoming locals. Paros also hosts various cultural festivals throughout the year, showcasing traditional music, dance, and crafts, providing visitors with a deeper understanding of the island’s heritage. Events like the Paros Festival celebrate local art and music, creating a vibrant atmosphere that draws both locals and tourists alike.

3. Naxos: The Largest Island in the Cyclades

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Naxos combines stunning landscapes with rich history. The island is famous for its lush valleys, mountainous terrain, and fertile plains, making it an agricultural hub known for its delicious cheeses and potatoes. The Portara, a massive marble gate, stands as a symbol of Naxos and a must-see for visitors, offering a glimpse into the island’s ancient history. The structure, originally part of an unfinished temple dedicated to Apollo, is a striking sight, especially at sunset when the light casts an ethereal glow.

When sailing around Naxos, anchor at Agios Prokopios Beach, known for its soft sands and azure waters. Enjoy a beach day filled with sunbathing and swimming, or explore the nearby village of Halki, which offers a glimpse into traditional island life with its charming streets and local artisan shops. Naxos is also famous for its local distillery, producing the renowned Kitron liqueur, which you can sample at local tavernas. This liqueur, made from the leaves of the citron tree, is a unique taste of the island’s agricultural heritage.

Activities in Naxos

Engage in various activities, from hiking to horseback riding. The island’s diverse terrain offers an array of outdoor adventures, including scenic trails that lead to stunning viewpoints. Additionally, explore ancient ruins, including the Temple of Demeter, which showcases the island’s historical significance and provides insight into the ancient worship practices of the Cycladic peoples. The hike from Naxos Town to the Temple is particularly rewarding, offering stunning views of the island’s lush landscapes.

4. Mykonos: The Glamorous Destination

Mykonos is synonymous with luxury and nightlife. This island attracts celebrities and HNWIs seeking glamorous parties and upscale dining. The vibrant town of Mykonos is bustling with boutique shopping, lively bars, and stunning beaches that create an electric atmosphere. The island is famous for its beach clubs, where DJs spin tunes as the sun sets, making it a must-visit for those looking to socialize and party. Beach bars like Scorpios and Nammos offer a unique blend of relaxation and entertainment, drawing in visitors from around the world.

When sailing around Mykonos, make sure to visit the famous beaches, such as Super Paradise and Psarou. These spots are ideal for socializing and enjoying the lively atmosphere, with beach bars serving refreshing cocktails and gourmet food. The vibrant beach scene is complemented by stunning views of the Aegean Sea, making it a perfect backdrop for a day of indulgence.

Nightlife and Dining in Mykonos

Experience the island’s nightlife by visiting renowned clubs and bars, such as Cavo Paradiso, which boasts a stunning cliffside location and world-famous DJs. For dining, indulge in exquisite seafood at waterfront restaurants like Kastro’s, where you can savor local specialties while enjoying breathtaking views of the Aegean Sea. Mykonos offers a culinary scene that reflects the island’s cosmopolitan vibe, making it a perfect place to unwind after a day on the water. Don’t miss the chance to try local dishes such as grilled octopus and Mykonian cheese, which are both local favorites that highlight the island’s rich culinary traditions.

5. Corfu: A Fusion of Cultures

Corfu, located in the Ionian Sea, boasts a unique blend of Greek and Venetian influences, evident in its architecture, cuisine, and cultural practices. The island’s lush landscapes and rich history make it a captivating destination. Sail around the island and explore its picturesque bays and beaches, many of which are only accessible by boat. The emerald-green waters and dense olive groves create a stunning backdrop for sailing.

Anchor at Paleokastritsa, known for its stunning scenery and crystal-clear waters. Visit the nearby monastery for panoramic views of the coastline, and take advantage of the area’s excellent snorkeling and diving opportunities, where you can discover vibrant marine life. The underwater ecosystem is rich and diverse, making it a popular spot for both novice and experienced divers. The waters around Corfu are home to a variety of fish species, making snorkeling and diving here truly rewarding.

Historical Highlights of Corfu

Corfu is steeped in history, with numerous museums and sites to explore. The Old Fortress and Achilleion Palace are must-visit landmarks that showcase the island’s rich past. The Achilleion Palace, built for Empress Elisabeth of Austria, is surrounded by beautiful gardens and offers insights into the royal lifestyle of its former inhabitants. Don’t miss the chance to sample the local cuisine, which reflects the island’s diverse heritage, including dishes like sofrito (veal in white wine sauce) and pastitsada (spiced meat with pasta). The blending of Italian and Greek flavors creates a unique culinary experience that is distinctly Corfu, making dining here a treat for food enthusiasts.

6. Symi: The Hidden Gem

Symi is a lesser-known island that offers a tranquil escape from the hustle and bustle of tourist hotspots. Its colorful neoclassical houses and serene ambiance make it a perfect destination for relaxation. Sail into Symi’s harbor and be greeted by stunning views of the town’s vibrant architecture against the backdrop of the azure sea. The charming harbor is lined with cafes and shops, inviting visitors to explore its quaint streets.

Anchor near the beaches of Nos and Pedi, where you can enjoy the peaceful surroundings. The island is also known for its excellent diving spots, attracting underwater enthusiasts eager to explore its rich marine biodiversity. The waters surrounding Symi are teeming with life, making it a popular destination for snorkeling and diving. The vibrant coral reefs and diverse marine life here are a diver’s paradise.

Exploring Symi

Take a leisurely stroll through Symi’s charming streets and visit local shops selling unique crafts, including sponge-based products and traditional textiles. For dining, indulge in fresh seafood at waterfront tavernas, where you can savor authentic Greek flavors while enjoying the stunning views of the harbor and surrounding hills. The local cuisine features dishes such as grilled fish and Symi shrimp, highlighting the island’s maritime heritage, while the warm hospitality of the locals adds to the charm of your dining experience.

7. Rhodes: The Island of the Knights

Rhodes is rich in history, known for its medieval Old Town and ancient ruins. The island offers a blend of culture, beautiful beaches, and vibrant nightlife. When sailing around Rhodes, explore the beautiful bays and pristine beaches, many of which are ideal for sunbathing and swimming. The island’s coastline is dotted with hidden coves and azure waters that invite exploration.

Visit Lindos, where you can hike to the Acropolis for stunning views of the coast and the surrounding landscape. The ancient ruins atop the hill provide a glimpse into the island’s historical significance and are a must-see for history enthusiasts. The island’s beaches, such as Tsambika and Anthony Quinn Bay, are perfect for relaxation and offer an array of water sports for the adventurous. Whether you’re looking to lounge on the beach or dive into the water sports scene, Rhodes caters to all.

Activities in Rhodes

Rhodes offers various activities, from historical tours to thrilling water sports. Explore the ancient ruins scattered throughout the island, including the Acropolis of Lindos and the ancient city of Kamiros. Enjoy a day of sailing and snorkeling in its crystal-clear waters, where you can discover hidden coves and vibrant underwater life. The island’s diverse landscape provides opportunities for hiking, cycling, and exploring picturesque villages that offer a taste of authentic Greek life. Rhodes is not just a feast for history buffs but also a paradise for outdoor enthusiasts.

8. Kefalonia: The Majestic Island

Kefalonia is known for its breathtaking landscapes, stunning beaches, and dramatic cliffs. The island’s diverse terrain offers endless opportunities for hiking, swimming, and exploring charming villages. Sail around the island and discover hidden coves and serene waters that characterize this picturesque destination. The striking contrast between the green hills and blue waters creates a stunning visual experience that captivates every visitor.

Anchor at Myrtos Beach, famous for its striking white pebbles and turquoise waters. The beach is ideal for sunbathing and swimming, providing a perfect escape. Kefalonia’s natural beauty also includes the unique Melissani Cave, a stunning underground lake that can be explored by boat. The cave’s sunlight filtering through the opening creates a mesmerizing blue hue in the water, making it a must-visit attraction. The experience of gliding through the cave’s tranquil waters is one that you will cherish forever.

Exploring Kefalonia

Engage in outdoor activities, such as hiking to Mount Ainos for panoramic views of the island and the surrounding sea. The mountain is home to unique flora and fauna, making it a great destination for nature lovers. Explore the charming village of Assos, where you can enjoy local cuisine and shop for handmade crafts. Don’t forget to sample local wines, particularly the Robola variety, which is unique to this region. Join a local wine tour to experience the flavors of Kefalonia and learn about its winemaking traditions, which have been passed down through generations.

9. Sifnos: The Culinary Paradise

Sifnos is celebrated for its culinary delights and traditional pottery. The island’s charming villages and stunning beaches make it an ideal destination for food lovers seeking authentic flavors. Sail through the Aegean and anchor at the beautiful beaches of Platis Gialos and Faros, both known for their crystal-clear waters and inviting atmosphere. The picturesque setting provides a perfect backdrop for a day of relaxation and exploration.

Indulge in Sifnos’ local cuisine, known for its exceptional flavors and fresh ingredients. The island is famous for its chickpea balls (revithokeftedes) and other traditional dishes that reflect its culinary heritage, often featuring locally grown produce and herbs. Don’t miss the chance to experience a cooking class, where you can learn how to prepare these traditional dishes under the guidance of local chefs. This hands-on experience will deepen your culinary skills while allowing you to connect with the island’s rich gastronomic history.

Cultural Experiences in Sifnos

Explore the island’s pottery workshops and local artisan shops, where you can purchase unique handcrafted items. Visit the numerous churches and monasteries that dot the landscape, offering insights into the island’s rich history and culture. Sifnos also hosts culinary festivals, where you can taste local specialties and enjoy live music. Engaging with the locals during these events provides a deeper understanding of the island’s traditions and way of life, making your visit truly immersive and memorable.

10. Hydra: The Car-Free Island

Hydra is unique, known for its car-free policy and charming harbor. The island’s picturesque streets are filled with art galleries, boutiques, and cafes. Sail to Hydra and enjoy the serene atmosphere away from the hustle and bustle, where traditional donkey transportation provides a glimpse into the island’s slower pace of life. The absence of cars enhances the island’s charm, allowing visitors to fully immerse themselves in its beauty.

Anchor in the harbor and explore the island on foot, taking in the stunning views and unique architecture. The local beaches are perfect for swimming, and the island offers a variety of dining options that celebrate Mediterranean cuisine, including fresh fish and locally sourced produce. Dining al fresco by the water’s edge while enjoying the sunset is a quintessential Hydra experience. The tranquil ambiance of the harbor, combined with the delicious food, makes for a perfect evening.

Activities and Relaxation in Hydra

Hydra offers a variety of activities, including hiking and swimming. Explore the island’s scenic trails, which provide stunning views of the Aegean Sea and opportunities for photography. For dining, enjoy fresh seafood at local tavernas while soaking in the tranquil atmosphere and delightful local wines. The island’s laid-back vibe makes it a perfect getaway for those looking to unwind and recharge. Whether you choose to lounge by the beach or explore the island’s artistic side, Hydra offers a refreshing escape.

Q&A Section

What is the best time to sail in Greece?

The best time to sail in Greece is from late spring to early autumn, particularly between May and October. During these months, the weather is warm, and the winds are favorable for sailing, providing an ideal environment for both experienced sailors and novices alike. The peak summer months can be busy, so consider visiting in late spring or early autumn for a more tranquil experience. Additionally, this timing allows you to enjoy numerous local festivals and events that take place across the islands.

How much does a catamaran holiday in Greece cost?

The cost of a catamaran holiday in Greece varies widely based on the season, the size of the catamaran, and whether you choose a bareboat or crewed option. Expect to pay anywhere from €2,500 to €10,000 per week, depending on these factors. Additional costs may include fuel, provisions, and marina fees, which should be considered when budgeting for your trip. Opting for a crewed catamaran can enhance your experience, as you will have professional staff to handle sailing and meal preparation, allowing you to fully immerse in the experience without the added responsibilities.

Do I need a sailing license to charter a catamaran in Greece?

Yes, if you plan to bareboat charter, you will need a valid sailing license. However, if you opt for a crewed catamaran, you can enjoy sailing without the need for a license, allowing you to relax and enjoy the experience without the responsibilities of navigation. This option is ideal for those who want to experience the luxury of sailing without the technical challenges, making it accessible to anyone looking for a memorable holiday.

What should I pack for a catamaran holiday in Greece?

Pack light, breathable clothing suitable for warm weather, along with swimwear, sunscreen, and comfortable sandals. Don’t forget to bring a hat and sunglasses for sun protection. A light jacket may be necessary for cooler evenings, especially when sailing. Additionally, consider packing a reusable water bottle, snorkeling gear, and a good book for leisurely afternoons on deck. Having a camera ready to capture the stunning sunsets and picturesque landscapes is also essential. Lastly, a small first aid kit can be handy for minor injuries or ailments while at sea.

Conclusion

Embarking on a catamaran holiday in Greece in 2025 offers an unparalleled experience of luxury, adventure, and culture. From the iconic sunsets of Santorini to the serene beaches of Symi, each island presents unique opportunities for exploration and relaxation. This guide to the top 10 islands ensures that your sailing experience is not only enjoyable but also unforgettable, filled with memories that will last a lifetime.

As you plan your journey, consider the diverse offerings of each island. Whether you’re seeking vibrant nightlife in Mykonos, the culinary delights of Sifnos, or the tranquil beauty of Hydra, Greece’s islands are ready to welcome you with open arms. With expert advice and local insights, your catamaran holiday will be tailored to your desires, ensuring every moment is cherished and every experience is memorable. Prepare to be captivated by the beauty and charm of Greece’s islands, where every wave tells a story and every sunset is a masterpiece.

For further reading on luxury sailing experiences, explore articles on tailored yacht experiences and planning your perfect charter vacation. The enchanting Greek islands await your discovery, inviting you to create your own adventure amid their breathtaking landscapes and rich cultures.

Start planning your dream catamaran holiday in Greece today and immerse yourself in the beauty and culture of these extraordinary islands, making memories that will last a lifetime.

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References:

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