Top 10 Cyclades Islands to Visit on Your Yacht Charter

10. Kythnos – Iconic Double Bay & Hotsprings

Kythnos was one of the first islands mentioned at the captains’ seminar and one of the Cyclades islands closest to Athens. This under-the-radar Greek island is known for its chill vibe and stunning spots like Kolona Beach, also known as Double Bay – one of Greece’s most unique beaches. Kolona Beach features a narrow strip of sand that splits the sea into two beautiful bays—perfect for a day of sunbathing and swimming.

Captain of Catamaran Alexandra II, Evan Hadjicostasof, one of the panelists at the Poros Boat Show Seminar, highlighted the allure of Kythnos, noting its natural hot springs in Loutra as a key attraction. The island features two hot springs, one at about 35 degrees Celsius and the other at around 52 degrees, providing a mineral-rich natural spa experience that is very popular with guests seeking rejuvenation after a day of exploration.

Kythnos isn’t just about relaxation; it’s also rich in history with numerous archaeological sites and offers a rugged landscape ideal for hiking. Moreover, the island’s traditional Greek towns offer a genuine glimpse into local life. These quaint, less touristy towns present an authentic experience that deeply resonates with visitors wanting to experience real Greece.

9. Antiparos – Hollywood’s Favorite Greek Island

Antiparos is a top pick for a yacht charter. It’s just a quick trip from the bigger and busier Paros, also included in this list, yet it still manages to stay pretty quiet on the tourism front. Antiparos is a totally underrated and undisturbed paradise with low-key luxury, which is also why Hollywood star Tom Hanks has chosen this island for his summer home.

But Tom Hanks is not the only Hollywood star who has fallen in love with Antiparos. Celebs like Nia Vardalos, Whoopi Goldberg, and Matthew McConaughey have all been spotted kicking back and enjoying its relaxed vibe. The island has even seen its fair share of A-list gatherings, like the time Jeff Bezos and Anderson Cooper showed up for a dinner hosted by Barry Diller and Diane von Furstenberg. More recently, Eva Mendes and Ryan Gosling were seen just hanging out here with their kids.

But it is not for its Hollywood stars that Captain of Catamaran Kimata, Stavros Dritsas, likes it, but because it is a small island with a big charm that checks all the boxes for a true Greek experience: It offers clear waters and stunning beaches, ideal for swimming, snorkeling, and just soaking up the sun. The main town is known for its traditional Cycladic architecture, with narrow, winding streets lined with white-washed houses, vibrant bougainvillea, and trendy boutiques and eateries. As night falls, the town comes alive with a variety of dining and nightlife options, providing a cozy yet vibrant evening scene.

8. Sifnos – The Traditional Pottery Island

Featured in Vogue’s ’11 Best Places in the World to Travel 2024 & National Geographic’s ’10 Best Destinations in the World 2012′

Apart from being a stunning island, Sifnos is renowned for its rich pottery tradition—a craft deeply rooted in its culture. This island is a favorite among captains and guests alike, especially for those interested in experiencing a hands-on piece of Greek heritage. Captain Evan of Alexandra II highlights how much his guests, particularly families with kids, enjoy taking pottery classes here. It’s not only a fun and creative way to spend the day, but it also allows guests to take a piece of Sifnos home with them.

Beyond the pottery, Sifnos offers a tranquil escape with its charming towns and beautiful landscapes, making it a top pick for a more laid-back and culturally enriching yacht charter experience.

7. Syros – The Island of Ancient Rock Engravings

Syros emerged as quite a compelling destination during the captains’ seminar, distinguished not only by its cultural richness but also by its significant historical artifacts, including ancient rock engravings dating back to around 2500 to 2000 BC, during the early Cycladic period.

These engravings, also known as petroglyphs, feature simple geometric shapes, symbols, and images of ships. They were likely made for navigation purposes or as part of religious rituals. These carvings provide a glimpse into the lives of ancient civilizations in the Cyclades, showing their connection to the sea and their religious practices. They are a key attraction for anyone interested in the deep history of the region.

Ermoupoli, the capital of Syros, is celebrated for its historical and architectural significance within the Cyclades. The city is adorned with well-preserved neoclassical buildings and the elegant Apollon Theater, which draws inspiration from Milan’s La Scala and serves as a cultural beacon. The city, along with the serene beaches of Galissas and Kini, and the majestic Church of Saint Nicholas, enriches Syros’ cultural and spiritual landscape.

6. Naxos – The Breadbasket of Greece

If you want a taste of real Greece, this is your island. Often referred to as the ‘Breadbasket’ of Greece, Naxos is one of the region’s most fertile islands and an agricultural gem. Olives, grapes, figs, and citrus fruit are just some of the produce growing on this island.

As the largest island in the Cyclades, Naxos is home to Mount Zeus, the tallest peak in the archipelago and the legendary birthplace of Zeus, king of the Greek gods.

Don’t Miss:

• Portara: The iconic marble gateway that dates back to the 6th century BC, offering stunning sunset views and a deep connection to ancient Greek mythology.
• Mount Zeus: The highest peak in the Cyclades, believed to be the birthplace of Zeus, ideal for hiking enthusiasts looking to explore scenic trails with panoramic views.
• Old Town and Castle: Wander through the narrow alleys of Naxos Town, exploring the medieval castle area that includes historical museums and traditional shops.
• Agios Prokopios and Plaka Beaches: Renowned for their long stretches of golden sand and crystal-clear waters, perfect for swimming and sunbathing.
• Temple of Demeter: A beautifully restored 6th-century BC temple dedicated to Demeter, located near the village of Sangri. This site highlights the classical architectural style of the period.
• Villages of Apiranthos and Halki: Explore these charming villages with distinct architecture, local crafts, and quaint cafes. Apiranthos boasts marble-paved streets and Venetian towers, while Halki features neoclassical buildings and a vibrant atmosphere.
• Archaeological Museum of Naxos: Located in Naxos Town, this museum houses a collection of artifacts that trace the island’s history from the Neolithic to the early Christian period.
• Marble Quarries of Apollonas: Visit the ancient quarries where Naxos’ famous marble was extracted, including a partially finished kouros statue left from the 6th century BC.

5. Paros – The best place to Dine by the Water

Paros, located right next to Naxos, is another destination that constantly came up when talking best destinations in the Cyclades with both Captains and Crew. It seems that the reason why Paros is so popular is because it is an island with everything. It has numerous stunning beaches like Kolymbithres and Golden Beach, to name a few, and charming Santorini-like villages like Naoussa and Parikia, which offer vibrant nightlife and historical sites. The island is a haven for watersports enthusiasts and outdoor adventurers alike, with opportunities for windsurfing, hiking, and exploring ancient marble quarries.

Australian Captain Kristy Steindl named Paros her favorite island in the Cyclades, with Naoussa, the small fishing village on the northern coast, being the number one place to dine by the water. Naoussa offers a plethora of seafood restaurants right on the water’s edge, providing a matchless real Greek culinary experience against the backdrop of the serene waters. The bay offers excellent protection for anchoring, ensuring a peaceful stay. Captain Kristy insists that Paros surpasses Santorini in terms of diversity and beauty with its abundance of stunning beaches. “Sure, Santorini is famous for its breathtaking views from land overlooking the sea. But since we’re living on the water, I’d argue that the view from the sea looking over the land is just as crucial. And in my opinion, Paros, by far, has the better view. It’s a stunning island!”

4. Koufonisia –  The Opposite Twin Islands

Just off the Southeast corner of Naxos, you will find Koufonisia, often described as the paradise islands. Koufonisia consists of two small islands lying right next to each other: Ano Koufonisi (Upper Koufonisi) and Kato Koufonisi (Lower Koufonisi). Despite their close proximity, these islands offer very contrasting experiences, earning them the nickname “opposite twins.”

Ano Koufonisi is the livelier of the two islands, with bustling tavernas, beach bars, and a vibrant nightlife scene. Its main beach, Fanos Beach, is a hub of activity during the day, offering water sports and sunbeds for visitors to enjoy. Ano Koufonisi is ideal for travelers looking for a more energetic and social experience.

On the other hand, Kato Koufonisi is known for its wild natural beauty and has some of the best beaches in the Cyclades; the most popular options are Nero, Detis, and Panagia.

3. Folegandros – A Paradise Away from the Crowds

When onboard Jewel, a 51-foot Catamaran, we asked Captain George Iliopoulos about his favorite destinations in the Cyclades. He did not hesitate a moment before he said Folegandros. His description of the island showed true enthusiasm for this place, which he has returned to so many times, both with charters and privately.

Unlike some of its more popular neighbors, it’s peaceful and untouched by mass tourism. Chora, the main town, sits up high on a cliff, giving you some of the best views of the Aegean Sea you’ll ever see. It’s got this old-world charm with its narrow streets and classic Greek architecture that’ll make you feel like you’ve stepped back in time.

Captain George also highlighted the island’s fantastic beaches, specifically mentioning Agali and Ambeli as favorites. One of their favorite charter activities for guests is a traditional Greek fish barbecue on the beach, enjoyed as the sun sets. Hostess and Chef Melina Chroni added that after a delicious meal of fresh seafood, cocktails around the fire always make for a memorable evening.

2. Polyaigos – One of Greece’s most Protected Nature Reserve

Part of Natura 2000 as a nature reserve unbothered by humans.

Polyaigos was by far the most mentioned favorite destination by Captains and Crew and was many times highlighted as one of the most amazing places to arrive on a yacht.

Polyaigos, literally meaning ‘many goats,’ is the biggest uninhabited island in the Aegean Sea. The reason for its name, is the huge wild goat population which live on the island.

But goats aside, Polyaigos is a deeply fascinating destination, primarily known for its dramatic natural landscape and rich biodiversity. It is part of the Natura 2000 network, which is a network of nature protection areas within the European Union. It is included notably because it supports a significant population of Mediterranean monk seals, which are among the most endangered marine mammals in the world.

The island’s untouched natural landscapes offer a haven not just for these seals but also for rare birds and unique plant species, making it a spectacular destination for yacht charters seeking truly untouched nature and wildlife observation.

1. Milos – The Old Pirate Island

Did you know that during the Middle Ages and through the Ottoman era, piracy thrived in the Aegean Sea? And Milos was actually a central hub due to its strategic location on key maritime routes. Milos, often dubbed “Pirate Island,” was ideal for pirate activities thanks to its complex coastline filled with coves, caves, and tunnels that served as perfect hideouts. These natural harbors not only allowed pirates to evade naval authorities but also to ambush passing ships and swiftly conceal their plundered treasures.

Milos was one of the most talked about destinations by Captains and Crew both at the Seminar as well as during onboard inspections at the show. They especially highlighted places like Sarakiniko Beach, known for its otherworldly, moon-like landscape and secluded bays.

Onboard Catamaran Explorion, Captain Konstantinos Perdikaris tells us: “I especially like the south of Milos, where you will find the best water and connected caves. It is just amazing. And you can only go there by boat; you cannot access it by land, and there are not even any ferries going there. It is very special and secluded.” Captain Konstantinos also points out that the port of Milos is one of the best-protected ports in the Cyclades, making this the perfect hideout even in strong weather.