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Sailing in the Cyclades

Updated: Dec 12, 2024 Original: Dec 12, 2024
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Sailing in the Cyclades

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Sean Taylor

Martketing Department

Sailing in the Cyclades
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Just a quick sail from Athens, the Cyclades Islands are a dream destination for skippers. Over 200 islands make up this marvelous group in the Aegean Archipelago, with well-known names and secret beauties, from the glitz and glamor of the iconic Santorini to the untouched charm of hidden gems like Folegandros.

One day, you’re meandering through the serene mountain villages of Naxos, like Eggares; the next, you’re reveling in the lively atmosphere of Mykonos. Could this be the boating trip you’ve been waiting for? Keep reading for Sailyachts.com’s Cyclades sailing guide!

Why Choose the Cyclades for Sailing?

Filled With Hidden Gems

Escape the crowds of the busier islands to undiscovered wonders like Kythnos and Syros.

Exceptional Architecture

Discover unbelievably beautiful architectural delights, including white-washed towns like Koufonisia and blue-domed churches like the Church of Anastasi in Santorini.

Sunsets Like Nowhere Else

Park up on the edge of the ocean to watch the evening glow at sites like Portara in Naxos.

Unmatched Luxury

Some of the Cyclades have a reputation for unrivaled extravagance such as Santorini and Mykonos.

Greek Culinary Traditions

Sample some mouthwatering Greek dishes classics like Souvlaki to regional favorites such as Tomatokeftedes.

Discover the Magic of the Cyclades: Essential Facts You Need to Know

  • The Cyclades Islands are made up of around 220 islands spreading across the Aegean Sea.
  • ‘Cyclades’ translates to “encircling islands,” this name comes from the shape of the islands that form around the island of Delos, which is believed to be sacred.
  • With a warm and dry Mediterranean climate, the Cyclades experience the ‘Meltemi’ winds in the summer, which can be challenging even for experienced sailors.
  • Syros, Mykonos, Paros, and Santorini are home to the finest marinas in the Cyclades, while Serifos and Schinoussa have some anchorages if you’re struggling to find somewhere.

7-Day Sailing Itinerary in the Cyclades

Day 1 Athens to Kea – (68.5 km | 1hr 50 mins) Karthea, Vourkari Village, and Gialiskari Beach

Day 2 Kea to Syros (75.9 km | 2hrs) – Kini, Galissas Beach, and Church of the Dormition of the Virgin

Day 3 Syros to Mykonos (46.3 km | 1hr 15 mins) – Little Venice, The Windmills of Mykonos, and Paradise Beach

Day 4 Mykonos to Naxos (42.6 km | 1 hr 10 mins) – Temple of Apollo, Plaka Beach and Apollonas Kouros

Day 5 Naxos to Paros (20.3km | 35 mins) – Frankish Castle Paroikia, kitesurfing on Pounda Beach and Panagia Ekatontapiliani

Day 6 Paros to Santorini (81.4 km | 2 hr 10 mins) – Red Beach, Skaros Rock, and Akrotiri

Day 7 Santorini to Athens (253.9 km | 5 hr 35 mins) – Acropolis, Panathenaic Stadium, and Odeon of Herodes Atticus

Tips for Sailing the Cyclades

  • The waters around the Cyclades are considered quite tough to sail, particularly because of the high winds Meltemi Winds, so be prepared if you’re the chosen skipper.
  • Map out your route carefully in advance to ensure you’re prepared, as the distances between the islands can be long.
  • Don’t just visit the main islands like Mykonos and Santorini; be sure to check out some of the smaller islands too, like Donoússa.
  • Keep an eye out where you’re dropping your anchor. The alga poseidonia oceanica in the Cyclades can be severely wrecked by boats coming in and letting down their anchors, so just be aware.

Final Words

If there’s one destination for a sailing holiday in Greece, it’s the Cyclades. Offering everything from the luxury of Mykonos to the mysterious charm of Kea, this island group provides a nice mix for families, singles, and couples alike.

Sailing in the Cyclades Islands has never been easier, thanks to Sailyachts.com. Visit our Contact Us page to send an inquiry, and a member of our team will get in touch to help you move forward with planning your next voyage.

Frequently Asked Questions

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The best time to sail the Cyclades is the shoulder months of May and September, as demand for our rentals is lower, and you can avoid the treacherous Meltemi Winds.

A sailing license is only required if you wish to be the skipper. For those who prefer not to sail the boat themselves, we provide boats with professional captains who will take care of everything for you.

While Santorini and Mykonos are among the most popular islands, Naxos, Paros, Kea, and Syros are also must-visit destinations.

The prices of a sailing trip are based on the type of boat and charter option you choose. Weekly rates for sailboats start at €2,000, monohulls begin at €1,000, and catamarans are available from €2,500. Additionally, bareboat fees are €3,500 for a week, with a captain costing €220 per day on top of that charge. For crewed charters, there is an additional €170 per day for each crew member, also added to the bareboat fee.

Besides enjoying the open expanse of the Aegean Sea, some of the best activities in the Cyclades include seeing the vast marine life like Mediterranean monk seals, sea turtles, and dolphins and kitesurfing on Pounda Beach in Paros.

Sailing as a first-time passenger in the Cyclades is perfectly fine, but if you're taking on the role of captain and coming in the summer, you'll want some experience to be able to tackle the 'Meltemi' winds.

A week-long sailing trip will allow you to visit several islands in the Cyclades, but 10 days will offer you more flexibility.

Yes, it's possible to add some of the Dodecanese, Saronic, or North Aegean islands to your itinerary.

While all our boats are fully equipped for sailing the Cyclades Islands in Greece, our catamarans are the top choice.

Some must-see highlights in the Cyclades include the Temple of Apollo, Little Venice, and the Caldera of Santorini.

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