Boat Rental in the Cyclades: The Aegean at Its Best

144 boats in this area

Bareboat or skippered boat?

Still don't know if you need him? WIth sailing license you can rent a yacht without a skipper, in case you don't have it the skipper is an obligatory member of your crew.

157 boats
  • Sailing boat
  • 2021
  • 44 ft

Jeanneau Sun Odyssey 440

Paros, Cyclades Islands

  • 10 berths
  • 4 cabins
  • 2 WC
  • No security deposit
  • Included Outboard Engine
  • Bow thruster
  • GPS Plotter in cockpit
Up to-23%
Starting from€2,143

Price of the whole boat

  • Sailing boat
  • 2020
  • 47 ft

Jeanneau Sun Odyssey 490

From Paros, Cyclades Islands

To Kalamaki, Athens

  • 10 berths
  • 4 cabins
  • 4 WC
  • No security deposit
  • Included Outboard Engine
  • Bow thruster
  • GPS Plotter in cockpit
Up to-18%
Starting from€2,484

Price of the whole boat

  • Sailing boat
  • 2020
  • 52 ft

Jeanneau Sun Odyssey 519

Paros, Cyclades Islands

  • 12 berths
  • 4+1 cabins
  • 3 WC
  • No security deposit
  • Included Outboard Engine
  • Bow thruster
  • Air conditioning
Up to-18%
Starting from€2,981

Price of the whole boat

  • Catamaran
  • 2020
  • 40 ft

Bali 4.1

Paros, Cyclades Islands

  • 10 berths
  • 4+1 cabins
  • 4 WC
  • No security deposit
  • Included Outboard Engine
  • Air conditioning
  • Watermaker
Up to-25%
Starting from€2,775

Price of the whole boat

  • Sailing boat
  • 2019
  • 44 ft

Jeanneau Sun Odyssey 440

From Paros, Cyclades Islands

To Kalamaki, Athens

  • 10 berths
  • 4 cabins
  • 2 WC
  • No security deposit
  • Included Outboard Engine
  • Bow thruster
  • GPS Plotter in cockpit
Up to-18%
Starting from€2,149

Price of the whole boat

  • Catamaran
  • 2021
  • 42 ft

Lagoon 42

From Paros, Cyclades Islands

To Kalamaki, Athens

  • Skipper on board
  • 11 berths
  • 4+2 cabins
  • 4 WC
  • No security deposit
  • Included Outboard Engine
  • Air conditioning
  • Watermaker
Up to-20%
Starting from€6,289

Boat price + skipper cost

  • Catamaran
  • 2024
  • 46 ft

Lagoon 46

Paros, Cyclades Islands

  • 12 berths
  • 4+2 cabins
  • 4 WC
  • New boat
  • No security deposit
  • Included Outboard Engine
  • Air conditioning
Up to-20%
Starting from€4,620

Price of the whole boat

  • Catamaran
  • 2021
  • 46 ft

Lagoon 46

Paros, Cyclades Islands

  • 9 berths
  • 4+1 cabins
  • 4 WC
  • No security deposit
  • Included Outboard Engine
  • Air conditioning
  • Watermaker
Up to-20%
Starting from€4,620

Price of the whole boat

  • Catamaran
  • 2020
  • 42 ft

Lagoon 42

Paros, Cyclades Islands

  • 11 berths
  • 4+1 cabins
  • 4 WC
  • No security deposit
  • Included Outboard Engine
  • Air conditioning
  • Watermaker
Up to-25%
Starting from€3,176

Price of the whole boat

  • Catamaran
  • 2024
  • 54 ft

Lagoon 55

From Santorini, Cyclades Islands

To Kalamaki, Athens

  • 8 berths
  • 5 cabins
  • 4 WC
  • New boat
  • No security deposit
  • Included Outboard Engine
  • Watermaker
Up to-6%
Starting from€32,570

Price of the whole boat

  • Sailing boat
  • 2019
  • 41 ft

Jeanneau Sun Odyssey 410

Paros, Cyclades Islands

  • 8 berths
  • 3 cabins
  • 2 WC
  • No security deposit
  • Included Outboard Engine
  • Bow thruster
  • GPS Plotter in cockpit
Up to-23%
Starting from€1,595

Price of the whole boat

  • Catamaran
  • 2025
  • 54 ft

Lagoon 55

From Paros, Cyclades Islands

To Kalamaki, Athens

  • 8 berths
  • 4+3 cabins
  • 5 WC
  • New boat
  • No security deposit
  • Included Outboard Engine
  • Air conditioning
Up to-6%
Starting from€33,104

Price of the whole boat

  • Sailing boat
  • 2018
  • 53 ft

Jeanneau 54

Paros, Cyclades Islands

  • 12 berths
  • 4+2 cabins
  • 3 WC
  • No security deposit
  • Included Outboard Engine
  • Bow thruster
  • Air conditioning
Up to-23%
Starting from€3,717

Price of the whole boat

  • Sailing boat
  • 2019
  • 47 ft

Jeanneau Sun Odyssey 479

Paros, Cyclades Islands

  • 10 berths
  • 4 cabins
  • 4 WC
  • No security deposit
  • Included Outboard Engine
  • Bow thruster
  • Air conditioning
Up to-13%
Starting from€2,494

Price of the whole boat

  • Catamaran
  • 2020
  • 52 ft

Lagoon 52 F

From Paros, Cyclades Islands

To Volos, Pagasetic Gulf

  • Skipper on board
  • 10 berths
  • 5+1 cabins
  • 6 WC
  • No security deposit
  • Included Outboard Engine
  • Air conditioning
  • Watermaker
Up to-6%
Starting from€24,027

Boat price + skipper cost

  • Sailing boat
  • 2021
  • 47 ft

Jeanneau Sun Odyssey 490

Paros, Cyclades Islands

  • 10 berths
  • 4+1 cabins
  • 4 WC
  • No security deposit
  • Included Outboard Engine
  • Bow thruster
  • GPS Plotter in cockpit
Up to-23%
Starting from€2,556

Price of the whole boat

  • Sailing boat
  • 2020
  • 52 ft

Jeanneau Sun Odyssey 519

Paros, Cyclades Islands

  • 12 berths
  • 4+2 cabins
  • 3 WC
  • No security deposit
  • Included Outboard Engine
  • Bow thruster
  • Air conditioning
Up to-23%
Starting from€2,806

Price of the whole boat

  • Sailing boat
  • 2019
  • 44 ft

Jeanneau Sun Odyssey 440

Paros, Cyclades Islands

  • 10 berths
  • 4 cabins
  • 2 WC
  • No security deposit
  • Included Outboard Engine
  • Bow thruster
  • GPS Plotter in cockpit
Up to-23%
Starting from€2,022

Price of the whole boat

  • Catamaran
  • 2019
  • 41 ft

Fountaine Pajot Astrea 42

Paros, Cyclades Islands

  • 12 berths
  • 4 cabins
  • 4 WC
  • No security deposit
  • Included Outboard Engine
  • Air conditioning
  • Generator
Up to-19%
Starting from€3,653

Price of the whole boat

  • Catamaran
  • 2014
  • 46 ft

Lagoon 450 F

Paros, Cyclades Islands

  • Skipper on board
  • 12 berths
  • 4 cabins
  • 4 WC
  • No security deposit
  • Included Outboard Engine
  • Air conditioning
  • Watermaker
Up to-14%
Starting from€20,866

Boat price + skipper cost

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Different boat types in Cyclades Islands

Boat Rental in the Cyclades: The Aegean at Its Best

A boat rental in the Cyclades is an adventure across Greece’s most iconic island group. Set in the heart of the Aegean Sea, these islands offer dazzling landscapes, legendary towns and steady sailing winds. Whether you're after cosmopolitan flair or hidden anchorages, the Cyclades deliver.

With a yacht charter Cyclades from Sailogy, you get access to a large fleet of certified boats, easy booking and flexible options for every skill level.

Why Sail the Cyclades?

Sailing the Cyclades means immersing yourself in one of the most exhilarating and picturesque regions of the Mediterranean. This iconic island group forms a rough circle around Delos, the mythological birthplace of Apollo, and offers endless opportunities for island-hopping. Each island has its own charm: from the lively nightlife of Mykonos to the raw beauty of Amorgos, the white cliffs of Milos to the laid-back atmosphere of Kythnos. Along the way, you’ll be surrounded by classic Cycladic scenery—whitewashed houses, blue-domed chapels, and steep, rocky coastlines that drop into crystal-clear waters.

The defining element of a sailing trip here is the Meltemi, a strong northerly wind that blows through the summer months, especially in July and August. While it creates exciting conditions for experienced sailors, less seasoned crews can still enjoy the area by avoiding peak wind periods (like late spring or early autumn) or by hiring a local skipper familiar with the wind patterns and safest routes.

Anchoring in small bays or mooring in traditional harbors, you can explore quaint villages, sample local Greek cuisine in seaside tavernas, and discover ancient ruins just steps from the shore. Most islands offer excellent facilities for sailors, with water, fuel, and provisions easily available.

A boat rental in the Cyclades is ideal for adventurous travelers looking to combine cultural discovery, natural beauty, and rewarding open-sea navigation. Whether you're after adrenaline-fueled sailing or a slow-paced exploration of historic islands and quiet coves, the Cyclades promise an unforgettable maritime journey.

Best Sailing Routes in the Cyclades

Choose Lavrion (near Athens) or Paros as your starting base. Great 7-day itineraries include:

  • Mykonos: nightlife, shopping and postcard-perfect beaches
  • Paros & Antiparos: white villages, quiet bays, local charm
  • Naxos: ancient sites, mountain villages, long sandy beaches
  • Ios: youthful energy and peaceful coves
  • Milos: lunar landscapes and secret caves
  • Sifnos & Serifos: authentic Cycladic atmosphere and top gastronomy

A boat rental Cyclades opens the door to both popular and off-the-beaten-track discoveries.

Wind & Weather in the Cyclades

The weather in the Cyclades is mostly sunny and dry, with a long sailing season from May to October. Spring and early summer (May–June) offer warm temperatures, calm seas, and fewer crowds—ideal for relaxed cruising and scenic anchoring. The sea begins to warm, and the winds are generally lighter, making it a great time for less experienced sailors or those seeking a gentler pace.

In July and August, the Cyclades experience the full strength of summer. Days are hot, skies clear, and the famous Meltemi wind dominates the region. Blowing from the north at force 6–7 Beaufort, the Meltemi brings refreshing breezes and clear visibility, but also demanding sailing conditions. The wind typically builds by midday and softens by sunset. This makes high summer exciting for seasoned sailors who enjoy dynamic passages and open-sea challenges. However, the strong wind can complicate anchoring or docking, particularly on the northern coasts.

If you're less experienced or traveling with family, consider chartering in the shoulder seasons—May to early June or September to October—when the Meltemi is gentler, the sea remains pleasantly warm, and popular harbors are less crowded. Alternatively, hiring a skippered yacht offers peace of mind, as local captains are highly skilled at navigating the area’s wind patterns and identifying the best routes and anchorages.

No matter the season, sailing the Cyclades offers dramatic landscapes, iconic whitewashed villages, and a deep sense of Greek culture. With proper planning and respect for the wind, it can be one of the most rewarding sailing destinations in the Mediterranean.

Getting There

Fly into Athens (ATH) and transfer to Lavrion Marina (40 mins by taxi), or take a domestic flight or ferry to Paros, Naxos or Mykonos to start closer to the islands. Sailogy provides clear travel info and optional transfers.

What Kind of Boat Can I Rent in the Cyclades?

At Sailogy, you’ll find your ideal boat rental Cyclades:

  • Sailboat rental Cyclades: traditional, dynamic, for true sailing lovers
  • Catamaran rental Cyclades: more space, great for families and comfort seekers
  • Motor yacht rental Cyclades: speed, flexibility and luxury

Bareboat or crewed – with optional skipper and hostess – depending on your license and preference.

Documents You Need

For bareboat sailing in the Cyclades, you need a valid coastal license (RYA Day Skipper, ICC, or equivalent). A second crew member should have basic sailing experience. A VHF certificate is not required in Greece.

No license? Choose a yacht charter Cyclades with skipper and enjoy peace of mind.

What to Bring on Board

Pack light: non-slip shoes, sunscreen, sunglasses, swimwear, a hat, layers for cooler nights, and soft luggage. Don’t forget personal medications, a beach towel and your favorite playlists.

Sailogy provides all safety gear and local sailing advice.

Culture & Cuisine in the Cyclades

The Cyclades have been a crossroads of civilizations for millennia, and each island offers its own story. Delos, once a major religious and commercial center of the ancient world, is now one of Greece’s most important archaeological sites. Naxos and Paros showcase ancient temples and Venetian towers, while the quiet monasteries of Amorgos and the artistic charm of Syros invite a more introspective visit.

But culture in the Cyclades isn’t just found in ruins and relics – it’s woven into daily island life. From harbor festivals and local music to age-old traditions and crafts, every port reveals a new layer of living heritage. The relaxed pace of the islands allows for deeper connection and authentic encounters.

Food is central to the Cycladic experience. Each island has its own flavors and culinary pride. Enjoy grilled octopus by the water, tangy caper and tomato salads in Santorini, rich cheeses in Naxos, or Sifnos’s beloved chickpea stew, slow-cooked in clay ovens. Local wines and spirits, often made in small family-run vineyards and distilleries, add depth to each meal.

With every island hop, you’ll discover not just a new destination, but a new tradition, flavor, and rhythm. A yacht charter in the Cyclades is not just a sailing trip—it’s a cultural and sensory journey through one of the Mediterranean’s most iconic island groups.

When Is the Best Time to Sail the Cyclades?

May–early June: mild, green, quiet

July–August: lively, windy, sunny

September–October: warm seas, calmer winds, fewer crowds

Book early for the best availability during peak summer.

How Much Does It Cost?

Extras:

  • Skipper: €150–200/day
  • Hostess: €120–150/day
  • Fuel, port fees, cleaning: €200–500/week

Get your free quote from Sailogy and set sail.

Suggested 7-Day Sailing Itinerary in the Cyclades

A one-week charter gives you the perfect window to explore a handful of stunning Cycladic islands. Here’s a popular Saturday-to-Friday itinerary starting and ending in Lavrion Marina:

Day 1 (Saturday): Arrival in Lavrion, check-in, provisioning, overnight onboard
Day 2: Lavrion – Kea (approx. 20 NM): Enjoy the quiet charm and beach tavernas
Day 3: Kea – Syros (approx. 30 NM): Explore Ermoupoli’s elegant neoclassical town
Day 4: Syros – Paros (approx. 25 NM): Anchor in Naoussa or Parikia, both full of Cycladic flair
Day 5: Paros – Sifnos (approx. 20 NM): Swim in Vathi Bay, enjoy dinner in Apollonia
Day 6: Sifnos – Kythnos (approx. 28 NM): Relax in Kolona Beach or Loutra’s thermal baths
Day 7 (Friday): Kythnos – Lavrion (approx. 22 NM), return and check-out

This route is well-balanced for moderate sailing distances, cultural experiences and natural beauty.

Your Cyclades Adventure Starts Now

With us, your boat rental Cyclades is fully supported – from choosing the right yacht to route planning and onboard comfort. Discover the best of the Aegean on your terms – book your yacht charter Cyclades today!