Greek Islands (The Cyclades)
Sail through the Dazzling Cyclades
- Best Season May - October (Best: June & September)
- 28-35°C / 82-95°F
Discover The Greek Islands
Sail across the sparkling blue waters of the Aegean Sea to explore the charm and beauty of the Cyclades. Across the 24 islands, relax on stunning beaches and lose yourself in the ancient ruins of fascinating civilizations. From sunsets over Santorini and whitewashed villages to an energized nightlife and breathtaking sailing conditions, the Cyclades offer the ultimate Greek yacht experience.
Mykonos
World-class beaches, electrifying nightlife at Nammos and Scorpios, and a sophisticated vibe
Santorini
Unforgettable caldera vistas, vibrant sunsets, and refined wine tasting
Paros
Serene Naoussa harbor, captivating Kolymbithres Beach rock formations, and quaint villages
Folegandros & Sifnos
Architectural wonders, engaging Greek culture, and tranquil bays
When to charter
- Peak Season
July - August
A Mediterranean summer to remember.
Advantages
- Idyllic beach conditions
- Brilliantly bright days
- Perfect sailing conditions on Meltemi winds
- Incredible seasonal events and nightlife
Considerations
- Higher prices
- Busier anchorages
- Winds up to 25 knots
- Crowded hotspots
- Ideal Season
May - June & September - October
Gorgeous weather conditions and great value in spring and autumn
Advantages
- More comfortable temperatures (25-30°C)
- Peaceful breezes
- A slower pace at anchorages
- Value-oriented rates
- Authentic culture
Considerations
- Some shops and venues may be closed
- Off Season
November - April
Traditional Greek experiences with cool weather and fewer visitors
Advantages
- Lowest charter rates
- Lowest charter rates
- No crowds at hotspots
Considerations
- Some shops and venues may be closed
Sample itineraries
Cyclades Chic (7 Days)
7 days / 6 nights
Experience the captivating blend of the Cyclades' cosmopolitan flair and legendary charm.
Experience the captivating blend of the Cyclades' cosmopolitan flair and legendary charm.
Day 1
- Athens (Flisvos Marina):
- Board your yacht, Welcome champagne and briefing, Sail to Kea (12 NM)
Day 2
- To Kythnos:
- Crystal-clear waters, Kolona Beach, Loutra hot springs
Day 3
- To Serifos:
- Secluded anchorages, Traditional Cycladic charm, Hiking to Chora
Day 4
- To Sifnos:
- Gastronomic paradise, Vathi bay, Pottery workshops
Day 5
- To Milos:
- Legendary Kleftiko caves, Sarakiniko "lunar landscape", Multi-colored beaches
Day 6
- To Paros (Naoussa):
- Picturesque fishing harbor, Kolymbithres beach, Vibrant waterfront dining
Day 7
- Return to Athens:
- Disembarkation at Flisvos Marina
Santorini & Lesser-Known Gems (10 Days)
10 days / 9 nights
Explore the Cyclades’ most fascinating destinations along with off-the-beaten-path wonders.
Explore the Cyclades’ most fascinating destinations along with off-the-beaten-path wonders.
Day 1
- Athens (Flisvos):
- Board and welcome, Sail to Kea, First night anchorage
Day 2
- To Syros:
- Elegant Ermoupoli, UNESCO heritage, Local galleries
Day 3
- To Mykonos:
- Iconic windmills, Beach clubs, Delos archaeological site
Day 4
- To Paros & Antiparos:
- Blue Cave snorkeling, Parikia & Naoussa, Relaxing at anchor
Day 5
- To Ios:
- Chora exploration, Homer's tomb, Manganari beach paradise
Day 6
- To Santorini:
- Caldera anchoring, Sunset in Oia, Wine tasting
Day 7
- To Folegandros:
- Cliffside Chora, Agali beach, Authentic tavernas
Day 8
- To Sifnos:
- Famous ceramics, Monastery visits, Culinary experiences
Day 9
- To Kythnos:
- Hot springs, Off-the-beaten-path, Kolona beach
Day 10
- Return to Athens:
- Final morning swim, Disembarkation
Please note: All itineraries are flexible and can be customized to your preferences. Weather conditions and local events may require adjustments. Your captain will work with you to create the perfect voyage.
Available yachts

Cuisine & Provisioning
Dine on Greek salads, fresh seafood, souvlaki, and moussaka while savoring local wines. Provisions are available at major ports.

Culture & Heritage
Experience Cycladic culture at its finest as you explore fascinating ruins and Byzantine churches. Immerse yourself in displays at local museums and the famed Delos archaeological site.

Navigation Conditions
The Meltemi wind (Force 4-6) fills sails from July to September. Hop islands traveling up to 30 NM daily with frequent stops at sheltered anchorages.

Regulatory Requirements
Greek VAT at 24% applies unless the yacht departs from EU waters. APA (Advance Provisioning Allowance) ranges from 30% to 40%. Greek-flagged yachts must maintain a transit log.

Currency & Payments
The official currency is the Euro (EUR). Credit cards are widely accepted in tourist areas. Cash is preferred on the Cyclades’ smaller islands and in tavernas.

Language
Greek is the official language. However, you will frequently hear English at marinas, by yacht crews, and in popular travel destinations.

Access & Transportation
Flights from major European and international airports arrive and depart from Athens International Airport (ATH). Helicopter transfers provide comfortable transportation to the islands.

Marinas & Berthing
Flisvos Marina in Athens, Mykonos New Port, and Paros Marina in Parikia are major marinas. At smaller islands, sheltered anchorage and smaller harbors are available.

Premier Anchorages
Top anchorages across the Cyclades include Ormos Kountourou in Kea, Kolona Beach in Kythnos, Kleftiko in Milos, Naoussa Bay in Paros, Santorini Caldera (stern-to mooring), and Vathi in Sifnos.
Insider tips
Expert recommendations for Greek Islands (The Cyclades)
Santorini caldera mooring is in high demand during peak season, so book well in advance. Early departures are recommended during the spring, summer, and fall as the Meltemi increases through the day. To avoid crowds at Delos, explore the site before 11 AM. Visit the smaller islands of Serifos, Sifnos, and Folegandros for an authentic Cycladic cultural experience. Purchase provisions in major ports where supplies are more accessible.
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