
Destination
Cyclades Yacht Charter
Island hopping across the most recognisable island group in the Aegean, at your own pace and on your own schedule.
Departure areasLavrio, Nea Peramos and Paros (Piso Livadi)
Overview
Explore the Cyclades by yacht
The Cyclades are among the world's most iconic sailing destinations, offering crystal-clear waters, whitewashed villages, golden beaches and unforgettable island-hopping. A yacht charter through the Cyclades lets you discover some of Greece's most beautiful islands at your own pace.
Whether you are planning a one-day cruise, a week-long sailing adventure or a tailor-made itinerary, the Cyclades offer endless opportunities for exploration. From the cosmopolitan atmosphere of Mykonos to the volcanic landscape of Santorini and the authentic character of Paros, Naxos and Milos, every island is different.
Why go by sea
- Your own itinerary, no ferry timetables
- Hidden beaches and secluded bays
- Several islands in one holiday
- Accommodation on board
- Water clear enough for snorkelling
- Authentic villages and local cooking
- Sunsets across the Aegean
Island guide
Discover the Cyclades
Seven islands that shape most Cycladic itineraries, each with a different character.
Mykonos
Luxury lifestyle, beach clubs and vibrant nightlife.
Paros
Traditional villages, beautiful beaches and excellent sailing conditions.
Antiparos
A peaceful island with crystal-clear water and hidden coves.
Naxos
The largest Cycladic island, known for long sandy beaches and authentic Greek culture.
Milos
Spectacular volcanic landscapes and unique sea caves.
Santorini
Renowned for its dramatic cliffs and its sunsets.
Syros
Elegant architecture, traditional culture and an authentic Greek atmosphere.
Delos and Rhenia
An archaeological site and a neighbouring uninhabited island, both reachable by sea.
Yacht categories
Representative yacht categories
Comparable vessels are sourced from our approved partner fleets. The exact yacht, specifications, price and availability are confirmed after your enquiry.
Representative yacht category
Sailing Yachts
Monohull sailing yachts from our approved partner fleets, suited to couples, families and experienced crews.
- Charter types
- Bareboat, skippered or crewed
- Departure areas
- Lavrio, Nea Peramos and Paros (Piso Livadi)
Representative yacht category
Catamarans
Twin hull yachts with wide saloons and generous deck space, stable and shallow drafted.
- Charter types
- Bareboat, skippered or crewed
- Departure areas
- Lavrio, Nea Peramos and Paros (Piso Livadi)
Representative yacht category
Skippered Charters
Any of the above with a professional skipper on board, no licence required.
- Charter types
- Bareboat, skippered or crewed
- Departure areas
- Lavrio, Nea Peramos and Paros (Piso Livadi)
Representative yacht category
Luxury and Crewed Yachts
Larger vessels with captain and crew, service and catering arranged on board.
- Charter types
- Bareboat, skippered or crewed
- Departure areas
- Lavrio, Nea Peramos and Paros (Piso Livadi)
Representative imagery. The yacht shown may not be the yacht offered. Astra Yachting will confirm the exact vessel, photographs, specifications, price and availability in writing before any payment.
Our fleet
Yachts cruising the Cyclades
Specifications are taken from each vessel's own documentation. Exact availability and price are confirmed in writing after your enquiry.
CatamaranLagoon 500 Catamaran
22 guests15,51 m
CatamaranCatamaran Lagoon Fly
18 guests45 ft (13,7 m)2015
CatamaranLagoon 420 Catamaran
17 guests15 m
Sailing yachtSailing Yacht 52 ft
12 guests52 ft (16,70 m)2002
Motor yachtM/Y Sympatico – Posillipo
12 guests4 cabins24 m2003
Motor yachtLeopard 80
20 guests4 cabins24,06 m2008
Motor yachtPrincess V55
10 guests3 cabins55 ft2001
Motor yachtSunseeker 65
12 guests3 cabins65 ft2003Representative imagery. The yacht shown may not be the yacht offered. Astra Yachting will confirm the exact vessel, photographs, specifications, price and availability in writing before any payment.
Charter options
Ways to charter in the Cyclades
Four formats that cover most of the enquiries we receive for this region.
Bareboat charters
Take the helm yourself if you hold the required licence.
Skippered charters
A professional skipper handles navigation, mooring and routing.
Crewed charters
Captain and crew on board, with service and catering arranged.
Cabin charters
A single cabin on a shared yacht, with set departure dates.
In depth
More about chartering in the Cyclades
Explore the Cyclades by Yacht
The Cyclades are among the world’s most iconic sailing destinations, offering crystal-clear waters, charming whitewashed villages, golden beaches, and unforgettable island-hopping experiences. A yacht charter through the Cyclades allows you to discover some of Greece’s most beautiful islands at your own pace while enjoying complete freedom, luxury, and breathtaking scenery.
Whether you’re planning a one-day cruise, a week-long sailing adventure, or a tailor-made itinerary, the Cyclades provide endless opportunities for exploration. From the cosmopolitan atmosphere of Mykonos to the volcanic beauty of Santorini and the authentic charm of Paros, Naxos, and Milos, every island has its own unique character.
Astrayachting offers premium yacht charters designed to help you experience the very best of the Cyclades in comfort and style.
Discover Cyclades from the Sea
Whether you’re planning a day cruise, a sunset experience, or a multi-day island-hopping adventure, Astra Yachting offers a wide range of sailing yachts, catamarans, motor yachts, and luxury crewed vessels to suit every style of holiday.
Why Charter a Yacht in Cyclades?
Exclusive Private Cruises
Easy Access to Nearby Islands
Anchor in secluded bays perfect for swimming and snorkeling.
Experience spectacular sunsets from the comfort of your yacht.
Why Choose a Yacht Charter in the Cyclades?
Exploring the Cyclades by yacht offers an experience unlike any other. Instead of being limited by ferry schedules, you can enjoy complete flexibility while visiting multiple islands during one unforgettable journey.
- Freedom to create your own itinerary
- Access to hidden beaches and secluded bays
- Visit multiple islands in one holiday
- Luxury onboard accommodation
- Crystal-clear waters perfect for swimming and snorkeling
- Authentic Greek villages and local cuisine
- Spectacular sunsets across the Aegean Sea
Famous for luxury lifestyle, beach clubs, and vibrant nightlife.
Traditional villages, beautiful beaches, and excellent sailing conditions.
A peaceful island with crystal-clear waters and hidden coves.
The largest Cycladic island, known for long sandy beaches and authentic Greek culture.
Spectacular volcanic landscapes and unique sea caves.
One of the world’s most famous destinations, renowned for breathtaking sunsets and dramatic cliffs.
Elegant architecture, traditional culture, and authentic Greek atmosphere.
Astrayachting offers several charter options to suit every traveler
Sit back and relax while an experienced skipper handles every aspect of your journey.
Safe and comfortable itineraries designed for families.
Ideal for fast island hopping and premium comfort.
Couples & Honeymoon Cruises
Romantic escapes through some of Greece’s most beautiful islands.
M/Y SYMPATICO – POSILLIPO
Frequently Asked Questions
How many islands can I visit during one charter?
Depending on the duration of your trip, you can comfortably visit between three and seven islands.
Do I need previous sailing experience?
No. Our skippered charters allow you to relax while an experienced captain navigates your itinerary.
Which itinerary is the most popular?
The Mykonos – Paros – Antiparos – Naxos route remains one of the most requested sailing experiences.
When should I book?
For July and August, we recommend booking several months in advance to secure your preferred yacht.

Plan your route
Tell us how you want to sail the Cyclades
Send your dates, group size and departure area. We come back with the yachts that are actually available, their exact specifications and a written quotation.
Keep exploring
Where to go next
Compare this region with the other cruising areas, pick the charter format that fits your crew, or go straight to the yachts that match your dates.
Request availability