
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
A Cyclades yacht charter is the classic Greek island trip: white villages, deep blue water and a new island almost every day. 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.
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.
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.
Guide
Cyclades yacht charter: islands, wind and routes
Contents
Geography in brief
The Cyclades are a circle of more than 200 islands and islets in the central Aegean, between the mainland and Crete. About two dozen are inhabited. The western group (Kea, Kythnos, Serifos, Sifnos, Milos) is closest to Athens; the central group (Syros, Mykonos, Paros, Naxos) is the most connected; and the south (Ios, Santorini, Amorgos, the Small Cyclades) is furthest from the capital. Passages between neighbouring islands are often 10 to 25 nautical miles.

The meltemi: what to expect
The defining feature of a Cyclades yacht charter in summer is the meltemi, a dry north to north-easterly wind that blows most often from July to late August. It can reach force 6 to 7 and sometimes more, and may last for several days. It makes for fast, exciting sailing but also short, steep seas in the channels. Itineraries are planned to sail south with the wind and return when it eases, with spare time built in. Bareboat charters here suit experienced skippers; otherwise choose a skippered charter.
May, June and September are often calmer, with warm water and quieter harbours.
Where to start
Lavrio, near Athens, is the closest mainland base to the western and central Cyclades. Paros, Mykonos and Santorini also have charter bases and airports, which allows shorter routes inside the islands or one-way trips. See yacht charter Athens, yacht charter Paros and yacht charter Santorini.
Sample 7-day route
This sample route is an example of a relaxed week. The real route is always set by the skipper and the weather forecast on the day.
| Day | Route | Highlights |
|---|---|---|
| Day 1 | Lavrio – Kea | Short crossing, Vourkari bay |
| Day 2 | Kea – Kythnos | Kolona sandbar |
| Day 3 | Kythnos – Syros | Ermoupoli |
| Day 4 | Syros – Mykonos or Rhenia | Depending on wind |
| Day 5 | Mykonos – Tinos or back to Syros | Planned around the meltemi |
| Day 6 | Syros – Kythnos | Heading back west |
| Day 7 | Kythnos – Lavrio | Return via Cape Sounion |
Want the detail behind this table? Our 7-day Cyclades sailing itinerary covers each day with approximate distances, meltemi tactics and alternative routes.
How booking works
Booking a Cyclades yacht charter with Astra Yachting follows the same steps every time. You send your preferred dates, the number of guests, the type of charter you want (bareboat, skippered or crewed) and any must-see stops. We check live availability with the yacht owners and charter fleets we work with, and come back with the yachts that are actually free for your dates, their exact specifications and a written quotation.
Once you choose a yacht, you receive the charter agreement and the payment schedule; our Booking Terms & Conditions and charter FAQs set out each step, from the crew list to embarkation day.
On embarkation day you meet the yacht in Athens (Lavrio or Alimos), Mykonos, Paros or Santorini, go through the check-in and safety briefing, and set off. During the charter you can reach us by phone or WhatsApp on +30 693 918 6245.
What is included and what is extra
Every quotation for a Cyclades yacht charter lists what the charter fee covers, so there are no surprises. As a rule, the fee covers the use of the yacht for the agreed period, its standard equipment and the yacht's insurance. On skippered and crewed charters it also covers the skipper or crew wages.
Fuel, marina fees, the final cleaning, optional extras and the security deposit are usually charged separately. The FAQs explain each item, and your written quotation lists them for the yacht you choose.
We do not publish fixed prices on these pages because rates depend on the yacht, the week of the season and the charter format. Ask for a quotation and you get the real price for your 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
Is a Cyclades yacht charter suitable for families?
Yes, with the right timing and a skipper. June and September usually bring lighter winds, and a catamaran gives more stability and space.
How many islands can we visit in a week?
Usually four to six, depending on the wind and how much time you want at each stop.
Can we start in Athens and finish in the Cyclades?
One-way charters are sometimes possible depending on the yacht and the fleet. Ask us with your dates.
How far in advance should I book a Cyclades yacht charter?
For July and August it is best to start looking several months ahead, because the most popular yachts are booked early. Outside peak season there is usually more choice at shorter notice. Send us your dates and we will tell you what is actually available.
Can I have a skipper on a Cyclades yacht charter?
Yes. Most yachts can be chartered with a professional skipper, and larger motor yachts and catamarans can come with a full crew. See skippered yacht charters and crewed yacht charters.
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.
Do you need a boat licence to charter a yacht in the Cyclades?
Only if you sail bareboat. For a bareboat charter the skipper of the group needs a recognised sailing licence, such as the ICC or an RYA Day Skipper, and the company checks it before departure. Skippered and crewed charters need no licence or experience, which suits the Cyclades, where the summer meltemi can make sailing demanding. See do I need a licence to charter a yacht in Greece.

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