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- Destinations
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Destination
Duration
Adults: 2
2025 Cyclades Islands Yacht Charter
Rated 4.9/5 by guests just like you.
Your money is ABTA and ATOL Protected
Sailing the Cyclades Islands, iconic Greece at its very best
A sailing holiday to the Cyclades Islands with Seamaster is a journey through some of Greece’s most iconic and enchanting destinations. Known for their whitewashed villages, dramatic cliffs, and deep blue seas, the Cyclades offer a stunning mix of natural beauty and rich culture. Steady Meltemi winds make for exciting sailing, while each island—like Mykonos, Paros, or Santorini—offers its own charm, from vibrant nightlife to quiet, unspoiled beaches. With Seamaster, you enjoy expertly planned routes, stunning yachts, and the freedom to explore this legendary Aegean paradise at your own pace.
Exciting Winds
Iconic Greece
Lively Islands
Rich History and Culture
Our Cyclades Islands Sailing Experience
The trip of a lifetime!
Seamaster Yachting really took care of us from beginning to end - the skipper was excellent and great fun, the boat perfect (and exactly as described) and the sights of Croatia stunning.
Sarah R
2022
A Great Family Holiday!
A great family yachting holiday in Croatia. It was exactly as described and the service provided by the charter company was excellent. Would definitely book with them again.
Iona F
2022
What an amazing holiday it was.
A group of us booked a catamaran and it was just perfect - the organization, the boat itself with lots of space & great facilities. The skipper was superb, letting us know the best spots on the islands... Big thanks to Seamaster!
Verena N.
2024
Great Experience
Everything was great from transfer from/to airport, service at marina and yacht was in spot on condition. I would recommend to everyone who would want to go use Seamaster and I'm sure you will have an amazing time like me and all of my crew!
Vit B
2021
Seamaster always deliver!
Yet another amazing trip with Seamaster! They always find us the ideal boat, even with last-minute plan changes. This time, travel restrictions redirected our long-awaited Sardinia adventure to the Ionian, but it was still an unforgettable week.
Ian B.
2022
Thank you so much!
Our holiday was brilliant. We had the best week. In particular, the crew were fantastic. The chef, Kim, was a very talented lady, and Aggolos the skipper and Dora were the nicest people. They really made our week special.
Susan S.
2022
An unforgettable holiday
We just returned from an unforgettable 40th birthday celebration (7 friends) in the Saronic Islands. It was pure freedom and escapism! We had no idea what to expect, but Tim Anderson assured us we'd have the time of our lives—and he was absolutely right!
Vicki G.
2022
Thank you, Thomas!
We had an unforgettable experience, thanks to our amazing skipper… From sailing and letting us join in at our own pace to recommending delicious meals, securing the best sunset views, guiding us home after lively nights, and finding breathtaking spots to unwind—every moment was spectacular!
Lucy H.
2022
Oz, the super star!
I’m compelled to email to say we are having a great week with Oz, our world-class skipper! Will give more feedback when I am back at home but in the meantime here’s a photo of us and Super-Oz...!
Derek W.
2024
Everyone absolutely loved it!
Words cannot describe enough just how much we enjoyed our first sailing holiday to Croatia. We literally had the greatest time… our skipper was fabulous (Nik) and became part of the family. Nobody wanted to come home!
Helen W.
2024
Cyclades Islands Sailing Itineraries
1 Week - Mykonos Route ( via Sifnos)
Day 1 - Mykonos (Mykonos Island)
Along with Athens and Corfu, Mykonos is probably one of the most well known places in Greece. Famed for its cosmopolitan atmosphere, exciting nightlife and picturesque architecture it is a must visit place for anyone sailing in this area. The island is located in the heart of the Cyclades and promises vistors plenty of things to do. We'd recommend hunting out Little Venice or perhaps one of the renowned beaches.
Day 2 - Naxos (Naxos Island)
The largest of the Cyclades, Naxos packs a lot of bang for its buck. Its main city of Hora is a web of steep cobbled alleys, filled with the hubbub of tourism and shopping. Yet you needn't travel far to find isolated beaches, atmospheric villages and ancient sites. It is a big beautiful island, rich in agriculture, tradition and some of the finest beaches in the Cyclades.
Day 3 - Nauosa (Paros Island)
Nauosa is considered to be one of the prettiest villages in the Cyclades. The village has kept it authenticity even though tourism has grown rapdily here. It's whitewashed and flowered little houses coupled with tiny churches, chapels and labyrinth like streets combine to give an enchanting atmosphere to the village. The port is at the heart of the village and is full of local fishing boats and the remains of an old Venetian castle.
Day 4 - Kamares (Sifnos Island)
Kamares is the port of Sifnos and lies on the western side of the island. Sifnos is one the the best known ceramic production centres in Greece meaning you'll find plenty of workshops dotted around the town. The main settlement lies on the right of the bay and has plenty of tavernas, shops and bakeries where you can stock up. The beach has a watersports centre on it if you fancy trying your hand at something smaller than your yacht.
Day 5 - Loutra (Kythnos Island)
The town of Loutra is famous for its hot springs which flow right into the sea. You can see where the water runs in a stream on the edge of town and empties into the sea at the town beach. For those who want a free cure you can go to the spot where the hot water pours into the sea and there is a tub built with rocks where the sea water mixes and makes the temperature bearable.
Day 6 - Finikas (Syros Island)
Finikas is a large and lively village in the southwest of the Syros Island. The harbour has plenty of space for visting yachtsmen and the town offers a wide selection of tavernas. You'll also find a fantastic beach close to the harbour where many of the locals head to during the peak season.
Day 7 - Mykonos
If you didn't have an opportunity to explore Mykonos on your first night then we strongly recommend heading into the town centre on your last night. Mykonos has something for everyone including: restaurants, traditional tavernas, bars, clubs and beaches.
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Our Cyclades Islands Yacht Selection
Cyclades Islands Weather
May
18°C
Sea temp: 16°C
Warm days, cool evenings. Changeable weather improving
June
25°C
Sea temp: 22°C
Hot days, warm nights with the wind stronger later in month
July
26°C
Sea temp: 24°C
Strong winds, choppy seas with hot & dry conditions
August
26°C
Sea temp: 25°C
Strong winds, Choppy seas with Hot & dry conditions
September
24°C
Sea temp: 23°C
Warm days, warm nights, Weather becoming calmer
October
21°C
Sea temp: 21°C
Warm days & cooler nights with occasional stormy weather
April
18°C
Sea temp: 16°C
Cool calm seas and chilly evenings changeable conditions
Why Seamaster is Your Only Choice
Excellence isn’t a choice. It’s who we are.
Tailor-Made for You
We don’t do one-size-fits-all. Every trip is crafted for you—down to the finest detail. The right yacht, the perfect destination, and an itinerary that feels effortless.
Our Guests Love Us
We’ve mastered the art of seamless family vacations. No stress, no worries—just unforgettable moments. Sit back, we’ve got you covered.
100% Safe. 100% Trustworthy.
Don’t take the risk. Book with Seamaster with free cancellation and your money is fully protected by ABTA and ATOL. You holiday, we handle the rest.
Best Price Guarantee
We are proof that a great product needn’t cost more. If you find a better price elsewhere, we’ll match it, and keep your money safe. Don’t risk your hard-earned cash.
Frequently Asked Questions
We have three dedicated bases for the Cyclades Islands; Lavrion, Mykonos and Paros. Lavrion is based on the Greek mainland and is perfectly placed to sail the northern and western Cyclades Islands. Mykonos is located in the northeastern Cyclades Islands and is well placed for the eastern, central and northern Cyclades. Paros is the best located Cyclades base, with excellent access to the entire island group.
There are several ways to get to the Cyclades islands. You can fly into Athens and transfer directly to Lavrion or take a connecting flight to Mykonos or Paros. Alternatively, you can fly directly into Mykonos to sail directly from there or ferry to Paros. Finally, you can also fly into Santorini airport and ferry from there up to Paros primarily, or Mykonos.
The weather in the Cyclades Islands is hot and dry, explaining the arid landscape that you’ll experience there. During the early and late months of summer – May and October -temperatures reach the mid-twenties. During peak season – July and August – temperatures are in the mid-thirties. PLEASE NOTE: THE WINDS IN THE CYCLADES ISLANDS CAN BE FIERCE, ESPECIALLY FROM LATE JUNE TO MID SEPTEMBER During the peak season when winds tend to whip down the Aegean sea, it can stop ferries from running with Force 8-9 winds (strong gales). 70% of the time winds will be greater than Force 4 (moderate winds). Earlier and later the winds are much more bearable, particularly in the mornings.
There are generally no mooring fees in Greece other than the main centre marinas such as Mykonos, but even these can be avoided by mooring in the sheltered bays of the island. Given its popularity, it’s important to note that Santorini is a very difficult to moor overnight.
If sailing without a Seamaster skipper, for charters in Greece you must have an ICC (International Certificate of Competence). Those with an RYA Day Skipper, or above, can apply to the RYA for an ICC with no additional assessments required.