Greece Cyclades Explorer

Luxury skippered sailing holidays

Greece Cyclades Explorer

7Days    From  €1,193pp
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Greece Cyclades Explorer

Greece Cyclades Explorer

Discover the Cyclades, famed for sandy beaches, iconic blue and white architecture and some of the most famous Greek Islands. Sharing a yacht with other guests, this trip is ideal for those looking for a more adventurous holiday with stronger winds to get involved and sail to these picturesque islands.



Experience Greek Island living admiring Cycladic white and blue architecture.


Taste some of the best local seafood watching one of the world's best sunsets.


Swim in pristine, untouched beaches and discover hidden wrecks.


Discover beautiful bays and the very best of Greek hospitality.


The itinerary and sailing route is subject to change dependent on weather and prevailing conditions. Guests under the age of 18 are only permitted on whole yacht bookings or our Private Yacht Charters.

Day 1


Known for a laid-back atmosphere, Paros offers an authentic taste of Greek Island living with traditional Greek hospitality and Cycladic white and blue architecture. Take a stroll amongst the picturesque chapels, monasteries and windmills before meeting your crew at the marina.

Day 1 cont


Departing Paros in the afternoon we'll have a short sail to our first island, Antiparos. Enjoy a swim at the untouched sandy beaches before strolling the cobbled and peaceful walkways of this charming town. In the evening, sit down to a delicious traditional Greek feast while admiring your first fiery Greek sunset.

Day 2


After a morning swim we sail to the beautiful island of Ios. Enjoy the peaceful side of this island discovering secluded beaches and charming bays or make your way to the hilltop church of Panagia Gremiotissa for an outstanding view over the bay. Ios is well known for its lively bars so is a great choice to enjoy a few sunset cocktails.

Day 3


Often referred to as the jewel of the Cyclades, experience traditional island life in Schouinoussa. With a charming old town and terraced hills sweeping down to sandy beaches, you'll have ample opportunities for swimming or relaxing. Dotted with traditional tavernas the cuisine is exquisite, offering the best of the Med!

Day 4


After breakfast, enjoy the scenic sail as we head to the beautiful beaches of Koufonisia. Not a place to rush in and out of, we make our way around the baby Cyclades islands at a leisurely pace exploring hidden wrecks, sea caves and pristine beaches. After enjoying a meal at a local taverna we'll settle in for a quiet night under the stars.

Day 5


Enjoy a sunrise sail as we head to the largest island of the Cyclades. According to mythology, Naxos was where the god Dionysus taught the inhabitants to make wine, so be sure to sample the local varieties. With exotic and untouched white beaches, the island is perfect for exploring and relaxing before enjoying your favourite Greek meal.

Day 6


Our week ends on a high as we sail into the picturesque fishing village of Noussa. Enjoy strolling what is considered to be one of the prettiest villages in the Cyclades full of Greek authenticity and traditional character with its whitewashed houses and churches. Raise a glass to an incredible week while admiring a final Greek sunset.

Day 7


Enjoy breakfast and a swim at sea before we sail back to Paros, stopping at your skippers favourite secluded bays on the way. You'll have plenty of time to the explore more of Paros' Cycladic architecture with whitewash walls and blue-painted doors before saying your goodbyes and raising a glass to an unforgettable holiday.

What’s included

Seven nights accommodation on your own Catamaran

Freshly prepared breakfast and lunch provided onboard

Sunset cocktails and selected local aperitifs

Explore & learn to sail with your RYA qualified Skipper

Wine and soft drinks served with all meals

2 Stand up paddleboards & snorkelling equipment

Superb hospitality with your professional Host

Complimentary tea, coffee and drinking water

Towels and fresh linen for the week

Luxury at Sea

Our Catamarans

Our luxurious catamarans accommodate 8-10 guests in a collection of comfortable cabin sizes. With a fleet ranging in size from 42-52 feet, our catamarans provide plenty of space for you to sit back and relax on your sailing holiday.

Our Cabins

Our yachts consist of four to six double cabins, each with their own ensuite, with options to book Standard, Queen or King cabins. This will become your home away from home as you enjoy a week of relaxation, sunbathing and exploring local spots.

Skipper & Host

Our first-class skipper and host teams are committed to the excellence of your trip, taking care of every detail of your holiday and ensuring you have access to all the best sights, restaurants and stunning hidden bays.

Learn More

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Secure Your Spot

Fill out the form below with your holiday preferences and requirements. One of our travel advisors will be in touch in the next 24 hours with our availability. If you have any questions feel free to call us or email

Getting there

With a large international airport, Athens is well supported with significant European flight links. Our yachts depart from Paros and you can make your way to Paros from Athens via ferry or domestic flight. Alternatively, fly directly to Mykonos or Santorini and take a ferry from there.