Contact

Greece - Cyclades Islands Yacht Charter Guide

Sail in the Wake of Ancient Gods in this Cradle of Civilization

Cyclades sailing charters are one of the most popular yachting options in all of Greece, the stunning archipelago, home to famous islands like Mykonos and Santorini, delivering that iconic Greek Island experience of everyone’s dreams. Although this maze of Aegean Sea islands is replete with an abundance of historical and archaeological sites, world-class marinas, quaint seaside villages and crystal-clear seas, the Cyclades offer a lot more than glitz and glamour. Sure, you can indulge in designer shopping, haute-cuisine and vibrant nighttime shenanigans on a few of the islands but you can also explore remote coves, discover uncrowded beaches and visit charming little villages that aren’t filled with souvenir shops. 

The sheer variety of Greek island ‘scenes’, short sailing distances, proximity to Athens and kaleidoscope of highlights, make Cyclades sailing charters not only ideal for first-time visitors but also perfectly suited to anyone, be they sailing with family or friends. 

Over 200 islands make up this archipelago which means a Cyclades sailing charter can be tailored to your desires. From the quaintest island to the most flamboyant; from the VIP-crowded gems to the almost completely deserted: the Cyclades offer you the best of Greece on a splendid turquoise-tinted platter.

Here are a few of the most popular stops you’ll want to include on your itinerary.

Paros & Ios

The largest islands in-between Mykonos and Santorini and among the most touristed, Paro and Ios are home to lovely marinas, beautiful beaches and a quite wicked nightlife, the latter attracting a young and vibrant crowd. For watersport and fishing aficionados, both islands are ideal, boasting windswept beaches, ideal for windsurfing. With their clusters of whitewashed villages adorned with blue-domed churches, Paros and Ios are the quintessential Cyclades sailing charter stopovers and although tourist crowds can be considerable in summer, finding quiet coves for relaxing days and evenings is surprisingly easy. Of the two, Paros is the quieter and lesser-visited of the two, so you can experience the best of the Cyclades and choose which side you’d love to spend more time in.

Mykonos

Often dubbed the Greek St Tropez, Mykonos is that one exhilarating island that made the Cyclades a household name. With its fashionable clubs attracting international celebrities, unparalleled nightlife, fabulous shopping and drop-dead-gorgeous beaches, Mykonos is a wonderful stop if you’d love to mingle with the crowds and soak up the party scene. Getting away from it all is not very difficult, however, a flurry of sensational remote coves always just ‘around the corner’. Yet this island is all about gourmet dining and shopping. For the ultimate Mykonos experience, enjoy a gourmet lunch in one of the many organic farms and a sundowner in Little Venice, shop for hand-made treasures along Matoyianni Street or take a traditional cooking class to learn the secrets behind the island’s culinary delights.

Santorini

Elegant, romantic, wild and distinctive: Santorini’s many faces are the island’s most alluring appeal and the main reason it’s as popular with honeymooning couples as it is with yachting families and groups of young friends. The sunsets of Santorini are as breathtaking as often described, with the island boasting a multitude of clifftop spots from where to enjoy them. The coastline is dramatic and rocky and the whole island, volcanic in origin, is a startling natural splendor. Santorini’s beaches are not sandy like its neighbor’s, which gives the island a most unique appeal. Villages here are traditional and vibrant, the array of trendy cafes, restaurants and bars, as well as vineyards and hiking trails, seducing visitors to shore. Your Cyclades private yacht’s array of toys will go to great use in the many calm bays around Santorini’s coastline and if you find an idyllic anchorage point facing on one of the seaside villages, you’ll have perhaps the most mesmerizing view of all. Santorini, from the sea, is absolutely resplendent.

Kythnos

Floating on the western edge of the Cyclades islands group, Kythnos is mostly renowned for its therapeutic hot springs, although the 70 or so miles of beautiful coastline and a total of 100 beaches are inarguably the biggest enticements for summer Cyclades sailing charter guests. Kythnos is more mountainous than its neighbors and offers a great many hiking options for active visitors who love nothing more than to explore traditional Greek islands on foot. With only two central villages, Kythnos is surprisingly quiet (given its accessibility) although August sees a healthy amount of holiday makers in Kythnos, most of them local. When Greeks go on vacation, they choose places like Kythnos precisely for their simplicity and authenticity. So don’t you miss out!

Folegandros

A smaller and quieter version of Santorini, one that’s swiftly becoming more and more coveted, Folegandros has some of the most picturesque villages in the archipelago, especially splendid Hora which sits on a hilltop affording sweeping views across the Aegean. One of the Cyclades’ smallest islands, Folegandros floats between Santorini, Sikinos and Mylos and covers merely 11 square miles.  Being surrounded by much bigger and more prominent islands has helped Folegandros retain an old-world charm and here you’ll find a little snippet of old Greece many don’t believe exists any more. Fabulous seafood and heart-pumping hiking are what Folegandros is all about.

Naxos

A wonderful hybrid of ancient history, gastronomic prowess and spectacular beaches, Naxos is a great Cyclades allrounder. The largest island and one home to a flurry of attractions and services, Naxos is considered a one-stop vacationing destination for many tourists. On a yacht charter in the Cyclades, however, she can just be your seductive bit on the side! Naxos town offers all the services you’ll ever need and a waterfront harbor many larger seaside cities would be envious to call their own. Not nearly as hilly as its neighbors, Naxos is a wonderful hiking and cycling destinations and one that’s particularly revered as a foodie’s dream. Some say the best restaurants in all of Greece are found right here.

Sifnos

The revered birthplace of some of Greece’s most prominent poets and chefs, Sifnos is an inspiring island to visit on Cyclades sailing charters. Laid-back, beautiful and traditional, this Cyclades splendor offers secluded sandy beaches, hilltop villages, seaside fishing towns, outstanding architecture and an abundance of historic sites dating back over 1,500 years. Some say Sifnos is where you’ll taste the best food in the Cyclades, the island’s interior peppered with olive and almond farms and hills drenched in wild aromatic herbs. Close enough o Athens to attract plenty of visitors yet still keeping the flow low-impact, Sifos is an exceptional inclusion to any sailing charter itinerary in these parts, with enough museums, archaeological sites, shopping, beach-hopping, nightlife and dining to satisfy everyone.

Delos

There probably isn’t a corner of Greece that doesn’t hide a treasure of antiquity (or 100) but if there’s one island in the Cyclades you shouldn’t miss if you’re a lover of ancient history, it would have to be Delos. Apollo’s mythological birthplace and an exquisite open-air museum if ever there was one, Delos is one of the least-known yet most unmissable stops on a Cyclades yacht charter itinerary. Venerated for over 5000 years (and UNESCO-inscribed in its entirety) Delos is considered the most important archaeological site in the Mediterranean, an island bursting at the seams with ancient sanctuaries, temples, mosaics, statues and homes. The views from the main ancient site are outstanding and the island’s relative anonymity means crowds tend to visit for just a few hours a day from nearby Mykonos, so if you visit in the early morning, you’ll have it all to yourself. Due to its historical importance, Delos is uninhabited bar for a few people who are employed, every summer, to oversee tourist crowds and guide visitors around. The contemplative peacefulness of Delos couldn’t be any more contrasting to the bustling scenes in Mykonos and Santorini, which only highlights the diversity of the glorious Cyclades.


© Shutterstock

© Shutterstock

Our Expert Opinion

Greece offers so many itinerary choices, and each island has its own enchanting rhythm… like a siren’s song beckoning you ashore and instantly stealing your heart. The allure of Greece has not paled with tourism, and you can discover it “your own way” on a private yacht charter. Ask our Charter Experts which route is best for you.

Explore More of Our Super Yacht Charter Destinations

The luxury yacht charter world doesn’t stop in the Bahamas or Italy’s Amalfi Coast. Beyond the horizons of our most popular destinations are countless others that are often overlooked. Not for their lack of beauty, mind you. Not because they’re not all as remarkable as those you know and trust. But simply because they are remote, unknown and largely undiscovered....

Few luxury yacht charter destinations enjoy the popularity and glamor of Europe and the Mediterranean. The revered stomping ground of the rich and famous for well over a century, it is here that you'll find some of the most elite sailing yachts, catamarans, and superyachts. And that's because it's right here that you'll find some of the most enticing waters of all, framed by stunning coastlines...

From the most exotic and tropical regions of Belize to the historic treasures of Boston. From the the rugged reaches of Alaska to the spectacular wildlife kingdom of the Galapagos. From the balmy breezes of the Florida Keys to sunsplashed secluded San Blas islands. The sheer variety of landscapes, cultures, histories and attractions endows the Americas with the “something for everyone” title...

The breathtaking islands of the Caribbean and the Bahamas have long been considered the world’s most popular yachting destination. Easy to reach and a pleasure to explore, this mecca for anyone who dreams of turquoise waters, delectable seafood, an abundance of fun water sports and endless romance on his/her Caribbean yacht vacations. Perfect for first-time and experienced sailors, this destination...

AEGEAN SCHATZ

AEGEAN SCHATZ

Read More
AMADEUS

AMADEUS

Read More
NUMBER ONE

NUMBER ONE

Read More
O'MEGA

O'MEGA

Read More
SELENE

SELENE

Read More
REGINA

REGINA

Read More
PEGASUS

PEGASUS

Read More
MY TOY

MY TOY

Read More
GLAROS

GLAROS

Read More
MABROUK

MABROUK

Read More
PATHOS

PATHOS

Read More
DRAGON

DRAGON

Read More
RINI

RINI

Read More
PARIS A

PARIS A

Read More
CALLISTO

CALLISTO

Read More
AMOR

AMOR

Read More
MARY

MARY

Read More
HIGH JINKS II

HIGH JINKS II

Read More
ALYSSA

ALYSSA

Read More
DANIELA II

DANIELA II

Read More

Destination Features and News

Whether you desire a quick getaway close to home or a "bucket list" adventure in an exotic corner of the earth, we offer limitless possibilities for you to discover the world by superyacht.

Yacht Haven Grande Marina

Yacht Haven Grande Marina

Read More
Best BVI Scuba Dive Sites

Best BVI Scuba Dive Sites

Read More
Antarctica Expedition Cruise - Super Yacht Legend

Antarctica Expedition Cruise - Super Yacht Legend

Read More
Greece Motor Yacht Charters

Greece Motor Yacht Charters

Read More
5 Best Galapagos Luxury Yacht Charters

5 Best Galapagos Luxury Yacht Charters

Read More
St. Barts Yacht Charter - Gastronomic Pleasures

St. Barts Yacht Charter - Gastronomic Pleasures

Read More
Virgin Gorda Yacht Charter Attractions

Virgin Gorda Yacht Charter Attractions

Read More
Best New England Yacht Charters for 2018

Best New England Yacht Charters for 2018

Read More
Galapagos Yacht Cruise – Integrity

Galapagos Yacht Cruise – Integrity

Read More
Patagonia Yacht Charter - the New Yacht Frontier

Patagonia Yacht Charter - the New Yacht Frontier

Read More
Luxury Galapagos Yacht Cruises on Stella Maris

Luxury Galapagos Yacht Cruises on Stella Maris

Read More
10-person BVI Catamaran Charters

10-person BVI Catamaran Charters

Read More
10-day Patagonia Yacht Charter Itinerary

10-day Patagonia Yacht Charter Itinerary

Read More
Things To Do On a St. John Yacht Charter

Things To Do On a St. John Yacht Charter

Read More
Greece Catamaran Charters

Greece Catamaran Charters

Read More
Getting to Anegada – the BVI's Hidden Gem

Getting to Anegada – the BVI's Hidden Gem

Read More
6 Best Things To Do on a Bahamas Power Yacht Charter

6 Best Things To Do on a Bahamas Power Yacht Charter

Read More
Luxury Gulet Charters in Croatia

Luxury Gulet Charters in Croatia

Read More
New Caledonia Yacht Charters - Masteka 2

New Caledonia Yacht Charters - Masteka 2

Read More
Foxy Lady's Virgin Islands Yacht Charter Itinerary - Post Hurricane

Foxy Lady's Virgin Islands Yacht Charter Itinerary - Post Hurricane

Read More

Discover More About Super Yachting

Ocean Getaways offers you breaking news on charter discounts, newly launched super yachts, family getaways, special events, enticing destinations and unique charter opportunities worldwide