Greece, with its 6,000 islands scattered over the Ionian and Aegean Seas, lays claim to some of the most idyllic holiday destinations on earth. The islands are usually classified into six major groups – the Saronics, Cyclades, North Aegean, Sporades, Ionian and Dodecanese. Not so long ago, all were the preserve of the rich and famous, but these days – happily – you don’t need a private yacht to enjoy your very own Greek-island odyssey.

Mediterranean cruises tend to follow three main routes: Greece and Turkey (between Athens and Istanbul), Eastern Mediterranean (typically embarking in Venice or Athens and ending in Istanbul), and Greece only (usually sailing round-trip from Athens).

Whichever you choose, you should find that most sailing is done overnight, leaving you more time to laze on the beach or trace the footsteps of Ancient Greece’s mythic heroes. We’ve rounded up four Greek islands and their secrets must-visit local spots to discover on a cruise.

Greek island and sea with sailing boat in diance

Symi
Located just off the Turkish riviera and named after the nymph who captivated Poseidon, this Southern Dodecanese island retains an irresistible allure. Citrus-hued Italianate houses spill down lush hillsides, and Harani Bay’s handsome neoclassical facades promise la dolce vita, Greek-style. Sea sponges brought riches to the island in the 19th century, and you can still buy them today along Aggelidi Quay. You’ll also want to tackle Kali Strata’s 400 marble steps to Chorio, Symi’s charming upper town.

The entire island has been declared an archaeological site, so swot up on history at the 18th century Panormitis Monastery, which boasts two museums and Byzantine frescoes. Here in summer? Combine an overnight monastic stay with Symi’s cultural festival, held each year from July to September.

Secret beach… Shaded by Cypress trees and backed by cliffs, Nanou Beach offers fine snorkelling. Forgo the tricky canyon walk-in and take a water taxi.
Secret restaurant… Away from the main drag, family-run Tholos is a locals’ favourite, with an enviable waterfront location on the coast road out of Gialos harbour. Graze on traditional taverna fare such as cuttlefish with squid-ink rice, and aubergine with lemon potatoes.
Secret sight… Visitors love Nimborio Beach but few know of its mysterious catacombs (Dodeka Spilea), a network of 12 underground tunnels that were used as artists’ workshops during the Byzantine era. The entrance is reached via a steep scramble up from the beach, past two small churches.

Symi in Greece’s neoclassical facades add a touch of Italianate style
Symi’s neoclassical facades add a touch of Italianate style

Cruise Itineraries
7-night ‘Splendours of the Aegean Sea’ cruise aboard Le Bougainville, from Istanbul to Athens via Lemnos, Paros, Syros, Bodrum, Symi and Patmos, departing 22 July 2019, from £3,310 ponant.com
14-Day ‘Greek Islands Odyssey’ cruise, round-trip from Athens via Mykonos, Kos, Crete, Santorini, Rhodes and Symi, departing 3 August 2019, from £5,499, seabourn.com

Hydra
Separated from the Peloponnese by a narrow strip of water, this 25-square-mile beauty is honeycombed with donkey trails, inlets and hidden valleys. With mules the customary form of transport, and no street names, it’s easy to slip into a bygone age – the same one that cast a spell on novelist Henry Miller and singer Leonard Cohen.

Hydra’s horseshoe port is a good place to stock up on amygdalota (a sweet almond delicacy) before hitting waterfront shops such as jewellery designer Elena Votsi’s whitewashed boutique. Craving culture? Check out 18th-century mariner’s mansions-turned-museums such as Kountouriotis, then get your adventure fix by riding bareback into the blue on one of Harriet Jarman’s ocean-loving horses (hydradirect.com).

Secret beach… Nestled into a small cove, Nisiza is one of several shingle beaches strung along the island’s pine-fringed southwest coast. Walk from Episkopi village or take a zippy water taxi.
Secret restaurant… Thin-crust pizza and shrimp ceviche are the order of the day at Caprice, Hydra’s long-standing Italian, which you’ll find 150 metres inland from the port in Hydra town.
Secret walk… For the best views, make the pilgrimage to Prophet Elias Monastery. Head towards the Church of St Constantine in upper Hydra Town, then follow the black-and-yellow markers. Several cobbled switchbacks later, a steep half-mile final push and you’re there.

Discover why beautiful Hydra has enchanted writers and artists
Discover why beautiful Hydra has enchanted writers and artists

Cruise Itineraries
Crystal Cruises 7-night ‘Grecian Yachting Gems’ cruise from Dubrovnik to Athens via Kotor, Corfu, Parga, Nydri, Nafplion and Hydra, departing 26 July 2020, from £5,818, crystalcruises.co.uk
Voyages to Antiquity 18-night ‘Grand Adriatic & Aegean Experience’ cruise from Venice to Athens via 19 ports including Hydra, Delos, Mykonos, Nisyros, Crete, Rhodes and Santorini, departing 19 September 2019, from £3,600, voyagestoantiquity.com

Skopelos
Cloaked in olive groves, pines and almond trees, Skopelos is one of the greenest islands in the Aegean. Pleasingly, modern life has a weak grip here. Sailing into port, you’re greeted by a peal of church bells from the steeply rising old town, which is guarded by the ruins of a 13th-century Venetian castle.

You won’t even scratch the surface of the island’s 400 monasteries and churches, but if you have time for just one, make it Agios Ioannis Kastri, perched on its rocky outcrop above the waves. This is where they filmed the wedding scenes in Mamma Mia!

Not an ABBA fan? Cycle along old mule trails with Skopelos Cycling (skopelosweb.gr), beach-hop in sea kayaks, or shop for local crafts.

Secret beach… If you like your own company, try Neraki Beach, where pine trees practically touch the azure waters. Rent a boat from Skopelos Town or swim from Chovolo Beach.
Secret restaurant… For a slice of the best goat’s cheese pie, head to Michalis Pie Shop. Ignore Google Maps and walk along the port, turning right before the National Bank. Take the first left, then a sharp right.
Secret sight… Antoniou Family Olive Press is a third-generation business offering tours and tastings on a 50-acre site, a short drive from Glossa village.

Fishing boats in Skopeloos
Skopelos is famed for being where Mamma Mia! was filmed

Cruise Itineraries
Star Clippers 7-night ‘Mamma Mia’ tall-ship cruise, round trip from Athens via Dikili (Turkey), Lemnos, Skiathos, Skopelos and Poros, departing 15 August 2020, from £1,525, starclippers.co.uk
SeaDream Yacht Club 16-night ‘Venice to Athens’ cruise via Corfu, Mykonos, Milos, Skiathos and Skopelos, departing 8 July 2020, from £9,366, seadream.com

Santorini

Located roughly halfway between Athens and Crete, this Cycladic superstar needs little introduction. Its cliff-terraced sugar-cube buildings, sapphire-domed

Santorini, Greece
Santorini is the poster child of Greek islands

churches and barrel-roofed cave houses have made it the poster child of all Greek islands.

Santorini’s unique landscape is the result of a volcanic explosion that blew out the island’s interior around 3,500 years ago. To delve into its rich archaeological past, visit the ancient ruins of Akrotiri, then top up your tan on the black-sand beaches of the less well-known east coast.

Want to see that famous sunset? Escape the tourist crush in Oia and head for Imerovigli, a picturesque village in the north that’s nicknamed the Balcony to the Aegean. Then hit Fira’s buzzy boutiques for some retail therapy.

Secret beach… Bookended by Kolumbo and Vourvoulos beaches, Pori’s crystal waters can be reached from the sandy stairs opposite En Pori Studios guesthouse.
Secret restaurant… Grab a pew in Mousiko Kouti’s delightful courtyard, located in bucolic Megalochori. If you order just one dish, make it their signature smashed potato soufflé.
Secret visit… Eschew the bigger wineries for family-run Gavalas, where you can join in the grape-stomping, a 5,000-year-old summer tradition.

Cruise Itineraries
Azamara Club Cruises 11-night ‘Greece Intensive Voyage’, round trip from Athens via Mykonos, Skiathos, Volos, Rhodes and Santorini, departing 24 August, from £3,343, azamara.co.uk

Celestyal Cruises 7-night ‘Cruise Eclectic Aegean’ voyage, round trip from Athens via Istanbul, Volos, Heraklion, Santorini and Mykonos, departing 21 October 2019, from £629, celestyalcruises.uk