A crewed gulet charter voyage
Cyclades charter itinerary
Cyclades Explorer — Mykonos to Athens
An eight-day island-hopping voyage through the heart of the Cyclades, tracing a southward arc from glamorous Mykonos through the timeless beauty of Paros, Ios, Santorini, and Milos, before curving north through Sifnos, Serifos, and Kythnos to conclude in historic Athens — a perfect summer escape blending culture, beaches, and Greek hospitality.
The voyage at a glance
Day 1
Embarkation — Mykonos to Naoussa, Paros
Day 2
Naoussa, Paros to Manganari Bay, Ios
Day 3
Santorini — Caldera & Ancient Akrotiri
Day 4
Milos — Sarakiniko & Secluded Coves
Day 5
Sifnos — Beaches, Diving & Kamares Village
Day 6
Serifos — Wild Landscapes & Livadi Harbour
Day 7
Kythnos — Hidden Bays & Cycladic Villages
Day 8
Disembarkation — Athens (Piraeus)
Day 1
Embarkation — Mykonos to Naoussa, Paros
Board your charter yacht in Mykonos at midday, taking a moment to soak in the island's iconic whitewashed houses and famous windmills before setting sail. In the afternoon, you cruise south to the island of Paros, rich with cultural festivals and the magnificent Byzantine monastery of Panagia Ekatontapiliani. Your first night is spent in the enchanting harbour village of Naoussa, its colourful fishing boats and winding lanes offering an irresistible taste of authentic Cycladic life.
Ashore nearbyView of Alefkandra (Little Venice) · Panorama Windmill · Soulmates mykonos · Kavos Taverna
Day 2
Naoussa, Paros to Manganari Bay, Ios
Departing Naoussa, you sail south to the petite and picturesque island of Ios, where dramatic cliffs give way to stretches of brilliant white sand. Drop anchor in the secluded Manganari Bay — famously sheltered from the meltemi winds and immortalised in the film 'Le Grand Bleu' — for a long afternoon of swimming in crystal-clear waters. As the sun dips, gather on deck for a memorable onboard barbecue in one of the Aegean's most tranquil anchorages.
Ashore nearbyChurch of Panagia Gremniotissa · Diaseli Traditional Cheesery & Museum · Vilaeti Tavern · Souvlucky
Day 3
Santorini — Caldera & Ancient Akrotiri
Leaving Manganari early, you make the scenic cruise to Santorini, arriving in time for a late breakfast as the volcanic caldera comes into view. Spend the day exploring the island's extraordinary heritage — the Bronze Age ruins of Akrotiri reveal a civilisation buried and preserved for millennia — before unwinding at the dramatic White Beach or raising a glass of local wine at Santo Wine with sweeping views over the Aegean.
Ashore nearbyViews of Santorini & Caldera · Castle of Oia · KooKoo Bar Restaurant Sunset Rooftop · Souvlaki n' Wrap grill house Oia, gyros, kebab & falafel.
Day 4
Milos — Sarakiniko & Secluded Coves
Begin the morning at Bellonias Beach Club on Santorini for a leisurely breakfast before setting a westward course for Milos, celebrated for its surreal lunar landscape of sculpted white pumice and vibrant mineral rock formations. Arrive in time to marvel at the otherworldly Sarakiniko Beach, then anchor in a secluded cove where the turquoise Caribbean-quality waters invite the use of all onboard water toys. Round off the evening with a convivial dinner at O Hamos, a beloved family-run taverna serving honest Milotan cuisine.
Ashore nearbyMarmara Sand Museum · Sarakiniko · Psitolatria · Barriello
Day 5
Sifnos — Beaches, Diving & Kamares Village
A short cruise north brings you to the sandy-fringed island of Sifnos, one of the Cyclades' most endearing and understated gems. Spend the afternoon exploring the island's renowned southern diving spots, where clear waters and diverse marine life reward snorkellers and divers alike. As evening falls, tie up in the charming coastal settlement of Kamares on the island's northwest, where welcoming tavernas and the warm energy of local life make for a perfectly relaxed final night on the water.
Ashore nearbyAgios Symeon · Agia Marina · Passione Italiana · Kafenes
Day 6
Serifos — Wild Landscapes & Livadi Harbour
A short sail north delivers you to Serifos, a dramatically rocky island whose rugged mountain terrain is laced with nature trails leading to breathtaking panoramic vistas. For those who prefer a gentler pace, the harbour town of Livadi offers cobblestone lanes, lively markets, private beach clubs, and curious monuments such as the historic Isidoros Church and the Serifos Museum. Spend the night at anchor in one of the island's picturesque bays, the stars above unimpeded by city lights.
Ashore nearbyAg. Sostis · Φράγμα και Λιμνοδεξαμενή Σερίφου · Paspari · Seriani Restobar
Day 7
Kythnos — Hidden Bays & Cycladic Villages
Cruising north, you reach Kythnos — a beautifully unhurried island of sandy beaches, pretty whitewashed houses, and the small kafenions where Greek café culture thrives at its most authentic. The hillside capital of Hora, set 8 km inland from the port of Merihas, rewards a visit with its finely carved church interiors and traditional Cycladic architecture. Spend the last full day of your charter wandering the coastline's cosy coves, browsing local jewellery and crafts, and savouring a long, unhurried final dinner ashore.
Ashore nearbyΠαναγιά Φλαμπουριανή · Kolona Beach · CIBO PIZZA · Aella Restaurant
Day 8
Disembarkation — Athens (Piraeus)
Enjoy a leisurely final breakfast on deck as the yacht makes its way across the Saronic Gulf toward the great city of Athens, named for the goddess of wisdom herself. On arrival, the iconic landmarks of the ancient world await — the Parthenon crowning the Acropolis, the sweeping curves of the Panathenaic Stadium — offering a glorious crescendo to a week of island discovery. Consider spending the evening in the city before your journey home, already dreaming of the next Aegean adventure.
Ashore nearbyStavros Niarchos Foundation Cultural Center (SNFCC) · Θωρηκτό Γ.ΑΒΕΡΩΦ- Naval Museum Battleship HS Georgios Averof · Varoulko Seaside Restaurant · seafood Antonia