Cyclades Yacht Charter Itinerary
10 nights
A Cyclades yacht charter combines iconic islands like Mykonos and Santorini with lesser-known stops, offering a more adventurous and varied Greek cruising experience.
Day 1 - Athens to Kea 45nm
Embark in Athens and cruise out into the Cyclades, with a longer first leg to reach Kea. This is a great first stop to ease into the trip, with quieter anchorages and a more local feel before heading further into the islands.
Spend the afternoon swimming or relaxing onboard after the crossing.
Recommendation: Dinner ashore in Vourkari or onboard.
Day 2 - Kea to Syros 35nm
Cruise deeper into the Cyclades to Syros, the administrative capital of the islands and a beautiful blend of Venetian architecture and authentic Greek life.
Spend the afternoon exploring Ermoupoli’s colourful streets or relaxing onboard.
Recommendation: Dinner in Ermoupoli overlooking the harbour.
Day 3 - Syros to Mykonos 25nm
Cruise to Mykonos, one of the most iconic stops in the Mediterranean. Arrive late morning and spend the day enjoying beach clubs, swimming, or exploring Mykonos Town.
The energy here is completely different – lively, stylish, and social.
Recommendation: Lunch at Nammos or Scorpios; dinner in Mykonos Town.
Day 4 - Mykonos to Paros 25nm
Cruise to Paros, which offers a more relaxed alternative to Mykonos while still feeling vibrant. Spend the afternoon exploring Naoussa or enjoying a swim in one of the nearby bays.
A great balance after the energy of Mykonos.
Recommendation: Dinner in Naoussa harbour.
Day 5 - Paros to Naxos 15nm
A short cruise brings you to Naxos, known for its wide beaches, traditional villages, and more authentic feel.
Spend the day exploring or relaxing onboard, with views of the Portara (Temple of Apollo) as you arrive.
Recommendation: Dinner in Naxos Town or a beachfront restaurant.
Day 6 - Naxos to Ios 30nm
Cruise south to Ios, known for its beautiful beaches and more laid-back atmosphere compared to Mykonos.
Spend the afternoon swimming or heading ashore to explore the village and enjoy sunset views.
Recommendation: Dinner overlooking the bay or onboard.
Day 7 - Ios to Santorini 20nm
Cruise into Santorini, arriving at one of the most dramatic destinations in the Mediterranean. Anchor below the caldera cliffs and take the tender ashore.
Spend the afternoon exploring or simply taking in the views – this is one of the highlights of the itinerary.
Recommendation: Dinner in Oia or Imerovigli overlooking the caldera.
Day 8 - Santorini to Milos 50nm
Depart Santorini and cruise towards Milos, one of the most unique islands in the Cyclades, known for its dramatic rock formations and hidden caves.
Arrive in the afternoon and spend the rest of the day swimming and exploring some of the island’s incredible coastline.
Recommendation: Sunset onboard or a relaxed dinner ashore in Klima or Adamas.
Day 9 - Milos to Folegandros 20nm
A short cruise brings you to Folegandros, offering a quieter and more traditional contrast after Milos.
Recommendation: Dinner in the cliffside village.
Day 10 - Folegandros to Sifnos 30nm
Cruise north to Sifnos, known for its food scene and relaxed charm. This is a great final island stop before heading back towards Athens.
Spend the afternoon enjoying the town or a quiet anchorage.
Recommendation: Dinner at Omega3 or a local taverna.
Day 11 - Sifnos to Athens (Disembarkation) 70nm
A longer final cruise back to Athens, with breakfast onboard and time to relax as you return to the mainland. Arrive late morning or early afternoon for disembarkation.
