7-Day Cyclades Crewed Motor Yacht Itinerary | Greece 2025-2026
 Discover Kythnos, Mykonos, Paros, Koufonisia, and Ios on a 7-day Luxury Crewed Motor Yacht Itinerary in the Cyclades
Day 1: Athens to Kynthos | Day 2: Kythnos to Mykonos | Day 3: Mykonos to Paros | Day 4: Paros to Koufonisia | Day 5: Koufonisia to Ios | Day 6: Ios to Sifnos | Day 7: Sifnos to Kea | Day 8: Kea to Athens
The Cyclades are a picture-perfect cluster of Greek islands where ancient villages tumble down gentle island hills into beautiful bays of turquoise water. Reminiscent of the iconic settings shot in the film Mamma Mia, these islands feature rugged terrain, powder-white sand beaches, and a myriad of activities suitable for all. This is the perfect place to charter a luxury motor yacht and explore all the wonders of Greece like you are the star of a movie.
According to Greek mythology, Poseidon - God of the Sea - transformed the Cyclades into the unique islands that we recognize today. With sparkling waters, sweeping sunset views, and superb food, these fantastic islands have so much to offer on your bespoke yacht charter holiday. To ensure that you see experience the best Greece has to offer, our Boatbookings Charter Experts have created this itinerary that can be catered to your specifications. Explore below to see where a luxury Greek motor yacht charter can take you.
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Day 1: Athens to Kythnos
Embark on your yacht charter in the beautiful and ancient city of Athens and get to know your professional captain and charming crew. once onboard, you can sit back and sip champagne as you sail southeast through crystal clear waters towards the rugged and mountainous island of Kythnos. The island is home to a number of villages, some traditional like Chora and Driopida, with their stone houses and cobbled streetrs, while others like Loutra and Merihas are a more modern with many tourist attractions.
This is the perfect place to begin your charter. You can anchor in a quiet bay and choose to spend the afternoon enjoying the thrill of the boats water-toys or soak up some sun on the secluded white-sand beach of Kolona. After a day spent lounging or exploring, head back to your luxury yacht in time for a gourmet dinner prepared by the professional chef onboard.
Day 2: Kythnos to Mykonos
After delighting in an alfresco breakfast on board, before setting sail to spend the morning swimming in the turquoise waters that lap the shores of Rineia Island. Later on, cruise to Mykonos, once known as the ‘Island of the Winds’ where you will find charming places to visit such as Little Venice. Your captain will bring you to Kalafatis Bay, a stunning stretch of water that spans to either side of a narrow, rugged headland. This is the perfect place to try out the water toys on board before anchoring at Psarou Beach.
Once anchored, you can explore the trendiest beach club and restaurant in Mykonos, Nammos. Known for its bustling dinner scene and casual approach to Greek cuisine in an open-air setting, an evening at Nammos is bound to be one to remember during your yacht charter! Alternatively, the contemporary beachside lair of Scorpios Mykonos offers a relaxed vibe with an open-air restaurant and bar for a sundowner beside the sea. End the night in style at Mykonos’ Mediterranean Mecca Cavo Paradiso, the number 1 club in Greece. You might even be able to catch the sunrise if you stay out until the early hours of the morning! See our Mykonos Beach Club Guide or our Greece Restaurants Guide for more inspiration on where to go on this party island!Â
Day 3: Mykonos to Paros
On your third day, your captain will take you to Naoussa on the island of Paros, one of the distinctive Greek destinations to retain its authenticity, character, and charm in the archipelago. In a huge bay in northern Paros, there is the opportunity to explore underwater life for an hour or two deep-sea diving, or if you prefer to stay on land, try horse riding! Explore the rocky terrain before spending the evening wandering around the streets of Paros for some shopping and fresh octopus in the famous Greek taverna Tsahpinis.Â
Day 4: Paros to KoufonisiaÂ
Koufonisia is made up of three islands, the main island of Pano Koufonisi, Kato Koufonisi and the off-limits island of Keros. The main island Pano is home to the town or 'chora', featuring whitewashed buildings and winding streets. The main attraction of Koufonisia are the outstanding beaches - those on the island often have to hike to reach the rocky inlets and beaches, but by boat, they are very accessible and usually unoccupied by anyone, perfect for sunbathing in seclusion! The bright blue waters are perfect for swimming, or you could have a go using the water toys further out at sea! Spend the night exploring the old town, sampling some freshly caught seafood for your dinner before heading back to your yacht.
Day 5: Koufonisia to Ios
After breakfast on board, cruise to the picturesque island of Ios. Renowned for its lively atmosphere and buzzing nightlife, Ios is a hub of activity with markets and the famed village of Chora to explore. With some of the most breathtaking beaches leading out to the Aegean Sea, dive into warm waters and soak up the sun before enjoying cocktails at one of the many beachside bars on the island. If you aren’t tempted by the party scene, why not visit the imposing church Panayia Gremiótissa which stands on Ios’ highest point, affording sweeping sunset views over the open sea?
Day 6: Ios to Sifnos
The next stop on your Cycladian adventure will be Sifnos, a lesser-explored but equally charming island that is a haven for foodies! Moored up at Agia Marina, sample sizzling calamari, octopus bruschetta, and aubergine chips at the Isalos beach bar as you look out onto the sparkling waters! Take a dip to cool down before settling down with a cucumber margarita in hand. For those looking for somewhere to go for a dance, head to the unbeatable Botzi, a little bar serving mojitos with Cuban-inspired tunes playing in the background!
Day 7: Sifnos to Kea
After a leisurely breakfast, continue your journey back to the starting point in Athens, but first, stop at the wonderful island of Kea. Being the closest island to the mainland, this is a popular choice for a 'home away from home' for the Greeks living in Athens and such places. Its rugged landscapes and blue and green coves make for wonderful exploring, as well as having some great dive spots! Its untouched charm and the fact that it is not overrun by tourists make it the perfect place to experience the real Greece before ending your yacht charter!
Day 8: Kea to Athens
Today marks the last voyage back to Athens so enjoy a superb breakfast aboard your yacht before departing! Other popular places to visit are the Ionian Islands so wherever you choose, get in touch today with our expert brokers who can personalise an itinerary that suits you and your guests.
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