8-Day Cyclades Crewed Motor Yacht Itinerary | Greece 2025-2026
Discover Kythnos, Mykonos, Paros, Koufonisia, and Ios on an 8-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 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 experience the best Greece has to offer, our Boatbookings Charter Experts have created this sample itinerary to help you plan the perfect getaway. Explore below to see where a luxury Greece motor yacht charter can take you.
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Day 1: Athens to Kythnos
Embark on your yacht charter in the beautiful 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 toward 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 streets, while others like Loutra and Merihas are 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, spend the morning swimming in the turquoise waters that lap the shores of Rineia Island. Once you dry off, set sail for Mykonos the ‘Island of the Winds’, where you will find breathtaking views and charming areas like Little Venice. Cruise into Kalafatis Bay, a stunning stretch of water perfect for trying out your charter's water toys, before the Captain anchors for the evening at Psarou Beach.
Once anchored, get ready to explore because Mykonos is home to the trendiest beach clubs and restaurants in Greece like Nammos, with its bustling dinner scene and casual approach to Greek cuisine in an open-air setting. Another fantastic option is the contemporary open-air beachside restaurant and bar Scorpios Mykonos, or if you are looking to really live it up or just end your night in style, visit Mykonos’ Mediterranean Mecca Cavo Paradiso, the number 1 club in Greece. See our Mykonos Beach Club Guide or our Greece Restaurants Guide for more inspiration on where to go on this party island!
Day 3: Mykonos to Paros
On day three your captain will bring you to the charming town of Naoussa on the stunning island of Paros. This distinctive Greek destination stands out as part of the archipelago that has retained all of its authentic character and charm over the years. Anchor in a huge bay at the northern end of Paros, where you will have the opportunity to explore life underwater during an hour or two of deep-sea diving, or if you prefer to stay on land, you can explore the island by going horseback riding! Explore to your heart's content before spending the evening wandering around the quaint streets of Paros for some shopping and fresh octopus in the famous Greek taverna Tsahpinis. For more inspiration on where to dine, check out our Greek Restaurants Guide.
Day 4: Paros to Koufonisia
Koufonisia is made up of three islands, the main island of Pano Koufonisi, the smaller Kato Koufonisi, and Keros which is off-limits. The main island Pano is home to the main town or 'Chora' named Koufonisia. This stunning village has whitewashed buildings and winding streets that enchant. The main attraction of these islands is their outstanding beaches.
These sandy pieces of paradise can be hard to reach as those who live or stay on the island often have to hike the rocky inlets to reach them. But by boat, you will have unrivaled access to these usually unoccupied beaches that are perfect for sunbathing in seclusion! The bright blue waters invite you to swim, or venture out further to sea on the water toys! After an exhilarating day, spend your night exploring the old town, and sampling freshly caught seafood for 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 less-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, begin the final journey of your charter back towards your starting point in Athens. But first, enjoy a stop at the wonderful island of Kea for one more spectacular night onboard. Being the closest island to the mainland, this is a popular 'home away from home' for many Greeks living in Athens and the surrounding areas. Its rugged landscapes and blue and green coves make for wonderful exploring, and some great dive spots! Kea has an untouched charm, that makes it the perfect place to experience a taste of the real Greece that isn't overrun by tourists before the end of your yacht charter!
Day 8: Kea to Athens
Round out your vacation with one last breathtaking voyage back to Athens and enjoy a superb breakfast aboard your yacht before departing! There is no better way to round out your journey than with a relaxing morning cruise back to port. Other popular places to visit are the Ionian Islands so wherever you choose, get in touch with our charter experts who can personalize an itinerary to suit you and your guests.
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