7-Day Cyclades Crewed Motor Yacht Itinerary | Greece 2026-2027
Discover Kythnos, Syros, Mykonos, Paros, and Sifnos on an 7-Day Luxury Crewed Motor Yacht Itinerary in the Cyclades for Summer 2026 and 2027
Day 1: Kynthos | Day 2: Syros | Day 3: Delos and Mykonos | Day 4: Paros Naoussa| Day 5: Antiparos | Day 6: Sifnos | Day 7: Kea | Day 8: 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.
Map of the Cyclades Motor Yacht Charter Itinerary:
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Day 1: Kythnos
Embark upon your Greece Crewed Motor Yacht in Athens, where antiquity and modern elegance converge. You will be welcomed with a perfectly chilled Aegean Spritz as you glide towards Temple of Poseidon, a dramatic 5th century BC clifftop sanctuary dedicated to the god of the sea, where you anchor beneath its columns for your first swim in crystalline waters followed by a leisurely lunch of grilled Chicken Souvlaki and your first Greek Salad, before continuing to Kythnos. Kythnos is an understated Cyclades island prized for its thermal springs and authenticity, where Kolona Beach’s rare twin bays invite paddleboarding, swimming, and shoreline exploration. Enjoy dinner in your first Greek tavernas with a feast of seafood barbecue with charcoal grilled sea bream, accompanied by chilled Assyrtiko and stories rooted in Greek mythology.
Day 2: Syros
Sail east to Syros, the cultural capital of the Cyclades, where neoclassical grandeur reflects its legacy as a 19th century mercantile powerhouse, pausing en route in a secluded bay for a morning swim and relaxed lunch onboard featuring simply grilled fish, seasonal salads, and the highly sought after Idyllic rosé served ice cold. Get ready to explore the capitaly Ermoupoli where marble piazzas and pastel mansions set an elegant tone, with time to browse artisan boutiques and gelaterias before returning onboard for a refined dockside dinner, accompanied by soft sea breezes and a Syros inspired citrus aperitif.Â
Day 3: Delos and Mykonos
Depart at first light for Delos, one of the most sacred sites in Greece and mythologically revered as the birthplace of Apollo and Artemis, where a private guided exploration reveals ancient temples, mosaics, and a profound sense of history. Return onboard your Greece crewed motor yacht for a relaxed lunch at anchor, then continuing to Mykonos, where the Cyclades meet global glamour, arriving in time for sunset at Scorpios with signature cocktails and music drifting over the Aegean. There are endless options for dinner ashore at your choice of Zuma, Matsuhisa Mykonos, Kalita, or Katrin Restaurant, each offering a distinct expression of refined island dining, if you are looking for more lunch and dining options, have a look at our Greek Restaurants Guide.
Day 4: Paros Naoussa
Cruise south from the world famous Ornos Bay in Mykonos to Paros, historically celebrated for its luminous marble that shaped some of antiquity’s finest sculpture, arriving into the harbour of Naoussa where traditional Cycladic charm meets contemporary sophistication. Enjoy lunch either onboard in a secluded bay in Naoussa before an afternoon of boutique browsing and relaxed exploration, leading into an evening at Barbarossa, where vibrant energy and elevated Greek cuisine are paired with crisp local wines and a lively harbourfront atmosphere.
Day 5: Antiparos
Ease into a slower rhythm as you cruise to Antiparos, a discreet yet increasingly coveted island known for its effortless elegance and loyal following among creatives and insiders, spending the day anchored in translucent bays ideal for swimming, paddleboarding, and relaxed water sports. Step ashore for a long, sun drenched lunch at Soros Beach Club, where refined simplicity defines the experience, returning onboard for an intimate evening beneath the stars with a menu inspired by the day’s catch and a softly shaken Greek Martini.
Day 6: Sifnos
Your Greek Odyssey continues west to the island of Sifnos, an island synonymous with Greek gastronomy and the birthplace of some of the country’s most celebrated culinary traditions, where the day unfolds at leisure with swimming and Paddle Board yoga session before unwinding on deck with your favourite novel. In the evening, head ashore for an exceptional dining experience showcasing signature dishes such as slow cooked revithada and perfectly grilled seafood, paired with a Sifnos Citrus Paloma as the sun sets over terraced hillsides.
Day 7: Sifnos to Kea
Your final morning sees your journey continue north to Kea, an island rich in ancient heritage yet refreshingly under the radar, with a final swim stop en route and a leisurely lunch onboard featuring deeply flavoured Beef Stifado and seasonal accompaniments, followed by an afternoon exploring quiet coves or strolling through understated harbour villages. Enjoy a final celebration dinner onboard with expertly grilled filet steak, fine Greek wines, and a closing Aegean 75 as the sun dips below the horizon.
Day 8: Kea to Athens
Return to Athens in the soft light of morning, where ancient legacy meets contemporary energy, enjoying a final breakfast onboard before disembarkation, departing with sun warmed skin, a deeper connection to the Cyclades, and the quiet certainty of having experienced Greece at its most elevated and authentic. 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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