7-day Western Cyclades Luxury Motor Yacht itinerary
Discover the highlights of the Western Cyclades Island on a 7-day Luxury Crewed Motor Yacht Itinerary for Summer 2026 and 2027
Day 1: Cape Sounio and Kythnos| Day 2: Sifnos | Day 3: Milos | Day 4: Poliegos and Kimolos | Day 5: Serifos | Day 6: Kea | Day 7: Vouliagmeni | Day 8: Disembark in Athens
Greece is a destination full of hidden gems, and this Western Cyclades itinerary lets you step away from large tourist crowds and discover an authentic, yet equally stunning, side of Greece. This expert itinerary will take you through quaint, colorful villages, seaside blue-and-white chapels, breathtaking white-sand beaches, and crystal-clear waters. It is perfect for fully discovering Greek culture while staying relaxed and enjoying a personalized experience. A crewed motor yacht guarantees comfort, space, and speed, allowing you to sail elegantly from island to island while enjoying luxurious amenities, water toys, and unique features such as deck Jacuzzis.
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 Motor Yacht can take you.
Map of the Western Cyclades Crewed Catamaran Itinerary:
Day 1: Cape Sounio and Kythnos
Board your Greece Crewed Motor Yacht in Athens and settle in with a perfectly chilled Aegean Spritz as the city skyline fades behind you. Cruise to Cape Sounio and anchor beneath the breathtaking Temple of Poseidon for swimming and a refined lunch of grilled chicken souvlaki with lemon potatoes. Continue to the twin bays of Kolona Beach and Kythnos, for paddleboarding and snorkeling explorations along the shoreline. End your amazing first day with sunset cocktails followed by a surf-and-turf BBQ featuring charcoal-grilled sea bream beneath the greek stars.
Day 2: Sifnos
In the morning, after a fresh and delicious breakfast, cruise to Sifnos and anchor off Kamares for a tranquil swim and a lunch of slow-roasted lamb with oregano and thyme. Spend the afternoon browsing ceramic ateliers and artisan boutiques in the charming Apollonia before arriving in Platis Gialos. We recommend a scenic Jet Ski circuit along the bay to add a thrill factor, followed by a sunset Sifnos Citrus Paloma. Dinner at Omega3 or Yahoos showcases the island’s signature revithada (chickpea stew) or enjoy the authenticity of a local taverna.
Day 3: Milos
After a good rest, sail to Milos and explore the sculpted sea caves of Kleftiko by tender, slipping into hidden grottoes and luminous turquoise water. Have lunch onboard right off Gerakas features baked grouper with cherry tomatoes and olive oil. For a bit of extra fun, try your hand at E-Foiling, swim in the crystal waters or jump off your yacht. Enjoy discovering Adamas and amble down the cobblestone streets whilst browsing chic boutiques and enjoying artisanal gelato. A Milos Sunset Spritz precedes dinner onboard or at Makris, highlighting the island’s famed lamb kleftiko.
Day 4: Poliegos and Kimolos
Cruise to the untouched Poliegos for crystal-clear swimming and paddleboard yoga in a sheltered cove. This lovely island is uninhabited and is home to gorgeous preserved wildlife and is a beautiful stop for a break from tourist crowds. Continue to nearby Kimolos, wander the peaceful village, discovering small local shops and whitewashed lanes. Stop for lunch in town, in a quaint and colorful taverna to delight on fresh grilled octopus with a flavorful fava purée. End your day with drinks aboard facing one of Greece's stunning sunsets. Dinner onboard is a delicate pork soutzoukakia meatballs in spiced tomato sauce, with a delicious ice cream dessert.
Day 5: Serifos
Sail to the striking island of Serifos, a destination that has remained largely untouched by mass tourism while retaining a warm, welcoming spirit. Its dramatic clifftop Chora is one of the most beautiful in the Cyclades, a cascade of whitewashed houses crowned with blue-domed churches overlooking the Aegean. Wander through the narrow, winding lanes that climb up and down the hillside, discovering hidden corners, scenic viewpoints, and centuries-old chapels tucked quietly between the houses.
Take time to stroll along the coast and pause for a freshly squeezed orange juice while gazing out over the serene bay of Serifos. In the village square, settle into one of the sun-drenched tavernas for a leisurely break and soak in the relaxed island rhythm. As evening sets in, toast the sunset with a refreshing Serifos Rosemary Spritz before heading to dinner at Rizes or Metalleio, where freshly grilled calamari and simple island flavors take center stage.
Day 6: Kea
After a leisurely breakfast on board, set sail for the island of Kea. One of the Cyclades’ best-kept secrets, Kea blends natural beauty with a history that stretches back to the Cycladic era around 3500 BC.To truly experience the island, head toward Stavroudhaki and begin following Kea’s network of ancient stone paths that wind across the landscape. These historic trails guide you through rolling hills and quiet valleys, eventually leading to remarkable archaeological sites such as the Doric Temple of Athena and the Temple of Pythian Apollo. A visit to the island’s charming capital, Loulida, is also a must. Perched on the hillside, this traditional village invites you to wander its narrow streets, discover local artisan workshops, and soak in the relaxed rhythm of island life.
Kea is particularly special for those with a sense of adventure beneath the surface. The island is home to the Kea Underwater Historic Marine Park, where several famous shipwrecks rest on the seabed — most notably the HMHS Britannic, which sank in 1916 and was the sister ship of the RMS Titanic. For diving enthusiasts, it offers a truly unforgettable experience.
Day 7: Vouliagmeni, Athens
Return toward Athens with a final swim stop and lunch of herb-crusted salmon. Cruise along the Athens Riviera to Vouliagmeni for beach time and watersports, including a final Jet Ski or E-Foil session. Toast the journey with a farewell Aegean 75 at sunset on one of the bays amazing beach clubs. Finally end your evening with a celebration dinner onboard, showcasing perfectly grilled filet steak and seasonal Mediterranean sides.
Day 8: Disembark in Athens
Enjoy breakfast onboard before disembarkation and onward travel, departing with unforgettable memories of Greece’s most beautiful islands.
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