Experience the ultimate way to explore the Greek islands—aboard your own private, fully crewed yacht. Let your captain, chef, and steward team take care of every detail while you soak up sun, culture, and the sparkling Aegean Sea. This suggested itinerary blends world-famous islands with serene hideaways, curated for comfort, discovery, and unforgettable moments.

⚓ Please Note: All itineraries are suggested and subject to final approval by your captain, who will evaluate prevailing weather and sea conditions at the time of your charter. Routes cannot be guaranteed in advance, particularly due to the seasonal Meltemi winds in the Cyclades.

Day 1: Athens to Kea

As you leave the bustling Athenian coast behind, your Cycladic escape begins with the peaceful island of Kea. Less visited by tourists, Kea offers the perfect introduction to authentic island life.

What to Savor:

• A refreshing swim in the turquoise waters of Koundouros Bay

• Explore the quiet, cobbled streets of Ioulida, where whitewashed houses nestle beneath terracotta rooftops

• Sunset cocktails on deck, followed by a welcome dinner prepared by your private chef, using fresh local seafood and herbs

  
  
  
  

Day 2: Kea to Mykonos

Arrive at the iconic Mykonos, a glamorous destination that seamlessly blends traditional Greek charm with high-end lifestyle.

What to Experience:

• Dock near Mykonos Town and walk through winding lanes lined with bougainvillea, whitewashed buildings, and upscale boutiques

• Visit Little Venice for seafront drinks, or explore the iconic windmills at sunset

• Dine at a world-renowned restaurant, or enjoy a private dinner onboard with views of the sparkling harbor

• Visit the nearby sacred island of Delos, a UNESCO World Heritage Site and the mythological birthplace of Apollo, for a private archaeological tour

Day 3: Mykonos to Paros

Sail to Paros, an island that’s equal parts stylish and serene. Discover charming villages, golden beaches, and excellent swimming spots.

What to Love:

• Anchor near Naoussa, a chic yet authentic fishing village with vibrant nightlife and boutique shopping

• Explore the Cycladic architecture of Lefkes, a peaceful mountain village with sweeping views

• Spend the afternoon paddleboarding or snorkeling from your yacht

• Enjoy grilled octopus, local cheeses, and Parian wine at a seaside taverna

  
  

Day 4: Paros to Ios

Cruise to Ios, a beloved island for both its natural beauty and energetic atmosphere. Beyond the beach bars, Ios offers timeless Greek island charm.

What to Explore:

• Swim and sunbathe at Manganari Beach, one of the island’s most beautiful and uncrowded stretches of sand

• Discover the winding paths and traditional cafés of Chora, perched high above the port with panoramic views

• Visit the reputed Tomb of Homer on the northern edge of the island

• Let your crew organize a beach picnic or sunset bonfire, weather permitting

  
  

Day 5: Ios to Santorini

Today, sail into the breathtaking caldera of Santorini, where towering cliffs, whitewashed villages, and deep blue waters create one of the most stunning vistas in the world.

What Awaits You:

• Anchor below Oia or Fira, and take a tender ashore for exploration

• Enjoy a private wine tasting at a cliffside vineyard

• Hike the caldera trail, or simply soak in the views from a luxury lounge with a glass of Assyrtiko in hand

• Optional: Arrange a sunset dinner ashore with reservations at a Michelin-recommended restaurant

  
  

Day 6: Santorini to Milos

After a leisurely breakfast, cruise to Milos, one of the Aegean’s most unique islands with its dramatic coastline shaped by volcanic activity.

Don’t Miss:

Swim in the surreal sea caves of Kleftiko, accessible only by boat

• Visit Sarakiniko Beach, with white volcanic rock that looks like the surface of the moon

• Take a scenic drive or guided excursion to Plaka and Klima, known for its colorful seaside houses and sunset views

• Enjoy freshly grilled catch-of-the-day in a quiet village port

  
  

Day 7: Milos to Serifos

Sail north to Serifos, a lesser-known gem known for its untouched beauty and laid-back vibe.

Highlights Include:

• Visit Chora, a classic Cycladic town with winding streets and incredible hilltop views

• Lounge on Psili Ammos, one of the most celebrated beaches in the Cyclades

• Enjoy a final onboard dinner under the stars, toasting to a week of unforgettable memories with your crew

  
  
  
  

Day 8: Serifos to Athens

After breakfast and perhaps a final morning swim, cruise back to Athens for disembarkation. Take one last look at the Aegean, knowing you’ve experienced the best of the Cyclades in absolute comfort and style.

Your Floating Sanctuary

A fully crewed charter means every detail is tailored to you—from custom menus and curated excursions to the pace and feel of your days. Whether you're sipping wine on deck, exploring ancient ruins, or diving into sapphire waters, the Cyclades offer something magical at every stop.