Cyclades Sailing Itinerary

5 Reviews
| Nature, Sailing, Sightseeing
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  • 7 days
  • 7 destinations
  • From 1.950€ pp
  • 40 awesome beaches
  • 30 archeological sites
  • Endless Greek delicacies

Enjoy a full week of sailing the most popular island group in Greece, the Cyclades. Visit quaint whitewashed villages, swim in crystal clear emerald waters, taste the most delicious local recipes, watch breathtaking sunsets from the sea… This sailing cruise in the Cyclades is one of the dreamiest experiences you’ll ever have!
  • Day 1 Kea
    The first stop of this trip is Kea, a beautiful island that remains under the radar, keeping its unspoiled natural beauty and authentic charm. An island with a mountainous landscape and lush vegetation, Kea is ideal for hiking and nature
  • Day 2 Syros
    The second stop is Syros, the most elegant island of the Cyclades complex. This island has a different style than the rest of the Cyclades islands. Instead of blue-domed churches and whitewashed cubic houses, it boasts chic Venetian mansions and
  • Day 3 Mykonos
    The third stop of this trip is the most cosmopolitan island in the Cyclades, the gorgeous Mykonos. Its crazy party scene, refined atmosphere, Cycladic architecture, ultra-luxurious resorts, and fantastic beaches make Mykonos one of the most popular destinations for international
  • Day 4 Paros
    On the fourth day of this trip, we’re visiting Paros, one of the most vibrant and beautiful islands in Greece. Paros is famous for its endless sandy beaches, picturesque villages, and vivid nightlife. It’s also a very popular destination among
  • Day 5 Serifos
    The next stop of this sailing trip is Serifos, an island off the beaten tourist trail. Boasting an unspoiled natural setting, secluded beaches, and traditional Cycladic architecture, Serifos stands out for its beauty and charm. No wonder this island is
  • Day 6 Kythnos
    On day six of the trip, we’re visiting Kythnos, a picturesque Cycladic island close to Athens. Kythnos is one of the locals’ favorite destinations for weekend getaways, thanks to its proximity to the Greek capital. Its thermal springs, whitewashed houses,
  • Day 7 Sounion, Athens
    The last stop of the trip is Cape Sounion, where the ancient temple of Poseidon lies. This legendary temple, which stands on a rocky hill above the sea, is one of the most important archaeological sites in Greece, as well

This is a sample itinerary and can be fully customized according to your travel plans and needs. The price of this trip is indicative, given that it can change depending on several factors, including the season, activities, etc. In every case, our savvy travel experts will create a travel plan based on your budget and your bucket list! The travel planning service is free of charge and includes as many changes and customizations as you wish, until you’re fully satisfied with the result.


What's included?
  • Accommodation
  • In-country transportation
  • Trip planning by our travel experts
  • Activities and tours
  • 24×7 support during your trip
What's not included?
  • Food & Drinks
  • International flights
Reviews: 5

Satisfaction: 5

Don’t miss this trip to the Cyclades!

  • by traveler: Matt C.

Don’t miss this trip! It was an incredible experience, the boat and the crew were amazing. The places we visited were wonderful as well. Can’t wait to be back in Serifos and Syros, we loved them! Can’t recommend it enough!

Highly recommend the Cyclades sailing itinerary!

  • by traveler: Sarah B.

After this trip, I’m sure that the Cyclades is the most beautiful island group in Greece! The view of the whitewashed villages and the sunset from the boat was something else! We spent a whole week sailing to 6 different islands and swam at the best spots in the Aegean sea. The crew guided us through the islands, gave us useful information, and showed us all the spots only a local knows. Highly recommend it!

This Cyclades sailing trip was amazing!

  • by traveler: Maria F.

This trip was amazing! They got us to some really beautiful snorkel spots and beaches, where we could swim for as long as we wanted. The guys on the boat were so nice and helpful, they made sure everything was exactly the way we wanted and met our every need throughout the trip. We’re definitely booking this trip the next time we’ll be in Greece!

Private Cruise to 12 Islands

  • by traveler: Themis T.

Highly recommended tour! We (a family of 4) really enjoyed this trip, especially the comfort of the yacht. The best part was that we could fully customize the itinerary, which is much needed when you travel with little kids! Also, the staff was super helpful, they arranged everything for us in no time and provided support throughout the trip.