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One Week Blue Cruise Island Hopping in the Cyclades to the Dodecanese

#cyclades santorini
#cyclades santorini

It’s a magical journey filled with nothing but some of the most amazing islands of the Greek Aegean. With so many blue cruises designed all throughout the Mediterranean and Aegean; this route is one of the few great ones. An adventure filled with a very wide assortments of things to do and places to see – but also plenty of tranquility. Your journey starts from the ever so popular island of Mykonos in the Cyclades, and takes you down south to Naxos, then Santorini, over to the ancient island of Amorgos – where they filmed the movie ‘The Big Blue’ – ending your trip in the Cyclades. The next few islands brings you into the Dodecanese and finally the cosmopolitan island habor of Kos.

It is a wonderful blue cruise journey. All the most beautiful islands in the Cyclades and then over to the Dodecanese – what more can you ask for?

Day 1 – Mykonos

Mykonos Greece
Mykonos Greece

On day one, your gulet charter will be ready and waiting with crew in the ‘Island of the Winds’, Mykonos.  Embarkation time is at 15:30 hours. Once everyone is settled in and have had their orientation, meet with the crew and tour of the gulet; it’s off to a lovely beach or two of a mutual choice with the captain. You will spend your whole day around the island of Mykonos and really enjoy its beauty and entertainment. Mykonos is famed for not only its beaches, but also cosmopolitan nightlife and celebrity’s heaven. Tourism has been a part of Mykonos since the 1950’s. It is also recognized as ‘little Venice’ with the buildings lined right on the waters’ edge with overhanging balconies.

Day 2 – Naxos

Naxos Greece
Naxos Greece

The following, day two of your blue cruise in the Greek Islands, your gulet will cruise to the largest Cyclades island in the Aegean; Naxos. This lovely island was once the archaic Cycladic culture and today a very popular holiday destination. The island offers many ancient ruins to visit as well as beautiful beaches along the seaside villages such as; Agia Anna, Agios Prokopios, Alikos, Kastraki, Mikri Vigla, Plaka, and Agios Georgios, many of which are near Chora. Everything in Chora Naxos is walking distance and places of interest include the old town and marketplace, landmark of Portara, Venetian castle, museum, and the Church of Panagia. The villages are also a wonderful area to discover in Naxos – filled with ancient temple of the Goddess Dimitra, towers and churches.

Day 3 – Santorini

Santorini Greece (Caldera)
Santorini Greece (Caldera)

Your third day will land you in the exciting island of Santorini. World renown there is so much to see and do and something for everyone in Santorini. The island is famous for honeymoons and weddings, gay nightlife, restaurants, cafes, clubs, ancient sites and chures, white-washed houses on the upper cliffs of the Cardera – there is no end in this volcanic and beautiful island and its beaches.

Day 4 – Amorgos

Amorgos Greece
Amorgos Greece

Apparently they filmed the movie ‘The Big Blue’ in Amorgos island.  Located in the eastern most part of the Cyclades group of islands, Amorgos is the closest island to the Dodecanese. Once a passageway for the Ionians through the Cyclades to reach the Greek mainland, there are ruins scattered all throughout the island with ancient tombs, stone tools, inscriptions, vases along with other antiquities of the ancient Amorgos civilization. There is proven presence of the prehistoric years, dating back to 2000 B.C. The most famous landmark of the island is the Panagia Hozoviotissa monastery built into the cliffs. Amorgos is rich in culture, cuisine and history and certainly worth a visit.

Day 5 – Leros

Leros Greece
Leros Greece

Located in the Southern Aegean is the Dodecanese island of Leros. Renown for the medieval castle of the Knights of Saint John, in the small island of Leros you will find a plethora of ancient sites, beautiful beaches, nightlife entertainment, shopping and dining opportunities. Unlike some of the islands with rocky and dry scenery, Leros is more a lush green island with lovely landscapes of hills that are covered from Eucalyptus, Pine and Tamarisk trees ; as well as small beaches. This small paradise is not as commercial and more unspoilt than the other islands in the Dodecanese – and more an island for those who wish to have some rest and relaxation.

Day 6 – Kalymnos

Kalymnos Greece
Kalymnos Greece

It offers a mountainous terrain and many irregular and secluded coves. It is a place once  recognized for sponge-diving which was once its main source of income and no longer in supply – but rather shortage. It is a pleasant island to visit with narrow streets, white-washed houses and colorful doors and shutters.  Kalymnos offers a good variety of historical sites and monuments, churches, museums, caves, the Temple of Dilios Apollon – to name a few – which are worth a visit. For travelers seeking a bit of excitement, Kalymnos offers diving, rock climbing, and hiking as well.

Day 7 – Pserimos

Pserimos island Dodecanese Photo by S.Lambadaridis
Pserimos island Dodecanese Photo by S.Lambadaridis

Pserimos is an offshore island of Kalymnos.  A small place but a lovely quiet island with a sandy beach in a sheltered bay.  The shoreline is lined with Greek tavernas. A superb tranquil area for a bit of R & R and local life experience, some swimming and snorkeling.  Psermimos is an ideal place to begin unwinding after a fulfilling journey through the Cyclades and upper Dodecanese.

Day 8 – Kos

This is the day you disembark from your private gulet charter with hopefully some of the best holiday memories ever.

Usually the pupa and meltemi winds are not in travelers’ favor if sailing towards the north. The benefit with this boat charter holiday route is you are heading south and over east. So it makes for good wind behind you.  For gulet cruise travelers looking to hire a gulet for this trip, there are some Turkish gulets available to do this itinerary. The only extra difference from chartering a gulet from Mykonos is the delivery fee for the gulet to travel to Mykonos in order to begin the trip. This fee is waived on some gulets. You will have to check with your agent to see which gulets are better suited to your budget and requirements for this itinerary.

Have you read: Children Friendly Yacht Holidays in Turkey

Please keep in mind, depending on the gulet chartered, this trip can be either a one week or 10 day trip. Charter prices are based on the following options and again depends on the gulet boat. Please inquire with your guest count, date of travel, budget (most important).

Yacht delivery and/or re-delivery fees for empty runs may be applicable for this route. Please also note that this route is only possible if weather conditions permit – particularly during the months of the Meltemi Winds in July and August.

  • Charter price with delivery/re-delivery fees
  • 2 week charter price for 1 week trip
  • 10 day charter price for 1 week trip

Have you been on an island hopping experience in the Greek Islands? You may be interested in trying this itinerary for your next blue cruise holiday!

*** This is not a shared cruise.  It is for private yacht/gulet charters and dependent on yacht availability and time of year.

Quick Inquiry

  • Please include country and/or city code.
  • All itineraries run from Saturday to Saturday. If you require to begin or end your holiday on a different day, please let us know. However please note that it may not be possible especially during peak season (June, July, August, September), and also depends on the booking schedule of the boat.
  • Please input the number of guests.
  • This budget range is applicable for private yacht charters.

    Food and drinks are extra on top of the gulet/yacht rental price. Sometimes the menu can be quoted inclusive to the charter price.

    Yacht charters less than 5 days may not be possible during high season months from mid June - mid September due to booking schedules.

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2 thoughts on “One Week Blue Cruise Island Hopping in the Cyclades to the Dodecanese”

  • Top 3 Islands on a Luxury Yacht Holiday in the Greek Cyclades

    30/06/2017 at 5:07 pm

    […] While not many of the main gulet itineraries integrate this island – like all the many other fascinating islands in the Cyclades, Amorgos has unique characteristics that may be worth a visit as […]

  • Greek Islands And Turkish Boat Holidays What A Great Combo

    30/06/2017 at 5:21 pm

    […] Have you read: One Week Blue Cruise Island Hopping in the Cyclades to the Dodecanese […]

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