Greek Island Cruises

Book your holiday for 2020  pay 2019 prices & Early booking discounts & Loyalty discounts

Greek Island Cruises

Book your holiday for 2020  pay 2019 prices & Early booking discounts & Loyalty discounts

Greek Island Cruises

Book your holiday for 2020  pay 2019 prices & Early booking discounts & Loyalty discounts

Greek Island Cruise Holidays


The Greek Islands, steeped in myth, with their rich history and breath-taking scenery, call to mind the romanticism of Homer and the bravery of the ancient heroes. The only quest which you will be undertaking is the search for absolute relaxation, whether that is reading a book on deck, soaking up the sun, or exploring ancient history on shore.

We offer two types of Greek Island Cruises: the first is our luxury small ship cruises, and the second is cruises on board our traditionally built Gulets. 

Greek Islands Luxury Small Ship Cruise

Our Greek Islands small ship luxury cruises set sail from Athens and include stops on the most famous of the Greek islands including Santorini and Mykonos as well as lesser known small, picturesque islands such as Naxos and Paros. On board you will enjoy a high standard of personal service combined with excellent cuisine. A typical small ship cruise in the Greek Islands has around 25 cabins and employs 20 crew including a professional ship manager, tour guides and service managers. Your itinerary will be planned by your expert tour guide, who will let you know every evening what the programme is for the following day and give you an insight into the culture and history of the places you will be exploring.

 Cruise and Stay in the Greek Islands

We are happy to arrange any of your favourite Greek Island stays either after or before your cruise, for any duration. You can also choose to stay in Athens before or after your cruise. Please let us know your requirements and we will tailor your Greek Island Cruise & Stay holiday just for you.

Greek Islands Gulet Cruise

Greek Island Gulet cruise holidays are more informal as you will sail on board one of our popular traditionally styled wooden gulets. The size of the Gulets vary according to their individual design with Greek Islands Gulets usually having between 10 and 20 cabins allowing for an intimate, relaxing experience. They provide personal service and excellent food based on traditional Turkish cuisine. Island hopping the Greek islands is a wonderful experience providing some stunning scenery from the large sundeck where you can soak up the sunshine, as well as indulge in a bite in the informal dining area.  Each gulet cabin has en suite shower and WC and all have air conditioning. They start sailing from Bodrum in Turkey and take in the pretty Dodecanese Islands. There are two itineraries: one covering the north and the other the south. They visit small picturesque islands such as Leros, Patmos and Lipsi. One of the highlights of a gulet cruise is that as they sail, they stop off regularly in pretty bays for swimming and snorkelling. These itineraries combine stays in two countries, covering the Greek islands and mainland Turkey.  You may also be interested in our Turkey gulet cruises.




Modern Luxury - Early booking & Loyalty discounts

From £1,964 per person 




Authentic Category- Early booking & Loyalty discounts

From £1,659 per person 




Authentic Category- Early booking & Loyalty discounts

From £1,675 per person 




Authentic Category- Early booking & Loyalty discounts

From £850 per person 

Why Book with Diamond Sky Holidays...

Dear guest,
Welcome to Diamond Sky Holidays - if you are looking for a quality holiday, something a bit different with personal service, then you are in the right place. Please relax and enjoy browsing through our many interesting holiday ideas.

Diamond Sky Holidays offers discerning clients the most selective products using the 30 years of knowledge and experience I have gained in the holiday industry. During my 30 years in the travel industry I have experienced many happy moments and received many awards at the Travel Oscars, thanks to our core principle of customer care and our passion and dedication to what we do.

I have personally inspected all of our products, ensuring the quality of the every aspect. At Diamond Sky, you will find only the finest, unique holiday experiences,  such as Cappadocia, It is a very unique place, a fairy-tale like land that offers visitors an unforgettable experience.  My passion for traditional Gulet Cruises    remains strong and we still offer unforgettable luxury gulet cruise experiences full of authentic character.

Our aim is to exceed your expectations and to do this we take care of everything for you. Plus, we offer 100% financial protection for your peace of mind - every  penny you pay will be protected through our secure licencing arrangements.  Please feel free to call me on  my direct number 0121 794 26 24, our main office number of 0330 390 0999 or email me at I am happy to talk to you personally and recommend the ideal holiday to suit your requirements and ensure that you and your companions get the perfect holiday you deserve

Best regards,

Akin Koc
Founder & Managing Director


Don't just take our word for it...

"We have travelled all over the world and I can safely say that this holiday was one of the best - full of new experiences including a trip in a hot air balloon, visiting underground cities, ancient cave dwellings with amazing frescoes and fabulous landscapes. It was fun and exciting. For the first 2 days of tours in Cappadocia we went with the local representative, who were excellent and our guide, Mustafa Sahin was outstanding. Thank you again for a brilliant trip and we will recommend your company. We may be interested in Croatia next year.

Yours sincerely,"

Barbara Lewis, 30.7.2018

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