We are local travel specialists with pure knowledge of Greece’s best destinations
We have been exploring Greece and the world since childhood and we have turned our passion into a profession
Tailor Made Experience
We are at your disposal to suggest, organize and create unforgettable moments in Greece for you
How it works
See the quick process on how to plan your travel with Personality Journeys
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Fill a quick travel form with some basic information and details about your desired trip.
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Our travel experts, are locals with extended knowledge in every
destination we offer.
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Plan your trip
Choose your desirable trip style and explore the beauties of Greece!
Experience a sailing adventure crafted by our experts!Discover more
Live your perfect family holidays in Greece!Discover more
Take your better half in a lifetime experience!Discover more
Religious & Spiritual Trips
Connect with the higher force in iconic sites.Discover more
Beautiful nature pathways waiting to be explored!Discover more
History & Culture
Discover Greece's rich history and culture...Discover more
Find your inner peace and wellness in Greece.Discover more
Reviews by previous travelers
Exceeded all Expectations!
We had the most exceptional travel experience with Personality Journeys. Both our travel agent and out travel guide (“skipper”) were fantastic! Dimitris was everything we could have looked for in a travel agent....
10th Anniversary and Honey Moon!
This was our first overseas trip ever and it turned out amazing! Dimitris planned our trip out within our budget and the lodging was fantastic. Our favorite hotel was the Corfos Bay Hotel in Mykonos for its genuine beauty and true Island architecture. All of our ferry…
Sail the Cyclades islands 5 days
Dimitris was everything we could have looked for in a travel agent. Following the parameters we laid out for him, he provided us with the absolute best options for our travels. He was both honest and patient with us, and made sure we took as much time as we needed to finalize a trip that...
Dimitris organized a private sail and hike trip for us. Everything was perfectly planned. Dimitris made us feel safe at all time as he was always in contact. He met us for one of the hikes , which was wonderful. Socrates, our captain and Savy his assistant, were so kind to us...
Inspiration Get inspired by our articles for your next trip in Greece
Top reasons to choose a sailing holiday over hotel accommodation
When you choose to charter a yacht for your Greek holiday, you are not only choosing a mode of transportation or a place to sleep, but you are booking an unparalleled experience. Imagine waking up every morning in a different location...Continue Reading
Honeymoon & vows renewal holidays in Greece
With its scores of gorgeous islands, intriguing cultural attractions, amazing beaches, and delicious food, it’s easy to see why Greece remains a much sought-after honeymoon...Continue Reading
Hiking the caldera of Santorini experience
Walking from Fira to Oia with an expert local guide is undoubtedly the most authentic way to experience Santorini’s stunning caldera away from mainstream choices and...Continue Reading
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In 3 easy steps you can plan your dream vacations in Greece
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