I have organised my first adventure ski trip in mount Parnassos for my classmates at the age of 14. One year later, I was lucky enough to surf in Oahu Hawaii. Since then I have never stopped exploring the world, and have dedicated my life in discovering how travel shapes our personalities and our relationships. How we become better and transform ourselves and others through travel. This journey is an ongoing process during which my goal is to evolve together why all those who share similar values.
What places and activities do you specialize in?
"We specialize in both yachting and land tours, in the best locations that Greece has to offer whether this is around Athens, Central and northern Greece, the Cyclades or the Ionian Islands, the Peloponnese and Crete. We like to dig deeper and explore the hidden treasures of each place even if it is a popular destination.
I have always been trying to combine my travels with certain activities that will allow me to experience the destination from a unique perspective. I found this so much rewarding since it allows me to connect easier and truly with local people. My favorite activities are walking, hiking, sailing, biking, sea-kayak, stand up paddle board (SUP), surfing, Yoga, ski/Snowboard and practically everything which extends the dimensions of the journey. In addition, I am very fond of history and culture, which is a prerequisite for a holistic experience."
How did you get involved in travel?
"Starting at the age of 18, I had the chance to work for several summer seasons at a small hotel business which belonged to my uncle. I was involved practically in everything, from being a receptionist and concierge to negotiating collaborations with travel agencies. I also had the chance to be in charge of several day tours around the coastal area the hotel was located. This experience, interacting with people and sharing my local knowledge, was the turning point that made me realise that this is what I would like to do for a leaving. "
Please share a unique travel experience you will never forget.
"It was in 2008 when I joined a group of 10 friends to Morocco surfing. We met a local surfer who we became friends with after the second day. Since it was Easter time in Greece, we came up with the idea of having a big BBQ at his place, a tiny house in the middle of nowhere. Some of us went to the woods to gather wood for the fireplace and others went to a big open market to buy the ingredients. We ended up spending the night at his place telling stories about us and our countries and gazing the stars of the clear Moroccan skies..."
Featured trips & expertise
Santorini is the glittering gem of the Cyclades. You'll spend five days exploring this iconic Greek island from top to bottom with beach time, volcano tours, and sunsets that'll take your breath away. Then ferry to neighboring Folegandros to relax on a smaller and lesser-visited (but no less beautiful) island, discovering empty coastline and medieval architecture before returning to Santorini for your departure.
Many travelers flock to Santorini and Mykonos, but during this trip, you'll visit two spectacular yet less-traveled islands in the Cyclades chain. Start off in Paros, where golden sand beaches and charming villages are yours to explore. Then hop a ferry to neighboring Naxos for a bustling Chora (main town), beautiful whitewashed villages clinging to mountainsides, and countryside filled with churches, archaeological sites, and local distilleries.
Visit the world-renowned sea sports paradise of Paros and Naxos islands for 8 days of oceanside hikes, windsurfing, and stand-up paddleboarding. And when you're not taking on all the active adventures the islands have to offer? Explore the unique local architecture, delectable cuisine, cosmopolitan nightlife, and impressive archaeological sites.
Discover Greece's hidden treasures on this action-packed adventure. Hike the tallest mountains in the Peloponnese, paddle the beautiful Mani Peninsula, and scale the heights of ancient Sparta's Mount Taygetus. Complete your trip with a swim at the southernmost point of mainland Europe.
Cruise like a celebrity through the glittering waters of the Cyclades on this nine-day itinerary. The Cyclades are some of the most quintessential Greek islands, and you'll see seven of them from the decks of your yacht, along with plenty of time to explore onshore. From lesser-known spots like beach-lined Milos and petite Antiparos to favorites like bustling Naxos and cosmopolitan Mykonos, you'll scope out this island chain in style.
Though Greece has more than 1,000 islands to its name, the Cyclades are some of the best-known and most popular of the set. Encircling the former sacred site at Delos in the Aegean Sea, this island chain boasts picture-perfect beaches, lots of local culture, and historical sites dating back to the Classical era. From big names like Santorini and Mykonos to tiny isles with far fewer visitors, this guide will get you started.
Recent trip reviews for Dimitris
Trip to greece, Greece - Jun 16 - Jun 28, 2019
Overall Dimitris did a great job in helping us plan our family Greece trip. With so many amazing sites to see and islands to visit, it can be overwhelming knowing what would be good for our family and Dimitris took care of everything. We communicated through the trip and he quickly answered any/all questions that I had. We even met him in Athens and he handed us our ferry tickets and helped us buy an extra ticket that we needed when one of my kids joined us at the last minute.
We were... read more
Adventure food relax, Greece - May 23 - Jun 10, 2019
Overall our trip to Greece was wonderful! Dimitris was very responsive during our planning phase and while we were there. He put together a good itinerary that included accommodations, travel to/from islands, tours based on what we like, car rental and a driver to pick us up during our travels. (The driver, Stavos made our trip particularly enjoyable as he drove us to various sites as part of our journey. He was very knowledgeable and so kind.) Dimitris recommended a smaller less inhabited... read more
Trip to greece, Greece - May 29 - Jun 6, 2019
Our trip to Greece exceeded my expectations. From the first interactions with kimkim I was very pleased as I was having difficulty finding a good balance between relaxation, luxury and adventure from one source. The initial survey made me feel I finally found a source that understood that there was more than a single goal in vacation planning. With limited time available, Dimitris with Personality Journeys was able to fit all three goals into a 9-day tip with a one-month lead time. With... read more
Trip to greece, Greece - May 11 - May 24, 2019
We had an Amazing Trip. Dimitris did a great job with our itinerary and when we made some last minute changes he had great advice and helped us switch around our reservations. The Boat Charter was Amazing. The only negative would be the Hotel room for the first few nights in Athens. the room had 3 very small single beds. but at the end of the trip we stayed at the same hotel and got a better room with a real bed. The Rest of the Hotels were amazing and Greece is beautiful.
10th anniversary honeymoon, Greece - May 22 - May 30, 2019
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 transportation was booked for us and spot on. The private transfer on our second day via Mr. Stavros was perfect, he even took the time to show us around Athens as we had extra time before the ferry departed. Dimitris... read more
Trip to greece, Greece - Apr 8 - Apr 14, 2019
We only had a few days available in Greece at the end of a four and a half month trip around the world and we wanted them to be special but fairly restful and Dimitris made the perfect plan for us. We were picked up at the airport by Stavros, who had bottled water, candies and a tour map ready for us. He was part taxi driver and part tour guide, telling us about the city as he drove us to our airbnb. We then had a few days to explore the city on our own. Dimitris would have arranged tours for... read more
Graduation teip, Greece - Aug 12 - Aug 20, 2018
We had a wonderful experience. Dimitris was very helpful and created a great itinerary for our vacation.
Land tour of greece, Greece - Jul 5 - Jul 9, 2018
Dimitris was very responsive and planned a trip for me that was a true reflection of my desired experience. I had to make some last minute changes due to a weather-related missed flight and Dimitris dealt with things quickly and capably.