Experience the culture, scenery, and romance of Athens, as well as Folegandros and Santorini, some of Greece's most beautiful islands. After exploring the exciting Greek capital with private tours to the Acropolis and tales of its mythology, you'll head to Folegandros for dramatic views of red-stone cliff-sides and traditional meals in quaint towns. Polish off your trip in Santorini, the glittering gem of the Aegean Sea, for incredible hikes along the caldera, wine tasting, swimming at secluded beaches, sea kayaking, and enjoying romantic sunsets in Fira.
Personality Journeys Greece
Here at Personality Journeys, we love to travel, discover, and share. Personality Journeys is an adventure travel operator specializing in active, experiential travel in the best locations that Greece has to offer. We design transformative, original multi-destination and multi-experience adventures that suit the personality of our discerning travelers. We visualize and execute scheduled and tailor-made journeys for small groups of friends, families, solo travelers, couples and corporate groups.
HYBA (Hellenic Yacht Brokers Association)
ATTA (Adventure Travel Trade Association)
HATTA (Hellenic Association of Travel Agents)
HIKERS FRIENDLY (Association of Greek walking tours operators)
ACCREDITED /LICENCED BY:
GNTO (Greek National Tourism Organization)
Featured trips & expertise
Discover the storied heart of Ancient Greece in this 10-day escorted journey. Begin your trip in Athens before taking an idyllic sail around the Saronic Islands. Spend three days island-hopping, enjoying small seaside towns, beautiful beaches, and a relaxed ambiance. Once back on land, head to the Peloponnese peninsula, home of the original Olympic Games and the famously warring cities of Sparta, Corinth, and Argos. Your journey ends where it began, with a bike tour through the iconic capital city.
Sailing the Greek islands is a quintessential Greek experience. On this 11-day tour you'll explore many islands of the Greek Cyclades group by private charter yacht. Spend your days exploring little villages on islands with only a few hundred inhabitants, or relaxing on beaches, and your nights listening to the waves and Aegean winds. Culture and history lovers are also in luck, as this tour also spends some time in Athens and makes a day trip to Delphi, one of ancient Greece's most important sites.
Both culture and nature lovers will enjoy this 12-day tour of Greece. Starting in Athens then traveling to Delphi, you'll learn all about classical Greek history and unparalleled museums and archeological sites. Then, the relaxation begins in Mykonos, where you'll meet your charter yacht. Spend the rest of your trip sailing around the Cyclades Islands in the Aegean Sea, a quintessential and unforgettable Greek experience.
Greece is known for its ancient history and stunning islands, and you'll spend ample time experiencing both on this 13-day tour. From Athens, with its layers of history, to Meteora and Delphi, culture and history enthusiasts will love the first part of the tour. Then, take the energy level down a few notches and board a private yacht at Mykonos. Spend the remainder of the trip sailing around the beautiful Cyclades Islands, in the Aegean Sea.
With two full weeks in Greece you can see many of its unmissable sights, and experience many of its greatest attractions. An ancient country littered with historic ruins, with a stunning view around every corner, on this tour you'll combine sightseeing with relaxing and sailing around on a charter yacht. Start in the buzzing capital, Athens, then move on to the cliff-side monasteries at Meteora and the famous site of Delphi. After a dose of culture and history, head to Mykonos to board your charter yacht for a multi-day sailing tour of the Cyclades islands. Enjoy the famous Aegean winds, sparkling beaches, and a slower pace of life.
Recent Trip Reviews for Personality Journeys Greece
Just not used to not meeting Dimitris for the... · Greece - Oct 21 - Oct 26, 2019
Just not used to not meeting Dimitris for the whole trip - next time need to give me WARNING about the Hotel in Santorini being Down on the cliff - i was panic because i was not sure how to move the my 2 luggage by my self claim ing over 50 steep steps
Trip to Greece · Greece - Sep 22 - Oct 1, 2019
Spent five days on a six cabin sailing vessel, traveling to the islands south of Athens. Seros, Serifos, Kythnos, Kos. Eight other tourists, plus the captain Alex, and we all got along very well. Aside from sailing, we swam in the coves, hiked the islands, and had dinner on the beach restaurants at night. Then, 3 days in Athens at a very nice apartment rental in the city, seeing the Acropolis, visiting the museums, and spending time reading in the local cafes. The local people spoke English... read more
Greece Island Hopper · Greece - Sep 9 - Sep 18, 2019
We were very pleased with the service provided by Dimitris. He answered all of our questions and made sure that all aspects of our trip ran smoothly. When we were concerned that weather conditions might lead to a cancellation of our ferry he was behind the scenes looking into that for us. He also listened to the specifics of what we were looking for and adjusted our itinerary accordingly. Overall we were very pleased with our trip and we enjoyed working with him.
Excellent trip · Greece - Sep 7 - Sep 16, 2019
Dimitris was excellent. Despite the fact that we had some misunderstandings, he responded quickly and fully. We did not have the same options as given by the Croatia/Venice leg, but then this is a different company.
We are grateful Dimitris put us in Kamari instead of Fira. Less crowded. Also his suggestion to dine at Strofi was super.
Tassos the driver was just what we needed. Calm and pleasant.
The highlight for both of us was definitely Meteora, both our accommodation and the... read more
Trip to Greece · Greece - Jul 29 - Aug 6, 2019
Dimitris was such an excellent resource. I had many questions and emailed him A LOT. Every time I asked about my trip, Dimitris he always got back to me immediately with a reply. He was so helpful before and during our trip. We were 100% satisfied with his service.
When we arrived in Athens, our itinerary was a little tough at first. Since we arrived on a red-eye flight only sleeping a few hours, the morning/afternoon tour of the Acropolis grounds and museum was a little long for us,... read more
Trip was nice · Greece - Aug 6 - Aug 13, 2019
Trip was nice. Hotels were fantastic for the short notice we had booking this trip. Dimitris did a good job here. We specifically asked for booking of all transport in Greece. To and from ports and airports. Dimitris had this lined up for us in the beginning of the trip, but not toward the end. Attention to detail when booking trips is important. If a client asks for all transport within Greece to be arranged, please communicate clearly as to whether or not this is done. There was some confusion in regards to this.
Bchlorette party · Greece - Aug 3 - Aug 10, 2019
It was a phenomenal trip—thank you, Dmitris for all of your planning, and Andreas absolutely made our trip! We got so insanely lucky with you guys. ❤️
Bchlorette party · Greece - Aug 3 - Aug 10, 2019
We had the most exceptional experience with kimkim. Upon entering the details of our desired travels, we were immediately connected with an agent, Dimtiris, who assisted us in planning the trip of a lifetime.
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... read more
custom island / boat/ touring . we want to experience greece particularly some beaches old towns island etc. we are open to suggestions. · Greece - Jul 29 - Aug 5, 2019
Stelios was excellent. He engaged my wife, sister and children in a very positive thoughtful way. Our food was excellent and our chef was fantastic. All above expectations. Highly recommend this trip
Trip to Greece · Greece - Jul 26 - Aug 3, 2019
Our Greece vacation was everything we had hoped it would be. Beautiful locations and great food. Our guide dimitris for acropolis was extremely knowledgeable and a pleasure. Naxos sailing was wonderful. And our guide for kayaking was both safety conscious and very comical in his approach. Maria was an excellent hiking tour guide on santorini where she took us to a fabulous sunset view and also surprised us with food and drink for the magic moment. Dimitris and Kimkim was very responsive... read more
Beautiful Greece · Greece - May 11 - Jun 1, 2019
Dimitris did an excellent job of combining my ideas with his knowledge of Greece. This was my
third time to Greece so there were areas I wanted to revisit and of course have new experiences. Dimitris incorporated some exciting adventures into our vacation. Meteora, Olympia & Monemvasia are a must see. To relax after two weeks of our cross country drive we relaxed at his suggestion in a wonderful Villa on Naxos. Dimitris was patient and always available for questions and quickly resolved... read more
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.