Best 7-Day Greece Itinerary: Islands, History & Culture

The itinerary is not the best for the price we paid and for a family with two children. We thought we could come back to Greece, but after this trip, we might not come back or even use Zicasso again. Here are the reasons: 1. The hotels are subpar for the price we paid for this tour. Our hotel in Athens felt like a 2-star. Our hotel in Santorini has a great view, but it's just a view, no pool, etc. nearby. Our hotel in Crete is not near a beach, a 20-minute walk. 2. Too much time was wasted on travel from one location to the next (Santorini to Crete and Crete to Athens). 3. Four nights in Santorini with two children is overkill since there is not much to do other than take photos, hike, and that's basically it. 4. Some of the tours are okay but nothing special, i.e., the hiking tour in Crete where they call the "little forest" is merely just for the name. It has nothing to do with the tour guides. All tour guides are great. However, we feel the tour company is crafting ordinary tours, labels it special, and calls it private. 5. In Delphi, we could have had more time to look around after the two hours. If any of the tours were great, it was the tours we had in Athens and Delphi. If we had known this type of tour we received, we could have done an all-inclusive resort in Greece and done our own without having to go through Zicasso and the tour company.

Our travel specialist was an exceptional travel planner. I have planned many trips and my experience with her was at the top. I actually investigated working with Zicasso because I was interested in leveraging the planning of my trip as a cultural exchange with someone in-country who could provide their personal perspectives and insider tips. She delivered!

Our travel specialist had dinner with us the first night and gave us all sorts of insights on Athens and her recommendations. She also gave us her cell number and was available 24/7 for any needs we had throughout the trip. I have never had service like this. She was truly incredible and helped us navigate last-minute changes or additions flawlessly and with no stress.

She found small, family-owned hotels with lots of character for us to stay in. She organized a once-in-a-lifetime trip to Santorini to participate in all of the many festivities surrounding Greek Orthodox Easter; so many traditions and so very different than our American Easter. It was authentic, joyful, and an incredible cultural exchange in that we were welcomed wholeheartedly by the people of Santorini.

The guides she provided were locals who had deep knowledge and high academic credentials, so traveling with them was like going back to school and learning in the most amazing fully immersive manner.

Our guide in Santorini mentioned we must not miss Akrotiri on Santorini, so we made time to fit in this unexpected tour; turns out it blew our mind: an ancient Minoan city... and some say it may have been the lost city of Atlantis. The story of the town and its demise is stunning. Then, a visit to Knossos in Heraklion, Crete, with our PhD guide, a cultural anthropologist and archaeologist. She was able to share the historical perspective on the Minoan Palace of Knossos, but also the contemporary study of the subject and how the work of "pre-history" civilizations is done with limited Minoan language and documentation.

Our travel specialist planned a flawless trip of a lifetime for us, but we also made a friend in Athens. We are so very grateful.

Zicasso's travel company made our bucket-list trip to Greece come to life! They organised all our tours and transportation, worked with us to provide activities that were in line with our interests, and even gave detailed information on suggested itineraries for our free days.

Some highlights included the walking tour(s) of Athens, our trip to see Santorini, and the best steak I have ever had at a beach hotel in Naxos! Our only suggestion is that we went on a day tour to Delos which was self-guided. There is so much history there though that a guided tour would have been helpful. I would definitely recommend booking your tour with them!

This was a dream vacation made reality–five stars!

We just returned from the most unforgettable two-week adventure through Greece, all thanks to the exceptional planning and care of Zicasso's travel operator and her team! From the moment we landed until our final farewell in Athens, every detail was flawlessly executed.

Our journey began in Crete, where we were welcomed by a warm, knowledgeable guide who brought Chania's rich history to life during all of our many activities. From touring the many villages to hiking Imbros Gorge to the Palace of Knossos, we felt immersed in the true spirit of Crete.

Next was Santorini, where the sunsets were just as magical as we’d hoped. Our stay was filled with stunning cliffside views, wine tastings, and personalized recommendations that made it feel like we were exploring the island with a local friend.

Naxos was an unexpected gem—less touristy, but bursting with charm. The tour guide here was particularly fantastic, taking us to authentic villages, ancient ruins, and serene beaches that felt like our own private paradise.

Our final days in Athens were the perfect ending to this epic journey. The historical sites were breathtaking and our guide’s passion for Greek history made every moment at the Acropolis and the museums feel deeply meaningful.

What truly set this experience apart was how responsive and supportive our agent and her team were throughout the trip. Any time we had a question—whether about transportation, recommendations, or small changes in plans—they replied quickly and helpfully, making us feel completely at ease and well cared for.

Throughout the trip, the logistics were seamless—beautiful accommodations, smooth transfers, and thoughtfully curated excursions. Every guide was not only professional and knowledgeable, but also incredibly kind and engaging. It felt like we were traveling with friends who truly cared about our experience.

We can’t thank our agent enough for crafting such a memorable and enriching vacation. Greece was always on our bucket list and now we’re already dreaming of our return!

Highly, highly recommended!

This was my husband’s and my first trip to Greece and, like any incredible country, it was so tough to decide what to see and do. Luckily, we found Zicasso's tour specialist and, suddenly, our dream trip became a reality. She worked with us for about a year to customize an itinerary that met all our needs, while introducing us to hidden gems we might never have discovered on our own.

We spent 11 unforgettable days exploring Athens, Delphi, Nafplio, and the island of Naxos. Each day was thoughtfully planned, offering a fantastic mix of excursions, dining experiences, and cultural activities. From touring breathtaking archaeological sites to indulging in cheese and olive tastings, taking an amazing cooking class, and visiting the Citron distillery, every experience was uniquely special. Despite the busy schedule, we still had plenty of time to wander, soak in additional sights, and relax on Naxos' stunning beaches.

What truly set this trip apart was the exceptional service. The drivers were friendly and polite, and our tour guides were so knowledgeable and so engaging, making us feel at home in each destination. Wherever we went, the guides enriched our experience with captivating insights and expertly answered all our questions. Their warmth and professionalism made us feel completely at ease.

Once we arrived in Greece, her team remained incredibly accessible. When a flight delay between Naxos and Athens Airport put our connection at risk, we reached out to her. She and her team immediately arranged for someone to meet us at the Athens airport, helping us navigate smoothly and ensuring we caught our flight.

They truly went above and beyond to ensure that our trip was fun, enriching and seamless! We highly, highly recommend this tour company.

It was our family's first time visiting Greece. We've always wanted to see the country and there were so many good things we'd heard about Greece.

There were a couple of things that made this trip very special. First, our youngest daughter's request for her 16th birthday was to go as a family and celebrate it in Greece. Second, none of us had ever been to Greece (on our previous trips, either my husband and/or I had been there or it was our family's second time there), so experiencing it together for the first time was really special.

Zicasso gave us two very good Greek travel companies. Both presented interesting itineraries to us. It was a year of planning and I'd gone back and forth with both travel companies with revisions of itineraries and, of course, the cost.

What made us choose this travel company was that the specialist was very honest, upfront, and very accommodating. He gave his honest opinion when I asked him about certain excursion activities or even restaurants (social media makes it really look good, especially for people who have not been there), and he did not pressure or force us into doing activities that did not interest us. He wanted to make sure we got to experience the best, but he was also very mindful of the costs. I had many back and forth conversations with him via texts, emails, or phone calls. He wanted to get to know our family. When I told him about our daughter's 16th birthday requests, he made sure he got every detail of what would make her birthday special. He also asked me about the interests of our eldest daughter because he wanted to surprise her with something special from Greece. That says a lot about the travel specialist and his company; they are personal and it's not just pure business for them.

A few days before we left the US, he called us so we could reschedule our flights (Santorini to Athens) to an earlier time going back home because he was concerned we may miss our connecting flights. Who does that? This just shows he checks every detail and wanted to make sure that even before we left the US, up to the time we arrived back home, everything was taken care of.

We had the best vacation in Greece. We did not worry about anything the entire time. The travel company was in constant communication with us. They created a WhatsApp group chat which made it so much easier. They gave us daily reminders and they arranged everything for us. We felt that the entire trip was customized for our family. The "Mamma Mia" island tour and birthday celebration for our daughter was perfect. The restaurant in Kolios was a great recommendation, and when I asked him to reserve the specific table and have a little birthday decoration for my daughter, it was accomplished.

Chania was amazing; both me and my husband loved this place. The view from our hotel room on Zampeliou Street, overlooking the old harbour and the Cretan Sea with the lighthouse, was breathtaking. We enjoyed walking through the streets of the Old Town of Chania.

We thought Santorini would be overcrowded, but we had a great tour guide who knew where to take us first to avoid crowds, and he gave us really helpful advice to go around the island. He took us to the little hidden alleys and showed how locals live. We ended up really loving the island.

We enjoyed every activity planned for us. We enjoyed our stay at our hotels. Mine and my husband's favorite were the hotel in Kalamata and the one in Chania. We really liked the view of the Acropolis from our rooms at the hotel in Athina, and that hotel was very convenient. We also enjoyed their breakfast there. The girls enjoyed the hotel in Skiathos because of how close it was to the beach, and they loved the "Mamma Mia" boat tour.

We each have our own favorite activities/tour/tour guides, but overall, our family had an amazing time in Greece – the way the travel agent and the entire team did a phenomenal job. The way the itinerary was put together and the timing for each place/island was just perfect for us. They exceeded our expectations. We fell in love with Greece, the culture, and the people, who were all so kind, nice, and very hospitable (not once did we have a bad encounter). We will definitely go back; there is so much more to explore and we'll definitely be working with this travel company in the future.

We only have good things to say about our Greece vacation and we highly recommend this travel agency. We've been to other countries and worked with other travel companies. In our opinion, this one was the best travel company we've ever worked with.