Zissimos says, "It's our most popular trip for 2023 so far," and this classic schedule includes stops at some of Greece's most famous places. When you get to Athens, you can go with a guide to see the Acropolis and the Areopagus, and then you can go on your own to see areas like Kolonaki and Plaka. Zissimos suggests stopping at the Electra Metropolis for two nights before going to the Cycladic island of Mílos, which can be reached by air (45 minutes) or boat (from three hours).

"Mílos has dozens of beaches to visit, each with its own mix of sand, rocks, and shells," says Zissimos, who loves Sarakiniko the most. He also suggests going on a boat trip to Kleftiko, where the volcanic rock forms make for beautiful pictures, and spending the evening in Adamantas, a town with tavernas along the water. Zissimos like to stay dordle at the Melian Boutique Hotel Spa, which is on the northeastern tip of the island and has a beach.

You'll need a whole morning to take the four-hour boat ride to Naxos, an island with a good mix of ancient sites and modern activities. People say, "There's a beach for everything here." Some people like to windsurf in Agios Georgios, while kitesurfers go to Mikri Vigla. Between those two points, Zissimos can set up tours of the Temple of Demeter and the Portara, the 2,500-year-old marble gate that leads into Naxos Harbor. Villa Marandi Suites, which has rooms with painted walls and views of the ocean, is his favorite place to stay.

After breakfast, take a high-speed boat to Santorini, which will take 90 minutes. Once you get there, check in at the Grace Hotel, Auberge Resorts Collection, which is on a cliff top. You can spend the next day on a boat trip with stops to swim. They can also set up wine tastings and suggest hikes, such as the coastal road from Fira to nearby Imerovigli, which has stunning views of the crater. Zissimos says to spend time on dinner in Oia, a town that is always popular because of its beautiful sunsets. Take a boat or a plane back to Athens to get home.

He says that the capital is a must-see “because its classical history has had such a clear effect on modern thought.” The old and the modern can both be seen on a guided walk that includes stops at the Acropolis Museum, the Temple of Olympian Zeus, and important buildings in and around Syntagma Square, such as the Greek Parliament. The square is right next to his chosen hotel, the Hotel Grande Bretagne, a Luxury Collection Hotel. Stergiou says, "It's the grand dame of Athens hotels."