Two weeks is a great length for a Greek vacation. You'll have plenty of time to see multiple islands and historic mainland sites, taking part in cultural or outdoor activities along the way. These itineraries explore the possibilities: get active on some of the Cyclades lesser-known islands, dive into ancient mythology, enjoy a laidback beach holiday, and more.
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Insiders Travel Experiences
Insiders Travel Experiences is a GNTO-registered DMC in Athens, as well as a HATTA and ASTA member.
Founded in 2013, the company offers specialized themed tours and complete holiday packages throughout mainland Greece.
Our expertise is designing programs completely tailored to the wishes of our guests- even customizing elements on the way. We aim to offer unique travel experiences that exceed your expectations.
We want to give you the opportunity to discover what lies beneath the surface through our distinctive Insider’s look.
Our philosophy is to offer high quality, private, and personalized experiential vacation packages that engage travelers, and give them the opportunity to see Greece through our eyes, as we know and love it.
By carefully listening to your passions and interests we create a program that covers every aspect of what makes up your dream vacation.
Featured trips & expertise
Dive headfirst into history with this tour of some of ancient Greece's most important sites. Go from Athens and the Acropolis to the oracle at Delphi to the islands of Delos, Santorini, and Crete. Along the way, you'll see fascinating archaeological ruins and visit some of Greece's most beautiful locales. Wrap up your trip back on the mainland with a stop at Helen of Troy's home at Mycenae before returning to the modern era.
Need a vacation? Find your piece of paradise with the 2-week version of this laidback itinerary. Start with street food and native wine varietals in Athens, before heading to Tinos for a cultural tour. Glamorous Mykonos and Santorini are next, before continuing to Crete, where turquoise lagoons and village tours making sure you're fully blissed out before you go back to Athens.
October offers the best of all worlds: Mild to warm, sunny weather, low shoulder season rates, and fewer visitors to compete with. Win-win-win. By month’s end, however, the chillier autumn has officially arrived.
Experience some of the greatest aspects of Greece and its islands on this itinerary. You'll start in Athens, traveling back in time with a visit to the Acropolis and other key ancient sites around the city, viewed through the lens of Greek mythology. Then head into the islands, starting with a tour of Mykonos and its neighboring mythological island of Delos. Off to Santorini next for sunsets and sightseeing, followed by the historic sites and traditional villages of Crete before you return to Athens.
Recent Trip Reviews for Insiders Travel Experiences
Family trip, Greece - Mar 27 - Mar 31, 2019
Natalie was exceptionally helpful in recommending tours that worked for our family. She handled all the logistics, provided the guides, transportation if needed and even met us on the last day of our trip and gave us a gift!
All of the guides were knowledgeable, friendly, professional and experienced - our favorite was the cooking class with George, but all three Yannis's were great too! Nota's guided tour of the Acropolis and Acropolis museum was very informative and brought a lot of... read more