Ultimate Three Week Greek Island Vacation

What to expect on this itinerary
This 3-week Greek Islands tour will allow you to immerse yourself in their luxurious allure and relaxing atmosphere. Witness Santorini from the unique vantage point of a private helicopter, choose from a variety of watersports in Mykonos, embark on a sailing trip to Sikinos, and indulge in the delicious fare that the Greek Islands have to offer.
Customizable Itinerary
Santorini – Land, Air, and Sea
When you arrive in Santorini, a private driver will be waiting to greet and transfer you to your accommodation in the heart of the city. Upon your arrival, you will have some time to relax and settle in after your long flight. When you are ready, your guide will lead you on a sunset dinner cruise. The following morning, you will go on a thorough tour of the island’s highlights. Afterward, your guide can provide you with excellent dining recommendations so that you can tuck into some authentic Greek fare.
What's Included:
Santorini – Morning Yoga Session
Naxos – The Stunning South Coast
Naxos – Island-Hopping
Paros – Paros & Antiparos
Ios – Private Wine Tour
Mykonos – The Wonders of Mykonos
Mykonos – Views from the Sky
Milos – The Kleftiko Caves
Milos – Departure
Trip Highlights
- Witness Santorini from above during an private helicopter tour
- Explore Naxos and the Cyclades Islands and make your way among idyllic island havens
- Discover the unique island gems of Parikia and Naoussa on a tour of Paros and Antiparos
- Sightsee by speedboat before escaping to Sikinos for a wine tour
- Snorkel, swim, and sightsee among the shores of Mykonos
- Escape to Milos and learn how to create an authentic Greek meal from a local chef during a private cooking course
- Discover the Kleftiko Caves and set sail on a luxurious excursion
- Sample the best flavors of Milos during a gourmet gastro tour
- Embark on an island-hopping adventure to Sikinos for a wine tour
- Glide along the sea on a sunset dinner sail
Starting Price
$23,900 per person (excluding international flights)
What's Included
- Accommodations
- In-country transportation
- Some or all activities and tours
- Expert trip planning
- 24x7 support during your trip
Your final trip cost will vary based on your selected accommodations, activities, meals, and other trip elements that you opt to include.
Verified Traveler Reviews
Based on 2084 reviews
From the moment we walked off the plane, everything was planned seamlessly! Drivers, hotels, tours, and transfers! Zicasso’s travel agent did an amazing job listening to the types of activities we like to do and was able to put together an itinerary that was amazing! The people we met, the sites we were able to see, and the food were fantastic. She also checked in with us to make sure everything was going well. If we needed her, she was easy to reach out to. She planned the perfect balance of guided activities along with some self-exploration! We cannot thank her enough for planning this vacation!
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Zicasso’s travel specialist, from the beginning planning stages of our trip to Greece to the end, was exceptional. He listened carefully to our interests and tailored our trip accordingly. He was available as we requested changes and immediately responded, and this continued throughout the trip.
Each tour in Crete and Athens went without a hitch. Guides were highly knowledgeable and friendly. He is very invested in you having a wonderful experience and goes the extra mile. I would highly recommend the travel company.
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Everything was well planned and coordinated. All of the drivers and tour guides were on time and did a fine job! The hotels were very nice and the restaurant suggestions were very helpful. It was also a pleasure getting to meet Zicasso’s travel specialist in person when we arrived in Athens!
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Zicasso’s travel specialist was a fantastic travel agent. She was organized, professional, responsive, and thorough. She curated a travel experience that was just what we were looking for. We would highly recommend her to anyone looking for a great vacation experience.
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Our travel company and Zicasso were truly excellent trip resources and designers of our two-week vacation to Greece. They arranged every detail. We had transportation prearranged, lodging that was extraordinary, and food that was unforgettable.
Our guides for various day tours in each location were phenomenal. They were never rushed and seemed to give us limitless time. They made arrangements for us that were not part of their paid services, just because they were so welcoming. The guides were all graduates of universities who had completed months of additional studies to become certified as guides. We learned so much from our trip about the places, but also about the culture and what it's like to actually live in Greece. Bravo!
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Our trip was absolutely amazing, thanks to the excellent planning and organization by Zicasso's travel specialist. It provided us with everything from stress-free pick-ups and drop-offs to a variety of experiences with the most wonderful excursions. It far exceeded our expectations. We were kept informed of any changes that happened and all of the guides were wonderful, knowledgeable, and very welcoming. Thank you for providing us with a trip of a lifetime!
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