Ultimate Three Week Greek Island Vacation

The Temple of Demeter in Naxos, Greece

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.

Countries Visited

Greece

Places Visited

Mykonos, Santorini, Naxos, Paros, Ios, Milos

Suggested Duration

21 Days

Customizable Itinerary

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Day 1 - 2

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:

Transfer
Accommodation
Tour
Breakfast
Day 3 - 4

Santorini – Morning Yoga Session

Day 5 - 6

Naxos – The Stunning South Coast

Day 7 - 8

Naxos – Island-Hopping

Day 9 - 11

Paros – Paros & Antiparos

Day 12 - 14

Ios – Private Wine Tour

Day 15 - 16

Mykonos – The Wonders of Mykonos

Day 17 - 18

Mykonos – Views from the Sky

Day 19 - 20

Milos – The Kleftiko Caves

Day 21

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)

Your Zicasso trip is fully customizable, and this sample itinerary is a starting place for your travel plans. Actual costs are dynamic, and your selection of accommodations and activities, your season of travel, and other such variables will bring this budget guideline up or down. Throughout your planning experience with your Zicasso specialist, your itinerary is designed around your budget. You can book your trip when you are satisfied with every detail. Planning your trip with a Zicasso travel specialist is a free service.

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.

4.9

Verified Traveler Reviews

Based on 2076 reviews

Greece Trip Review: Athens, Naxos, Meteora, Santorini, Acropolis, Cooking Class, 10 Days

Our trip to Greece was definitely five-star. There were very few glitches in the trip; overall, it was a very good experience.

Zicasso’s travel specialist was very helpful during the planning phase of the trip. For instance, during the planning phase, she recommended that we visit Naxos rather than Paros because she was concerned that Paxos would be partially shut down because of the timing in late October. We believe she was correct in this judgment. She was very responsive whenever we had a problem.

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Greece Tour Review: Historic Sites, Local Cuisine, 12-Day Trip

Our trip to Greece with Zicasso’s travel company was exceptional from start to finish. All four of us were 100% satisfied and truly impressed with how smoothly everything went. Every detail was professionally handled, communication was excellent, and we experienced zero hiccups throughout the entire trip.

We also had a delay in arriving in Greece and the travel company immediately accommodated our schedule changes without stress or confusion. They adjusted everything quickly and seamlessly, which made a huge difference and took all the pressure off of us.

The tours, guides, and overall coordination were top-notch, and it was clear the team takes great pride in delivering a first-class experience. We couldn’t be more pleased and would highly recommend this travel company to anyone wanting a stress-free, unforgettable trip to Greece.

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Greece Travel Review: Acropolis, 10 Days

It was seamless.

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Greece Travel Review: Athens, Delphi, Santorini, Historical Sites, Local Cuisine, 10 Days

Everything was planned according to the itinerary set by Zicasso’s travel specialist and experienced to full pleasure. I cannot express how great of a time I had in Greece, even during the off-season.

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Greece Travel Review: Naxos, Santorini, Athens, 11-Day Trip

Our trip was incredible! We were so impressed with the professionalism of Zicasso’s travel agent and the guides we had during our tours. Greece has been a long-dreamed-of destination and our time in Naxos, Santorini, and Athens exceeded our expectations. It was an easy process to give some guidance on what we liked to do and have a curated trip for our preferences. We would recommend the travel company to anyone needing help planning a trip!

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Greece, Italy Honeymoon Review: Heraklion, Cooking Class, Olive Oil Tasting, Local Cuisine, 12-Day Trip

After planning a destination wedding, my husband and I were not looking forward to also planning our honeymoon. So we felt so fortunate to work with the lovely travel agents at Zicasso's tour operator.

Our agent and the team at the tour operator made this process so seamless and easy. We were able to clearly communicate our hopes and dreams for our honeymoon and our ideal budget, and she took that and created the most perfect itinerary. The thorough plan was perfect. We especially appreciated the 24-hour white-glove service, where we were able to ask any questions we wanted at any time and someone answered quickly.

I could not recommend them enough! We would not have had the honeymoon of our dreams without the travel company.

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Customizable Itinerary

This is a sample itinerary to inspire a personalized trip designed with your travel specialist.

30,000+ Verified Traveler Reviews