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 2512 reviews

Gayathri R.
Greece Tour Review: Delphi, Santorini, 10 Nights

Zicasso's travel specialists did an excellent job. We loved the hotel in Santorini.

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Kimberly C.
Greece Trip Review: Naxos, 12 Nights

Everything was beautifully arranged for me, from the hotel and tours to transportation and food recommendations. I would not hesitate to recommend Zicasso's travel designer to any of my friends!

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Stephanie C.
Greece Honeymoon Review: Athens, Paros, Santorini, Crete, Jeep Tour, Byzantine Hike, Sunset Experience, 14-Day Trip

Our trip to Greece was absolutely incredible! We had high hopes for a great vacation and the actual trip far exceeded our hopes.

Zicasso's travel designer planned our two-week honeymoon in Greece (Athens, Paros, Santorini, and Crete) and it was absolutely incredible! All the sites were absolutely gorgeous and the activities planned were great, with amazing tour guides. We had private pick-up and drop-off on travel days, as well as for any of the tours provided. She was very responsive to any questions we had and helped accommodate anything we wanted to change in the itinerary. Everything was meticulously planned and there were really no issues that we ran into.

All the hotels were fantastic, all of them four or five stars and within our budget. They were all beautiful and had great service in desirable locations. We would definitely utilize this travel agency again, especially our agent! We would 10/10 recommend. We made unforgettable memories on our trip, all thanks to the travel company.

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Haley S.
Greece Trip Review: Culture, History, 8 Days

This was incredibly helpful on our trip. A lot of the planning was super-useful for navigating travel, suggestions on locations/things to do, and recommendations for food and activities. It was easy to plan with the team at Zicasso's tour company and they were very responsive to any questions or concerns.

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Cara H.
Greece Travel Review: Athens, Beaches, 10 Nights

Zicasso's trip coordinator and the rest of the travel company's team were amazing to work with. We had a wonderful trip. She was very helpful in booking accommodations, transfers, and activities, and even suggested restaurants in the towns we were staying in! We could not have asked for a better trip that was more curated to what we wanted to do and the types of places we wanted to stay. I highly recommend her and the travel company and would use them again (and again!).

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Tamara W.
Greece Tour Review: Local Cuisine, Culture, Scenic Beauty, 10 Nights

Zicasso's tour operators was fantastic to work with! They designed a trip tailored to our family that exceeded our expectations. They were attentive to detail and provided excellent communication throughout our trip.

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Customizable Itinerary

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

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