Enchanting Three Week Island Tour of Greece

Greek Church in Oia Village in Santorini, Greece

What to expect on this itinerary

This 3-week Greek Islands tour captures the allure and romance for which this region is known. From Santorini and Mykonos, to Milos and Naxos, experience some of the most idyllic island havens the world has to offer. Enjoy a cycling tour through the countryside, venture on a scuba diving excursion, and sail along the southern coast of Mykonos.

Countries Visited

Greece

Places Visited

Mykonos, Santorini, Naxos, Paros, Milos, Delos

Suggested Duration

21 Days

Customizable Itinerary

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Day 1 - 3

Santorini – Hike, Sail, and Sightsee

When you land on Santorini, a private driver will greet and escort you to your luxurious accommodation. Upon your arrival, you will have some time to relax and settle in to your new surroundings after your long flight. When you are ready, your private guide will lead you on an evening hike along Santorini’s caldera rim. The following day will find you setting sail for the Cyclades Islands, where you will sightsee, swim, snorkel. A kayaking excursion will begin your next day and will be followed by a food tour.

What's Included:

Transfer
Accommodation
Tour
Breakfast
Day 4 - 5

Santorini – Oceanside Yoga

Day 6 - 8

Naxos – Naxos’ Island Treasures

Day 9 - 11

Paros – Paros, Parikia, and Lefkes

Day 12 - 13

Mykonos – Scuba Dive and Couples Massage

Day 14 - 15

Mykonos – The Mystique of Mykonos

Day 16 - 18

Mykonos –Delicious Island Fare

Day 19 - 20

Milos – The Kleftiko Caves

Day 21

Milos – Departure

Trip Highlights

  • Witness the wonders of Santorini and embark on an evening caldera hike
  • Sail to the Cyclades Islands to sightsee, swim, snorkel and bask in the sunshine
  • Explore Delos, traverse its ruins, and learn about Greek mythology
  • Partake in a private seaside yoga session in Santorini
  • Enjoy a e-bike tour that will lead you through Santorini’s countryside
  • Indulge in a culinary tour in Mykonos of the island’s tasty delicacies
  • Discover the Kleftiko Caves and stop for a picnic at sunset
  • Scuba dive and sail into the sunset in Mykonos
  • Spend a day snorkeling and sailing along the southern coast of Mykonos

Detailed Description

Your handcrafted romantic Greek Island vacation starts in Santorini with a sunset caldera hike that will leave you breathless from witnessing such stunning beauty. You will spend the following day sailing to the Small Cyclades Islands with a private guide. An exhilarating sea kayak excursion and a gourmet food tour fill your third day in Santorini, and on day four, you will be treated to a morning couple’s yoga session by the sea before wheeling around the island countryside on a scenic bike tour. Your final day in Santorini finds the two of you escaping on a private yacht to while away your remaining hours together, simply relaxing and enjoying each other’s company.

You will make your way to Naxos on day six and spend your first evening visiting a marble quarry and learning how to sculpt marble from a local master. A day trip to Delos awaits on day seven, followed by a private luxury cruise to the outer islands on day eight.

Departing Naxos on day nine, you will journey to Paros and be led on a lovely walking tour of charming Naoussa town. The following day, you will be introduced the the highlights of the island, including the picturesque locales of Parikia and Lefkes before embarking on a bike ride in the idyllic countryside. Your final day in Paros starts with a sea kayak excursion, followed by a private cooking class taught by a local master chef.

Mykonos awaits your arrival on day twelve, and after checking in to your luxury accommodations, you will enjoy a couple’s massage and candlelit dinner in your suite. Scuba diving and sailing into the sunset are on the agenda for day thirteen, followed by a Mykonos highlights tour and a private wine tasting excursion. A gourmet food tour fills your day sixteen, before you are swept away to sail and snorkel along the stunning South Coast. Your final day in Mykonos will be spent just the two of you on a luxury private yacht, relaxing and basking in one another’s presence in paradise.

Day nineteen finds you journeying to Milos and enjoying a romantic sunset dinner sail, before spending your final hours in this heavenly haven paddling through the pristine seas on a kayak and indulging in a gourmet picnic at sunset after witnessing the Kleftiko Caves.

Throughout your romantic escape, you will stay in luxury accommodations and have every detail of your vacation handled for you, including all private transfers to and from every destination and airport. All that you have to do is pack your bags and get on that plane, together.

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 2552 reviews

Matthew C.
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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Sarah G.
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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Judith W.
Greece Travel Review: Olive Grove, Local Cuisine, 1 Week

We highly recommend Zicasso’s tour operator. They were able to plan a tour for us around the dates we had available. They listened to what we were looking for in our travels and everything was spot-on. Many highlights were unanticipated. Everything was perfect, from our driver to our tour guides and our stay at an olive grove estate. We could not have asked for more. We will definitely use the travel company again.

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Lanie C.
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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Valerie H.
Greece Solo Tour Review: Naxos, Athens, Apiary Visit, Acropolis, Cheese Making, Hiking, Cooking Class, 1 Week

If I could give 10 stars, I would. As an older woman traveling alone, I felt completely comfortable and well cared for throughout the trip, as if I were part of the family of the team at Zicasso's travel company. Every single detail of the complex and densely packed five days in Naxos and four in Athens unfolded perfectly. The travel specialist personally knew a number of the guides, drivers, and restaurateurs, and all spoke glowingly of this travel company.

From sharing honey with bees at a tiny apiary to touring the Acropolis with an archaeologist, to squeezing the whey out of cheese at a family farm and meeting the goats who provided the milk, to hiking from village to village with a guide who knew the name and medicinal use of every plant we passed, to learning to make phyllo dough, it was simply terrific! If you're thinking of visiting Greece, connect with this travel company and enjoy the trip of a lifetime.

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Robert S.
Greece Vacation Review: 9-Day Trip

We had a fantastic trip, in large part because of the planning assistance and execution by Zicasso's travel company!

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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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