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 2138 reviews

Greece Travel Review: Athens, Santorini, Naxos, Parthenon, Caldera Hike, E-Bike Tour, 10 Days

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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Greece Trip Review: Athens, Crete, 1 Week

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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Greece Vacation Review: Athens, Santorini, Caldera Hike, Easter Celebration, 8 Nights

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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Greece Tour Review: Crete, Santorini, Athens, Meteora, Delphi, Chania, Beaches, Local Cuisine, 10 Nights

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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Greece Travel Review: Guides, 12 Days

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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Greece Travel Review: Santorini, Crete, Food and Wine Tasting, Sailing, 10 Nights

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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Customizable Itinerary

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

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