Greek Church in Oia Village in Santorini, Greece

Enchanting Three Week Island Tour of Greece

Ratings of Zicasso's Service
Customizable Itinerary

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

Countries Visited


Places Visited

Mykonos, Santorini, Naxos, Paros...

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Suggested Duration

21 Days

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.

Customizable Itinerary

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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

$19,105 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.

Reviews of Zicasso's Referral Service

4.93 stars based on 1785 reviews.

Greece Luxury Tour Review: Athens, Meteora, Mykonos, Naxos,...
"Just wanted to again say thank you to you and your staff...

Reviewed By Lori P.

Greece Luxury Vacation Review: Athens, Santorini, Milos,...
"The travel agency arranged an amazing trip for us in Greece!"

Reviewed By Dennis B.

Greece Luxury Vacation Review: Athens, Mykonos, Naxos, Santorini,...
"Our Greek experience far exceeded our expectations, primarily...

Reviewed By Robert W.

Greece Family Tour Review: Athens, Naxos, Santorini, Delos,...
"Eleni and the entire team at the travel agenc were simply...

Reviewed By Brian W.

Greece Solo Trip Review: Mykonos, Santorini, Athens, Delos...
"Maria was very easy to work with and suggested quality...

Reviewed By Rian G.

Greece Luxury Travel Review: Athens, Paros, Naxos, Santorini,...
"We have traveled extensively ... and our travel agents...

Reviewed By Armindo J.

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