Enchanting Three Week Island Tour of 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.
Customizable Itinerary
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:
Santorini – Oceanside Yoga
Naxos – Naxos’ Island Treasures
Paros – Paros, Parikia, and Lefkes
Mykonos – Scuba Dive and Couples Massage
Mykonos – The Mystique of Mykonos
Mykonos –Delicious Island Fare
Milos – The Kleftiko Caves
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)
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.
Verified Traveler Reviews
Based on 2547 reviews
We had a fantastic trip, in large part because of the planning assistance and execution by Zicasso's travel company!
See more
We have used Zicasso twice to find local travel agents in Greece. Two different trips, the first to island hop and the second to concentrate on Crete. Both agencies we ended up working with were excellent! We could not have been more pleased.
See more
Working with Zicasso’s travel company was a wonderful experience, from the initial intake of my request to brainstorming ideas to fit my budget and itinerary, and prepping us for every day of our honeymoon. Every single guide and vendor they booked for us was absolutely wonderful. I would recommend them without hesitation!
See more
If I could give them more than five stars, I would. I cannot recommend Zicasso's tour operator enough!!! Our agents were amazing and created the most perfect honeymoon for my husband and I!! We went to Paros, Santorini, Crete, and Athens and loved them all. It was amazing not to have to worry about a thing. We had zero issues and we had the best time.
We went to wonderful restaurants and beautiful hotels, had two fun boat trips, a beautiful tour throughout Kissamos, Crete, and the best tour guide for the Acropolis/Athens.
If you want an amazing trip with beautiful memories and zero worries, I would absolutely use this tour operator!!!
See more
Our trip was wonderful!!! I can't say enough about Zicasso and our travel specialist. She planned our trip so perfectly, based on our interests and requests. She had so many useful tips and suggestions that helped us tremendously throughout the trip! Everything went very smoothly and according to plan, right down to the last detail. There was not one issue or hiccup; something I have never been able to say very often after travel! The accommodations, tours, tour guides, transportation arrangements, drivers, etc., were all amazing.
My family and I are beyond pleased with everything and would not hesitate to use Zicasso or the travel company for any future travel plans. Thank you so much to our travel specialist!!!
See more
This trip was amazing! Zicasso's travel company took care of every detail. They created a wonderful itinerary and coordinated it seamlessly. They communicated with us all along the way; there was absolutely nothing amiss from the first day to the last.
Our accommodations were wonderful. Our guides were top-notch, incredibly experienced and knowledgeable, and all very enjoyable people. They felt like friends almost immediately! Each of them went above and beyond to make sure our experiences were everything we hoped for and more! Our drivers were attentive and professional as well.
We're seasoned travelers, but we couldn't possibly have planned and executed this trip on our own. We're so appreciative of the travel company's excellent staff and services. They created a trip that we'll remember forever.
See more





