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 2494 reviews
Zicasso's travel specialists did an excellent job. We loved the hotel in Santorini.
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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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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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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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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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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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