Mykonos, Santorini, Naxos, Paros, Milos, Delos
Dates are customizable for private departures.
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.
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.
Day 4 - 5
Santorini – Oceanside Yoga
This morning, you can take it as slow as you want. You can choose to have breakfast before or after your seaside yoga session this morning. Afterward, your guide will lead you on an e-bike tour through Santorini’s countryside. Your tour will conclude with an incredible sunset. Your final day in Santorini will be spent on a private yacht. The day will be yours to curate, and you will have a private captain and crew at your service.
Day 6 - 8
Naxos – Naxos’ Island Treasures
After breakfast this morning, you will make your way to Naxos. Here, you will visit a marble rock quarry to learn about how this ancient natural material is collected and refined into a precious commodity. You will also partake in a marble sculpting class. The next day, you will sail to Delos to traverse the island’s preserved ruins. Afterward, you can spend the rest of the day on Delos before returning to Naxos. The following day, you will sail along the shores of Naxos on a catamaran. This sail will allow you to visit Koufonisia, Schoinousa, and Iraklia.
Day 9 - 11
Paros – Paros, Parikia, and Lefkes
This morning, you will venture to Paros, where you will have some time to settle in to your new surroundings before embarking on a walking tour of Naoussa. After your tour, you will have the remainder of the day at your leisure, and your guide can provide you with excellent dining recommendations. The next morning, your guide will lead you on a tour of the island’s most noteworthy sites. Again, the day will be at your leisure after your tour. For your final day in Paros, you will begin with a kayaking session and end with a private cooking class with a master chef.
Day 12 - 13
Mykonos – Scuba Dive and Couples Massage
After breakfast, you will make your way to the lively island of Mykonos. After settling in to your new accommodation, you will indulge in a relaxing couples massage. After a day of traveling, this massage will be the perfect opportunity to relax and unwind. Following your massage, your guide will provide you with dining options. The next morning, you will venture on a scuba diving expedition with an expert. If you do not have your certification, you will get certified before taking to the ocean with your guide. This activity will consume the majority of your day.
Day 14 - 15
Mykonos – The Mystique of Mykonos
After breakfast this morning, your guide will lead you on a tour of the island’s highlights. Your tour will include the village of Ano Mera, the island’s windmills, and Little Venice. After your tour, you will have the rest of the evening for some self-exploration. The following morning, you will have breakfast and a few hours before your guide leads you on a wine tasting adventure. Your sommelier guide will introduce you to a variety of excellent local wines. You can even take a bottle home with you if you like it enough.
Day 16 - 18
Mykonos –Delicious Island Fare
You will have most of the morning to spend at your leisure this morning, meaning that you can have a relaxing breakfast and lay in bed for a few hours. Around midday, your guide will lead you on a culinary tour of the island that will introduce you to some of the island’s fare that you have not yet had a chance to taste. The following day, you will explore the island’s southern coastline of the island. Your final day in Mykonos will be spent on a private yacht. During this experience, you will be the designer of the itinerary.
Day 19 - 20
Milos – The Kleftiko Caves
This morning, you will say farewell to Mykonos and transfer to the island of Milos. Here, you will spend your first evening on a sunset dinner sail that can be complete with a local wine pairing. The following day will have you partaking in a morning kayaking excursion that will also provide you with a glimpse of some of the local wildlife. After your kayaking adventure, you will sail to the Kleftiko Caves before spending the rest of the afternoon on a catamaran. Upon returning to Milos, your guide can provide you with great places to dine.
Milos – Departure
After breakfast, your private driver will transfer you to your accommodation for your flight home.
- 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
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.
$5,455 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.
The starting price is based on travel during the low season for a minimum of two travelers staying in shared 3-star accommodations. Please inquire for a custom trip quote based on your travel preferences and travel dates.
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