Sail from Mykonos to Santorini on this Greek Island adventure

Move between the boat, the beach and inviting Greek villages on this relaxing Greece sailing adventure between Mykonos and Santorini. Wile away days swimming in turquoise waters, lazing on white-sand beaches, sampling mouth-watering local cuisine and exploring coastal villages seeped in history, mythology and beauty. Visit the beautiful islands of Amorgos, Naxos, Small Cyclades and Ios, watch a host of spectacular sunsets and enjoy Greek hospitality before returning to the boat to be rocked gently to sleep at night.


Start
Mykonos, Greece
Finish
Santorini, Greece
Country
Greece
Style
Original
Theme
Sailing
Code
ZSRP
Physical rating
Ages
Min 15
Group size
Min 1, Max 11

Why we love this trip

  • What better way to tour the iconic Cyclades Islands than by yacht? Swim in the Aegean Sea off the side of the boat and let the waves rock you to sleep each night

  • Chic waterfront bars line the beaches of Mykonos, serving authentic Greek food and cocktails as the sun goes down. This is a great place to eat well and relax

  • Wedged between the dramatic cliffs of Amorgos, the 11th-century monastery of Moni Hozoviotissis is a unique site for exploration

  • Santorini has some of the most distinctive and attractive landscapes in the world. Pass bleached-white villages that cling to plunging cliffs and along the rim of a volcano

  • The remote Small Cyclades islands are chock-full of tavernas serving fresh seafood, far away from tourists and the rest of the world

Is this trip right for you?

  • You don't need to complete a Physical Participation Form, but it's important to read the trip notes carefully to make sure you're suited to this trip. You’ll need to feel comfortable with moving about the boat. The cabins and communal areas are spread over two decks, and the steps between decks are steep.

  • You will be entering and exiting a Zodiac boat during wet and dry landings and when returning from snorkelling. Although the waters are usually calm, it can get rough and choppy, which requires steady sea legs and a sturdy stomach. Rain or shine, your trusty crew will always be on hand to assist you.

  • The boats are real yachts, and this is a real sailing trip. Yachts are designed to maximise living area space, so sleeping quarters (typically four twin-share cabins) can be a bit cramped. That said, the adventure and exhilaration of an authentic sailing trip more than makes up for any discomfort.

  • While at sea and when exploring the islands, you may be exposed to the sun for large parts of the day. It’s important to use sun protection and drink plenty of water.

  • Sometimes changes to the itinerary are necessary due to the weather. This can happen with little notice. If you're flexible and have a sense of humour, you're bound to have a fun and relaxing trip across this beautiful part of the world.

  • It's important to have fun, but also to respect your shipmates who might be sleeping. If you do enjoy a late night out, consider booking a hostel for the night so you don't wake your fellow travellers (and more importantly the skipper) upon your return.

Itinerary

Welcome to Mykonos, Greece. Your adventure begins with a welcome meeting at 4 pm. The first port of call is the local supermarket to buy supplies for your trip as a group. The starter pack will include provisions for some breakfasts, lunches and/or snacks. If you have any special dietary requirements, please make sure you notify us at the time of booking so we can accommodate your requests. Before and after the meeting, perhaps head out to enjoy Mykonos and unwind on one of the island’s sandy beaches. Navigate the town's narrow streets, visit the Church of Panagia Paraportiani or browse chic galleries, restaurants and boutiques. In the evening, perhaps wander down to Little Venice to enjoy a cocktail by the water at sunset. You'll spend tonight aboard the boat.

Notes: The beauty of sailing is that each day is unique and, while we have a destination to reach, if the weather changes or something takes the group’s fancy, we are flexible on the day's itinerary. The itinerary is subject to change and may vary depending on weather. Your skipper will make the final call to ensure your safety at all times.
Accommodation
  • Overnight boat (1 night)
Meals Included
There are no meals included on this day.
Special Information
Your skipper will collect the trip kitty of EUR100 at the pre-departure meeting today.
Naxos

This morning we head for the Bay of Gaidharos for breakfast and a swim, before making our way across the glistening water to Naxos. Discover the beautiful beaches, fragrant olive groves and charming villages of Hora, the capital of Naxos. As the largest Cycladic island, Naxos also has one of the most colourful mythological histories. The old town areas of Hora are perfect for a stroll or to partake in the vibrant nightlife. The best beach choices are to the south, where water sports are also on offer. Follow a pathway up to the impressive Venetian Kastro where mansions, monuments and churches all retain their medieval spirit in a mass of winding laneways. Stop by the old Roman Catholic Cathedral in the square, and the nearby Archaeological Museum which is housed in the former Jesuit School of Commerce. The massive Portara stands as the gateway to the unfinished Temple of Apollo on the islet of Palatia, just to the north of the marina. Perhaps even join an optional jaunt out into the countryside for a glimpse local rural life, visit one of the oldest temples in Greece, then chill out up in the hills with lunch at a family tavern. Get a taste of the local brew with a shot of Kitron (best described as a lemon liquor) and top it off with a wander along the beach.

Small Cyclades

It's time to feel the wind in our hair once again as we sail along the coast of Naxos. After around 5 hours we drop anchor in the Small Cyclades. While all the islands harboured communities in ancient times, the middle ages saw this reduced to just pirates and goats. Today, only Koufonisia, Iraklia, Shinousa and Donousa have permanent residents, with the largest population said to be somewhere around 300. Featuring clear waters, great beaches, friendly locals and sleepy tavernas all built around quaint fishing villages, the islands are an ideal overnight anchorage. Explore the town, sample some fresh seafood in a waterfront taverna, then sit back and simply enjoy the magic of the Mediterranean.

Amorgos

Next is a brief sail (approximately 3 hours) to the rugged, mountainous island of Amorgos – known to the world as the stunning location of Luc Bresson's film, 'The Big Blue'. Katapola, the island's main port, boasts classic Cycladic architecture with windmills and an old Venetian castle. The waterfront is an excellent place to relax in restaurants, cafes and bars. Or take some time to explore the ancient Minoan Settlement nearby. We will take a drive up to the spectacular 11th-century monastery, Moni Hozoviotissis. Built gripping the cliff-face, it boasts spectacular panoramic views across the Aegean Sea. Filled with historical relics, it's often a highlight for those visiting Greece. Also worth a visit is the village of Hora (Amorgos town) which sits high up on the rocky mountainside. Stroll through the labyrinth of narrow stone laneways and Byzantine churches surrounding the town square. The Amorgos Archaeological Collection is housed nearby in Gavros Tower, one of the few remaining towers on the island.

Ios

Continue to Ios, an island inhabited since early Cycladic times, proudly claiming to be the burial place of epic Greek poet Homer. Ios has managed to retain some allure from the abundance of beaches and preservation of its classic cube houses packed around the laneways of Hora. A short walk from the harbour, Hora's shops, restaurants, nightclubs, bars and cafes all come alive in the evenings. If you are seeking a more authentic taste of the old town, try to explore during the day while the masses are beachside. The popular beaches of Gialos and Milopotas are also lively at night with a range of water sports on offer during the day. Valmas, Kolitzani and Tsamaria are all options if you're looking for something a little quieter; they are within easy walking distance of town. Sunset views can be enjoyed from atop the hill where Panagia Gremiotissa, or Church of the Virgin, sits. The distinctive single palm tree next to the church makes it icon you can always see from many places throughout town.

Santorini

Formed by a huge volcanic explosion, Santorini is instantly recognisable with its blue and white buildings, fascinating ruins and stunning natural beauty. After making our entrance by sailing through the remarkable caldera, all the hubbub of this beautiful island is there for the taking. The exuberant capital of Fira, perched on the edge of the caldera, has an exciting range of restaurants, shops and bars. Perhaps make the most of the great scenery by taking a walk along the rim to Firostefani, Imerovigli and Oia. Santorini's volcanic beaches are a must-see: Red Beach's tiny red and black pebbles are hemmed in by spectacular red lava-rock cliffs, while the pick of the black beaches are Perissa, Vlhada, Perivolos and Agios Georgios. The white-washed Cycladic houses and old Venetian- and Byzantium-inspired architecture pack a real picturesque punch. Check out the Orthodox Metropolitan Cathedral, Catholic Cathedral and Dominican Convent. The Megaron Gyzi Museum, Museum of Prehistoric Thera, and Archaeological Museum are all also worth a visit.
Accommodation
  • Overnight boat (6 nights)
Meals Included
There are no meals included on this day.
Your adventure comes to an end today. You can depart the boat at 8 am or earlier. We recommend booking an extra night's accommodation to see all the sights of Santorini.
Meals Included
There are no meals included on this day.

Meals

No meals are included on this tour

Transport

Boat

Accommodation

Overnight boat (7 nights)

Dates & availability

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Important notes

START TIME:
The trip commences on day 1 in Mykonos at 4pm.
HOT WEATHER:
Summer temperatures can reach up to 40 degrees Celsius, which can be uncomfortable for those not used to the heat. Please consider the time of the year you wish to travel and your suitability to that season.
MINIMUM AGE:
The minimum age on this trip is 15. Please note that triple cabins are not available. If travelling with a child, the child will need to share with one of the adults, and the other adult will share with another adult passenger, or pay a single supplement.
PASSPORT DETAILS:
Please provide full passport details at time of booking including exact name as per passport, date of birth, nationality, issue and expiry dates as these are essential for booking services on this trip.
DIETARY REQUIREMENTS:
Dietary requirements are required at the time of booking so that any included meals can be properly catered for.
ADDITIONAL ACCOMMODATION:
Please note that the majority of our sailing trips start and/or finish at a marina or port. If you have pre-booked any additional accommodation through us, you will need to make your own way to the joining point on day 1 and from the finish point on the final day. We do not provide transfers between hotels and the port/marina. Please check the joining and finish point information in the trip notes for details.

Essential trip information

Want an in-depth insight into this trip? Essential Trip Information provides a detailed itinerary, visa info, how to get to your hotel, what's included - pretty much everything you need to know about this adventure and more.