Sail Greece: Mykonos to Santorini

8 Days | Sail from Mykonos to Santorini on this Greek Island adventure

5 out of 5 based on 74 reviews submitted.
NZD $2,445
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Move between the boat, the beach and inviting Greek villages on this relaxing eight-day sailing adventure between Mykonos and Santorini. Spend your days swimming in turquoise waters, lazing on white-sand beaches, sampling mouth-watering local cuisine and exploring coastal villages steeped 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.

Trip overview

Map of Sail Greece: Mykonos To Santorini including Greece
Mykonos, Greece
Santorini, Greece
Physical rating
Indicates how physically exerting a trip is, and how fit you will need to be to enjoy it. More info on physical ratings
Min 15
Group size
Min 1 - Max 11
Trip code
This trip generates 12 kg of CO2-e per person per day.
We offset these emissions on your behalf. But we know that is not enough, so we also have a carbon reduction target.

Why you'll love this trip
  • Tour the iconic Cyclades Islands by yacht – is there any better way? Swim in the Aegean Sea off the side of the boat and let the waves rock you to sleep each night.
  • Visit the chic waterfront bars that 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!
  • Explore the 11th-century monastery of Moni Hozoviotissis, wedged between the dramatic cliffs of Amorgos.
  • Pass the bleached-white villages that cling to plunging cliffs along the rim of a volcano –Santorini has some of the most distinctive and attractive landscapes in the world.
  • Head away from the tourist trail to the remote Small Cyclades islands, chock-full of tavernas serving fresh seafood and small villages to explore.

Is this trip right for you?
  • As the majority of this trip takes place on a sailing boat, you’ll need to feel comfortable with moving about the vessel, including the use of stairs. With that said, sea legs come naturally to some but not so much for others. Your friendly crew will be able to help with the effects of sea sickness if needed.
  • A zodiac is used to transport passengers from the boat to the mainland, with landings taking place at piers (dry landings) as well as on beaches (wet landings). Zodiacs can sometimes be awkward to climb in and out of, but a sense of humour and can-do attitude is all you need.
  • This is an adventure on board a real yacht, which means living spaces, cabins, bathrooms and showers need to be shared with other passengers. Sleeping quarters can be quite compact, but you will be spending the majority of your time above board in the open air.
  • Time on the water also means time in the sun. Remember to pack sun protection, such as sun screen and a hat, and drink plenty of water to keep hydrated. See ‘Essential Trip Information’ below for a full packing list.
  • Please note that smooth sailing is dependent on the weather, so itinerary changes may occur at the last minute if the weather becomes unfavourable. If any changes are made, you can trust in your knowledgeable skipper to choose an alternative route or activity.
  • Due to the size of the yachts, sound carries easily from one side to the other and can wake your fellow travellers. If you’re planning to have a late night, it’s a good idea to head into town and experience the local night life.


Ocean Star 56 Boat
Ocean Star 56
The Ocean Star 56  is a classic sailboat, combining timeless design, exceptional seaworthiness and unmatched comfort. Fashioned with a traditional wood interior, the Ocean Star 56 has an impressive saloon and offers spacious [for a sailing boat] cabins. Equipped with 2 double cabins, 2 twin cabins and 1 triple cabin,  the Ocean Star 56 is the perfect yacht for novices to learn the ‘ropes’.
Explore features


Map of Sail Greece: Mykonos To Santorini including Greece





Overnight boat (7 nights)

Dates and availability

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Important notes

The trip commences on day 1 in Mykonos at 4pm.

This trip is accommodated entirely on board a yacht of between 54ft to 56ft. A typical yacht for 11 travellers is equipped with a mixture of 2 x double cabins, 2 x twin cabins and 1 x triple cabin. There are 5 shared bathrooms. Our boats are real yachts and this is a real sailing trip. Yachts are designed to keep sleeping areas to the absolute minimum of space, while maximising common areas as much as possible.

Rooms are allocated on arrival by our skipper according to group composition, which means it is not possible to reserve or guarantee any specific berth or cabin. Single passengers will be paired up with another passenger of the same gender, this may mean sharing a double cabin with a double mattress. If you’d prefer not to share a cabin, a single cabin supplement is available at an additional charge. Everyone including the skipper shares the bathrooms on board.

While not everyone may feel entirely comfortable living in such close quarters, those who are looking to revel in the adventure and exhilaration of an authentic sailing trip usually find any discomfort from cramped living conditions is more than made up for by the whole experience.

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.

The minimum age on this trip is 15.

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.

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 Point Description' in the Essential Trip Information for details. 

There are many opportunities for snorkelling during this trip. Diving masks, snorkels and fins are provided onboard the yacht and are for use by all passengers. They are disinfected prior to use. Some customers may prefer to bring their own diving mask and snorkel from home and just use the fins available on board.

On this trip we highly recommend that you contribute to a kitty of EUR100 per person. The kitty is an on-ground payment put into a central fund managed by travellers. It helps fund for breakfast and lunch on the boat and other small items such as ice, water, snacks and drinks. Travellers are responsible for the preparation of these meals onboard and to shop at port where supermarkets are often very close to the mooring. Kitty amounts are subject to change to reflect local price increases. On day 1, the skipper will talk through the kitty and how it will be managed (by yourself or fellow travellers) The kitty will be collected when you arrive at the welcome meeting or in stages throughout your trip.

** Please note, the kitty amount should be used as a guide. More than likely you will not spend the full amount recommended however it's advisable to budget for this amount **

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.

Read Essential Trip Information


5 out of 5 based on 74 reviews submitted.
Reviews are from travellers who have completed their trip and want to share their experience. We show all reviews, but may remove any that include profanity or inappropriate content, are unrelated to the trip or reveal personal details.

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Morgan · Traveled June 2024
This trip is perfect for adventurous travelers who want a little bit of everything in an island trip!
Review submitted 25 Jun 2024

Leah · Traveled June 2024
This trip was a great experience across the board!! Fotis is an amazing Skipper and we highly recommend him to all travelers to find the roads less traveled and the opportunities you could not imagine on your own. 10/10 experience!
Review submitted 25 Jun 2024

Evan · Traveled June 2024
Great trip. Fotis the captain was incredible. What a beautiful journey
Review submitted 25 Jun 2024

Will · Traveled June 2024
I had an excellent trip with our group tour, sailing the islands of Greece. Highly recommend Fotis as a captain. He’s great with island recommendations and giving you a great experience exploring the Greek islands.
Review submitted 25 Jun 2024

Tahlia · Traveled June 2024
Beautiful clear waters, amazing islands with monasteries, incredible food thank you to nikos who was an incredible and amazing skipper!! Cant thank him enough for the trip with his knowledge and all his options to choose and to do on the islands, it was the best and very helpful! He was very safe and was very knowledgeable with sailing and safety! So big shout out to Nikos and this experience was 10/10 and would do it again in heartbeat! Definitely recommend!!
Review submitted 21 Jun 2024
Sail Greece: Mykonos to Santorini
NZD $2,445