Original
Sailing
Sail Greece: Mykonos to Santorini
8 days • 4.9
5
Excellent
circle113 reviews
location_on 8 days
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Start
Mykonos, Greece
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Finish
Santorini, Greece
tour
Trip Code
ZSRP
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Min Age
15
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Trip Size
1 - 11
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Physical Rating
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Transport
Boat
bed
Accommodation
Overnight boat (7 nights)
From £1,237(8 days)
Trip Informations
Why you’ll love this trip
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Hop between paradise islands in the iconic Cyclades 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.
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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!
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Explore the 11th-century monastery of Moni Hozoviotissis, wedged between the dramatic cliffs of Amorgos.
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Watch the sunset from the coast or the deck every night and if you’re game, get up early for sunrise – where better to seize the day than on the sea?
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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?
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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.
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Our yachts have a small Zodiac on board, which is used to transport travellers to shore if we need to anchor in the bay. However, we will most often overnight in the small marinas on each island we visit, so the Zodiacs aren’t used. Zodiacs can sometimes be awkward to climb in and out of, but a sense of humour and a can-do attitude are all you need.
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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.
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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.
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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.
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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.
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If you’re travelling with your own group of friends or family and would like to book a private departure on this sailing trip, our Tailor-Made team will be happy to help: https://www.tuuur.com/tailor-made https://www.tuuur.com/tailor-made (https://www.tuuur.com/tailor-made)
Itinerary
Sail from Mykonos to Santorini on this Greek Island adventure
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.
- DAY 1Day 1 • Mykonos
- DAY 2Day 2 • Syros
- DAY 3Day 3 • Naxos
- DAY 4Day 4-5 • Small Cyclades
- DAY 5Day 6 • Amorgos
- DAY 6Day 7 • Ios
- DAY 7Day 8 • Santorini
Inclusions
airport_shuttle Transport
Boat
bed Accommodation
Overnight boat (7 nights)
museum Optional activities
circleSyros - Dinner at local family home (min 5 customers required) - EUR25
Dates and availability
Starting
Ending
Remaining
Prices From
Tuesday Jun 17, 2025
Tuesday Jun 24, 2025
Trip size max: 11 - Sold Out
Saturday Jun 21, 2025
Saturday Jun 28, 2025
Trip size max: 11 - Sold Out
Tuesday Jul 01, 2025
Tuesday Jul 08, 2025
Trip size max: 11 - Sold Out
Saturday Jul 05, 2025
Saturday Jul 12, 2025
Trip size max: 11 - 1 space left
£1,662
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Tuesday Jul 15, 2025
Tuesday Jul 22, 2025
Trip size max: 11 - 3 spaces left
£1,579
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Saturday Jul 19, 2025
Saturday Jul 26, 2025
Trip size max: 11 - 5 spaces left
£1,579£1,431
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Tuesday Jul 29, 2025
Tuesday Aug 05, 2025
Trip size max: 11 - 7 spaces left
£1,563£1,343
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Saturday Aug 02, 2025
Saturday Aug 09, 2025
Trip size max: 11 - 4 spaces left
£1,563£1,416
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Tuesday Aug 12, 2025
Tuesday Aug 19, 2025
Trip size max: 11 - 3 spaces left
£1,618
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Saturday Aug 16, 2025
Saturday Aug 23, 2025
Trip size max: 11 - 3 spaces left
£1,623£1,318
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Tuesday Aug 26, 2025
Tuesday Sep 02, 2025
Trip size max: 11 - 7 spaces left
£1,618£1,237
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Saturday Aug 30, 2025
Saturday Sep 06, 2025
Trip size max: 11 - 3 spaces left
£1,722
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Tuesday Sep 09, 2025
Tuesday Sep 16, 2025
Trip size max: 11 - Sold Out
Saturday Sep 13, 2025
Saturday Sep 20, 2025
Trip size max: 11 - Sold Out
Tuesday Sep 23, 2025
Tuesday Sep 30, 2025
Trip size max: 11 - 5 spaces left
£1,717
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Important notes
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START TIME:
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The trip commences on day 1 in Mykonos at 4pm.
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ACCOMMODATION ON BOARD THE YACHT
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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.
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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.
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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.
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HOT WEATHER:
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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.
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PASSPORT DETAILS:
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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.
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ADDITIONAL ACCOMMODATION:
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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.
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SNORKELLING
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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.
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TRIP KITTY:
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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.
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** 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 **
Reviews (115)
5 stars
108
4 stars
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2 stars
1
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Rebecca
Jun 02, 2025
Blue seas and skies from the deck of your yacht, as you sail around the beautiful Cycladic Islands of Greece. Peace, pleasure and amazement as you interact with this heavenly part of the world. This is the trip for you if you want to avoid the noise and bustle of ferries and busy islands, and you are open to the challenge of sleeping on a yacht.
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James
May 31, 2025
An absolute joy to spend the week with Fotis at the helm. Stunning swims, incredible food, and fantastic exploring peaceful islands off the tourist trail.
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Ashlee
May 27, 2025
Couldn’t recommend this trip enough! A proper sailing experience in Greece with the most beautiful destinations.
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Alex
May 27, 2025
Amazing trip. Fotis is a legend and made it truly memorable. Would definitely recommend
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Tamra
May 27, 2025
Incredible trip, sailing was an amazing way to see the islands and particularly the quieter ones and see more of a local side, our skipper Fotis was an absolute legend and one of the coolest people you’ll ever meet and had the BEST food recommendations!! Can’t recommend highly enough!!
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Daniel
May 27, 2025
Fotis our tour guide for this trip made an already incredible experience even more extraordinary!!
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Michael
May 17, 2025
Sailing for the first time was an amazing experience. The Greek islands were beautiful. The best part was the trips to the less touristy islands.
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Steph
May 13, 2025
It was a new experience and was fantastic. This was my second intrepid trip and both have been great! Sailing the Aegean was beautiful and relaxing, our visits to the islands were full of beaches and charming towns. Sailing was much like camping on the water and though I recommend it just make sure you are in the camping mindset before leaving, it was surprising. Our tour leader was absolutely amazing and I can’t say enough good things about him!
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Geraldine
Oct 19, 2024
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Paul
Oct 18, 2024
Perfect relaxing way to see the beautiful Greek islands. Amazing sunsets, snorkelling and food made easy with a great tour leader.