Original
Sailing
Sail Greece: Mykonos to Santorini
4.8
Excellent
circle171 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
airport_shuttle
Transport
Boat
bed
Accommodation
Overnight boat (7 nights)
From £1,553(8 days)
Trip Informations
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.
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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On your trip, the skipper will move the boat using the sails and motor; occasionally, they will need to use the motor for the whole trip. This choice is weather-dependent, so is unpredictable, but our expert skippers will keep you updated on any necessary itinerary changes. They love to sail and will raise the sails at every opportunity.
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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
- 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 Sep 22, 2026
Tuesday Sep 29, 2026
Trip size max: 11 - 2 spaces left
£1,603
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Saturday Sep 26, 2026
Saturday Oct 03, 2026
Trip size max: 11 - 1 space left
£1,553
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Tuesday Oct 06, 2026
Tuesday Oct 13, 2026
Trip size max: 11 - 2 spaces left
£1,553
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Tuesday May 04, 2027
Tuesday May 11, 2027
Trip size max: 11 - 11 spaces left
£1,564
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Saturday May 08, 2027
Saturday May 15, 2027
Trip size max: 11 - 9 spaces left
£1,564
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Tuesday May 18, 2027
Tuesday May 25, 2027
Trip size max: 11 - 11 spaces left
£1,564
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Saturday May 22, 2027
Saturday May 29, 2027
Trip size max: 11 - 10 spaces left
£1,564
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Tuesday Jun 01, 2027
Tuesday Jun 08, 2027
Trip size max: 11 - 11 spaces left
£1,564
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Saturday Jun 05, 2027
Saturday Jun 12, 2027
Trip size max: 11 - 11 spaces left
£1,564
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Tuesday Jun 15, 2027
Tuesday Jun 22, 2027
Trip size max: 11 - 9 spaces left
£1,564
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Saturday Jun 19, 2027
Saturday Jun 26, 2027
Trip size max: 11 - 10 spaces left
£1,564
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Tuesday Jun 29, 2027
Tuesday Jul 06, 2027
Trip size max: 11 - 11 spaces left
£1,564
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Saturday Jul 03, 2027
Saturday Jul 10, 2027
Trip size max: 11 - 11 spaces left
£1,564
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Tuesday Jul 13, 2027
Tuesday Jul 20, 2027
Trip size max: 11 - 11 spaces left
£1,564
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Saturday Jul 17, 2027
Saturday Jul 24, 2027
Trip size max: 11 - 11 spaces left
£1,564
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Important notes
Reviews (168)
5 stars
151
4 stars
11
3 stars
1
2 stars
4
1 star
1
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Stefan
Sep 05, 2026
The trip was simply amazing. Our skipper Fotis took perfectly care of us and introduced us to sailing, fantastic destinations on the Cyclades, and Greek culture.
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Deanna
Sep 01, 2026
I loved this trip. We did have to alter the itinerary due to wind unfortunately. But our skipper, Ilias, did a fantastic job of keeping us safe and sharing helpful info & links. The scenery is gorgeous and the islands were wonderful. Very relaxing!
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Darrin
Sep 01, 2026
Our skipper, Ilias, did a great job! We had some tricky weather with the Meltemi Winds, and he got us through it safely and without a hitch. As a sailor, I appreciated that. Our trip was beautiful and relaxing and I enjoyed the islands.
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Sydney
Aug 25, 2026
Such a fun itinerary. Loved all the stops we got to make. Fotis was very respectful and knowledgeable about all the islands. He provided a very safe and fun environment. He really cares about the people on the trip!
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Savanna
Aug 25, 2026
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Peter
Aug 12, 2026
A sailing trip with Intrepid is an excellent way to see the Greek Islands and know that you are in capable hands while you can just relax and enjoy.
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Freya
Aug 11, 2026
A great trip around stunningly beautiful Greek islands! The swimming stops were my favourite as the water was crystal clear blue shades and truly lovely. The little towns we visited every night were gorgeous and were paired with delicious food.
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Kate
Jul 25, 2026
Such an incredible trip! The skipper Lukas made it an unbelievable experience taking us to so many hidden gems and teaching us about Greece’s history. The variety of islands we visited both popular and not so well known was the perfect balance! Trip of a lifetime!
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Oscar
Jul 25, 2026
An incredible way to see the Greek islands, we got to see beautiful parts of the Cyclades that most people don’t experience. Our guide Lukas was a big part of why this trip was so good. He made sure we were safe and had a great experience.
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Lachlan
Jul 25, 2026
Lukas is the best! Great guy and skipper + took us to some great destinations. I highly recommend this tour.