Original
Sailing
Sail Greece: Santorini to Mykonos
4.8
Excellent
115 reviews
8 days
Start
Santorini, Greece
Finish
Mykonos, Greece
Trip Code
ZSRR
Min Age
15
Trip Size
1 - 11
Physical Rating
Transport
Boat
Accommodation
Overnight boat (7 nights)
From £1,258(8 days)
Trip Informations
Why you’ll love this trip
Spend your days island-hopping in the Cyclades, swimming in the clear waters of the Aegean Sea and sleeping aboard a private yacht.
See Santorini, where the blue and white villages cling to the rim of an ancient volcano – don't worry, the only fire you’ll see is in the island’s magnificent sunsets.
Break bread with locals in the sleepy fishing villages of the Small Cyclades islands, away from the typical tourist trail.
Taste rural life on the large island of Naxos – a great mix of historic neighbourhoods, gorgeous views and tasty Kitron liqueur.
Explore a place where Europe’s chic and beautiful come to play – consider staying a few extra days after your trip to soak up the beauty, charm and sunsets of Mykonos.
Is this trip right for you?
The majority of this trip takes place on a sailing boat and need to feel comfortable moving about the vessel, including the use of stairs. With that said, sea legs come naturally to some but not so much for others – it's recommended that you bring sea sickness medication just in case.
Our yachts have a small Zodiac on board, 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.
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 sunscreen 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.
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)
The majority of this trip takes place on a sailing boat and need to feel comfortable moving about the vessel, including the use of stairs. With that said, sea legs come naturally to some but not so much for others – it's recommended that you bring sea sickness medication just in case.
Our yachts have a small Zodiac on board, 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.
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 sunscreen 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.
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 the Greek Islands between Santorini and Mykonos
Dreaming of crystal-clear waters, whitewashed villages, historical ruins, lively Greek culture and deliciously fresh cuisine straight from the sea? Then sail from Santorini to Mykonos on this eight-day boat trip in Greece. Spend blissed-out days under sun drenched skies enjoying the best of the Greek Islands, including Santorini, Ios, Amorgos, the Small Cyclades, Naxos and Mykonos. Watch the sunset, explore olive groves, feast on fresh food and wine and fall asleep to the gentle rocking of your yacht every night.
Inclusions
Transport
Boat
Accommodation
Overnight boat (7 nights)
Optional activities
Syros - Dinner at local family home (min 5 customers required) - EUR25
Dates and availability
Starting
Ending
Remaining
Prices From
















Important notes
START TIME
This trip starts on Day 1 in Santorini at 1pm.
ACCOMMODATION ON BOARD THE YACHT
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.
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.
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.
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 Essential Trip Information for joining and finishing points.
TRIP KITTY:
This trip has a compulsory group 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 the group. The kitty will be collected when you arrive at the welcome meeting or in stages throughout your trip. 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 (117)
5 stars
106
4 stars
7
3 stars
1
1 star
3
Nathan
Aug 17, 2025
Highly recommend to anyone who loves adventure, culture, and being part of a crew! The best holiday I've been on. Book it now
Amy
Aug 17, 2025
My sister and I did the sailing trip around the Greek islands and we couldn’t recommend it more! Met the most amazing people and created such special memories on all of the islands we visited. Our guide Jiorgos couldn’t have been more helpful, taking us to the nicest restaurants, making us all feel safe and welcomed on the boat, and giving great recommendations on each island. Loved it! Would definitely recommend
SASHA MARIE
Aug 17, 2025
We had an incredible journey sailing with our skipper Jiorgos. He was absolutely incredible!!!
Chloe
Aug 17, 2025
I highly recommend this trip, it was amazing. This is the best way to see the Greek Islands. Our guide Jiorgos was very knowledgeable and made the trip very special.
Francesca
Aug 16, 2025
This is such an amazing way to Spend 7-days. Swimming in different islands, eating delicious food, napping in the sun and walking around small island towns each day and night is the perfect escape and a great introduction to Cycladic summertime. I would recommend this trip to anyone who is wanting a little escape, with the right mix of (optional) group dinners, adventure and exploring and quiet time.
Abbey
Aug 15, 2025
I highly recommend intrepid as they have made my holiday nothing short of seemless and relaxing. This was an incredible experience and I would do it all again in a heart beat!
Trent
Aug 14, 2025
Awesome experience, got lucked out with the skipper, awesome bloke. Trip and islands that he took us to did not disappoint. Highlight for me was visiting Koufonissi
Polly
Jul 22, 2025
We had an excellent trip sailing through the Cyclades, our skipper Jorgos was very knowledgeable and made sure everyone had a great time. This was an enjoyable way to experience different islands.
Jade
Jul 20, 2025
I had such a great time this week sailing around Greece. This was the best way to see the greek Islands! The swimming stops we did were absolutely beautiful and the food we were recommended on each island was just perfect! I’ve fallen in love with Greece and can’t wait to go back!
Victoria
Jul 19, 2025
Great trip our skipper Jorgos was very knowledgeable about the islands. A really great balance between travelling on the boat, swim stops, and time on the islands.
Friends and Family Travel is an agent of Intrepid Travel. All Trip content and associated images are copyright of Intrepid Travel.
You are protected
Contact Information
Call us at
0208 058 4003
Monday through Friday, 9 AM to 5 PM GMT.
Contact our customer support
contact@friendsandfamily.travel
We’ll get back to you within 24 hours.

© 2024 Friends and Family Travel | All rights reserved.