Original
Sailing
Greece Sailing Adventure: Cyclades Islands
10 Days | Sunsets, seafood and seaside splendour in the Mediterranean
4.9
Excellent
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location_on 10 days
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Start
Santorini, Greece
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Finish
Santorini, Greece
tour
Trip Code
ZSRV
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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 (9 nights)
From £2,031(10 days)
Trip Informations
Fulfil your dreams of sailing the Greek Islands on a ten-day seafaring adventure around the renowned Cyclades. Setting off from Santorini, cruise the Aegean Sea in search of ancient towns, secluded coves and holiday hotspots like Mykonos and Paxos. Throw in some freshly caught seafood, local wines and a laidback way of life, and you’re set to drift and roll to the patterns of the ocean. Cool off with regular swims in the Aegean’s turquoise seas and get the lay of the land from a local leader who’s got all the people in the right places. Trust us – it’s all smooth sailing from here.
Why you’ll love this trip
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A Santorini sunset around the caldera is a sight to behold. Walk along the volcanic rim of the island past white villages that cling to plunging cliffs and watch as day turns to night in the most stunning of ways.
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Sail the Aegean Sea on your small group yacht and island-hop through the Cyclades, taking regular stops to swim off the side of your boat and letting the pitch and roll of the ocean help you sleep at night.
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Feast on fresh seafood at a sleepy waterfront taverna in the Small Cyclades islands – far away from tourist crowds and deep in the local way of life. This is island living, Greek style.
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Step back in time among the Venetian architecture of Naxos and consider learning about rural life with a daytrip to a country village – a couple of the many experiences to be had around the Cyclades.
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No Greek island adventure is complete without a stop in Mykonos. Embrace your hedonistic side with its boutique culture and nightlife or relax on one of the many beaches dotted along the coast.
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. Most of our departures run in peak season, when the seas are calmer. The ship will experience some roll and pitch in choppy conditions, however all of our ships come equipped with stabilisers to minimise movement. There will be seasickness tablets on board and your crew will do all they can to minimise any discomfort.
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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.
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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 sunscreen and a hat, and drink plenty of water to keep hydrated. See the Essential Trip Information below for a full packing list.
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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.
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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 nightlife.
Itinerary
- DAY 1Santorini – Ios
- DAY 2Amorgos
- DAY 3Small Cyclades
- DAY 4Naxos
- DAY 5Syros
- DAY 6Mykonos
- DAY 7Sifnos
- DAY 8Folegandros
- DAY 9Santorini
Inclusions
airport_shuttle Transport
Boat
bed Accommodation
Overnight boat (9 nights)
Dates and availability
Starting
Ending
Remaining
Prices From
Monday Jun 02, 2025
Wednesday Jun 11, 2025
Trip size max: 11 - Sold Out
Friday Jun 06, 2025
Sunday Jun 15, 2025
Trip size max: 11 - 11 spaces left
£2,031
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Thursday Jun 12, 2025
Saturday Jun 21, 2025
Trip size max: 11 - 10 spaces left
£2,031
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Monday Jun 16, 2025
Wednesday Jun 25, 2025
Trip size max: 11 - 9 spaces left
£2,031
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Sunday Jun 22, 2025
Tuesday Jul 01, 2025
Trip size max: 11 - 11 spaces left
£2,031
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Thursday Jun 26, 2025
Saturday Jul 05, 2025
Trip size max: 11 - 7 spaces left
£2,031
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Wednesday Jul 02, 2025
Friday Jul 11, 2025
Trip size max: 11 - 10 spaces left
£2,108
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Sunday Jul 06, 2025
Tuesday Jul 15, 2025
Trip size max: 11 - 7 spaces left
£2,108
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Saturday Jul 12, 2025
Monday Jul 21, 2025
Trip size max: 11 - 11 spaces left
£2,108
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Wednesday Jul 16, 2025
Friday Jul 25, 2025
Trip size max: 11 - 11 spaces left
£2,108
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Tuesday Jul 22, 2025
Thursday Jul 31, 2025
Trip size max: 11 - 11 spaces left
£2,108
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Saturday Jul 26, 2025
Monday Aug 04, 2025
Trip size max: 11 - 11 spaces left
£2,108
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Friday Aug 01, 2025
Sunday Aug 10, 2025
Trip size max: 11 - 11 spaces left
£2,108
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Tuesday Aug 05, 2025
Thursday Aug 14, 2025
Trip size max: 11 - 11 spaces left
£2,108
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Monday Aug 11, 2025
Wednesday Aug 20, 2025
Trip size max: 11 - 10 spaces left
£2,108
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Important notes
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START TIME
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This trip starts on Day 1 in Santorini at 1pm
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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°C, 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 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 it's compulsory to contribute to a kitty of EUR110 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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