Sailing holiday in the Aegean Sea

A low price, small group sailing holiday, with the usual Hellenic hedonistic, life loving feeling, as you island hop among some of the finest Aegean archipelagos.
6 days sailing Deserted island Rinia Iraklia island Keros Island Amorgos island Mykonos island Ios island Santorini island
£572To£697 excluding flights
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7 Days
More info
Price is per person based on groups of up to 6 guests.
Price includes skipper, accommodation on our sailing yacht, exploring the Aegean islands, breakfast (self-service), VAT, snorkeling equipment.
Contact us for more information & special offers.
We are currently offering £100 off Oct 2023 departures, book now!
Make enquiry

Description of Sailing holiday in the Aegean Sea

Aegean sailing holidays on board our beauty, Tahita, are hard to beat, taking you to deserted islands of the Cyclades where we’ll swim to unknown beaches, don hiking boots in search of ancient civilisations or enjoy a waterfront bar with traditional and wonderfully chilled out music. Every island on this sailing holiday shows a different aspect of Aegean life.

Sail the Aegean Sea for a week, with a very experienced skipper and crew through beyond blue waters, with skies that compete for such perfect palettes, we also seek out marine wildlife from dolphins and porpoises to sea birds and sea turtles. Our itinerary is flexible and very relaxed, with some guests loving the sailing aspects and others the swimming and sunbathing side of things. Most love bits of both and there is definitely something for everyone. A great value sailing holiday, we have four double cabins, and we host no more than six guests on board.

Take a look at our sample sailing route below, which we are very happy to adapt according to the ways in which our guests like to float their boat.


Day 1:Our sailing holiday starts on the stunning island of Paros, where we have a brief introduction and get to know our fellow sailors for the week. Dinner at one of Paros’ top tavernas, specialising in fine local ingredients, will help toast the start to a very exciting week ahead.
Day 2:Our first day of sailing in the Aegean is to one of the gems of the Small Cyclades known as Iraklia. With only two tiny towns, the island has a wild, remote feel to it. The fishing port where we anchor, Ag. Georgios, is delightfully traditional, and we will discover some ancient architecture scattered around the island on a brief hike, for those who want to find their land legs. It is worth the walk to see the splendid Ai Giannis cave, however, the biggest Cycladic cavern of its kind. One of the highlights of this day is also snorkelling in Alimia Bay, where a Second World War German hydroplane wreck lies close enough to the surface to be seen without diving equipment.
Day 3:Today’s sailing brings us to a delightful combination of uninhabited paradise islands, Antikeri & Dryma, where swimming, snorkelling and soaking up the sun in time for a beach BBQ are all order of the day. Sunset tonight will be celebrated on the island of Koufonisi, where a beach bar is within a stone’s throw of some of the clearest waters you will see in the Aegean.
Day 4 - 5:These two days are dedicated to the island of Amorgos, its beauty much celebrated in the iconic film ‘Big Blue’ which was shot here. You will have plenty of opportunities to experience the big blues of the Cyclades today in Nikouria Bay. Dinner tonight is at the island’s much celebrated Maria’s Restaurant in Thoralia village, where traditional musicians can often be persuaded to play. Our second day on Amorgos involves a bit of a hike, but in pursuit of a real treat. Hozoviotissa monastery is an architectural marvel. Built right into a steep cliff, this is the island’s cultural pride and joy. In the afternoon, it’s beach time and there are several to choose from on Amorgos, especially around the Chora.
Day 6:Another day another island, and this time to Ios where we drop anchor by the remote bay of Manganari. And to celebrate the eve of your last day in the Cyclades, you get a chance to do a night dive through bioluminescence that frequents this magical spot. We also have dinner at one of the islands’ top tavernas.
Day 7:Our final day we sail to the magnificent Oia cliffs of Santorini, for one of the most famous seascapes in the Cyclades. And also a top spot to watch the sun go down if you climb up to the top. Which is definitely worth it.

Price information

£572To£697 excluding flights
Convert currency:
Price is per person based on groups of up to 6 guests.
Price includes skipper, accommodation on our sailing yacht, exploring the Aegean islands, breakfast (self-service), VAT, snorkeling equipment.
Contact us for more information & special offers.
Make enquiry

Check dates

2023: 7 Oct, 14 Oct, 21 Oct, 28 Oct, 4 Nov

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Holiday information

Our top tip:
Fab trip for families, with skipper Sorteris an inspiring yachtsman, teacher and fun guy to be around.
Trip type:
Small group , maximum 6 people.
Solos welcome Double cabins only with twin beds. Surcharge for own cabin.
Double cabins. Communal bathrooms.
Accommodation, skipper, guided walks, breakfasts, fresh water, port fees, snorkel equipment.
Buy picnics at local shops and dine out in evenings. Budget £12 for dinner and wine.
We cater for both vegetarians and vegans.


28 Reviews of Sailing holiday in the Aegean Sea

4.5 out of 5 stars

Reviewed on 16 Sep 2023 by

Everything about the trip was wonderful. The small lovingly cared for older boat with none of the showy excesses of the tourist charter boats. The Skipper, Sotris, has such expertise - as does Annie, as crew the week I went. Both are remarkable people, interested in their passengers, able to talk about a big range of subjects, and welcome conversations and discussions. Read full review

Reviewed on 25 Jul 2023 by

Really loved seeing small islands off the beaten track. Excellent guide/skipper who was knowledgeable and a skilled sailor. Read full review

Reviewed on 31 Oct 2022 by

Most memorable was sailing to the remotest islands... 10 out of 10. Read full review

Reviewed on 16 Aug 2022 by

It was a great holiday and a new experience for my teenage children. Safety was paramount and the skipper was careful to ensure that the route pursued was tailored to those on the boat. The islands we visited were all different and the tavernas were all great - good to have recommendations. Read full review

Reviewed on 11 Oct 2021 by

I loved the experience, I was a little apprehensive before I went but it was a much needed adventure and I really enjoyed myself. I am so glad to have experienced these beautiful Greek Islands in this way. Read full review

Reviewed on 01 Jul 2019 by

My most memorable part .... probably our beautiful hike on the island of Amorgos arriving just in time for dinner in a small tavern where the menu selection was made right in the kitchen, and then walking back down to the boat under the moonlight. Read full review

Reviewed on 14 Jul 2019 by

The most memorable part of the holiday was being allowed to steer the boat. Read full review

Reviewed on 11 Sep 2018 by

A delightfully fun, relaxing week with a skipper (Sotiris) who found the perfect balance between being present and leaving us to it. Spot on. Read full review

Reviewed on 19 May 2018 by

A great compromise between sailing, swimming in secluded creeks and discovering the small cyclades and its lovely traditional greek foods. Read full review

Reviewed on 27 Aug 2018 by

There isn't just one memorable part of the holiday. We saw many places, ate at well chosen local restaurants that I would not have otherwise found if travelling alone, swam daily in different coves and pretty local beaches Read full review

Reviewed on 25 Sep 2017 by

Dolphins around the bow of the yacht, beautiful beaches and villages, the walk up to the church on the hill in Chora, Folegandros was all amazing. Read full review

Reviewed on 22 Jul 2017 by

The beauty of the islands of the Small Cyclades we visited--Iraklia, Amorgos, Koufonissi, Antiparos... All stunning and with a wonderful, relaxed vibe. Read full review

Reviewed on 11 Jul 2017 by

The highlight was a beach BBQ on a deserted beach and near-full moon. Fantastic holiday. Our skipper and Divemaster were fantastic and made this a memorable, relaxing holiday. Read full review

Reviewed on 25 Sep 2016 by

Great holiday , very very recommended indeed ! I am reborn! Read full review

Reviewed on 09 Sep 2016 by

The entire holiday was memorable without exception. But some of the many highlights were snorkelling through spectacular luminescent coral reefs. Read full review

Reviewed on 29 Aug 2016 by

Definitely 5 stars Read full review

Reviewed on 22 Oct 2016 by

I won't forget the fantastic landscape of the Cyclades, beautiful clear sea, shining sun and friendly people. Whether out on the sea or exploring the islands you feel really at peace and awed by your surroundings. Read full review

Reviewed on 21 Oct 2016 by

It was our first sailing holiday. We enjoyed it greatly and there was a fantastic team of people on board so that made the holiday ever more memorable. Plus we really enjoyed the diving. Read full review

Reviewed on 03 Sep 2016 by

The feeling of freedom when you feel the wind on your skin during a sail, sleeping on a deck under the open sky with myriad of bright stars, every evening discovering a new island, snorkelling at night, seeing a tortoise- all of these was memorable and exciting. Read full review

Reviewed on 17 Jul 2016 by

We are repeat clients of RT and have only had wonderful experiences every other time. Read full review

Reviewed on 17 Jul 2016 by

Highlight- seeing dolphins, the dive and getting to know the other 3 guests. Read full review

Reviewed on 28 Oct 2015 by

Great experience and gave us a good taste of sailing, now ready for some more! Read full review

Reviewed on 18 Jul 2015 by

The most memorable part of the holiday were the views from ashore and on dry land. The Cyclades are really unique. Read full review

Reviewed on 21 Jul 2014 by

There were so many highlights it is hard to pick out the best - snorkelling in clear blue waters, visiting deserted beaches, wandering through the streets of ancient villages far away from all the tourists, eating marvellous local food, seeing ancient ruins, sailing under starry skies.... Read full review

Reviewed on 21 Jul 2014 by

Awesome! I recommend everyone to try it. Read full review

Reviewed on 06 Oct 2014 by

It exceeded my expectations on all points. Great atmosphere, great company, delicious food, hilarious moments, beautiful moments, new friends,... Writing this down, I miss it again. Read full review

Reviewed on 01 Oct 2014 by

Great.!! Just great.! I've been very lucky: great group, wonderful weather, stunning sea, amazing places, no sea sickness and many smiles and laughs. And a breath taking full moon rising from a silent blue sea... Read full review

Reviewed on 06 Sep 2014 by

An excellent break......Sailing to some really beautiful, off-the-beaten-track islands and swimming and exploring. Read full review

Responsible Travel

As the pioneers of responsible tourism, we've screened this (and every) holiday so that you can travel knowing it will help support the places and people that you visit, and the planet. Read how below.

Planet and people

Our base has become the island of Syros where most of the maintenance work is carried out. We employ locals for all the jobs concerning the boat. We buy materials for the maintenance of the boat from local shops.

We encourage guests to visit and try the local cuisine and purchase local goods wherever we go in order to get a taste of the local culture and also support the local community.

We try to minimise the impact of our boat on the marine environment by using the motor as little as possible, mainly just to enter and leave the port. When mooring we avoid throwing the anchor on meadows of sea grass. We always use permanent moorings when provided.

When Tahita, our sailing boat, is not chartered, we sail around cleaning beaches, recycling or giving a helping hand to researchers and organisations in their efforts to collect data in order to study and protect the environment and wild life.

We’ve allowed space in the sailing boat to store waste plastics especially bottles. As there is no drinking water available in the Greek islands, there is a huge consumption of bottled water. We store all the plastic in the capital of Syros, Ermoupolis and we take it back to Athens at the end of the season for recycling.

We organise visits at the two national marine parks in Greece, in Zakynthos and Alonisos, where the two most important organisations for the protection of the loggerhead turtle Caretta caretta and the Mediterranean monk seal Monachus monachus are based. Our guests are briefed on their work and how they can support them.

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