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Sail and Explore Greek Islands

Set sail among the stunning, unspoilt islands of the Cyclades and discover its hidden hiking gems


Trip Ref #9042

Sail and Explore Greek Islands

Set sail among the stunning, unspoilt islands of the Cyclades and discover its hidden hiking gems

4 nights
3 days off work
Apr & Oct
Up to 10 people
Athens Airport




Based on 44 reviews

You can take the hikes at your own pace, but being in reasonable physical condition will certainly help you make the most of your trip.

Embark on an adventure around the idyllic Cyclades, renowned for their rich history, culture and traditional cuisine

Live aboard a private yacht, docking each night in a different bay and hiking to pristine beaches and ancient villages

Splash into turquoise waters and tuck into tasty Greek dishes as you sail between Kea, Kythnos and Serifos

Day 1

Set sail

Lavrio Port, Greek Islands, Greece

Board your yacht in Lavrio Port and sail to the lush green island of Kea. Learn about life onboard from the skipper and arrive in time for a delicious local dinner in town.

Day 2


Kythnos Bay, Greece. Photo: Customer/Charles Jenkins

Sail to a bay by the ancient Tetrapolis of Kea and see why its been attracting visitors since the 17th century. Take a dip in the sea, visit one of Kea’s most beautiful beaches and then set off for a relaxing afternoon’s sailing to the picturesque port of Loutra on Kythnos. The island is known for its natural warm springs, which you will have the chance to experience before heading out for dinner on the island.

Day 3


Serifos, Greek Islands, Greece

Hike around the striking, arid countryside of Loutra, discover hidden castles and whitewashed churches and meet the farmers and shepherds who live off this dramatic landscape. Enjoy a swim and a light lunch before continuing on to Serifos island - an integral part of Greek mythology, associated with two of its most famous heroes: Ulysses and Perseus. If you're up for it, try a spot of paddle boarding off one of Serifos’ many secluded beaches.

Day 4


Apokrousi, Kythnos, Greek Islands, Greece

Explore Chora’s narrow, whitewashed alleys, overflowing with green, pink and purple bougainvillea. Hike the steep trail to the lovely Ag. Konstantinos chapel and enjoy the amazing views of the Aegean Sea and the islands of Kimolos, Milos, Sifnos and your next destination, Kythnos, this time the western side. Enjoy the gold-sanded beaches of Apokrousi and Kolona which connect the main island to the islet of Agios Loukas and once you've freshened up, head to a local taverna for a home-cooked Mediterranean meal.

Day 5

Lavrio Port and home

Lavrio Port, Greek Islands, Greece

Take a spectacular loop-hike to Vryokastro, ancient capital of Kythnos and spend your last day swimming or paddle boarding around this beautiful island. Set sail for Lavrio Port in the early afternoon, where a transfer will be waiting to take you back to Athens and home



Experienced, English-speaking captain and guides


4 nights on a private yacht


All your breakfasts and lunches


To and from the airport and everything in-between


SUP boards always at the ready

Not Included

Flights to and from the meeting point

Travel insurance

Some meals as described

Visas where required

Day 1

Boat · Twin share




Day 2 – Day 4

Boat · Twin share




Day 5

Departure day




What is the food like?

Both breakfast and lunch are provided on-board on a self-prepare basis. This means that your host will take care of providing the food, and you and your fellow travellers will plan and cook the meals together.

There will be as many local, organic and Mediterranean ingredients available as possible. For breakfast, you can expect yoghurt, fruit, cereals, juices, cheeses and bread and for lunch expect local salads, sandwiches, omelettes, and pasta.

Dinner will be taken on the islands, usually in small local tavernas with a range of seasonal dishes and fresh fish to try.

Vegetarian, vegan and most other dietary requirements can be provided for, just let your host know before the tour begins.

What is the accommodation like?

Sailing in the Cyclades, Greece
The Cyclades

You’ll stay on a 51 or 56-foot sailing yacht with five cabins and five toilets. The boat has an indoor living room, kitchen and dining area, as well as an outdoor lounge and deck where you can relax when sailing. Cabins are double, twin-share, or triple share. All shared rooms are same gender.


For solo travellers looking for their own space, an optional private cabin can be booked for an extra charge, see Optional Extras for the price . Please request this at the time of booking (this is subject to availability)

The Area




Athens International Airport

14:45 on Day 1


Athens International Airport

14:30 on Day 5


You’ll be picked up on arrival and dropped off in time for departure. Alternatively, you are free to arrive at any time and make your own way to Lavrio Marina. If you do so, please meet in Café Petrino at 15:15. Full directions will be provided before your trip departs.

Travel options

There are regular flights to Athens from airports across the UK and Europe.

Enjoy 12.5% Off Outdoor Gear

In need of a few more items? All bookings receive a 12.5% discount to use at Cotswold Outdoor, Snow + Rock and Runner's Need.

What do I need to bring?


  • A small rucksack
  • One soft-suitcase per person as baggage to be kept in the cabin


  • Hiking shoes
  • Long walking socks
  • Sandals
  • Hiking trousers
  • Long sleeve shirts
  • Water-resistant jacket


  • Sunglasses
  • Hat
  • Sun cream
  • A water bottle
  • Trekking poles
  • Bathing suit
  • Head-torch
  • Toiletries
  • Basic First Aid Kit
*Requests for optional extras can be made after booking on your “My Bookings” page

Single Cabin Upgrade

Payable Before Departure

Single Cabin Upgrade


Had an amazing time on this trip. The other group members were interesting and great fun, and we had a wonderful time. The hikes were interesting too with our guide George telling us about the history of the island, and there was lots of time for swimming around in the sea! Lukas our host was fabulous too.

The food was unbelievable.


Fantastic experience. The boat was well equipped and there was plenty of space for us all. Great facilities and local guides. Going at the end of the season meant we had the islands mostly to ourselves while still having the perfect boat weather. I want to take up sailing now!


The trip was very enjoyable. The sailing was great when the wind the allowed. The skipper had a good sense of humour, was very competent, and was aware of our comfort and safety. Seeing the Spring wildflowers was lovely on the hikes and the hike guide was well informed. We learnt a lot about the local herbs which went into our lunch! Swimming from the boat was a great moment and it was great to visit some of the islands off the beaten track.


Amazing experience! Lovely boat, beautiful islands, great hikes with spectacular views. Fotis (excellent skipper and great company) made sure we all had a great time!


This trip was simply beautiful. The islands we visited were truly lovely and unspoilt, and visiting in spring before the main summer tourist season kicked off was a good decision. The weather in April was warm, comfortable and (mostly) sunny, and we also got to see the islands as green and flowery as possible.

Living and travelling on the boat was a great experience. Skippers, Fotis and Lucas, did an awesome job looking after us, they kept us comfortable and safe and explained everything as we went along. We had almost no wind for actual sailing until the final day, but that's just the luck of the draw and we still had a good time pottering around by motor. It was brilliant fun when we could actually go by wind power, too. Fotis even hit the jackpot on the first day, and managed to pull a huge yellowfin tuna out of the sea, which a local restaurant cooked for us the same night. He made it clear that this is not a normal occurrence, though, so don't get your hopes up!

Walking guide George was extremely knowledgeable, and really got under the skin of Kythnos. We learned a huge amount about the island's history, flora, fauna, economics, and local lifestyle.

Overall there was a good balance between activity and relaxation, the food throughout was delicious, and the small Cyclades are certainly a recommended destination.


Great trip made even better by the awesome group of travellers we were lucky to spend time with. Favourite part was the remote beach at Kythnos where we stopped for the day.


This is as my 1st MBA and it’s was awesome! If you are hesitating to book, take the plunge and book!! Relaxing, exhilarating, fun and an amazing group of people. Don’t overpack as there is limited space on the yacht but saying that you have everything you need. You need to be happy to go with the flow as the winds and weather changes but that made the adventure more fun. Our skipper Foatis was amazing and we were kept safe and informed at all times. Great hiking with George as well! Amazing trip!!


This sailing trip was a lot of fun. The hike versus sailing ratio was perfect. The views, sensational. The local food was delicious. The Skipper made sure there was enough food and water for everyone and made everyone feel that they were being taken care of. My only gripe was the lack of room when sailing. A few too many people for the space. But if you don't mind tight living, definitely go for this trip.


My husband and I went on this trip for the beginning of our honeymoon! It was unbelievable!! Would definitely recommend. We enjoy exploring and hiking and would not have been able to see what we did without this trip. The hikes are INCREDIBLE!

We partner with the World Land Trust to ensure this trip achieves Net-Zero emissions. We also support their Buy an Acre programme, helping local communities to buy and protect natural habitats in perpetuity.

What's the number?
It works out on average at 199kg of CO2 emissions per person, including all local transport, accommodation, food, activities, guides, staff and office operations.

The only thing it doesn’t include right now is flights and travel to the destination. We do make an overall estimate across all our customers separately, but as we don’t book flights, have customers from all corners of the world, and no way of reliably knowing their travel plans, we simply can’t include an individual number in the figure on display here. We’ve got a goal to fix that, so that when you book, there is a way to measure and mitigate the carbon emitted by your flight too.

But what does the number mean?
Yep, hard to picture eh? To give you an idea:

  • Driving 1000miles/1609km would be approx. 281kg of CO2 in an average car (or 140.5kg per person if there was 2 of you in it).
  • A return economy class flight London - New York would be approx. 1,619kg (1.66 tonnes) per person.
  • 10 trees in a temperate forest are estimated to remove approx. 250kg of CO2 from the air in a period of 5-10 years.

What are we doing about it?
Our trips are relatively low-carbon by design, and we're working with all our hosts to develop long term carbon reduction plans. We partner with the World Land Trust to ensure this trip achieves Net-Zero emissions. We also support their Buy an Acre programme, helping local communities to buy and protect natural habitats in perpetuity, ensuring the protection of the reserve and its wildlife.

Want to know more?
Amazingly, no international travel company has ever publicly published their carbon measurements before, as far as we know. We believe that must change, quickly. So we’re openly sharing the method we used in the hope that other companies will be able to more easily follow suit and build on what we've done so far. You'll find it all here.

No prior knowledge is required and your captain will brief you about life on board and the basics of sailing.The boat's interior is designed to achieve maximum space efficiency and you will soon become accustomed to the few steep stairs to your cabin.

You do not need to be particularly fit, but being in reasonable condition will certainly help you make the most of your trip.

Sailing journeys are around 2-4 hours each day. On average the hike distances are approximately 8km. All hikes are optional and guests can relax on-board or at a nearby beach if they prefer. There are extended hiking routes possible for those who wish to go further and these are generally pretty straightforward.

Sure can! Over 70% of our travellers travel solo, it’s a great way to meet like-minded people.

The Cyclades has mild and moderately rainy winters and warm, sunny summers. Spring temperatures average 20°C. The wind blows frequently, cooling the heat of summer. July and August are the hottest months, with temperatures averaging 27°C. Autumn sees warm temperatures averaging 25°C.

Should adverse conditions prevail, your guide will have a back-up plan, such as alternative hikes or mooring in a different bay.

On very rare occasions, it is up to the judgement of the skipper to alter or cancel a sailing route and the hiking guide to do the same for a hike.

If you are travelling with excess luggage that you do not wish to bring on the boat, there are two options:

At Athens airport or In Athens city

Very. Our skippers are qualified, native Greek seamen with vast experience navigating the local Aegean waters, the Mediterranean and beyond. The boats are also put under thorough monitoring during the winter in order to be in excellent condition when the sailing season starts.

Our hiking guides are year-round hikers themselves with a vast repertoire of paths hiked or trekked around Greece, including demanding gorge passages and high altitude routes. They are certified by the Hellenic Federation of Mountaineering & Climbing H.F.M.C.

Both breakfast and lunch are provided on-board on a self-prepare basis. Your host will shop for and try to use as many local, organic and Mediterranean ingredients as possible. You and your fellow travellers will take care of planning and cooking the meals together.

Due to limited storage on the boat and differing ingredient preferences within the group, you may have an opportunity to replenish stocks on one of the islands.

For breakfast, you can expect yoghurt, fruit, cereals, juices, cheeses and bread and for lunch expect local salads, sandwiches, omelettes, or pasta.

The skipper's job is quite demanding, and they therefore do not have the capacity to offer assistance with the meal preparations. They will show you how to use the kitchen, are available to answer any questions you may have, and can show you the ropes of how to sail. You can buy any additional ingredients when on land if there is anything additional you would like to see on your plate!

The main meal of the day is the dinner taken at a local taverna, whereas travellers tend to prefer their daytime meals to be rather soft and light.

Whilst most of our trips are exclusive to Much Better Adventures, due to the nature of this destination and the design of the trip, this particular host also sells this adventure via other channels. This means that it’s possible that your group may consist of people who haven't booked through the Much Better Adventures website. But rest assured, anyone booking this trip is in search of an active, outdoors adventure, just as you are!

Our recommended travel insurance provider is Campbell Irvine.

Travel insurance is compulsory for all of our adventures and you are required to provide your policy information before departing.

Your insurance should include adequate protection for overseas medical treatment, evacuation/repatriation, your baggage and equipment and the specific activities involved on your adventure. We also strongly recommend it includes cancellation and curtailment insurance, should you be unable to join your trip for specific reasons such as illness.

We fully endorse Campbell Irvine as their insurance offers all of the above, so get in touch with them or call on 020 7938 1734 to get your insurance sorted. We suggest that you book travel insurance as soon as you book your adventure, just to cover you for any last-minute life changes. We know you’re an active lot and injuries do happen!

We automatically convert prices from the local currency that a host receives to your chosen currency. We update our exchange rates on a daily basis so this does mean that prices displayed on the site are subject to currency fluctuations, which is why you may see them change over time.

If you wish to change the currency you pay in, head to the bottom of the page.

All of our group adventures are specially designed for adults to enjoy (18+) as we want these adventures to bring together outdoorsy people who are truly like-minded. Children can be accommodated on some private departures.

You're always in good company on one of our adventures.

Our trips are typically made up of a mixture of solo travellers and small groups of 2 or 3 friends, with most in their 30s-50s.

Our sociable adventures are solo-friendly by design and naturally attract outdoorsy people with a shared mindset; a love for adventure, a desire to push themselves and meet awesome, like-minded people along the way.

It’s this camaraderie that has so often turned a great adventure into a life-changing one.

Don't just take our word for it:

  • 95% of people rate the group dynamics on our trips 5/5
  • 90% of people recommend joining a trip to make new friends
  • 75% of people have met people on our trips that they would now consider friends

See here for more info about the Much Better Adventures tribe.

Interested in a more exclusive experience? Opt for a 'Private Group' through the dates and prices tab to book this adventure for just you and your chosen companions.

Your trip is led by carefully curated local hosts and expert guides. See here for more info about the guides we work with.


April 2024

Sunday • 28th April 2024

to Thursday • 2nd May 2024
3 Booked • 7 Spots left
Guaranteed to run
Last Minute - 1 spot left at 10% off

Saturday • 5th October 2024

to Wednesday • 9th October 2024
3 Booked • 7 Spots left
Guaranteed to run

Thursday • 10th October 2024

to Monday • 14th October 2024
2 Booked • 8 Spots left
Guaranteed to run

Tuesday • 15th October 2024

to Saturday • 19th October 2024
10 Spots left
Guaranteed to run
Only 2 spots left at 10% off

Pay In Installments

You can choose to pay for this trip in as many installments as you like, with no interest or fees.

Full Financial Protection

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