Kythnos Bay, Greece. Photo: Customer/Charles Jenkins

4.7

| 46 reviews

Sail and Explore Greek Islands

Greece

4 nights

Easy

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

What's Included?

Activities & Certified Guides

All itinerary activities with experienced, English-speaking captain and guides

Yacht

4 nights on a private yacht

Meals

All your breakfasts and lunches

Transfers

To and from the airport and everything in between

Equipment

SUP boards always at the ready

Small Like-minded Groups

Solo-friendly by design, join our small n’ sociable groups of up to 10 like-minded, active and outdoorsy people

From

…

excluding flights

What's it like?

4.7

| 46 reviews

May 2024

Laura W.

May 2024

Laura W.

May 2024

Laura W.

May 2024

Laura W.

Had an amazing time on this trip. The other...

November 2023

Phil

November 2023

Phil

November 2023

Phil

Fantastic experience. The boat was well equ...

October 2023

Alison

This trip was simply beautiful. The islands...

April 2023

Charles

April 2023

Charles

April 2023

Charles

April 2023

Charles

Great trip made even better by the awesome...

October 2022

Peter

October 2022

Peter

October 2022

Peter

October 2022

Peter

This is as my 1st MBA and it’s was awesome!...

October 2022

This sailing trip was a lot of fun. The hik...

October 2022

Nicki

October 2022

Nicki

October 2022

Nicki

October 2022

Nicki

October 2022

Nicki

My husband and I went on this trip for the...

October 2022

Blair

October 2022

Blair

October 2022

Blair

October 2022

Blair

This is a true Once in a Lifetime experianc...

October 2022

Duncan

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

Key Information

Day 1

Set sail

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

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

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

Kythnos

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

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

Day 1

Boat · Twin share

Breakfast

Lunch

Dinner

Day 2 – Day 4

Boat · Twin share

Breakfast

Lunch

Dinner

Day 5

Departure day

Breakfast

Lunch

Dinner

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?

The Cyclades

You’ll typically stay on a 56-foot Ocean Star sailing yacht, equipped with five cabin/berth sections accommodating 10 guests, with 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 berths are allocated same gender.

Upgrades

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)

This trip has been rated as Easy

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.

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.

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.

The Area

Logistics

Starts

Athens International Airport

14:45 on Day 1

Ends

Athens International Airport

14:30 on Day 5

Transfers

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?

Bags

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

Clothes

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

Other

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

…

Single cabin upgrade

Payable Before Departure

Single cabin upgrade

…

Laura W.(May 2024)

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Learn More

Sail and Explore Greek Islands

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

What's Included?

Activities & Certified Guides

Yacht

Meals

Transfers

Equipment

Small Like-minded Groups

…

What's it like?

Key Information

Day 1

Day 2

Day 3

Day 4

Day 5

What is the food like?

What is the accommodation like?

The Cyclades

Upgrades

The Area

Logistics

What do I need to bring?

Bags

Clothes

Other

Our Purpose

Book With Confidence

Positive impact adventure travel

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