Embark on a 5-day adventure around the dazzling Cyclades islands; an undiscovered hiking paradise which is renowned for its rich history, culture and traditional cuisine. Each night you will be docked in a different bay, where you can enjoy the local bars and restaurants ashore. No prior experience is required as your local captain will guide you between Greece’s stunning Cyclades Islands, before a hiking expert will take you to some of the undiscovered and pristine beaches. Your idyllic summer adventure includes:
- 5 days sailing on a private yacht
- 3 days of walking around Kythnos and Serifos
- 4 nights accommodation on board
- Local, professional English-speaking captain
- Local, professional English-speaking hiking guide
- Learning the basics of sailing (optional)
- 2 SUP boards (available at all times)
- Breakfasts and lunches throughout trip
- Airport transfers
Perfect for: Anyone who wants a taste of the yacht life while hiking around some of the most picturesque islands Greece has to offer.
Meals as described
FEEL GOOD VIBES
Day 1: Kea
As you fly into Athens International Airport, your guide will be waiting to greet you and take you to Lavrio port, where the real adventure will begin.
The yacht will leave the harbour at 16:00 and set sail to the lush green island of Kea, but before this, the skipper will give you a briefing on life-on-board and the operational aspects of the trip.
You should arrive at just about the perfect time for a delicious local dinner in town.
Day 2: Kea - Kythnos
Tuck into breakfast aboard the ship before heading off sailing to a bay overlooking ancient Karthea. Your guide will take you footsteps of travellers who have been visiting Kea since the 17th century exploring Karthea, the most important of the ancient Tetrapolis of Kea in the antiquity.
After a dip in the sea at one of Kea’s most beautiful beaches, set off for a relaxing afternoon sailing across to the picturesque port of Loutra on Kythnos. This island is known for its natural warm springs, which you will have the chance to experience before heading on for dinner on the island.
Day 3: Kythnos - Serifos
After breakfast, hike around the striking, arid countryside of Loutra and discover the hidden castles and whitewashed churches, meeting farmers and shepherds who live off this dramatic landscape along the way.
Enjoy a swim on one of the beaches and a light lunch before the voyage continues to Serifos island. Serifos is an integral part of Greek mythology since its name is associated with two of the most famous mythical heroes: Ulysses and Perseus.
If you're up for it, you can try your balance at paddle boarding in of Serifos’ secluded beaches.
Day 4: Serifos - Kythnos
This morning after breakfast, explore Serifos Chora’s narrow whitewashed alleys, coloured with the lush green, pink and purple of overflowing bougainvillea. A steep walk up to the peak will bring you to Ag. Konstantinos chapel. Enjoy amazing views of the Aegean Sea islands of Kythnos, Kimolos, Milos and Sifnos.
The next stage of the trip takes you back to Kythnos, but this time, to the western side. Here, there are gold-sanded beaches of Apokrousi and Kolona which connect the main island of Kythnos to the islet of Agios Loukas.
Once you've freshened up, head to a local tavern where you can enjoy a home-cooked Mediterranean meal.
Da 5: Kythnos - Lavrio port
In the morning your guide will take you on the spectacular loop hike to the ancient capital of Kythnos ‘Vryokastro’, which goes from a hilltop with astonishing views all the way back to your yacht in the mooring. Spend your last day swimming or paddle boarding around the beautiful Greek island, before setting sail back to Lavrio Port in the early afternoon.
You will arrive back by 15:30 where a transfer will be waiting to take you back to Athens International Airport.
All our adventures take place in wild places. Things can go wrong in wild places. Your perfectly planned itinerary may change a bit (or a lot) if the weather turns, someone gets hurt, or a volcano erupts. Usually though, changes make it all the better.
You will stay in a 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 front deck where you can relax when sailing. Cabins are either twin or triple share, same gender.
If you are a solo traveller and would like a cabin to yourself, a €300 upgrade is possible (depending on availability). Please request this at the time of booking.
The iconic Cyclades Islands are a must do for anyone considering an island-hopping break. From the ancient ruins of Kea to the bougainvillea-clad white-washed alleys of Serifos, the combination of quiet beaches, traditional architecture and amazing hikes with stunning views makes this trip the perfect summer adventure.
Please note: All routes are subject to weather conditions and may be slightly modified based on the captain’s assessment of guests’ safety and comfort.
Athens International Airport - 14:45
Your adventure begins at guide Athens International Airport (ATH) at 14:45. Please ensure you flight is scheduled to arrive at least 30 minutes before this time. Your host will be waiting for you in the arrivals area, and take you to the boat in the Lavrio Port Marino, Athens. The sailing boat will depart at 16:00 from the port of Lavrio. It takes approx 30 mins to get from the Airport to the Marina.
Alternatively, you are free to arrive any time and make your own way to Lavrio Marina. If you do this - please meet in Café Petrino at 15:15. Full directions will be provided by your host before your trip departs.
Athens International Airport - 17:15
Your adventure ends at the Lavrio Port Marina, Athens and from there your guide will take you back to the airport. You're free to book any flight that departs after 19:15. Alternatively, you can stay on in Athens and continue your adventure.
Dates & Prices
Bespoke trips only
There are currently no planned group departures. Please contact this host to request a quote for a custom trip.Request a Quote
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