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Sail & Hike Greece: Mykonos to Athens

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Operated by Intrepid Travel
Tripcode: ZSRY
Overview
Destination:
Greece
Start:Mykonos, Greece
Finish:Lavrio, Greece
Duration:8 days
Type:Group tour (max 11)
Style:
River/Small ship/Barge,
Sailing,
Travel Period
April 2026 - October 2026
Spend eight salty-skinned days sailing, hiking and swimming your way through some of the lesser-known Cyclades. Starting in lively Mykonos, you’ll cruise the sparkling Aegean Sea aboard a private yacht and drop anchor at islands that seem unchanged by time. Hike to a clifftop castle in Kythnos, share a homemade dinner with a local family in Syros and unearth the stories of legendary gods and ancient civilisations on the UNESCO-listed Delos. With a passionate skipper at the helm, daily swims and plenty of free time to enjoy the Cyclades’ laidback pace, this is Greek island hopping done right.

IMPORTANT INFORMATION

This trip starts in Mykonos on day 1 at 4pm and finishes on day 8 in Lavrio port, Athens after breakfast.

ACCOMMODATION ON BOARD THE YACHT
This trip is accommodated entirely on board a yacht of between 54ft to 56ft. The yacht can accommodate up to 11 traveller’s in the following cabin types:
double bed cabins (x2)
twin bunk bed cabins (x2)
triple bunk bed cabin (x1)
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. Everyone including the skipper shares the bathrooms on board.
Solo customers can choose to book either a twin bunk bed cabin or a triple bunk bed cabin and will be matched up with other solo customers of the same gender. If you’d prefer not to share a cabin, a single cabin supplement is available at an additional charge when booking either a twin or double cabin.
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. If you are booking a bunk bed cabin you must be willing to sleep on the top bunk.
Double bed cabins can only be booked by 2 people travelling together or a solo customer who pays for a single supplement.
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.

HOT WEATHER:
Summer temperatures can reach up to 40 degrees Celsius, 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.

PASSPORT DETAILS:
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.

ADDITIONAL ACCOMMODATION:
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 joining and finishing points.

TRIP KITTY:
This trip has a compulsory group kitty of EUR100 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 the group. The kitty will be collected when you arrive at the welcome meeting or in stages throughout your trip. The kitty amount should be used as a guide. More than likely, you will not spend the full amount recommended however it's advisable to budget for this amount.

Highlights:
  • This trip starts in Mykonos on day 1 at 4pm and finishes on day 8 in Lavrio port, Athens after breakfast. ACCOMMODATION ON BOARD THE YACHT This trip is accommodated entirely on board a yacht of between 54ft to 56ft. The yacht can accommodate up to 11 traveller’s in the following cabin types: double bed cabins (x2) twin bunk bed cabins (x2) triple bunk bed cabin (x1) 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. Everyone including the skipper shares the bathrooms on board. Solo customers can choose to book either a twin bunk bed cabin or a triple bunk bed cabin and will be matched up with other solo customers of the same gender. If you’d prefer not to share a cabin, a single cabin supplement is available at an additional charge when booking either a twin or double cabin. 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. If you are booking a bunk bed cabin you must be willing to sleep on the top bunk. Double bed cabins can only be booked by 2 people travelling together or a solo customer who pays for a single supplement. 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. HOT WEATHER: Summer temperatures can reach up to 40 degrees Celsius, 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. PASSPORT DETAILS: 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. ADDITIONAL ACCOMMODATION: 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 joining and finishing points. TRIP KITTY: This trip has a compulsory group kitty of EUR100 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 the group. The kitty will be collected when you arrive at the welcome meeting or in stages throughout your trip. The kitty amount should be used as a guide. More than likely, you will not spend the full amount recommended however it's advisable to budget for this amount.
Standard inclusions
  • Transport: Boat.
  • Accommodation: Overnight boat (7 nights).
  • Delos - Archaeological Site.
  • Kythnos – Castle of Oria guided walk.
  • Syros – Traditional Greek dinner in family home.
  • Serifos – Chora Village hilltop guided walk.
  • Kea - Ioulida Village to Otzias Beach guided walk.
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Itinerary
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Day 1: Mykonos
Kalimera! Welcome to Greece. Your adventure begins in cosmopolitan Mykonos – known for its beach bars, boutiques and nightlife. If you arrive early, maybe wander the laneways of Little Venice – a picturesque neighbourhood lined with old houses, shops and cafes. At 4 pm, you have a welcome meeting at a restaurant called De-Tox Café in Marina Tourlo, where you’ll meet your skipper and fellow travellers and find out what to expect over the next eight days on the water. Then, head to a supermarket to stock up on breakfast, lunch and snack supplies. Tonight, perhaps get to know everyone over dinner at a local taverna, then settle in for your first night aboard the yacht – your floating home for the week ahead!
Day 2: Mykonos - Rinia - Delos - Syros
Rise and shine for your first day on the water! First, stop at the uninhabited island of Rinia. There’s no noise here aside from a few grazing goats, so take the chance to relax on the crowd-free shores. Rinia was the necropolis during the Peloponnesian War in the fifth century BC, and you may stumble on remnants of temples and burial stones as you explore. Then, nip over to Delos – the legendary birthplace of Apollo (god of the sun) and Artemis (goddess of the moon). The entire island is a UNESCO World Heritage site with heaps of archaeological sites – including the Terrace of the Lions, Temple of Isis and Sanctuary of Apollo. Your final stop is Syros. Do a self-guided walk around the port town of Ermoupoli and the fortified village of Ano Syros – your skipper will suggest things to see and do. Then, regroup for a special dinner with a local family at their home in Finikas Bay.
Day 3: Syros - Kythnos (Loutra)
Set sail to Kythnos – a sleepy island dotted with bald hills, dry-stone walls and hundreds of white chapels. Dock in Loutra – a traditional fishing settlement named after the thermal springs (loutra means ‘bath’ in Greek) that flow into the bay – and enjoy a soak. These mineral-rich waters have been used for their healing properties since ancient times. This afternoon, get your blood pumping on a hike to the Castle of Oria – the former medieval capital of Kythnos. You'll wind past traditional stone farmhouses and rocky outcrops before arriving at the castle which sits on a 250 m-tall cliff. Soak in the views of the eastern Cyclades and learn about the castle’s history – it was part of a fortified town that housed hundreds of people, including the powerful Gozzadini family from the 14th to the 17th century. Return to Loutra, then perhaps refuel with some local specialities – like tangy kopanisti cheese or strapatsada (a local take on scrambled eggs).
Day 4: Kythnos (Loutra) - Serifos
Cruise to Serifos this morning, stopping off to swim or snorkel in the clear waters of Agios Stefanos Bay. In the afternoon, you’ll do a moderate hike from Livadi to the town of Chora which sits on a 230-m-tall hill. Follow a stony path past terraced fields, whitewashed houses and olive groves before arriving at Chora where you'll be rewarded with sweeping views across the Aegean Sea. Before returning to Livadi, take some time to wander the medieval alleyways – and maybe treat yourself to a local pastry. The rest of the evening is free to enjoy at your own pace. How about kicking back with a cocktail or feasting on meze along the seafront?
Day 5: Serifos - Kythnos (Apokrousi Bay)
Cruise back to Kythnos this morning – but this time, drop anchor in Apokrousi Bay, a peaceful cove hugged by low hills. The water here is ideal for swimming, or you could take in the scenery from a stand-up paddleboard. If you're feeling active in the afternoon, join an optional hike from Apokrousi Bay to Vryokastro – the ruins of the island’s ancient capital. Explore remnants of cisterns, homes and temples dedicated to Apollo, Artemis, Aphrodite and Demeter. Then, return to Apokrousi in time to eat dinner on deck while the sun dips below the horizon.
Day 6: Kythnos (Apokrousi Bay) - Kea
Next stop: Kea. This charming island is known for its vineyards, olive groves and laidback villages. On the way, make a stop at Karthaia Bay on the southeastern side of the island to swim or snorkel in the turquoise waters, then go ashore to discover the impressive ruins of the ancient city of Karthaia. Walk through weathered temple columns and the bones of a 6th-century BC theatre set against the sea. Eat lunch on deck, then dock in Kea village where you’ll spend the night. You could dig into local produce at a seaside taverna for dinner this evening.
Day 7: Kea - Lavrio, Athens
Take a private transfer to the village of Ioulida this morning for a scenic hike to Otzias Beach – a shaded downhill trail perfect for your final hike! Cool down with a dip at Otzias Bay, then refuel with an optional lunch at a nearby fishing village – it's a great chance to dig into some fresh seafood. Then, it’s time to jump back on the yacht to sail to Lavrio near Athens. As this is your last night as a group, you might like to go for a farewell dinner together and raise a toast to an unforgettable week in the Cyclades. Yiamas!
Day 8: Lavrio, Athens
Your sailing adventure comes to an end this morning. If you’d like to spend more time in Athens, just speak to your booking agent ahead of time.
Dates

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Travellers

Operator
Intrepid Travel

Intrepid is a small group tour travel company with humble beginnings that now sends over 100,000 travellers a year on grassroots and responsible travel tours.

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