Athens to Santorini Sailing Adventure

9 - 12 Days
TYPOLOGIES

BOATS

DIFFICULTY

Medium

MIN. AGE

15 Years

1655

Start your fun sailing adventure in Athens and end in Santorini!

There are truly no bad experiences when you are exploring the beautiful city of Athens down to Santorini on board an exquisite yacht like ours! In this 15-day travel adventure you get to visit the archaeological ruins in Athens, grab some local souvenirs from the market of Syros, gaze upon impressive churches and ancient temples, lose yourself to the rhythmic booms of Mykonos’s nightlife or engage in a memorable treasure hunt unlike any other!

So ready your comfy shoes and bring your wits – you will need them to solve challenging puzzles, track clues and explore beautiful destinations across 13 different locations in Greece! But wait, there’s more! You also stand a chance to get 100%, 50%, or a 25% refund of your participatory fee when you become our first-place, second-place, or third-place winner!

This 15-day trip will have you exploring unforgettable destinations in Greece!

Day by day

Welcome to Greece! Meet your skipper and shipmates at 11 am at Oia Pier and take a private boat transfer over to the island of Thirasia where you will board your yacht. If you’ve got time, why not consider arriving a couple of days early to enjoy Santorini. Check out the range of restaurants, shops and bars in the island's capital, Thira. An absolute must is to take a walk along the caldera's rim to Firostefani, Imerovigli and Oia. This is a particularly memorable experience at sunset, but make sure you leave plenty of time so you aren't walking in darkness. Santorini's volcanic beaches are another must-see. After your welcome meeting, set sail (approximately 5 hours) through Santorini’s caldera, cruising across the Aegean Sea to drop anchor at the island of Ios via Manganari Beach. Check out Hora's shops, restaurants and bars – a short walk from the harbour in Ios – which all come alive in the evenings.

Accommodation: Overnight boat

Sail to the rugged island of Amorgos (approximately 4 hours). This is the stunning location of Luc Bresson's film, 'The Big Blue'. Stop for a swim at Paradisi Beach before continuing along the coast to the port of Katapola. The restaurants, cafes and bars along the waterfront are an excellent place to relax and enjoy views of classic Cycladic windmills and an old Venetian castle. You might like to explore the ancient Minoan Settlement or drive up to the spectacular 11th-century monastery, Moni Hozoviotissis, for beautiful views of the Aegean Sea. Also worth a visit is the village of Hora, sitting high up in the rocky mountainside. Stroll through the labyrinth of stone laneways and Byzantine churches surrounding the town square. The Amorgos Archaeological Collection is housed nearby in Gavros Tower.

Accommodation: Overnight boat

Cast off and sail to the Small Cyclades this morning (approximately 4 hours). This group of islands boast quaint fishing villages, clear waters and beautiful beaches. While all of these islands once harboured communities in ancient times, the middle ages saw this reduced to just pirates and goats. Today, only Koufonisia, Iraklia, Schinoussa and Donousa have permanent residents, with the largest population said to be around 300. In the evening, perhaps sample fresh seafood in a waterfront taverna and sit back to enjoy the peace of the Mediterranean.

Accommodation: Overnight boat

Today you'll make your way to the largest Cycladic island of Naxos. There’s the option of taking a day trip around the island, but you can always stay behind and relax. The island’s best beaches are to the south, where water sports are also on offer. Perhaps hike up to the old Roman Catholic neighbourhood of Kastro, where winding laneways, mansions and churches all retain a medieval feel. While here, stop by the Roman Catholic Cathedral in the square, and the nearby Archaeological Museum which is housed in the former Jesuit School of Commerce. Take an optional trip to the countryside to observe rural life, see one of the oldest temples in Greece and enjoy lunch in the hills at a family tavern. Get a taste of the local brew with a shot of Kitron (best described as a lemon liquor). In the evenings, indulge in the vibrant nightlife of Hora.

Accommodation: Overnight boat

Sail to the island of Syros (approximately 4 hours), dropping by the Bay of Gaidharos along the way for a swim. Known for its relaxed atmosphere and neo-classical architecture, Syros’ neutral role during the Greek revolution made it a safe haven for the persecuted. Perhaps catch a bus up the hill to the fortress-like village of Ano Syros and explore the town’s stone archways and narrow alleyways (the views of the Aegean are stunning from up here). Sample authentic Greek food and culture in the capital of Syros and the Cyclades, Ermoupoli, and check out the magnificent town hall in the main square.

Accommodation: Overnight boat

This morning, a private narrated CRUISE down the San Antonio River through the picturesque River Walk area. The remainder of the day is at leisure.

In the morning, raise anchor and set off on a short cruise (approximately 3 hours) to an island packed with beauty and glamour, Mykonos. With a history of around 5000 years, the island is said to be named after Apollo's grandson. It was also the mythological base for a deadly battle between Zeus and the Titans, their giant petrified bodies forming the rocks of the island. Browse the chic galleries and boutiques in town, examine the unique architecture of the Church of Panagia Paraportiani or relax on one of the island’s white beaches. In the evening, perhaps wander down to Little Venice, where colourful wooden balconies hang precariously over the sea – the ideal spot to sit back with a cocktail and enjoy an Aegean sunset. Afterwards, join in the fun of Mykonos’ notorious nightlife.

Accommodation: Overnight boat

Set sail for the island of Sifnos, known for its production of high quality ceramics. The island's bare hills belie fertile valleys of wild juniper, terraced olive groves and almond trees. The beach in the main port of Kamares is one of the best on the island and the ideal place to swim. Wander among the whitewashed houses, churches and chapels of the village of Apollonia, which is the capital of Sifnos. The Museum of Popular Art displays old photographs, textiles, costumes and pots. Climb up the headland to enjoy panoramic ocean views and see the medieval architecture of the fortress of Kastro.

Accommodation: Overnight boat

Sail towards the tranquil island of Folegandros this morning. Named after the son of a former King of Crete, Folegandros has suffered a long history of colonisation and occupation like many of the surrounding islands. In the port of Karavostasis, the pebbly beach or a waterfront taverna are nice places to relax. Take a stroll through the island’s capital of Hora, one of the oldest villages in the Cyclades. The area in and around the Kastro is the most striking. In the evening wander up the hill to the pretty Church of the Panagia, an excellent vantage point to view the sunset.

Accommodation: Overnight boat

Bid farewell to the open water as you sail back through the caldera from Folegandros and drop anchor at Thirasia Island at about 9.30 am. Take a 10.30 am private boat transfer to Oia Pier in North Santorini, arriving at about 11 am. With no other activities planned for today, your adventure ends on arrival in Santorini. Your skipper can assist with organising a taxi to drop you off at your hotel or Santorini International Airport.

What's included

  • This trip is accommodated entirely on board a yacht of between 54ft to 56ft. A typical yacht for 11 travellers is equipped with a mixture of 2 x double cabins, 2 x twin cabins and 1 x triple cabin. There are 5 shared bathrooms. 
  • On this trip you will be accompanied by one of our skippers.
  • Hygiene Measures
  • Boat

Not included

  • Flights before and after the tour are not included in the tour price.
  • Travel insurance is not covered in the tour price.
  • Meals are not included in this tour