Sail Greece: Mykonos to Santorini

Kalimera! Welcome to Greece. Your adventure begins with a welcome meeting at 4 pm at a restaurant (Cantina Mykonos). The first port of call is the local supermarket to buy supplies for your trip as a group. The starter pack will include provisions for some breakfasts, lunches and/or snacks. If you have any special dietary requirements, please make sure you notify us at the time of booking so we can accommodate your requests. Before or after the meeting, maybe head out to explore Mykonos or unwind on one of the island’s sandy beaches. Perhaps visit the Church of Panagia Paraportiani or browse the galleries, restaurants and boutiques. Tonight, why not grab your fellow travellers and wander down to Little Venice to enjoy a cocktail by the water at sunset.

This morning, head for the Bay of Gaidharos for breakfast and a swim, before making your way across the glistening water to Naxos – home to beautiful beaches, fragrant olive groves and the villages of Hora, the capital of Naxos. As the largest Cycladic Island, Naxos also has one of the most colourful mythological histories. The Old Town areas of Hora are perfect for a stroll and some nightlife. Visit the impressive Venetian Kastro, where mansions, monuments and churches all retain their medieval spirit in the winding laneways. Stop by the old Roman Catholic Cathedral in the square, and the nearby Archaeological Museum which is housed in the former Jesuit School of Commerce. The massive Portara stands as the gateway to the unfinished Temple of Apollo on the islet of Palatia, just to the north of the marina. You can also head into the countryside to see local rural life, visit one of the oldest temples in Greece, then chill out in the hills with lunch at a family tavern. Get a taste of the local brew with a shot of Kitron (best described as a lemon liquor) and top it off with a wander along the beach. Over the next few days, you’ll sail to Syros, the Small Cyclades, Amorgos, Ios, then you’ll return to Santorini.

Sail to the island of Syros, 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. You can 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 town hall in the main square.

Sail to the Small Cyclades, where only Koufonisia, Iraklia, Schinousa and Donousa have permanent residents. Here, you'll discover clear waters, great beaches, friendly locals and sleepy tavernas all built around the fishing villages. Explore the town, maybe sampling some fresh seafood in a waterfront taverna – a great way to take in the magic of the Mediterranean.

Visit the rugged mountainous island of Amorgos is known as the location of Luc Bresson's film 'The Big Blue'. Amorgos has a history of colonisation and occupation with evidence of a functioning society back as far as 4000 BC. At Katapola, the island's main port, you'll see classic Cycladic architecture with windmills and an old Venetian castle. Stroll the waterfront, explore the ancient Minoan Settlement or visit the village of Hora (Amorgos town), which sits high on the rocky mountainside. Maybe drive up to the 11th-century monastery, Moni Hozoviotissis, built gripping the cliff face with panoramic views across the Aegean Sea.

Continue to Ios, an island inhabited since early Cycladic times, proudly claiming to be the burial place of epic Greek poet Homer. Ios has managed to retain some allure from the abundance of beaches and preservation of its classic cube houses packed around the laneways of Hora. A short walk from the harbour are Hora's shops, restaurants, nightclubs, bars and cafes. If you’re seeking a more authentic taste of the Old Town, explore during the day while the masses are beachside. The popular beaches of Gialos and Milopotas are also lively at night with a range of water sports on offer during the day. Valmas, Kolitzani and Tsamaria are all options if you're looking for something a little quieter. Sunset views can be enjoyed from the hill where Panagia Gremiotissa (the Church of the Virgin) sits. The distinctive single palm tree next to the church makes it an icon you can always see from throughout town.

On your penultimate day, you’ll sail back towards Santorini, spending the final night of the trip in Thirasia. Formed by a huge volcanic explosion, Santorini is instantly recognisable with its blue and white buildings, fascinating ruins and natural beauty. After sailing through the caldera, maybe head to the capital of Fira, sitting the edge of the caldera. Popular for its restaurants, shops and bars, you can make the most of the scenery on a walk along the rim to Firostefani, Imerovigli and Oia. Santorini's volcanic beaches are also a must-see – head to Red Beach or the black beaches of Perissa, Vlhada, Perivolos and Agios Georgios.

Your adventure comes to an end this morning in Santorini at Athinios Port. If you plan to depart today, make sure your flight doesn’t depart until after 4 pm. Your skipper can assist with organizing a taxi to drop you off at your hotel or Santorini Airport. It’s recommend booking a couple of extra night's accommodation to see all the sights that Santorini has to offer – if you do have the time to extend your adventure, just get in touch with your booking agent ahead of time.