Sail Greece: Mykonos to Santorini

Move between the boat, the beach and inviting Greek villages on this relaxing eight-day sailing adventure between Mykonos and Santorini. Spend your days swimming in turquoise waters, lazing on white-sand beaches, sampling mouth-watering local cuisine and exploring coastal villages steeped in history, mythology and beauty. Visit the beautiful islands of Amorgos, Naxos, Small Cyclades and Ios, watch a host of spectacular sunsets and enjoy Greek hospitality before returning to the boat to be rocked gently to sleep at night.

Itinerary

Day 1: Mykonos

Kalimera! Welcome to Greece. Your adventure begins with a welcome meeting at 4 pm at a restaurant called De-Tox Café located at Marina Tourlos. 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.

Day 2: Syros

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 Sea are stunning from up here!). Maybe sample some authentic Greek food and soak up the culture in the capital Ermoupoli, the capital. Tonight, maybe immerse yourself in local island life with an optional group dinner at a neighbourhood family's home. Tuck into some homemade cuisine made with fresh, seasonal ingredients and enjoy the views from the seafront.

Day 3: Naxos

Make 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.

Day 4: Small Cyclades

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. Over the next two days you can explore the towns, maybe sampling some fresh seafood in a waterfront taverna – the perfect way to take in the delights of the Mediterranean. Watch the sunset on the board or on the shores of the sea and get to know your fellow travellers as you sail.

Day 6: Amorgos

Visit the rugged mountainous island of Amorgos is known for 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, which was built gripping the cliff face. Soak up the panoramic views across the Aegean Sea and find a good spot for sunset.

Day 7: Ios

Continue to Ios – this island has been inhabited since the early Cycladic times, proudly claiming to be the burial place of epic Greek poet Homer. Ios is home to many gorgeous beaches and is known for the preservation of its classic cube houses, which are 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.

Day 8: Santorini

This morning, catch the ferry from Ios to Santorini to arrive at Athinios Port by 12 pm. If you plan to depart today, make sure your flight doesn’t depart Santorini until after 4 pm. Your skipper can assist with organising 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.

Departure Dates