Sail Greece: Santorini to Mykonos

Reiseverlauf 2026

1. Tag 1

   Santorini to Ios

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   Kalimera! Welcome to Greece. You’ll meet your skipper at 1 pm at Cafe Spartakos, where your adventure will immediately begin. If you arrive in Santorini early (and it’s recommended that you do), maybe check out the local restaurants, shops and bars in Fira or walk along the caldera's rim to Firostefani, Imerovigli and Oia for sunset. Santorini's volcanic beaches are another must-see. Check out Red Beach or the black beaches of Perissa, Vlhada, Perivolos and Agios Georgios. The first port of call is the local supermarket to buy supplies 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 your agent at the time of booking so they can accommodate your requests. Then, board a ferry from Santorini to Ios and walk the short distance to your yacht – your home for the next seven nights. When you’ve settled in, check out the nearby sandy beaches on Ios or head to Hora's shops, restaurants and bars (a short walk from the harbour), which all come alive in the evening. Your skipper can suggest the best bar to watch the sun go down as you get to know your new travelling companions.
   If you’re arriving today, please allow at least 1 hour to travel from Santorini Airport to Athinios Port (your meeting point). Your skipper will collect the trip kitty of EUR 100 at the pre-departure meeting today for shopping supplies for the trip. When the ferry from Santorini to Ios is not running, you’ll transfer by private boat from Santorini to Thirisa (a small island off Santorini) where you’ll board the yacht before sailing to Ios. Your sailing time will be approximately 4 hours. The beauty of sailing is that each day is unique and while we have a destination to reach, if the weather changes or something takes the group’s fancy, we’re flexible on the day's itinerary. The itinerary may be subject to change depending on weather. Your skipper will make the final call to ensure your safety at all times.
2. Tag 2

   Ios to Small Cyclades

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   Visit the mountainous island of Amorgos today, known for Luc Bresson's film 'The Big Blue.' Amorgos has evidence of society as far back 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, gripping the cliff face with views across the Aegean Sea.
   Your sailing time today will be approximately 4 hours.
3. Tag 3

   Small Cyclades to Amorgos

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   Over the next two days, you’ll sail to the Small Cyclades, where only Koufonisia, Iraklia and Schinousa have permanent residents. Here, you'll discover clear waters, small beaches, friendly locals and sleepy tavernas all built around the fishing villages. When you dock, you can explore the town and maybe sample some fresh seafood in a waterfront taverna – a great way to take in the sights and sounds of the Mediterranean. Watch the amazing sunsets from the boat or the shores and soak up the atmosphere!
   Your sailing time on Day 3 will be approximately 3 hours.
4. Tag 4

   Amorgos to Small Cyclades

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5. Tag 5

   Naxos to Small Cyclades

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   Continue to Naxos today for more beaches, small villages and the fragrant olive groves of Hora (the capital). This place has a mythological history and the Old Town is perfect for a stroll. Follow a pathway up to the impressive Venetian Kastro where mansions, monuments and churches all retain their medieval spirit in a mass of winding laneways. Stop by the old Roman Catholic Cathedral in the square, and the nearby Archaeological Museum, housed in the former Jesuit School of Commerce. Maybe head into the countryside to see the local rural life, visit one of the oldest temples in Greece and chill out in the hills with lunch at a family tavern. Perhaps taste the heady local brew of Kitron (a lemon liquor) and top it off with a walk along the beach.
   Your sailing time today will be approximately 3 hours.
6. Tag 6

   Naxos

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   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 soak up the culture in 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.
   Your sailing time today will be approximately 4 hours.
7. Tag 7

   Naxos to Mykonos

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   Lifting anchor, set off on a short sail to Mykonos, arriving in the late afternoon. This classic Mediterranean island boasts white-washed architecture and narrow streets and laneways perfect for exploring. The hum of the nightlife, cafes, restaurants, galleries and boutiques give way to the island's best sandy beaches. Soak in the atmosphere by joining fellow sun-seekers and partygoers on the beach or take a daytrip to the sacred island of Delos – the birthplace of Apollo and Artemis. Little Venice has colourful wooden balconies that hang precariously over the sea, and this is the perfect spot to sit back with a cocktail and enjoy an Aegean sunset.
   Your sailing time today will be approximately 4 hours.
8. Tag 8

   Mykonos

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   Your trip ends today at around 10 am this morning on Mykonos. There are no activities planned, but it’s recommended you book an extra night of accommodation so you have plenty of time to explore and soak up the beauty of this famed island. If you need help booking a few extra days, just get in touch with your booking agent ahead of time.