Sailing Itineraries
Itineraries showed below refering to private sailing cruises with Captain within the Cycladic islands.
Emphasis on sailing from/to Paros is given.
There are options either for 7 days or possibilities for 3-4 days cruises from which you could choose. Of course you are given the ability to adjust the sailing trip according to your own demands, in connection with availabilities and budget limits.
3-4 days Sailing Itinerary - PAROS-MILOS
Day 1: Meet you and transfer you to Piso Livadi port for embarking on the sailing boat. Meet your skipper make yourself comfortable onboard and after all paper arrangements and the briefing we’ll set sailing towards Despotiko and southern beaches of Antiparos. Continue to Sifnos Island. 1st overnight on board at Platy Yialos or Faros area.
Day 2: Spend the morning at Sifnos, afternoon sailing to Kimolos. Stop for swimming and continues to Milos. Reach Adamas port and 2nd overnight on board.
Day 3: Morning H/D Bus Tour to Milos. Around 13:00 departure and sailing towards Kleftiko and Sykia bay. Sailing upwards towards Paliochori and reach the uninhabited island of Poliegos. 3rd overnight spend on anchor.
Day 4: Sail back to Adamas and disembark in Milos. Transfer to port in order to take the boat back to Piraeus or to any other island of your choice.Ps.
Definitely you could extend your stay in Milos or to a neiborhoud island of your preference.
For sure you can make all proper arrangements for you if needed.
MILOS –PAROS Sail from Adamas stop in Paros.
Day 1: Meet you and transfer you to Adamas port, for embarking on the sailing boat. After all necessary paper work and the welcome briefing we set sail towards Kleftiko and Sykia bay. Continues towards Polyegos islands. 1st Overnight on board at anchor at this inhabited island, beyond the noise and the lights of civilization.
Day 2: Early morning departure in order to reach our next island before noon. Spend the whole day at Folegandros. 2nd overnight here. Leisure evening on the island is suggested.
Day 3: Around 10:00 we set sail towards Sikinos, we stop for swimming and a quick walk at the Alopronia port. Afternoon we reach Ios, where we’ll spend our 3rd overnight on board. Leisure evening.
Day 4: Morning Departure for Iraklia or Schinousa. Stop for swimming and reach Koufonisi for another refreshing swimming stop. Afternoon we set sail back to Paros and we keep following the southern coastline of Naxos. Stop in Kalado bay for a light lunch is possible. Late afternoon we reach the port of Piso Livadi, Disembark in Paros. Transfer to port for taking the boat either to Pireaus or to other port destination of your choice.Ps. Definitely you could extend your stay in Paros or to a neiborhood island of your preference. For sure you can make all proper arrangements for you if needed.Of course is important to have in mind, that these cruise itineraries is always subject to weather conditions and sailing is not permitted in force 6-8 beau fortsof winds for these kind of boats. So in cases like this important amendments on the itinerary could apply
3-4 days Sailing Itinerary - PAROS-SMALL CYCLADES
Departure from Piso Livadi.
Day 1: Meet you and transfer you to Piso Livadi port. Meet your Captain and makeyourself comfortable inside the boat. After all necessary paper arrangements and thebriefing we set sail towards Naxos and all the way to the southern beaches of Naxos.Stop for refreshing swimming at well know Kalando Bay. 1st Overnight on board. AtKalado there is a safe port for the yacht but there is no village.
Day2: This morning we’ll set sail at Koufonisi and of course we’ll do a shortstop at Rina. Where you can swim inside the sea cave. Koufonisi is anamazing small island with wonderful beaches all around. You can walk around or renta bicycle and explore it step by step. Leisure evening at the marina and 2nd overnighton board.
Day 3: If there is no wind we can sail towards Amorgos, where we’ll spendthe whole day and night there. Otherwise we’ll sail to Kato Koufonisi, and theafternoon we’ll go bck to the Marina.3rd Overnight on board.
Day 4: Early morning departure in order to see also Antikeros , where we’llstop for swim and then reach Iraklia or maybe Schinousa if we have the time, beforewe’ll set sail to Piso Livadi. Late afternoon we’ll arrive at Piso Livadi and we’lldisembark. Transfer to port of Parikia and take the boat to Piraeus or Rafina.Of course is important to have in mind, that these cruise itineraries is always subject to weather conditions and sailing is not permitted in force 6-8 beau forts of winds for these kind of boats. So in cases like this important amendments on the itinerary could apply.
7 days Sailing Itineraries
Itineraries 7 days: SMALL CYCLADES
Day 1 Paros-Naxos. Meet your skipper at the Marina café at 12:00 and aboard the yacht. After the briefing set sail for our first destination, Naxos. Depending on the weather conditions it’s going to take us 3-4 hours sailing. Naxos is one of the biggest islands of the Cyclades with great interest and many sightseeing. Don’t miss the sunset at the ancient temple of Apollo, just a few meters away from the marina. Grilled octopus with “ouzo” is a “must” here.
Day 2 Naxos-Kalando. Today we are going to sail south following the west coast of Naxos ending up at the most south of the island, at Kalando bay. In the mid way we will stop at a nice anchorage, Roga, for swimming and lunch. Kalando is a special place. There is a safe port for the yacht but not a village. It’s an isolated area with a long sandy beach and many kilometers of trails by the seaside, ideal for hiking in the pure nature. For dinner a primitive kiosk operated by a local shepherd offers BBQ only with local products. Don’t expect luxuries here. For sure it’s going to be your favorite place at the end.
Day 3 Kalando-Koufonisi. Set sail from Kalando heading for Koufonisi. A short stop before our final destination, at a wonderful spot, called Rina, where you can swim inside a sea cave. Amazing colours everywhere. Koufonisi is further the most beautiful of the small Cyclades islands with many sandy beaches all around. Rent a bicycle and visit all of them. Dinner at “Capitan Nicolas” place is out of any kind of negotiation as well as a frozen mojito at the wind mill bar just above the marina.
Day 4 Koufonisi-(Amorgos). If we have strong wind today we recommend staying in the area visiting with the yacht the nearby island of Kato Koufonisi and swim in crystal clear waters, snorkeling or go hiking around. The area is much protected from big waves because the huge island of Naxos to the north blocks the wind in order to make our life onboard more comfortable. In the afternoon we will return at the same marina at Pano Koufonisi.
Alternative in case that the weather permits us we will sail to Amorgos, the island of the “Big blue” movie. Rent a car or a bike here to explore the wild beauty of this heaven. Visit the famous monastery with the breath taken view from its balcony and try “rakomelo”, the local alcoholic drink. Dinner at “Xilokeratidi” is going to be a memorable romantic event by the sea side.
Day 5 Amorgos-Iraklia. Iraklia is another island of the “Small Cyclades” which is worth to be visited especially for those who want to experience tiny, quiet, cute and isolated places, representative of the Greek spirit. So after a short stop for swimming at Antikeros on our way from Amorgos to Iraklia we will end up at the picturesque port of the island. Here you can swim to the nearby beach, diving from the yacht and hiking around enjoying the pure nature. Dinner at Iraklia means fresh fishes and the local tavernas more hospitable than anywhere else are ready to fulfill your expectations.
Day 6 Iraklia-Antiparos. Antiparos is the last island of our cruise. After a 4-5 hours sailing trip and of course after the oblate stop for lunch and swimming we will end up at Antiparos late in the afternoon. Wandering around the small streets of the beautiful village, have dinner in one of the hundreds restaurants and continue with a drink at one of the locals bars. Night life here, especially at high season is a must for everyone.
Day 7 Antiparos-Paros. We strongly recommend you before setting sail for our final destination, to visit the cave of Antiparos. Buses are operating just 100 meters away from the yacht. On your return on board we will leave immediately for a nice anchorage at a small island north of Antiparos with crystal clear water. The afternoon has already come as well as the farewell time at Paros port.
Itineraries 7 days: TO WEST CYCLADES-MILOS
Day 1 Paros-Sifnos. Meet your skipper at Marina café at 12:00. Get onboard and after the briefing set sail for Sifnos(Platis gialos). You can swim from the yacht in the clear green-blue waters just outside of the marina and finish your day at one of the many nice tavernas on the seaside. Alternatively you can take the bus to Apollonia, the capital of Sifnos. Buy some local potteries and return with the last bus for a quiet sleep on board.
Day 2 Sifnos-Milos. Today we will start early in order to reach our next destination Milos around noon time. A Rental is mandatory here to visit the wonderful island with so many interesting sightseeing. Don’t miss “Sarakiniko” and the catacombs. Dinner is recommended at one of the restaurants at Plaka, the capital village of the island.
Day 3 Milos-Poliegos. If you believe that you have seen Milos by car you are completely wrong, because the west and south west coast of the island is a real heaven which can be visited only by boats. A stop at the famous “Kleftiko” is going to be memorable. Swimming and lunch in the area is out of any imagination. Finally our day is going to end up at Poliegos , an uninhabited island south of Kimolos, where you are going to find unique beaches with white sand and spend the night on anchor. Have you ever experienced a night far away from the lights of big cities? Do you know how many stars can you see under the summer clear sky in these kinds of isolated places? I think it’s a good opportunity to try.
Day 4 Poliegos-Despotiko. This morning you are going to start your day with a morning refreshing swimming at Poliegos. We will continue with a 4 hours sailing to Despotiko, another uninhabited island west of Antiparos where we will spend the whole day. Explore the island, the beaches the small coves. Finally we will moor at the opposite coast of Antiparos for our dinner.”Capetan Pipinos” taverna has the best reputation for sea food in the area.
Day 5 Despotiko-Iraklia. Iraklia is one of the “Small Cyclades” islands which are worth to be visited especially for those who want to experience tiny, quiet, cute and isolated places representative of the Greek spirit. So after a short stop for swimming at Aliki on our way from Despotiko to Iraklia we will end up at the picturesque port of the island. Here you can swim to the nearby beach, diving from the yacht and hiking around enjoying the pure nature. Dinner at Iraklia means fresh fishes and the local tavernas more hospitable than anywhere else are ready to full fill your expectations.
Day 6 Iraklia-Antiparos. Antiparos is the last island of our cruise. After a 4-5 hours sailing trip and of course after the oblate stop for lunch and swimming we will end up at Antiparos late in the afternoon. Wandering around the small streets of the beautiful village, have dinner in one of the hundreds restaurants and continue with a drink at one of the locals bars. Night life here, especially at high season is a must for everyone.
Day 7 Antiparos-Paros. We strongly recommend you before setting sail for our final destination, visit the cave of Antiparos. Buses are operating just 100 meters away from the yacht. On your return on board we will leave immediately for a nice anchorage at a small island north of Antiparos with crystal clear water. The afternoon has already come as well as the farewell time at Paros port.
Itineraries 7 days: TO SYROS-MYKONOS
Day 1 Paros-Syros. Meet your skipper at Marina Café. Get on board and after briefing set sail for Syros. Syros is the capital island of the Cyclades. Our destination is Finikas , a beautiful bay at the west coast of the island where we can find all kind of facilities for yachts. Ermoupolis is a small neoclassical city with great interest and superb food which is worth to be visited. A taxi is the best way to get there. For those who prefer more quite moments the nearby area of Finikas is your best choice.
Day 2 Syros-Mykonos. Today we are going to sail to the cosmopolitan Mykonos. Approx. sailing time is about 4 hours. The most famous of the Greek islands is waiting for you. Beach bars, dinner at the small Venice and night life should be in your agenda for today.
Day 3 Mykonos-Delos-Naxos. Probably the most well known archeological site in Greece is lying a few miles away from Mykonos and today it’s about time to visit it. Of course we are talking about Delos. On your return on board we will stop for swimming and lunch at a picturesque island just opposite of Delos and then we will continue south heading for Naxos. Naxos is one of the biggest islands of the Cyclades with great interest and many sightseeing. Don’t miss the sunset at the ancient temple of Apollo, just a few meters away from the marina. Grilled octopus with “ouzo” is a “must” here.
Day 4 Naxos-Koufonisi. Set sail from Naxo heading for Koufonisi. A short stop before our final destination, at a wonderful spot where you can swim inside a sea cave. Amazing colours everywhere. Koufonisi is further the most beautiful of the small Cyclades islands with many sandy beaches all around. Rent a bicycle and visit all of them. Dinner at “Capitan Nicolas” place is out of any kind of negotiation as well as a frozen mojito at the wind mill bar just above the marina.
Day 5 Koufonisi-Iraklia. Iraklia is one of the “Small Cyclades” islands which are worth to be visited especially for those who want to experience tiny, quiet, cute and isolated places representative of the Greek spirit. So after a short stop for swimming at Schinousa on our way from Koufonisi to Iraklia we will end up at the picturesque port of the island. Here you can swim to the nearby beach, diving from the yacht and hiking around enjoying the pure nature. Dinner at Iraklia means fresh fishes and the local tavernas more hospitable than anywhere else are ready to fulfill your expectations.
Day 6 Iraklia-Antiparos. Antiparos is the last island of our cruise. After a 4-5 hours sailing trip and of course after the oblate stop for lunch and swimming we will end up at Antiparos late in the afternoon. Wandering around the small streets of the beautiful village, have dinner in one of the hundreds restaurants and continue with a drink at one of the locals bars. Night life here, especially at high season is a must for everyone.
Day 7 Antiparos-Paros. We strongly recommend you before setting sail for our final destination, visit the cave of Antiparos. Buses are operating just 100 meters away from the yacht. On your return on board we will leave immediately for a nice anchorage at a small island north of Antiparos with crystal clear water. The afternoon has already come as well as the farewell time at Paros port.