CROSSING THE AEGEAN SEA: SAIL FROM LAVRION PORT TO KOS

An amazing sailing trip of 11 days in some of the most beautiful islands of the Aegean Sea

Crossing the Aegean Sea is always an exciting and challenging trip. The islands to visit are magnificent, with crystal-clear, turquoise waters and picturesque ports. The winds will always allow for some good sailing, mixed with days with lighter winds and use of the engine. This route would be considered difficult, because of the long distances that need to be covered on some days. The most challenging part is the crossing from the Cyclades islands to the Dodecanese, as it is a long route, regardless of the islands that you choose to start from and head to. Hence, the weather conditions would need to define the exact itinerary, avoiding sailing too long on windy days, as well as adjusting the route to both the strength and the direction of the wind. Usually, strong winds come from the north, but they can come from the northwest or northeast, having a large impact on the plan of the trip.

These challenging trips are better undertaken on monohull sailing yachts, which perform better than catamarans in the strong winds and big waves of the Aegean Sea. However, as sailing catamarans are more fashionable nowadays, it is possible to make this trip on a catamaran, as we did. This requires more respect for the weather conditions to keep the crew safe and satisfied.

Our sailing trip from Lavrion to Kos lasted 11 days. There can be variations in this duration: trips lasting one or two weeks can take place at the beginning of the season, when the yachts sail from Athens to Kos or Rhodes for the summer period, or at the end of the season, when they follow the reverse course to return to Athens for winterizing. Examples:

    Dodecanese islands

    One-Way Route: Athens to Kos

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    Dodecanese islands

    Return One-Way: Kos to Athens

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    Our trip took place in mid-season, so the yachts initially were transferred from Kos to Athens, port of Lavrion in 3 days, and then the trip started from Lavrion on Tuesday, with return day on Friday to Kos. It was a risky decision, because adverse weather conditions could delay the transfer to Lavrion, losing days from our sailing trip to Kos. Luckily, this was a bet that we won, and everything run smoothly.

    Below you can read about the plan we followed to cross the Aegean Sea. The winds were constantly northern, which allowed favorable sailing conditions in most days, despite having to face occassionally big waves. You can also find details about ports and points of anchorage in some of the most beautiful swimming spots in the Aegean Sea.


    The Chart of the Trip

    Click on the image to see the full Chart

    Caption Here


    Day 1: Lavrion - Kythnos island, bay of Kolona (25 nautical miles - nm)

     Everyone was summoned in Lavrion on Tuesday morning. After provisions and the small details were complete, we set sail to Kythnos island. We wanted to enjoy swimming and the beautiful sea in the Cyclades, so we anchored in the bay of Kolona. After a 4-hour sailing trip we arrived to Kythnos, and soon we were enjoying the wonderful beach at Kolona. In the evening we enjoyed dinner in the restaurant at the hill by the cove, concluding a beautiful first sailing day. 

    The bay of Kolona, Kithnos island
    Merichas Northern Dock, the main port of Kithnos

    An alternative to spending the night to the cove of Kolona, would be to sail to the port of Merichas. It is a friendly port, with most spots in the main dock offering good protection from the northern wind. There is also a small pier opposite, with the berthing spots looking to the North, so good anchor would be necessary to keep the yacht safe. Unlike the main dock, there is no water / electricity provision at the southern dock.

    In Merichas, you can find plenty of taverns and restaurants by the beach and, admittedly, the food is better there. 

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    Milos P, Serbia
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    Great sailing trip visiting Cyclades islands

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    Day 2: Kithnos - Syros island (36 nm)

    The next day we sailed to Syros island. The winds were expected strong, so we decided to follow an alternative route to the shortest option, which is heading north of Kythnos, and then east to Syros. Instead, we sailed south from Merichas to the southernmost cape of the island, and then turned north, keeping close to the eastern coast of Kythnos. The distance was increased only by 4 nm, so we decided that it was worth it. Once we reached the bay of Kanala, we set small sails and headed East, toward the southern coast of Syros. Despite this plan, the waves were high, occasionally reaching two meters tall, but they smoothened as we approached Syros island.

    We headed to the port of Ermoupoli, although we could stop in the port of Foinikas, at the southwestern coast of Syros. Foinikas protects fully from the northern winds, contrary to Ermoupoli, where you might find swell with strong winds. Luckily, the winds were expected to be calmer at the eastern coast of Syros, so we decided to spend the evening in the charming and historic port of Ermoupoli.

    The port of Ermoupoli, Syros island

    Sailing Yachts in Kos island

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    Day 3: Syros - Mykonos (18 nm)

    The  next day, after enjoying breakfast and a morning coffee in Ermoupoli, we sailed to Mykonos island. The distance is rather small, around 3 hours of sailing, so we had time for a swim in the beautiful bays of Rinia, a small island on our way to Mykonos with amazing beaches and sea colors. 

    There are various options for berthing or anchorage in Mykonos island. The most comfortable is docking in Tourlos marina, which needs to pre-booked via an online application. Another option is to stay on anchor, at one of the southern bays, such as Paradise Beach. 

    Tourlos marina in Mykonos island
    Sight seeing on Delos island

    We followed a different option; we arranged to stay in the bay of Ornos, after we arranged to stay at one of the buoys, offering safety from the fierce winds during the night. Ornos is an interesting bay, with plenty of restaurants and bars, located also close to the Old Port of Mykonos. There was a lot of fun on the island, enjoying at the beach bars and following the vibes of the cosmopolitan island.

    The next day, before continuing our sailing trip, we visited the small island of Delos, close to Mykonos. The island, which used to be a sacred place during the ancient years, is full with ancient remains of temples and houses, so visiting there, even for a little while is quite interesting. We continued the day with a short swim at the southern bay of Rinia island and soon we set sail to Paros island

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    Ornos bay
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    Ornos bay
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    Delos island
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    Ermoupoli port, Syros
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    Foinikas port, Syros island
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    Little Venice, Mykonos Old Port
    Day 4: Mykonos - Paros island, Naoussa marina (18nm)

    After our swim in Rinia, we sailed south toward Paros island. The northern wind gave us a boost, so we covered the distance rather fast. We chose to berth in Naoussa marina, in spite of each considerable higher cost than the main port of Paros, Paroikia, because it offers better shelter to the northern winds compared to the exposed port. The marina in Naoussa offers lazy lines, securing the yacht better than the anchor. The staff helped us moor, so soon we enjoyed a walk in the picturesque alleys of the village. In the evening, we enjoyed dinner and drinks in the restaurants and bars, by the sea. 

    Naoussa, North Coast of Paros island
    The port of Antiparos island
    Day 5: Paros - Antiparos island (12 nm)

    The next day we had to cover a small distance to the nearby island of Antiparos. After we left the marina of Naoussa, we enjoyed a morning swim at Agios Ioannis, a beach in the wider bay of Naoussa, offering good shelter to the northern winds. This is a beautiful place, with sandy beach, and bright, transparent waters. We enjoyed a quick swim, breakfast, and then continued our trip to Antiparos. 

    While saiilng to Antiparos, the passage between Paros and Antiparos needs high attention as the strait is shallow and the suitable passage is quite narrow. Navionics provides detailed and correct information on how to pass, but the responsibility always lies with the skipper. 

    The coastline of Antiparos is wonderful, with many wonderful swimming spots. Add to this the island of Despotiko, and you have a paradise in a small area, relatively protected from the larger waves of the open sea. 

    Our group was also keen to try kite surfing, considering the strong winds on the day. We chose the right spot for this, so a few people enjoyed the fascinating sport, while the rest had some great time swimming in the crystal waters of the cove. It was a wonderful day. 

    Regarding the evening, there are a few safe options to spend the night, even when strong northern winds apply. The bay of Agios Georgios, at the southern coast of Antiparos and close to the islet of Despotikon offers such an option. The bay is protected by both islands and from all wind directions, so anchorage there is highly recommended. Another feature are the delicious restaurants at the southern coast of Antiparos, offering a wide variety of local food and fresh fish and seafood.

    Our decision was to anchor in the port of Antiparos. The dock that was built and operated first year in 2026 offers good protection to the winds (north or south direction). If the dock is full, anchoring just at the south of it is also safe, although less convenient to get to the shore with the dinghy. Antiparos is a small island, but the village is busy, as many young people visit the island in summer months. We enjoyed the vivid nightlife and a wonderful day overall.

    Paros and Antiparos Coastline
    Kato Koufonissi, Minor Cyclades
    Day 6: Antiparos - Koufonissi island (27 nm)

    The next day we had to sail 27 nautical miles toward Southeast, and the famous Minor Cyclades. Sailing was exciting! The first part of the trip had mostly southern direction, in order to head south of Paros and then east, crossing the strait between Paros and Naxos. The winds were rather strong, 20-25 knots, so sailng was really exciting. The wind speed lowered as we approached Iraklia, the first of the islands of the cluster of Minor Cyclades. We decided to anchor first in Kato Koufonissi, due to the amazing coastline with crystal sea and safe anchorage. We enjoyed swimming and relaxing, after an intense sailing trip.

    Later we headed to the Ano Koufonissi, anchored in front of the village, as the marina was full, and visited the island by our dinghy.

    In the last years, Koufonissi has turned into a popular and busy destination, getting crowded especially in late July and August. There are many restaurants and bars, so there seems to be a combination of natural beauty with cosmopolitan lifestyle. 

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    The bay in front of Koufonissi village. It offers very good shelter to Northern winds, thanks to its orientation and the shallow and sandy sea bottom. On the background, there is the small marina of Koufonissi, providing basic facilities, such as water and electricity

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    The exotic coast of Kato Koufonissi. Since the island is partially exposed to northern winds, the selection of the swimming spot must take into account the direction of the wind.

    The Minor Cyclades is a sailing area providing many wonderful options. Unfortunately we had limited time in this trip, as we had to continue further east. In these cases, we chose the best options considering the wind conditions, but we knew that we would miss other options. The island of Iraklia is one of them, with a small, port at the northeast coast, with amazingly clear waters and beautiful landscape. Schoinoussa island also offer an amazing coastline, with favorable protection to the Northern winds. Antikeria also composes a wonderful swimming spot, when the winds are calmer. Spending a week in the Minor Cyclades can sustain an unoforgettable sailing week. 

    The port of Iraklia
    The town of Amorgos, uphill
    Day 7: Koufonissi - Amorgos (14 nm)

    The next day we sailed to the island of Amorgos. This is one of the easternmost islands of the Cyclades islands, as we used it to bridge the distance toward Dodecanese. It was a hard decision to sail there, as the winds and waves can create intolerable sailing conditions. We were lucky that the elements softened in the day, so sailing to Amorgos was not hard. 

    We anchored in the port of Katapola. We arrived before noon, knowing that a long day was ahead of us. We visited the famous Monastery of Panagia Hozoviotissa, mounted on a steep mountain slope. The spectacle is really unique and visiting the monastery was a great experience.

    In the afternoon we returned to the yacht, and soon headed to the main village (Chora) of Amorgos. This is perhaps one of the most cozy and picturesque villages in the Cyclades islands, combining the cute, small, white houses with the wild slopes of the mountains. Amorgos is a very special island, keeping still safe from the tourist crowds.

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    Naoussa Port, Paros
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    Bay of Agios Giannis, Paros
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    The small marina in Paroikia, port of Paros
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    The village on Antiparos island
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    The bay of Agios Georgios, Antiparos island
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    Swimming spot in the strait of Paros - Antiparos
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    The incredible coast of Kato Koufonissi
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    Schoinoussa island, Minor Cyclades
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    Antikeria islands, Minor Cyclades
    Date 8: Amorgos - Leros island (54 nm)

    Next day we started the sailing trip early, as it was the longest so far, 54 nautical miles, which finally lasted around 8 hours. We were lucky for the northern wind to be mild, hence we could move with our sails, without being bothered by large waves. Things would be harder if waves were an issue, especially in this part of the Aegean, famous for the turbulence caused by the strong winds.

    We headed to Leros marina, where booking our spot was feasible, unlike most of the ports in Greece. We arrived in the afternoon, and berthed without any issues, since the marina staff assisted us and the winds had dropped, especially in that deep bay. 

    As Lakki is not particularly developed for tourism, we rented a car, visited the Castle of Panteli, and had dinner in the cute bay under the Castle. It was a beautiful day, alhtough we were tired from the long trip.

    Leros marina, in the bay of Lakki
    The bay of Palionissos, east coast of Kalymnos 
    Day 9: Leros - Kalymnos island (12 nm)

    Since the long trips had passed, and we were heading to the end of our trip, we decided the last days of our trip to be easy and calm. This was allowed also by the short distances among the Dodecanese islands, as well as the smooth winds that usually prevail in the area.

    We sailed south, to the island of Kalymnos and the bay of Palionissos, at the eastern coast of the island. Due to the high depth, we had to moor at one of the buoys, set up by the restaurants in the shore, committing to had our meals there. It was a nice offer, as the restaurant we visited was delicious, so we spent the rest of the day relaxing, eating, drinking and occasionally enjoying the amazing waters in the bay. It was worth noting that the wild landscape impressed us, due to the steep slopes of the high mountains around the bay.

    Day 10: Kalimnos - Pserimos (10 nm)

    We continued our trip south, and the next island to visit was Pserimos. It is a wonderful, calm islands with a few only inhabidants and basic infrastructure. We only found 2 beach bars on the shore, and another one a few meters onto the island. The port is small and cute, with clean, transparent water and we could moor there later in the afternoon, after the daily boats had left. Before reaching the port, we had a wonderful swim in a small island next to Pserimos, Plati, as well as a stop in the southern bays of the island.

    Pserimos will be remembered for the pure environment, the sandy beach, near the port, and the overall tranquility that it offered us.

    TThe port of Pserimos
    Kos marina
    Day 11: Arrival to Kos island (9 nm)

    From Pserimos island, we could see Kos nearby, but we didn't really feel ready to return and finish our trip. Instead, we enjoyed another great swim in Pserimos coast, bay of Vathi. We enjoyed a similar, charming landscape, with a sandy beach and impressive slopes of the hills nearby. 

    Later in the afternoon we set sail to Kos island, and berthed in the marina. We had an interesting evening visiting the Castle in the main town, and then enjoyed dinner. But, the memories of that sailing trip were all around...

    Note: Above data (distances, berthing information, etc.) are included merely for informational purposes and are not accurate. Please assess a nautical chart before your trip, to ensure a safe and pleasant trip.

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    The bay of Panteli, Leros islnad
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    Palionissos bay, Kalymnos island
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    The port of Pserimos
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    The small island of Plati, near Pserimos
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    The southern coast of Pserimos
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    The cove of Vathi, Pserimos island
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    The Old Port of Kos island

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