MY WOMEN'S SAILING CLASS THIS JUNE 2026

I always wanted to learn how to sail. Ever since my mother took me out on our family yacht when I was a young girl, sailing had been on my bucket list. I finally decided it was time—after all, you don’t get any younger.

I did my research and found an ASA sailing school in Greece. Perfect! I could cross two items off my list at once: visit the country that gave birth to democracy, with its ancient sites, beautiful islands, sunshine, and sea, and learn how to sail.

I booked a week with Athens Sailing Academy to earn my ASA 101 and 103 certifications. The school is located on Poros, a Greek island just one hour from Athens by fast ferry. 

I flew from the United States with American Airlines. It was a long eight-hour direct flight to Athens, but well worth it. I had arranged for a driver to meet me at the airport and take me to the ferry port in Piraeus. About three hours after landing, I was standing on the dock on Poros Island. I had made it! I was in seventh heaven—surrounded by the Greek islands, glorious sunshine, and the smell of the sea.

I had arranged a lovely Airbnb and spent two days relaxing and recovering from jet lag. It also gave me time to explore the island and find the sailing school before my course began.

Saturday finally arrived, and I reported to the school. They share a dock with Greek Sails, a yacht charter company that works closely with the academy. I was greeted by Laurel and Jonathan, our instructor and the school's owner. By noon, our entire crew had arrived. There were three students aboard a spacious Jeanneau 36 sailing yacht. We each had our own cabin, and the boat featured a large salon and a comfortable-sized head.

As it turned out, all three students were women, making it an all-female crew for the week.

Our first day was devoted to getting to know one another, settling into the yacht, and completing the boat and safety briefings. Jonathan treated us to lunch at a delightful coffee bar where Vanessa, the hostess, was incredibly friendly and welcoming. We would become regular customers throughout the week.

In the afternoon, the real learning began. Laurel introduced us to the parts of the yacht, taught us several essential knots, and prepared us for our first sail the following day.

The day finished around 5 p.m. We decided to create a boat “kitty” to cover provisions for the week. The supermarket was conveniently located only about 100 yards from the dock. After shopping, we all agreed that a swim was in order.

The swimming area was close by and absolutely wonderful. There was no sand—just a series of steps leading directly into the crystal-clear water. A long wooden bench provided the perfect place to leave our towels while we enjoyed our first swim in the Aegean.

It was the perfect ending to my first day as a sailing student in Greece.

Our next day started with a Greek coffee at Perel Coffee Shop, followed by Greek yogurt with fruit and honey—a great way to start the day. Laurel arrived at 9:00 a.m., and after updating her on our adventures, we began our morning theory session. She explained how a yacht moves with the wind, the various points of sail, and how to trim the sails. I am more of a hands-on type of person, so I listened, but I really wanted to get my hands on the yacht and put the theory into practice. I couldn't wait to go sailing. 

After a light lunch, we headed out onto the water. Laurel briefed us on leaving the dock and what would happen once we cleared the harbor. Off we went—life jackets on, sunscreen at the ready, and sailing gloves close by.

That first day is a bit of a blur. So much happened: hoisting the mainsail, taking the helm and steering the yacht, unfurling the genoa, and then suddenly the yacht heeled over! I wasn't expecting that, but we really started to move. It was magical—sailing with no engine, powered only by the wind. I had never realized how much power the wind possesses. We were moving quickly, and this big yacht sliced through the water as if it were the most natural thing in the world. This was where she belonged.

We spent the rest of the afternoon practicing sailing techniques: tacking, reaching, running, and gybing. We returned to the dock around 5:00 p.m. After four and a half hours on the water, I was exhausted. The only things I wanted were a swim, dinner, and my bunk—perhaps with a little studying before bed.

Day three started much the same way, only this time I had a frappé—an ice-cold coffee that was almost like a milkshake, but so much better than a strong Greek coffee. I think I had found my morning drink.

Today's sailing was similar, except that when we returned that evening, we would be taking our ASA 101 exam. We sailed all afternoon in a steady 4 Beaufort breeze, gusting to 5, according to Laurel. I learned how to reef the sails and about weather helm. Sailing is far more complicated than I had imagined. You need to be good at so many things; it truly is a lifelong pursuit. I was beginning to understand just how much experienced sailors have to learn to become proficient in this challenging sport.

I passed! I scored 98% on the exam. I was thrilled—one certification down and one to go. The next level was more challenging: yacht systems, additional Rules of the Road, horn signals, and basic navigation. Ugh!

The following day settled into much the same routine. I had no problem with that; it was comforting to know what to expect. Laurel is an excellent teacher. She is compassionate, understanding, and allows you to progress at your own pace. Even so, this next level was proving to be a little more difficult.

Then Laurel announced that we would be sailing to a different bay and spending the night at anchor before returning the next day. I was so excited—a real sailing trip at last!

We sailed to Perdika Bay, a lovely spot with fish tavernas lining the waterfront and a charming harbor. After arriving, we anchored in the bay and took the dinghy ashore to explore. We agreed to meet later for dinner at a fish taverna that Laurel knew.

The food was incredible: fresh snapper, grilled octopus, and a genuine Greek salad—not the version usually served to tourists. As the sun set over the harbor and the fishing boats gently rocked at their moorings, I found myself reflecting on everything I had learned in just a few days. What had begun as a bucket-list adventure was becoming something much more meaningful. I was no longer simply visiting Greece and learning to sail; I was beginning to feel like a sailor.

The sail back was an interesting experience. Laurel explained that they do not teach sailing directly downwind on a 180-degree course. Instead, they prefer students learn to sail downwind angles and master safe gybing techniques. Her reasoning was simple: for beginners, sailing dead downwind can be dangerous. There are too many things to monitor at once—the wind, sea state, steering, sail trim—and then there is the heat. When sailing directly downwind, there is very little apparent wind to cool you off.

By contrast, sailing on a broad reach is easier, faster, cooler, and often gets you to your destination just as quickly, if not faster, than sailing dead downwind. As a result, we became very proficient at gybing a 36-foot yacht, and it was a lot of fun.

Eventually, we returned to the dock, but school was not out yet. We headed back to the coffee shop for drinks and a review session. We discussed what we had done during the day, how we had handled ourselves, and what we thought we could improve upon. It was a very productive session—although I must admit that a couple of glasses of Greek wine certainly helped the conversation along.

We finished around 7:00 that evening and returned to the yacht for showers before heading out for dinner.

As they say, it was now just "a day and a wake-up" before the end of the course. We all had ferries back to Athens at different times on Saturday. I had decided to stay an extra day in my Airbnb because I simply couldn't leave the island without saying a proper goodbye. I already had the feeling that this was a place I would return to one day.

So we spent the last day sailing.

We met at Perel, our usual base. By now Vanessa felt like one of the crew. She already had our coffees ready, and all she had to do was ask what we wanted for breakfast. I still miss her.

Laurel arrived at 9:00 a.m. and gave us two options: review the ASA 103 material in the morning and sail afterward, or go sailing first and complete the review in the afternoon. I looked outside and noticed there was almost no wind. When I asked when it would start blowing, Laurel explained that the southerly breeze would fill in around noon and that the afternoon should provide good sailing conditions.

So we spent the morning reviewing the course material and headed out around noon. At first, the wind was a comfortable 2–3 Beaufort, making for pleasant and relaxed sailing.

Well, let me tell you—that didn't last long.

Within half an hour, the wind had built to a solid 5 Beaufort, gusting to 6. It was the perfect way to finish the week. Everything I had learned over the previous days suddenly came into play. We reefed the sails—mainsail first, then the genoa. Once everything was under control, Laurel had us steer upwind so we could experience driving a yacht in stronger conditions.

We rotated through the helm. Brenda took over first, steering confidently as we powered along on a reach. The yacht accelerated and really came alive. Finally, it was Suzie's turn, and she handled the downwind gybes like a seasoned sailor.

What a way to end a wonderful week.

That evening, Laurel took us out for a farewell dinner. We laughed and talked about how nervous we had all been at the beginning of the course. The food was incredible. We ate at Taverna Spillada, a traditional Greek taverna with character, history, and some of the best food I had enjoyed during my stay.

Then Saturday arrived.

First came coffee, of course. Then the exams.

Needless to say, I passed again, this time with a score of 97%.

This entire experience has been an eye-opener. It was only my second trip outside the United States, and by far the best. Laurel is an incredible instructor, and the school clearly knows what it is doing. Their focus is simple: they teach sailing—and they teach it properly.

There are no shortcuts here.

Before booking, I researched sailing schools extensively. While there are many excellent schools in the United States, I also found plenty that seemed willing to sign people off as quickly as possible. For the cost of an airfare and the course fee, it was actually cheaper for me to travel to Greece and learn to sail than it would have been to do the same course at home.

Go figure.

I would strongly recommend this school to anyone considering learning to sail. Laurel, Jonathan, and Liam run a professional operation that combines high standards, excellent instruction, and a genuine passion for helping people become confident sailors.

I arrived in Greece hoping to tick a bucket-list item off my list. I left with new skills, new friends, and a deeper appreciation for both sailing and the Greek islands. More importantly, I left knowing that this would not be my last visit. Some places simply feel like home, and for me, Poros had become one of them.

Spring Mile Builder Across the Aegean

Every spring, when the weather begins to warm and the Aegean comes back to life after winter, our sailing school launches one of our most exciting adventures of the year — the Spring Mile Builder.

This year’s voyage promises to be a memorable one. The crew will set sail aboard a 55-foot offshore yacht, one of the largest vessels many sailors will have the opportunity to experience. For students looking to gain sea miles, expand their skills, and experience true offshore passages, this kind of trip offers something that classroom sailing simply cannot.

Our journey begins at the school’s base on Poros, a beautiful island just a short ferry ride from Athens and the perfect gateway to the Greek islands.

Crossing the Aegean

On May 2, the yacht will depart Poros and make its way toward Kea, the first stepping stone of the voyage. From there, the crew will prepare for one of the most exciting legs of the trip — the passage through the famous Cavo Doro Passage.

Located between Euboea and Andros, Cavo Doro is well known among sailors for its strong winds and lively seas. It is a stretch of water that commands respect and provides a true offshore sailing experience.

In early May the winds are often light and southerly, which can make for an enjoyable passage. But like all great sailing waters, the conditions can change quickly, and the crew must be ready for anything.

A Stop at Psara

After crossing the open Aegean, the yacht’s first island stop will be Psara.

Psara is a small and remote island with fewer than 500 year-round residents. Life here still revolves around the sea. The fishermen of Psara are famous for supplying Athens with some of the finest lobsters in Greece, caught in the rocky seabeds surrounding the island.

For visiting sailors, the island offers a rare glimpse into a quieter and more traditional Greece, far from the crowds and resorts found in more tourist-heavy destinations.

The Maritime Heritage of Chios

From Psara the voyage continues east to Chios and its historic harbor, Chios Town.

Chios has a long and proud maritime tradition. For centuries the island has produced shipowners, captains, and shipbuilders who played a major role in the development of the Greek shipping industry. Many of these families built elegant summer residences on the island, some dating back to the early 1800s.

Walking through the town offers a fascinating connection to Greece’s deep relationship with the sea.

Tinos – Faith and Tradition

From Chios the yacht will sail south to Tinos, one of the most important religious centers in Greece.

Pilgrims travel from across the country to visit the island’s famous churches and venerated icons. Even for visitors who are not religious, the architecture, history, and atmosphere of devotion are remarkable to experience.

The Return to Poros

After exploring Tinos, the crew will begin the journey back across the Aegean, eventually returning to our home base on Poros.

For those on board, the trip will be more than just a sailing holiday. Mile builders offer a rare chance to experience offshore sailing, stand night watches, navigate real passages, and develop the kind of seamanship that only comes from time at sea.

Along the way there will be quiet anchorages, remote islands, challenging passages, and the unforgettable beauty of the Greek Aegean.

For sailors looking to build experience and explore beyond the usual cruising routes, adventures like this are what sailing is all about.

 My experience sailing with Athens Sailing School for Women for a week.

I just finished an incredible week with the Women’s Sailing program at Athens Sailing Academy, and I can’t recommend it enough! If you’ve ever wanted to learn to sail or simply experience an empowering, adventure-filled week on the water, this is the perfect way to do it.

The program is led by supportive, highly skilled female instructors who make you feel confident from day one—whether you’re a total beginner or already have some experience. We sailed beautiful Jeanneau yachts, explored stunning Greek waters, learned real hands-on sailing skills, and had plenty of time to relax, swim, and enjoy the islands.

It’s the perfect mix of luxury, adventure, learning, and camaraderie. If you’re looking for a unique, unforgettable trip that builds both competence and confidence, I absolutely recommend joining one of their Women’s Sailing weeks in 2026!

If you want more info, I’m happy to share my experience—and they’re offering early booking spots now.

My week at the Athens Sailing Academy Women's Sailing Week.

Beginner course ASA 101+ASA103

 Day 1 — “I don’t speak Sail yet.”

Arrived at the marina feeling half tourist, half adventurer. The boats were lined up like elegant sea horses waiting to be chosen. We met our instructor,  Laurel, who is calm, confident, sun-browned, and clearly someone who trusts the ocean more than land. Morning was classroom basics: wind direction, sail trim, points of sail, and safety. I learned there is an actual correct way to coil a rope and that “boom” is not just a sound effect — it’s a thing you dodge to avoid swimming unexpectedly.

Afternoon: our first sail. I steered! (Badly.) I trimmed the jib! (Eventually.) We practiced tacking until my brain translated “pull that line!” into action without panic. Finished tired, salty, and thrilled.

Day 2 — The Wind Talks, I Attempt to Listen

More theory: right-of-way rules, sailing terminology, and weather reading. There are so many words for wind angles. Why? Who invented this?  On the water, it clicked a bit. I learned to “feel” the sail instead of staring at Laurel for clues. Practiced figure-8 crew-overboard drill — we saved the fender so many times it should start paying us rent. My first good tack. Laurel actually nodded. That nod meant everything.

Day 3 — Reefing, Trimming, and Confidence Rising

Today: reefing practice, points of sail review, heaving-to, and docking drills. The wheel and I are becoming friends instead of frenemies. I know who is steering whom. We got real wind in the afternoon. Learning to flatten the sail, ease the main, and not scream when the boat heels. Spoiler: leaning = normal. Laurel said, “Trust the keel.” I’m trying. My stomach is also trying. I can now coil lines neatly. My pride is disproportionate.

Day 4 — Charting, Navigation & the First Real Sail

Chart work! Bearings, buoys, compass headings. I plotted a course on paper like an ancient navigator with modern anxiety. We sailed out farther today. Saw dolphins. The Aegean sparkled like it was showing off. I trimmed sails without being asked — twice. Practiced anchoring and learned that dropping anchor is easy; retrieving it gracefully is another story. Slept like a rock. Dreamed of wind shifts. Woke up excited.

Day 5 — Exam Day (and My Brain Sails Too)

Written test in the morning: sailing theory, safety, rules of the road. I passed! (Note: reading the night before while smelling sunscreen counts as studying.) Afternoon: practical test. Docking without drama, controlled tacks and jibes, person-overboard recovery. My hands shook at first, but then — muscle memory kicked in. Laurel smiled. I think I saw her truly relax for the first time.

 

Day 6 — A Mini Passage

Final big sail — a “student-led” journey. We planned the route, checked the weather, and prepped the boat. Sailing into open water felt like graduation day with the wind. We took turns at the helm and sheets. Confidence felt natural today — boat and body moving together. Ate lunch at anchor in a turquoise cove. Swam. Laughed. Didn’t want to come back.  This is what sailing feels like: freedom, quiet power, teamwork, confidence.

Day 7 — A Sailor Now

Last breakfast on Poros. Boats rocked gently as if waving goodbye. We signed our ASA logbooks, took group photos, and promised to all meet again “somewhere out there on the sea.” I arrived as a guest. I left a sailor.  I know how to read the wind, trim sails, navigate with charts, handle emergencies, and trust the ocean — and myself. Sailing didn’t just teach me skills.  It gave me a new part of my identity.

ASA-certified, sun-kissed, salty-haired, happily changed forever.

🌊 Why Greece Is the Best Place for Women Learning How to Sail

 

If you’ve ever dreamed of hoisting the sails, steering your own course, and feeling the freedom of the open sea, there’s no better place to start than Greece. With its crystal-clear waters, welcoming culture, and growing network of women’s sailing schools and retreats, Greece has become one of the best destinations in the world for female sailors—especially those learning for the first time.

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1. Ideal Conditions for Beginners

The Greek islands offer some of the most beginner-friendly sailing conditions on the planet. The Ionian Sea provides calm, predictable winds (the friendly maïstros) and sheltered bays perfect for practice. In the Saronic Gulf and Cyclades, new sailors can test their skills with slightly stronger breezes while still enjoying safe and sunny sailing days.

These conditions allow women learning how to sail in Greece to build confidence quickly—without the stress of rough seas or unpredictable weather.

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2. Supportive Sailing Culture & Safe Harbors

Greece’s seafaring tradition goes back thousands of years, and today’s sailors benefit from that heritage. Greek marinas and island ports are known for their hospitality, safety, and community spirit. Whether you’re docking in Lefkada or anchoring in Paros, you’ll find friendly locals and fellow sailors ready to offer advice or a helping hand.

For women traveling solo or in small groups, Greece provides an especially welcoming and secure environment for learning and adventure.

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3. Women-Led Sailing Schools & All-Female Flotillas

In recent years, a wave of women’s sailing courses and retreats has transformed Greece into a hub for female empowerment at sea. From all-female sailing holidays in the Ionian Islands to beginner courses led by certified female skippers, these programs are designed to teach sailing in a supportive, confidence-building setting.

Participants not only learn the fundamentals—navigation, anchoring, trimming sails—but also gain leadership skills, independence, and lifelong friendships.

💡 Popular options: women-only sailing retreats in Lefkada, Paros, and Corfu; beginner RYA courses with female instructors; and women’s flotilla holidays in the Saronic Gulf.

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4. Learning in Paradise

Let’s be honest—learning to sail is even more rewarding when your “classroom” looks like a postcard. Greece’s coastline is a dream: turquoise bays, whitewashed villages, and sunny anchorages around every corner.

Between lessons, you can swim in hidden coves, enjoy fresh seafood in a seaside taverna, or watch the sunset from your deck with a glass of local wine. It’s not just a sailing course—it’s a full-body, full-heart experience.

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5. Empowerment Through Adventure

Learning to sail in Greece isn’t just about mastering a skill—it’s about discovering your strength, independence, and sense of adventure. The sea teaches patience, confidence, and calm under pressure. For many women, it becomes a transformative journey—one that starts with a single tack and leads to a lifetime of self-assurance on and off the water.

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⚓ Why Women Love Learning to Sail in Greece

• Reliable weather & calm seas perfect for beginners

• Safe ports and welcoming sailing communities

• Women-only sailing holidays & courses

• Stunning scenery and island culture

• Empowering, confidence-building experiences

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✨ Set Sail for Your Own Adventure

If you’ve ever thought about learning to sail, there’s no better place—or time—than now. Greece offers the perfect blend of safety, sunshine, and sisterhood for women ready to embrace the sea and themselves.

Whether it’s your first sailing course or your next big adventure, Greece isn’t just the best place to learn how to sail—it’s the best place to fall in love with sailing.

 

SEPTEMBER MILE BUILDER TO THE DODECANESE ISLANDS.

 Mile Building Week – September 2025

Each year, our sailing school organizes mile building weeks for students. These weeks allow students to log valuable sea miles while also experiencing the realities of offshore sailing. Passages are designed between islands that are beyond the reach of typical charter routes, ranging from 70 to 120 nautical miles. Crews learn to stand night watches, sail in stronger winds and seas, and develop confidence in handling offshore passages.

For this September’s mile builder, the plan was a round trip of more than 450 nautical miles: from our base on Poros to the Dodecanese Islands and back.

Day 1 – A Delayed Start

September 13th arrived, but there was no yacht at our dock. We had chartered a Cyclades 51.5, due to arrive from Athens the previous day. Due to weather delays and earlier technical issues, it never made it on time. Instead, one of our instructors had to sail her down from Athens that morning.

This meant our planned departure was postponed until the following day. In the meantime, the crew slowly assembled on Poros and gathered at Perla Coffee Shop — a relaxed start that allowed everyone to get acquainted.

The crew was an interesting mix:

• Tom, a computer engineer
• Loren, a farmer from Virginia
• Marc, a microbrewer, also from Virginia, with his partner Christine, a lawyer
• Adrianna, another lawyer, from New York
• Laurel, our Head Women’s Instructor
• Jonathan, the yacht’s captain, a retired Royal Naval officer

By late afternoon the yacht finally arrived at our dock. Once the crew stowed their gear, Jonathan conducted a safety briefing and introduced everyone to the yacht’s systems. The outline for the next day’s departure was discussed, and with preparations complete, the crew had the evening free to explore Poros Island before the adventure began.

 

Day 2 – Poros to Naxos

The crew was up early as we arrived with provisions. Everyone immediately pitched in, loading and stowing supplies with impressive efficiency. In just an hour and a half we were ready to leave the dock.

Our first passage was ambitious — around 120 miles, with an expected arrival sometime early the next morning. The crew would soon learn one of sailing’s golden rules: there is no such thing as an ETA at sea.

By 10:30 a.m. we were under sail, heading toward the island of St. George, roughly the halfway point between the Saronic Gulf and the Cyclades. Conditions were favorable: a steady 15 knots on the beam, giving us easy reaching conditions. Forecasts, however, warned of stiffer breezes ahead — 20–25 knots with seas of 2–3 meters once we entered the Cyclades. Fortunately, the wind would be mostly on the beam or slightly abaft, making for fast and manageable sailing.

The crew quickly settled into rhythm, steering confidently and trimming sails as needed. Jonathan, our captain, rotated helm duties among the crew, assessing their skills. All proved competent, and with bigger seas ahead, it was clear they would improve rapidly.

By early afternoon we passed St. George’s Island, where conditions began to change. At 13:00 we entered the Cyclades, and the wind freshened immediately — gusts over 20 knots, seas beginning to build. Time for the first reef and a smaller headsail. The crew executed the sail change smoothly, and the yacht powered on, making 9 knots in comfort.

By late afternoon, we rounded the southern tip of Kythnos. Seasickness began to set in, first among the women, then a few of the men. To their credit, no one complained — all stood their watches, determined to push through.

With seas rising and daylight waning, Jonathan challenged the crew to consider their options. Sailing demands flexibility: the skipper must balance weather, crew condition, and destination. It was 17:00, with about three hours of light left. The next 40–50 miles promised more of the same — high winds and heavy seas on a broad to beam reach.

The crew discussed possible harbors:

·         St. Stephen’s Bay (Kythnos) – 35 miles to windward, a tough beat.

·         Finiakas (Siros) – 45 miles east, a close reach in cross seas.

·         Lividia (Serifos) – 45 miles south, a night approach with following seas.

·         Paros – 45 miles south-southeast, beam to broad reach, manageable seas, and a well-lit ferry harbor.

After weighing the options, the crew reached a sound decision: sail on to Paros, aiming for a 21:00–22:00 arrival. The harbor offered shelter, good lighting, and easy entry, with ferries providing useful navigation aids.

Jonathan approved. With reefed sails and a clear plan, we pressed on into the night.

Night Sailing and Arrival in Paros

Sailing at night requires a different set of skills. The first is preserving your night vision. At the helm, you steer more by feel than by sight — listening to the wind in the rigging, the rush of water along the hull, and the rhythm of the waves. Wind direction generally holds steady, so maintaining course is relatively easy. The challenge comes from the darkness itself. Sailing into pitch blackness can be intimidating, and helming at night demands confidence and trust in your abilities.

Once land is in sight, navigation becomes easier. Identifying shore lights allows you to steer toward fixed bearings as you close on the port.

Marc took on the role of navigator for our entry into Paros. He quickly picked out the lights on Portes, two rocks that guard the harbor entrance, and then located the red and green harbor entrance lights. His only small miscalculation was distance — the light on Portes Rocks seemed forever distant, even though he had called it at eight miles. At 9 knots, those miles pass more quickly than expected, but even so, closing on a target in the dark can feel like it takes an eternity.

At 22:30, we finally dropped anchor in Paros harbor. The crew celebrated with a hearty pasta dinner and meat sauce, washed down with more than a few well-earned beers.

Day 3 – Milos

Arriving at a port in the dark means you never really grasp its beauty until the morning light. When the crew awoke in Paros, coffee in hand, the view gave that first cup an entirely new flavor.

The plan had been to go stern-to on the quay, allowing time ashore before departure. But with rough weather outside, the quay was already packed with catamarans and charter yachts. Instead, the crew loaded into the dinghy and went ashore while Jonathan remained onboard to tend to the yacht and review the next leg of the voyage.

Some maintenance was needed. The batteries had to be charged, but the generator failed to start. The engine, which had only been run for two and a half hours, had already lost an eighth of its oil — a worrying sign and something to monitor closely. The generator would have to wait for repairs at the next port.

Meanwhile, weather reports painted a grim picture further east. Winds in the Dodecanese were expected to rise above 40 knots, with seas building to 3–4 meters — conditions more suited to survival sailing than training. Jonathan made the call: instead of pressing east, we would head south and west toward Milos, about 50 miles away. The passage meant crossing an exposed stretch of water where 25–30 knots of wind and occasional 4-meter waves could be expected. But the angle — a broad reach at around 120° — promised fast sailing.

When the crew returned from town, Jonathan explained the decision. They welcomed it eagerly. A stop at the pharmacy had armed them with seasickness medication, and far from being discouraged by the previous day, they were excited to push on.

At noon we raised anchor and slipped out of Paros. Along the coast, Christine and Adrianna shared the helm in 20+ knots of breeze on the beam. With one reef in and 75% of the headsail out, they drove the yacht confidently at 8–9 knots.

By the time we rounded the southern tip of Paros, conditions sharpened. The waves grew larger, the wind stronger. The men took over the helm as we bore away onto a broad reach. Now we were running diagonally with the seas, catching surfs that pushed us into double-digit speeds — 10 knots steadily, with bursts of 12 knots as the yacht accelerated down the faces of the waves.

The transformation in the crew was remarkable. Seasickness had vanished, replaced by excitement and confidence. Sandwiches were being made below while others laughed at the helm, thrilled by the ride. Jonathan, watching from the cockpit, noted with pride: this was not the same crew from yesterday.

Approach to Milos

The approach to Milos from the east is never straightforward. Two smaller islands guard the entrance, leaving two possible routes. One option is to sail around the islands — the longer path, but it exposes the yacht to hours on a lee shore in heavy winds and steep beam seas. The other is to slip between the islands, through a gap barely 250 meters wide. In that passage the seas lie flat, sheltered by the land, but strong gusts funnel off the hillsides, testing both helm and sail trim.

The crew weighed the choices and voted for the more challenging but safer option — the narrow gap.

Tom took the helm first, steering steadily into the passage. Once lined up, he handed over to Marc, who guided the yacht through the flat but blustery channel with calm precision. The decision and its execution proved sound: the yacht slipped safely into the lee of Milos, the crew’s confidence growing with every mile.

 

Arrival in Milos

Once through the narrow gap between the islands, it was a straightforward reach toward the entrance of Milos harbor. Loren took the helm, steering confidently despite the challenging winds. Only later did we learn that he had sprained his wrist while steering through the heavy seas — a testament to his determination.

The approach to Milos harbor is long, leading into a wide bay with excellent marina facilities. By 18:30 we were Med-moored securely. When we checked the log, we realized we had covered 62 miles in just six and a half hours — an average speed of over 10 knots. Not bad at all for a crew on only their third day of heavy-wind sailing.

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Day 4 – Monevasia, The Peloponnese

Our stop in Milos proved especially meaningful for Loren, who is an avid student of Greek mythology. His great hero is Homer, and when he learned that the poet is believed to be buried on Milos, he was overjoyed. A visit to the site was a highlight of his trip. With Monevasia — another ancient site steeped in history — next on our route, he was eager for more.

The weather, however, remained unsettled. The Meltemi was still blowing hard, with 25–30 knots of wind and seas running 2–3 meters. Jonathan made the prudent call: rather than pressing further east toward the Dodecanese, it was time to turn westward, begin the homeward journey, and take a day’s rest at Monemvasia.

The passage was about 80 miles, due west from Milos. We departed at 08:00, heading out through the straits. Conditions were much the same as the previous day — strong winds and lively seas — but by now the crew was accustomed to it, rotating comfortably with 45 minutes each at the helm. With one reef in and 75% of the headsail set, the yacht charged along steadily at 8–9 knots.

By mid-afternoon, the gusts began to ease. At 15:00 we were sailing under clear skies with a steady 20 knots of wind. We rolled out the rest of the headsail and held our speed, enjoying some of the best sailing of the trip.

It wasn’t until the final 20 miles that conditions changed again. The wind dropped to 15 knots, though the sea remained confused and lumpy. The yacht pounded into steep “pothole” waves — sharp, two-meter crests with no backs, dropping the hull hard into the troughs with a loud crash. With boat speed bleeding off, we eventually started the engine for the last two hours.

At 18:30 we tied up safely in Monevasia harbor. Despite the final motor, we had covered 83 miles in 10 hours — impressive progress, and clear evidence of how far the crew had come in just a few days at sea.

Day – 5

Today is a rest day and a chance for the crew to explore the ancient city of Monevasia.

Founded in the sixth century, and thus one of the oldest continually-inhabited fortified towns in Europe, the town is the site of a once-powerful medieval fortress, and was at one point one of the most important commercial centres in the Eastern Mediterranean. The town's walls and many Byzantine churches remain as testaments to the town's history.

Day 6 – From Monemvasia to Sampatiki

The crew woke abruptly to the yacht dragging anchor in Monemvasia harbor. The holding there is notoriously poor — soft sand and weed make it difficult for any anchor to bite properly. The culprit, of course, was the return of the Meltemi. After a day of calm sunshine, the wind had returned overnight. Sheltered inside the harbor, we hadn’t felt it while asleep, but by dawn the breeze had built, and suddenly our anchor was dragging.

We had two options: go back out and relay the anchor, or run a spring line further up the dock to hold us off. We chose the latter, giving us time for breakfast, planning, and preparing the yacht for departure.

The day’s goal was Leonidion, birthplace of King Leonidas of Sparta, hero of the stand at Thermopylae in 300 BC. The challenge was the weather: the first 4–5 hours would be hard upwind sailing until we reached the shelter of the northern Peloponnese. There, the winds would ease and, hopefully, the seas as well.

We set two reefs in the main and only 50% of the headsail. Outside the lee of Monemvasia, the Meltemi struck in full force: 25–30 knots with big seas running. Our first tack wasn’t a making tack — we had to hold off from falling too far below the rhumb line before turning onto the better tack northward. After eight miles we had only slipped half a mile down, so we tacked and settled onto the making tack.

It was hard steering. Helmsmen had to thread the yacht between the waves, avoiding the biggest crests. For three hours we held course, and by the time we tacked again, Monemvasia was far astern. Gradually, the winds eased as we sailed out of the grip of the Meltemi. The seas, however, remained large, slowing us down even as our boat speed fell.

By late afternoon, with 20 miles still to run, we turned on the engine and motorsailed north at 7 knots. Leonidion came into view, but the sight was discouraging — yachts in the harbor were rocking and rolling violently in the surge. It was clearly not a place to spend the night in comfort.

Jonathan, not satisfied, suggested an alternative: Sampatiki, a tiny harbor just 20 minutes further north. With only one tavern, one church, and about 100 residents, it was as quiet as Leonidion was exposed. Thanks to a generous EU harbor grant, it was also beautifully sheltered.

That evening turned into one of the most memorable of the trip. The tavern served fresh snapper, grouper, octopus, and more. The crew feasted for four hours, washed down with wine, laughter, and stories. The bill for seven people came to just €190 — almost unbelievable for such a banquet.

Day 7 – Homeward Bound

The final day was meant to be an easy hop — just 30 miles back to Poros. After what the crew had already endured, it seemed straightforward. Instead, it turned out to be one of the most challenging legs of the trip. What should have been 30 miles became 52 miles sailed, with 11 hours on the water.

We slipped out of Sampatiki at 08:30 and set a course across to Spetsai Island on a close reach. Winds were gusting 15–20 knots with a light sea running. It was only 12 miles, yet helming suddenly became a struggle. Somehow, after six days of improving skills, everyone seemed to forget the basics. Four hours later we were just approaching Spetsai, with the wind freshening to 20–25 knots — now right on the nose.

Threading our way between the islands made the beat even trickier. The crew continued rotating helmsmen every 45 minutes, but what one gained on the helm, the next often gave away. Tacking up Hydra Channel normally takes 2–3 tacks. For us, it took six. At last we reached the Teslavina Cut, leaving only six miles to home.

As often happens, once through the cut the wind began to die. The final stretch was motorsailed. But just when it seemed the challenges were over, the mainsail halyard failed — the cover stripped from the core, which slipped through the jammer and jammed itself high inside the mast. After much effort, the crew had no choice but to cut the halyard to get the mainsail down. It was not the ending we had hoped for.

Finally, at 19:00, we Med-moored back at our home port. A long, frustrating day, but one that left plenty of stories to tell. Jonathan, ever the good captain, took the crew ashore, placed two bottles of rum on the table, and declared: “These will go bad if not finished in the next two hours.” Spirits rose quickly, and the trip ended on a fittingly cheerful note.

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Summary

This was, at its heart, a true mile builder. The goal was to give the crew experience of offshore sailing in all conditions: strong winds, rough seas, night sailing, and harbor entries under pressure. That goal was more than achieved.

What began as a group of strangers — aged 35 to 67, from professions as diverse as farmer, computer engineer, brewer, and lawyer — ended as a cohesive, capable crew. They respected one another, looked after each other, and shared the hardships with good humor. They obeyed safety rules, stood their watches, cooked and cared for each other, passed around seasickness medicine, and learned to sail a big yacht with skill.

By the end of the week, they had sailed more than 450 miles, steered confidently in heavy weather, trimmed sails for speed, navigated challenging passages, and gained both miles and memories that will last a lifetime.

Our school runs Mile Builders twice a year, in spring and fall. If you’re ready to challenge yourself, learn offshore sailing in earnest, and be part of a great crew, we’d be delighted to welcome you aboard for the next one

LEARN TO SAIL IN GREECE WITH ATHENS SAILING ACADEMY

 LEARN TO SAIL IN GREECE WITH ATHENS SAILING ACADEMY

 

Greece is recognised as one of the most ancient regions on Earth. Millennia ago, early civilisations thrived in this remarkable country. Greece has a longer coastline than the entire continental United States. Notably, this nation could fit within the state of Texas. There is no disputing that the Aegean Sea, with its myriad islands and charming villages, is among the finest cruising grounds worldwide. It is a veritable paradise for sailors.

  The Athens Sailing Academy stands as the oldest ASA-affiliated sailing school in Europe. We have educated hundreds of students, facilitating their journey toward achieving their sailing aspirations. Greece offers an exceptional learning environment, with favourable summer weather, temperate seas, and numerous opportunities for exploration after sailing. The local cuisine is esteemed for its exceptional flavour and health benefits.

  Our institution is situated on Poros Island, conveniently located close to Athens and easily accessible via fast ferry from the port of Piraeus. The island is a cosmopolitan island with many excellent restaurants, lots of local shops with local products. The island has had a history of connection with the sea. It is the home of the Greek Naval Officers training academy, that was founded in 1760. Its importance as a yacht base and its vibrant fishing fleet keep the waterfront busy.

We operate primarily within the Saronic Gulf and the Cyclades Islands, both of which present excellent sailing conditions. Weather conditions may vary, generally ranging from a gentle force 3 to a more invigorating force 6; however, sea and wave conditions are typically calm. The region benefits from abundant sunshine, with water temperatures remaining pleasantly warm during the mid-summer months, eliminating the necessity for fleece or wet-weather gear.

 

SAILING SCHOOL CERTIFICATIONS

  The Athens Sailing Academy offers a range of opportunities for novice and experienced sailors alike to enhance their sailing skills. Our unique programs are structured as week-long trips, available in both private and group formats.

  We proudly feature a dedicated “Women’s Only Sailing School,” led by Captain Laurel Seaborn, a Canadian with extensive sailing experience since the age of eight. Captain Seaborn has accumulated nautical knowledge aboard notable vessels, including the Interceptor from “Pirates of the Caribbean” (also known as Lady Washington) and the Surprise from “Master & Commander” (known as HMS Rose).

 Sailing School Class itinerary

 The curriculum includes weekly classes. The students live on the teaching yacht for the week, immersing themselves in life on board a sailing yacht. The instructor does not stay on the yacht, so students have an extra amount of privacy. The format for the week is to have theory instruction in the morning, about 2-3 hours, then enjoy lunch and to go sailing in the afternoon for about 4 hours. You normally will be back at the dock by 5-6pm.

 

We integrate all our courses. The “Yacht Crew” package, which encompasses basic keelboat and coastal cruising (ASA101/103), and, in alternate weeks, a “Skippers” package that covers bareboat cruising and navigation (ASA104/105) for those with more experience.

For our ASA104+015 courses, the instructor, at the end of the week, will take the students out for 2 days to local islands nearby, practicing the navigation skills they learnt in the classroom.

  For individuals who wish to engage in offshore sailing, the Academy conducts 'Mile-building' cruises. These 'mile-building' cruises are designed to provide students with the opportunity to sail to lesser-known Greek islands. Participants will undertake offshore passages of 100 nautical miles or more, where they will learn essential skills such as watchkeeping, night sailing, and living aboard a sailing yacht in open waters. This program serves as an excellent means to experience authentic sailing while practicing advanced navigation skills, allowing participants to explore islands that are often overlooked by tourists and experience a historically rich Greece.

All courses will occur aboard our fleet of Jeanneau yachts, which vary in length from 32 to 48 feet. We also provide advanced coastal certification (ASA106), and for those interested in multihull sailing, we offer (ASA114).

 A FULL-SERVICE SAILING SCHOOL

 The Athens Sailing Academy operates as a full-service institution. We maintain a diverse fleet of yachts, ranging from 33 to 55 feet, all of which are French-built Jeanneaus. These vessels are designed to accommodate families seeking a comfortable and enjoyable learning experience together.

 Couples may enrol in private courses for a duration of one week, which offers a personalised instructional environment and the flexibility to progress at their own pace. Families are also welcome to participate in private sailing classes, enabling parents and children, including teenagers, to sail while concurrently working toward their Skipper’s License.

Upon successful completion of the 'Bareboat Skipper's License,' we provide yachts for charter, allowing graduates to independently explore the Greek islands. Furthermore, we are pleased to offer discounted rates to all ASA members who choose to charter a yacht from our Academy.