Adventures in the Aegean Sea - SF Bay Sailing Instructor Scott Paul's Summer Odyssey | Modern Sailing

Adventures in the Aegean Sea - SF Bay Sailing Instructor Scott Paul's Summer Odyssey

Four crew aboard Artemis_photo by Scott Paul, Mosaic Trips

August 18, 2026

When our instructors aren’t teaching on the Bay, they’re out exploring the world's most challenging and beautiful waters. This summer, Modern Sailing instructor Scott Paul and his partner Koala embarked on a 4-week, 20-island passage through Greece aboard Artemis, a Dufour 390GL.

Sailboats docked and anchored in the Aegean Sea, a photo of Scott Paul and his partner Koala standing in front of the Greek flag with ocean behind them

Navigating the famous northerly Meltemi winds, heavy crosswind Mediterranean moors, and fast open passages, Scott’s trip offers an incredible look at real-world blue water cruising, and proof of how seamlessly Bay Area sailing skills translate to international waters.

Below, Scott shares his full trip log, technical takeaways, and island highlights in his own words.

Images of Greek landscape dotted with houses and trees, a cutaway of a cliff inside the rocky shore, a restaurant with white stucco and roofs made of natural materials


"The Aegean Sea of Greece is the ultimate sailing destination for experienced Bay Area sailors, offering the wind, seas and waves that make our days on the water more ‘interesting’. The Cyclades and Dodecanese are known for the northerly Meltemi wind, strong but predictable, and mostly during July and August. We were challenged with open passages of wind drawn waves, and steady gusts accelerating around and over the islands. This isn’t a casual cruise, it’s a true sailing adventure, that calls for awareness, good judgment, and a steady mindset. Koala and I found ourselves drawn to the Aegean, and completed 520Nm in 4 weeks cruising. Winds to 32kn and seas to 8’, but often lower.

Nautical chart of the route the crew of Artemis took from Rhodes through the Dodecanese and Cyclades

We started out of Rhodes to avoid the Athens cruising fleet, as all of the charter boats start on a Saturday. We sailed west to Astypalaia and Santorini, and then back east to Ios, the Lesser Cyclades and Amorgos, always making our way north on brisk beam reaches. Lastly, we sledded back downwind from Samos to Patmos, Kalymnos and Symi, finishing in Rhodes. 20 islands in total.

A woman at the helm of a Dufour 390GL, two men at the stern of the sailboat with the blue ocean behind them

For our Aegean dream, our trusty steed was ‘Artemis’, a Dufour 390GL with an autopilot - as an extra hand, a roll reefing main - for ease reefing underway, a bow thruster - for crosswind docking, 70m of chain, a bimini and a bbq - for happy hour. Koala and I completed the full four weeks, but we added two crew at the start to ensure that we had our reefing and med mooring down pat, and other friends for the downwind sledding at the end.

Three crew sitting in the cockpit of sailboat while anchored in the Mediterranean

Although they were not as serious as I had imagined, we had some challenges. The winds are gusty and especially when approaching islands. One time we sailed 7.5kn in 32kn of wind, on 2m of storm jib only. We reefed when the winds sustained at 20-22kn or when Koala said “Can we reef?” the 3rd time. We reefed/unreefed often to protect the rigging and to make sure we could complete our voyage. When med mooring with the anchor, we found that our windlass could not let chain out fast enough to reliably steer when going astern, so we decided to drop a pile of chain and go.

A couple in the foreground with the sun setting behind them, landscape of white stucco homes spreading up a hillside, an image of a rocky shore with blue sky and water

If you go to the Aegean, go for the wind: 15-25 knots and more. Enjoy the fine sail trimming, powering up, powering down and managing through the acceleration zones around the islands. The Mediterranean moors will challenge in crosswinds, getting the anchor set in the right place and managing the wheel, the throttle, the bow thruster and perhaps the chain counter, all with two hands and while steaming in reverse.

Three photos: a man cooking fish outdoors, a spread of fresh fruit, cheeseboard and salad on the center cockpit table of a boat, arched walkway made of limestone

You will certainly enjoy the food and the wine, and sharing an Ouzo over ice with the Greek captains. Make sure to enjoy the history and natural beauty along the way, and don’t forget to sail naked and dance in the cockpit. Greek people are so friendly and willing to help, so learn a few Greek words and off you go!"

- Written by Capt. Scott Paul
Follow his adventures @mosaictrips on Instagram and Facebook

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  • Salesforce (Ashley H.)

    Our team at Salesforce did the Corporate Regatta Team Buidling activity (August 2026). What a blast!! HIghly recommend for your next team activity. It's fun to be out on the water, but the skippers also did a great job of teaching us all the sailing basics. The race is set up well so that we all had a chance to try out different roles. We did it with 11 people across two boats but having more boats is also doable and would lead to even more competition.

  • John Kipping

    The meeting room was quite adequate and the location most convenient, but the course outline and instruction were outstanding. Modern Sailing is fortunate to have such a well organized instructor in Mr. Stan Lander who teaches very well from a rich professional background. Mr. Lander was generous with his time and patiently in helping students who needed more attention or time in understanding various aspects of the curriculum.

  • Esther C

    I took ASA 101 with them recently. They have the best customer service I've ever seen! I mistyped my address when I signed up online so didn't receive the textbook. I called and the lady immediately sent me another copy! Everyone at the club is super friendly.

  • Steve Hood, Basic Coastal Cruising

    I would definitely recommend Modern Sailing to anyone who is interested in learning to sail the right way.

  • Andrew Goble, San Francisco

    It has been wonderful sailing with MSC over the years. Please extend my thanks to the owners, management, and staff for unrequited professionalism and high standards in a charter fleet. I have sailed with several in my years and none nearly hold a candle to the quality of business and staff at Modern Sailing.

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