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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  • David Dolenc, Member

    I love sailing in the San Francisco Bay and greatly appreciate everything that MSC has to offer, the classes, clinics, club sails, racing and charters. I enjoy our supportive sailing community and use every opportunity to spend time on the water. After obtaining the certifications from MSC I did my first charter in Croatia in 2022 with my family. It was amazing and we’re looking forward to returning soon!

  • John Boynton

    The class was terrific. I know you must get many compliments about your sailing instructors...But I must tell you that Robert is outstanding. Having taught SCUBA, I really appreciate the way he is so sensitive to all on board, dealing with each so well, knowing quickly their strengths and weaknesses making each feel special and cared for.

  • Sara Jane G.

    I've taken two classes at MSS&C and was very happy with the program. This is also a great club with lots of opportunities for camaraderie and practice on the water. The boats in the fleet are fantastic and kept in tip-top shape. I highly recommend for all sailors and would-be sailors!

  • Trudy Flores

    Captain Jeff Cathers is really cool. I had such a great time on the Farallones Day Trip. It was actually my very best day of 2020. Thank you so much for coordinating the trip.

  • 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.

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