Life on board
Simply let go – pure relaxation on your sailing boutique hotel.
More holiday is not possible!
Unique sailing experiences
Our sailing voyages capture the true beauty of life under sail, free from fixed routes, guided only by wind and weather. Here, the journey itself becomes the destination.
Aboard our elegant yachts, even those new to sailing cannot resist the special rhythm of life at sea. We sail whenever conditions allow, raising the sails again and again as the winds invite.
Whether you take the helm, join the crew in setting sail, or simply relax and let yourself be indulged, everything is possible, nothing is required.
Travel in style
A dream vacation at sea – CHRONOS and RHEA are among the 50 largest sailing yachts in the world and offer a sailing experience usually reserved for private luxury yachts. The relaxed yacht atmosphere, the comfort of air-conditioned cabins with spacious beds and private bathrooms, and the attentive service of a dedicated crew with a private chef ensure pure relaxation from the very first moment on board.
Your day begins after a refreshing swim with a generous breakfast buffet, followed by a light 2-course lunch. In the afternoon, coffee and cake await, before your evening concludes with a 3-course dinner prepared by our chef. The culinary highlight comes on the final evening with the Captain’s Dinner.
Swimming & Watersports
Go swimming or snorkeling from on board or explore the nearby coastline with a stand-up paddle board (or wave kayak). Banana boat, donut, water skiing or wakeboarding behind the dinghy… To each his own.
Pure nature
From the teak deck of our elegant, classic yachts, embrace the freedom of the open sea as the light dances across endless waves…
Marvel at sunrises and sunsets, dolphins and whales close alongside, and frigate birds gliding effortlessly above. Dive into crystal-clear waters above untouched reefs, walk barefoot on deserted beaches, and observe turtles and pelicans in tranquil anchorages – simple pleasures, made unforgettable.
Culture
Most of the cities were developed from the sea and can only be experienced in this special way on a sailing cruise. Individual or guided shore excursions/hikes offer a wide variety of cultural impressions, from Greek temples and picturesque towns to the reggae of the Caribbean.
In addition to our regular Sailing Yacht Journeys, you will also find exciting cultural themed trips here.
What our guests say
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Travelogue by Heinz-Dieter Heibach
Transit Cruise on the KAIRÓS: Portimão, Portugal – Valencia, Spain
Who would have thought it!!! When I saw my wife Barbara poring over a Sailing-Classics brochure with sparkling eyes in October 2025, I had no idea that we’d be booking a delivery cruise on the KAIRÓS just a short time later. But let’s take it one step at a time. For the two of us, as recreational sailors with our little ETAP 23iL, it was actually unimaginable that we’d ever get to sail on a large two-masted yacht and even lend a hand ourselves. After a last-minute informational meeting with Ms. Sturm at the Stuttgart sales office, we were certain: We were going to take on this voyage, and so we eagerly awaited the start of the trip in June 2026. For us, the focus was on sailing the KAIRÓS rather than just hopping from bay to bay. There were just ten days between the end of my own trip and our flight to Portugal. On that trip, I’d previously sailed solo from South Holland across the English Channel to southern Brittany, and then continued on with Barbara for a few more weeks in the Bay of Biscay. Days before her arrival, we were already tracking the KAIRÓS via Vesselfinder on her journey from the Azores to Portimão. The joyful anticipation grew.
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When we finally saw the KAIRÓS in person for the first time, we were really looking forward to checking in the next day.
Captain and Sailing-Classics CEO Seren Elgün warmly welcomed us—ten passengers—aboard along with his seven-member crew. The very next morning, after a brief stop for a swim near Portimão, we set off for what would be our last anchorage for the time being, near Faro. This gave the guests plenty of time to settle in on board and get familiar with the KAIRÓS. After all, the upcoming nonstop voyage to Valencia would be quite demanding during our first two days at sea.
Off the Strait of Gibraltar, winds of up to 47 kt from the east were forecast. Later, while tacking toward Tarifa, the anemometer even registered 50 kt. The boat, the crew, and, of course, the guests were put to the test. However, I thoroughly enjoyed steering the 153-metric-ton KAIROS close-hauled through waves up to 4 meters high. On our little ETAP, I had last sailed in the English Channel with a broad reach and winds of up to 32 kt. On that boat, you’re much closer to the elements. It was nothing like the majestic experience on the KAIROS. Together with Seren, I sailed through the Strait of Gibraltar on the third night. There was relatively little ship traffic, and Tangier at night, along with the Rock of Gibraltar, glowed almost mystically against the dark backdrop of the mountains behind them. After the hardships of the Atlantic, the conditions in the Mediterranean Sea the following day felt like sailing on a duck pond. We watched dolphins, as well as tuna and barracudas hunting; two sunfish (Mola mola) were drifting on the surface; and later, my personal highlight: a pod of six pilot whales, which I first noticed because of their loud songs. These extraordinary creatures accompanied us at a leisurely pace for about half an hour. Pure joy!
And then there were those sunsets at sea, time and time again. I love them!!! The crew took excellent care of us, even in the toughest conditions. The ship’s engineer found a quick solution to even the smallest problem, and the ship’s command—including the captain, first mate, and deckhand—always made everyone on board feel safe, not just the sailing novices among the guests! Over the remaining days, we cruised—with several stops for swimming in the middle of the open sea—all the way to Valencia, where, after 711 NM, we performed an anchoring maneuver under sail. Hats off! After one final night at anchor, there was a touch of melancholy in the air that last morning. At breakfast, everyone spoke in hushed tones. The crew prepared everything for our departure. Over the past seven days, we—crew and guests alike—had become a temporary unit! I’m very satisfied and happy that I was able to actively support the regular crew with ship handling and maneuvers. In particular, the watches with Captain Seren Elgün helped me improve my seamanship quite a bit, especially when it comes to handling a tall ship.
After tears had been shed—not just by the crew—as we said our goodbyes, we checked out and drove to the harbor with the second group. There, from the shore, Barbara and I gazed thoughtfully at “our” KAIRÓS for what would be our last time—for now.— July 8, 2026 Travelogue by Heinz-Dieter Heibach -
Introductory Sailing Trip in Malta
Ahoy, we'd love to come back.
On that morning of the third day, the waves were high and lashed with great force against the hull of the majestic Chronos. When I asked what wind force we were experiencing, Felix, the young and passionate captain, replied, “We’re at a 5.” It was a surreal scene: a constant up-and-down motion, clinging to any part that resembled a handhold, and the hot coffee, sitting steady on the breakfast table (thanks to the rubber mat).
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My partner and I spent three unforgettable days on the Chronos, filled with many such experiences. Although I'm naturally a bit of a worrier and have a deep respect for the vast ocean, we felt safe and comfortable the entire time. Not least because of the professional crew, who were very helpful, patient, and went out of their way to pamper the guests. We were also enchanted by the culinary journey aboard the ship, with its many delicacies. How the cook—always with a touch of humor on his lips, even in such cramped quarters—managed to cater to these 20 guests remains one of the great mysteries of seafaring.
You can look forward to a little adventure—whether it’s relaxing in the sun on deck, taking trips by motorboat to the most beautiful spots, watching the captain at work, or helping to hoist the big sails; a journey you won’t experience every day.
Ahoy, we'd love to come back.— Samuel and Elke on the Chronos, sailing around Malta in June '26 -
Every wish read from the eyes
5 stars +
The crew really read every wish from our eyes. The food was excellent... If I had to award stars for cuisine and service, it would be 5+. .. We had a lot of fun!!!
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Isabella after the Christmas and New Year's Eve cruise on the CHRONOS in the Grenadines— Isabella -
We enjoy our 5th trip
High praise
This is the fifth time we have enjoyed a trip with Sailing Classics, this time between the Greek islands. And in November we want to sail across the Atlantic with the Rhea. In Pieter we have met an outstanding captain who has given us a lot of pleasure. I would also like to praise the speaker Marc, who introduced us to Greek history with his immense knowledge and his engaging and humorous manner. I would also like to praise the entire team.
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Peter and Lore in October on the RHEA - Sailing & History in the southern Cyclades— Peter and Lore -
Loved every minute of it
Absolutely marvelous charter
It was an absolutely marvelous charter. Loved every minute of it. I have chartered boats a number of times, and I have never had such a friendly, positive, and accommodating captain and crew. And the food was superb.
Read the full review— David (USA) with family and friends after a private charter of KAIRÓS in Croatia July 2025
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