Looking to charter a sailing yacht in Greece this season? We’ve vetted the top options—focusing on real sailing performance, strong crew, comfort, and smart layouts that work for families, couples, or groups. These are yachts that deliver more than just looks—they offer adventure, relaxation, and a true connection to the sea.
From high-performance builds to luxurious cruisers with soul, here are our top 10 favorite crewed sailing yacht options in Greece right now.
10. NADAMAS (78 ft)
Onboard NADAMAS at MEDYS Yacht Show in Nafplion 2025.
I am as much onboard for my own pleasure as I am for client research. NADAMAS is a sailor’s dream. New, high-tech, high-performance, luxe, and a surprisingly big master cabin for her size – she is really incredible value.
NADAMAS is a 2022-built Y8 built by the German Shipyard YYachts. She’s got a composite hull and composite superstructure and comfortably cruises at 9 knots, reaching a maximum speed of 12 knots. When the Meltemi blows? Sails up, engines off, no fuel consumption—just fly.
This is for those who want to sail the Greek islands by wind, without sacrificing luxury, comfort, or good food. Comes with a crew of three.
9. ARKTOS (113 ft)
This impressive charter yacht is a 113 f00t sailboat renowned for its exceptional features and layout. Built by Basimakopoulos Shipyard in Koilada, Greece, in 2004, ARKTOS is a great vessel for both the Greek summer and winter seasons. A comprehensive refit in 2018 ensures that the yacht maintains its high standards of comfort and style.
Featuring a well-planned layout, ARKTOS comprises 5 cozy cabins, accommodating a maximum of 11 guests. Whether exploring the open seas or lounging onboard, ARKTOS offers an unforgettable sailing experience for all who step aboard.
ARKTOS comes with a good selection of water toys such as water skis for both kids and adults, a wakeboard, a kneeboard, paddleboards, kayaks, and snorkeling gear.
8. AIZU (99 ft)
Onboard AIZU, a 99ft Trehard sailing yacht built in 2023, and she’s a solid pick for guests who actually want to sail—not just sit back on a floating hotel.
She’s a proper sailing yacht: cutter-rigged, responsive, and made to move. The crew of four are real sailors—enthusiastic, hands-on, and clearly proud of the boat. You don’t need any sailing experience to enjoy it, but if you want to learn or get involved, they’ll welcome it.
The interior is bright, modern, and more spacious than you’d expect. There’s also a lifting keel, which means better access to shallow bays, and she handles Greek weather well—comfortable even when the wind picks up.
She’s well suited for active charters—sailing, hiking, paddleboarding. If you want a sailing holiday that actually feels like sailing, AIZU delivers.
7. SIR WINSTON CHURCHILL (134 ft)
Built in 1966 for the English Navy Cadets, SIR WINSTON CHURCHILL is a true piece of sailing history—and one of the most beloved yachts in the world.
Stepping onboard feels like entering a floating maritime museum. She’s beautifully preserved, with a crew that’s been with her for 17 years—caring for her with real pride and passion.
She’s not just for show either—SIR WINSTON CHURCHILL is a decorated racing yacht, with many awards to her name.
The captain tells me guests often return decades later, remembering when they first sailed her as kids. This is sailing nostalgia at its finest.
Oh, and she still draws big names—Maroon 5 are among her past guests.
6. NOMAD IV (100 ft)
NOMAD IV is a carbon fibre sailing machine—built for serious speed and performance, but without compromising comfort. At 100 feet, she’s among the fastest yachts of her size.
She accommodates 12 guests in 5 cabins: one master, two doubles, one twin, and a unique quad cabin with two large doubles and two singles—ideal for a group or large family. All cabins have en-suites and A/C.
The cockpit is huge, with two dining tables that each seat 12—perfect for big charter groups. There’s also plenty of space to lounge and sunbathe. Inside, the deck saloon offers 360° views in a sleek, modern layout.
Water toys? Fully loaded: diving and fishing gear, kayaks, water-skis, snorkeling, windsurfing—you name it.
5. LIFE IS GOOD (147 ft)
At 147 feet, LIFE IS GOOD is one of the few sailing yachts out there offering both a jacuzzi and a jet ski. She’s big, well-equipped, and made for fun on the water.
With 7 cabins, she comfortably sleeps 14 guests—ideal for large families or groups. The layout is spacious and easy to enjoy.
Toys? Fully loaded: swim platform, wakeboard, kneeboard, kids’ and adult water-skis, SeaBob, wave runner, kayaks, SUPs, floating mats, and snorkel gear.
After a sell-out first charter season and rave reviews, availability is already tight again this year.
4. FANCY (107 ft)
FANCY is a 107ft Nautor Swan, brand new in 2023, and designed by German Frers and Lucio Micheletti. She’s got the sailing performance you’d expect from a Swan, paired with sleek, contemporary styling and a crew of 5 who deliver standout service.
We’ve heard nothing but great feedback about FANCY.
She sleeps 8 in 4 cabins and feels surprisingly spacious. There’s real attention to detail—from the alfresco dining setup to the full Starlink 5G WiFi, Apple TV, AirPlay, PlayStation, and a sound system that works beautifully inside and out.
Toys include a windsurfer, wakeboard, paddleboard, snorkel and fishing gear—enough to keep things lively between sails.
3. ARESTEAS (167 ft)
Spa, Sauna, Gym, Jacuzzi, AND Jet Skis – This Yacht Ticks all the Boxes!!
Aresteas is one of the most luxurious sailing yachts out there. With a wood hull and Teak deck, this 167.32-foot superyacht has the most advanced features that a sailing yacht can offer to entertain guests. It can accommodate up to 12 guests in its 6 extravagant cabins all featuring air conditioning and en suite facilities. Aresteas has a huge master cabin on its main deck. There are two identical VIP cabins on the lower decks. The lower decks also have a double and two twin cabins with Pullman beds.
You know a Yacht oozes luxury when it has an onboard spa and sauna facility. It also has a gym and shower facility. The upper deck lounge leads directly to the flybridge and Jacuzzi.
Its tenders and water toys include a Zar Boat 57 Welldeck, 150 HP Yamaha Engine, and a Zar Boat ZF2, 50 HP Yamaha Engine, jetskis, diving jets, scuba gear, and fishing gear.
2. ALMYRA II (131 ft)
Stepping onboard ALMYRA II is a truly beautiful experience, especially for a sailor like myself.
She is a very high-class sailing yacht in perfect condition, with royalty-worthy service. She offers the perfect combination of champagne sailing and performance. I would dare go as far as to say she is the Rolls-Royce of sailboats.
ALMYRA II is also an accomplished sailing yacht – a prizewinner in the 2023 St. Barths Bucket.
The interior is above and beyond with custom-made art by Danae Stratou. The cabins are themed after natural elements: fire, wood, water, gold, and earth.
To give you an idea of the care for detail, the pillow cases get embroidered with each guest’s initials and are gifted at the end.
She is also fully equipped with SCUBA gear and a TIWAL inflatable sailing dinghy for guests to learn how to sail in a very safe, easy, and fun way.
Perfect for the Aegean, she is not intimidated by the Meltemi at all. The 200-kilo spinnaker says something about her size!
1. BARACUDA VALLETTA (164 ft)
We don’t say this lightly—BARACUDA VALLETTA is our favorite sailing yacht for charter in Greece right now.
She’s fast, elegant, and truly unforgettable. The sailing is powerful and exhilarating—real adrenaline sailing—but balanced by an ultra-calming interior: white-on-white, minimalist, with a high-end Scandinavian–Japanese feel. Pure quiet luxury.
Captain Evangelos is a star—calm, charismatic, and deeply respected by his long-standing crew. Deckhand Ramen, from Belfast, is the heart of the experience. He plays Irish folk music, hosts live sessions under the stars, and creates real magic with “Titanic moments” on the bow—often joined by dolphins.
Our own broker Daniel Asmus recently chartered her and came back glowing: “This is what sailing Greece is meant to feel like.”
Loaded with toys and two tenders, she’s fully geared for fun: Diving gear, wakeboard, water skis, tubes, SUPs, snorkeling and fishing equipment
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Daniel Asmus
Owner, Charter Broker, Active CYBA Member, IYBA, ECPY
+34 678 368 304
+1 (814) 564-5550

