Luxury sailing experience with

Luxury Sailing Experience with Captain George & Captain Theseus on “Annabella”

About Captain George & Naxos Sailing

Captain George Fragiskos, a living legend of Naxos sailing, has been guiding travelers across the Cyclades since 1982. With over 40 years of experience in bareboat and skippered yacht charters, George has built a reputation for providing professional service with a personal touch. Guests from all over the world have sailed with him aboard his luxury cruiser “Annabella,” experiencing unforgettable adventures, breathtaking landscapes, and the rich history of the Greek islands.
George’s knowledge of the Aegean waters, the islands’ secrets, and their local customs is unparalleled. Every cruise under his guidance combines safety, comfort, and the authentic magic of Greek island life — from charming villages and mysterious sea caves to historic monuments and timeless myths.

About Captain Theseus

Born into this seafaring legacy, Theseus grew up on the waters of Naxos, taking his first steps aboard a sailboat and learning the ropes from a young age. Since 2018, he has navigated the Cyclades professionally, commanding both sailboats and luxury catamarans on private weekly charters. Theseus has collaborated with Greece’s top yacht companies, delivering unforgettable luxury experiences to travelers seeking adventure, comfort, and authentic island culture.

Inspired by the legendary myths of Naxos — from the heroic journey of Theseus to the love story of Ariadne — every sailing trip becomes a voyage through history, myth, and natural beauty. Under Theseus’ guidance, guests explore hidden coves, turquoise lagoons, secret beaches, and ancient sites while enjoying the comfort and luxury of the forty-five-foot “Annabella.”

Your day at sea

Step aboard “Annabella” and experience the freedom of the Aegean like never before. Swim in crystalline waters, wander through quaint villages, or learn the art of sailing with hands-on guidance. Watch dolphins race alongside as the sun sparkles on the waves, and savor every moment as your journey unfolds.

Why sail with us

• Over 40 years of family and professional sailing experience

• Personalized private tours with expert guidance from Captain George and Captain Theseus
• Luxury, fully-equipped yacht for maximum comfort
• Insider knowledge of the Cyclades, history, and Greek mythology
• Hands-on sailing lessons, snorkeling, and exploration of hidden gems

Every detail aboard “Annabella” is designed to create lasting memories — from soft deck cushions to local wines, homemade delicacies, and seasonal fruits. With Captain George and Theseus, your journey is not just a cruise, but a legend, a story, and an unforgettable experience in the heart of the Cyclades.

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