Plan the perfect sailing holiday through island gems, warm winds, and unforgettable freedom.
With over 6,000 islands and endless sunshine, Greece is a sailor’s dream. From calm bays to vibrant harbours, a bareboat yacht charter gives you complete freedom to explore at your own pace — no fixed routes, no crowds, just clear waters and local charm.
Whether you’re an experienced skipper or planning your first charter, Sailing Around helps you choose the right boat, plan your route, and sail with confidence.
You set the pace. Sail for hours or anchor early and swim. You’re in control.
Saronic, Ionian, Cyclades, and more. Each region has its own charm.
Enjoy waterfront tavernas, local wine, and welcoming Greek hospitality.
Dine by the water, swim in turquoise bays, discover ancient ruins.
Warm, steady winds and long sunny days make for ideal sailing conditions.
Calm seas or a Meltemi-powered adventure — you choose.
I’m Ronen—a professional skipper and sailing holiday expert.
Not all charter boats are equal. Some look good online but disappoint on arrival. That’s why we take care of everything:
You don’t get a call centre — you get a real sailor who’s done this with his own family, year after year.
We’ll help you find the best yacht based on your experience, group size, and budget.
Ask us about early booking discounts and shoulder-season pricing.
Whether you are looking for adventure, tranquility, culture, or nightlife, each of these Greek sailing destinations offers something unique, promising an unforgettable experience on the water.
The best time to sail in Greece is from May to October, with May and September offering particularly lovely weather and fewer crowds.
Enjoy your sailing adventure!
The most popular sailing destinations in Greece are the Ionian Islands, Cyclades Islands, Dodecanese Islands, and Sporades Islands, each promising breathtaking views and unforgettable experiences.
You’ll surely find the perfect spot for your sailing adventure!
Setting sail on a Greek odyssey by chartering a yacht may cost as little as €2,000 weekly for bareboat charters in the off-peak season. During high demand periods, prices can soar to approximately €17,500 for opulent catamarans with additional charges that cover cleaning and crew services.
Seize the exhilarating experience of navigating through the breathtaking waters of Greece!
To have the best sailing holiday, choose a yacht that aligns with your preferences: go for a monohull if you crave performance, a catamaran for comfort and stability, or a luxury yacht for an opulent experience.
Enjoy the journey ahead!
To enjoy an amazing sailing holiday in Greece, it is essential to bring along lightweight attire and bathing suits as well as a jacket that can resist the wind. Remember to pack essentials such as sunblock and eyewear designed for sun protection.
Carrying your own first aid supplies and cash for engaging in activities specific to the local area will greatly improve your sailing experience!
Tell us where you want to go — or ask us where’s best.
We’ll help you find the perfect yacht, create a route that fits your style, and take the stress out of planning.
Let’s make your sailing holiday in Greece smooth, safe, and unforgettable.– Book a free consultation with Ronen today.
