With so many options for chartering a yacht in Greece, it’s a big advantage when you work with someone who truly understands the region and the boats. At Sail Connections, we combine global expertise with a personal approach to ensure your Greece sailing holiday is effortless, enjoyable and unforgettable. Not only that'we have personally lived and worked delivering sailing holidays in the Greek islands.

Unbiased, Expert Advice

We are not tied to any single operator or fleet, which means we provide objective recommendations based solely on your needs. Whether you want a bareboat adventure or a fully crewed luxury charter, we guide you toward the best options without pressure or sales gimmicks.

Local Knowledge with Global Reach

Our team has sailed extensively in Greece and throughout the Mediterranean. We know the regional differences—from the breezy Cyclades to the calm Ionian—and advise on which areas are best suited to your group, sailing ability and timing. Plus, with access to seven global charter databases, we can match you with any quality boat in the country.

Personalised Charter Matching

We don’t just offer boats—we curate your sailing experience. From crew requirements and provisioning preferences to custom itineraries and transfer arrangements, we support you with every detail.

No Extra Cost, Just Extra Service

Booking through Sail Connections costs you no more than going direct, but you gain the benefit of personal service and decades of industry experience.

Trusted Operators, Vetted Boats

We only work with charter companies that meet our high standards for boat maintenance, safety and service.

Peace of Mind and Proven Track Record

With over 30 years in the yacht charter business, we’ve helped thousands of sailors discover the joy of a Greek island holiday by sea. From your initial enquiry to the moment you return the boat to base, we’re here to answer your questions and support your journey every step of the way.

Start planning your Greece sailing adventure with confidence—Sail Connections has the knowledge, network and passion to help you set sail the right way.