Why book a Greek sailing holiday through Sail Connections?
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.
"Our Greece sailing trip was seamless from start to finish. The boat was immaculate, the route was breathtaking and Sail Connections were with us every step of the way."
– Amelia R, Christchurch
"I’ve chartered before, but never with this level of support. Robert and the team knew Greece inside out and gave honest advice I really valued."
– Tom W, Brisbane
Related FAQs
Can I combine mainland ports with islands in a Greek charter itinerary?
Absolutely. One of the unique joys of a Greece sailing holiday is the ability to combine vibrant mainland ports with serenef islands, all within a single itinerary. Whether departing from Athens or another major port, you’ll find island groups such as the Saronic Gulf, Cyclades and Ionian Islands within comfortable sailing range Continue Reading...
What are the sailing conditions like in Greece?
Sailing conditions in Greece are as diverse as the regions themselves, making it a destination suitable for all levels of experience from relaxed family cruising to more challenging passages for seasoned sailors. Continue Reading...
Which Greek islands are best for sailing holidays?
Greece offers several distinct island groups for sailing holidays, each with its own style, scenery and cultural charm. The best islands for your yacht charter depend on your experience level, interests and the time of year you're travelling. Continue Reading...
What are the costs associated with bareboat chartering in the Greek Islands?
The cost of a bareboat charter in the Greek Islands varies depending on several factors, including the season, yacht type and size, departure base, and availability at the time of booking. However, there are many ways to secure good value through discounts and flexible planning. Continue Reading...
What types of yachts are available for bareboat charter in Greece?
In Greece, bareboat charter options include a wide range of sailing yachts (monohulls) and catamarans, offering flexibility to suit different group sizes, budgets, and sailing preferences. Continue Reading...
How many experienced crew members are needed on a Greece bareboat charter?
For a bareboat charter in Greece, Greek maritime regulations require a minimum of two capable crew members: one licensed skipper and one competent co-skipper. Continue Reading...
What sailing qualifications are required for a bareboat charter in Greece?
To charter a bareboat in Greece, the designated skipper must hold a valid sailing licence that is officially recognised by the Greek Port Authorities. This typically includes an International Certificate of Competence (ICC) or a national equivalent Continue Reading...