Sailing over shimmering waters to destinations steeped in history and natural beauty—what more could you ask for in a boating holiday? From iconic ancient landmarks to pristine white sand beaches against an azure sea, charming villages brimming with culture and unforgettable culinary experiences, the Mediterranean has it all.
With such a diverse range of travel options, the Mediterranean caters to every sailing enthusiast. While Italy, Greece, and Croatia are perennial favorites, there’s so much more to explore in the Balearic Islands, Turkey, Malta, Montenegro, and the South of France. All of these stunning destinations are featured in our comprehensive guide to Mediterranean yacht charters.
With so many incredible destinations to choose from, selecting a charter boat in the Mediterranean can feel overwhelming. To ensure smooth sailing, it’s essential to work with an experienced and reputable boat operator. With over 30 years in the charter business, we’ve built a network of only the best operators—trusted partners who will provide exceptional care for you, our client. We’ll match you with the ideal yacht from a top operator, taking into account your budget, comfort preferences, and sailing experience.
Our team has spent considerable time sailing throughout the Mediterranean, personally reviewing boats and their management. This hands-on experience extends to the destinations themselves, offering us invaluable insights that we’re eager to share.
Experienced sailors will find bareboat sailing and boat handling straightforward in the Mediterranean. For those who prefer extra relaxation, adding a skipper is always an option. The skipper assumes responsibility for the boat and ensures you reach your desired destinations safely and on time.
Alternatively, you can opt for a fully-crewed yacht, complete with both a cook and skipper for the ultimate relaxation experience. Even seasoned sailors often choose a crew, which we select carefully in consultation with our operators. Your crew will handle all the details while also serving as local guides, sharing recommendations for must-see spots and activities along the way. They’ll help you immerse yourself in the culture and lifestyle of the places you visit.
When you enlist our help to organize your Mediterranean sailing charter (or one anywhere else), our services come at no extra cost to you.
One-way sailing charters can be a fantastic option in the Mediterranean, especially if looking to experience a greater variety of coastlines and cultures without retracing your route. By starting in one port and finishing in another, you avoid the need to sail back to your original base Continue reading...
Yes, Sail Connections can usually match and often improve on prices listed on large charter booking websites. We access the same global databases and work directly with all major operators across the Mediterranean or any destination. Continue reading...
Choosing between a bareboat, skippered, or fully crewed charter in the Mediterranean depends on your sailing qualifications, group preferences, and the type of holiday you want. Continue reading...
Beyond the well-patronised waters of Greece, Italy, and Croatia, the Mediterranean offers a host of hidden gems ideal for those seeking a more off-the-beaten-path yacht charter. Continue reading...
Yes, for the most part he Mediterranean is one of the best places in the world for a family-friendly sailing holiday — especially if it’s your first time. Continue reading...
The choice between chartering a catamaran or a monohull comes down to what kind of sailing experience you are looking for. Continue reading...
Absolutely. At Sail Connections, we're here to make your Mediterranean sailing holiday seamless from the moment you get in touch. With years of experience and in-depth knowledge of the region, Continue reading...
The Mediterranean is a dream sailing destination that offers a diverse mix of cultures, coastlines and cruising experiences. At Sail Connections, we help clients explore the most iconic and rewarding charter sailing areas Continue reading...
The cost of a sailing holiday in the Mediterranean can vary widely depending on several factors. These include the type of yacht, time of year, destination, charter duration, and level of service (bareboat, skippered, or fully crewed). Continue reading...
Yes. If you're planning a bareboat charter (where you skipper the yacht yourself), most Mediterranean countries require you to hold a valid sailing licence or certificate of competency. The requirements vary slightly by country, Continue reading...
It’s true. The Mediterranean is packed with incredible sailing options, each appealing in its own special way. From the history-rich coastlines of Greece and Italy to the stunning islands of Croatia and the turquoise bays of Turkey, you're spoiled for choice. Continue reading...
When it comes to sailing in the Mediterranean, we're totally sold! As seasoned sailors, we’ve spent years exploring these stunning coastlines, and a few favourite spots keep calling us back. Continue reading...
To get the best selection of yachts and dates in the Mediterranean — particularly during the busy summer months — it’s best to book 6 to 12 months in advance. The most popular boats in top destinations like Greece, Croatia, Italy, and the French Riviera are often reserved well ahead of time. Continue reading...
The Mediterranean sailing season generally runs from April to October, offering a variety of conditions to suit different preferences: Continue reading...
Step-by-step guide to current regulations for sailing between the British Virgin Islands and US Virgin Islands, and the US Virgin Islands and Spanish Virgin Islands.
Once home to over 40 bareboat charter yachts, the Bay of Islands stood proudly among the world’s sailing destinations. Kiwis and visitors alike could explore this subtropical paradise aboard locally managed fleets. Times have changed.
Your 2025 guide to getting to Tonga—international flights, Fiji to Vava‘u direct service, domestic Saab 340B airlink from Tongatapu and ferry option via Haʻapai.
Learn why many bareboat sailing itineraries found online can be misleading, and how first-hand advice makes all the difference.
When thinking about a sailing holiday, it’s natural to wonder whether to bring our modern gadgets along for the ride - or leave them behind entirely. Technology is so deeply woven into the fabric of our daily routines. So should we pack our tablets and smartphones or is a sailing charter the perfect opportunity to fully disconnect and reset?
One contact - every option - advice you can trust.
We will match any discount website offer on charter boat price, and still provide our customary high level of service.
Get in TouchEnquire about a charter...
For a personal proposal structured to meet your needs, with advice on all aspects of your sailing charter.