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 across the region, from historic towns to tranquil bays and vibrant island life.

Top Mediterranean Sailing Destinations

• Greece: With thousands of islands, predictable winds, and charming harbours, Greece offers endless itinerary options. The Cyclades, Ionian, and Saronic Gulf are perennial favourites for both bareboat and crewed charters.
• Croatia: Known for its medieval towns, national parks, and crystal-clear waters, Croatia’s Dalmatian Coast is ideal for relaxed sailing with short hops between islands like Hvar, Korčula, and Vis.
• Italy: From the Amalfi Coast’s dramatic cliffs to Sicily’s volcanic anchorages and Sardinia’s emerald coves, Italy offers sophisticated cruising paired with world-renowned cuisine and culture.
• Turkey: Sail the Turquoise Coast for a unique blend of Eastern and Western influences. The region offers excellent value, sheltered anchorages, and traditional gulet charters as well as modern yachts.
• Balearic Islands (Spain): Mallorca, Menorca, Ibiza, and Formentera offer lively ports, stunning beaches and dependable summer weather. Perfect for a mix of sailing, relaxation and nightlife.
• South of France: The French Riviera from Marseille to Monaco, provides chic marinas, classic Mediterranean villages and a touch of glamour.
• Montenegro: A rising star in Mediterranean sailing, Montenegro’s Bay of Kotor rivals fjords in beauty, with new marinas and easy access from Croatia.
• Malta: Centrally located, Malta is a compact destination rich in history, offering a mix of cultural exploration and scenic cruising routes.
• Corsica: France’s mountainous island in the west Med offers rugged landscapes, remote beaches and charming towns ideal for adventurous sailors.
• Costa Brava (Spain): Less crowded than southern Spanish coasts, this region boasts dramatic scenery, historic villages and a strong sailing infrastructure.

Expert Help to Navigate Your Options

With so many options, choosing where to sail in the Mediterranean can be overwhelming. That’s where our 30+ years of experience come in. At Sail Connections, we match you with the ideal yacht, itinerary, and operator—always tailored to your group’s preferences and sailing ability. Whether you are planning a bareboat escape, skippered trip or fully-crewed luxury charter, we're here to help.

Start planning your sailing holiday today—talk to our experienced team for unbiased advice and the best yacht options across the Mediterranean.

Related FAQs

Do I need a sailing qualifications to bareboat charter in the Caribbean?

In most of the Caribbean, you do not need a formal sailing qualification such as an ICC (International Certificate of Competence) or RYA certificate in order to take a bareboat charter. What you do need is to demonstrate sufficient sailing experience and practical knowledge to the charter operator Continue Reading...

Are one-way sailing charters a good option in the Mediterranean?

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...

Can Sail Connections match prices I see on other charter websites for the Mediterranean?

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...

Should I choose a bareboat, skippered, or fully crewed charter in the Mediterranean?

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...

How do I book a yacht charter?

Booking a yacht charter with Sail Connections is a simple yet personalised process. Our aim is to match you with the perfect sailing experience for your group of holidaymakers. Continue Reading...

What happens if there’s a problem with the boat during our trip?

Problems on a charter are rare, but should something go wrong, rest assured you're not on your own. At Sail Connections, we only work with established, reputable operators who maintain their fleets to high standards. Continue Reading...

What are some less well known Mediterranean sailing destinations worth exploring?

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...

Is the Mediterranean suitable for families taking their first sailing holiday?

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...

What are the differences between catamaran and monohull for Mediterranean sailing?

The choice between chartering a catamaran or a monohull comes down to what kind of sailing experience you are looking for. Continue Reading...

Can you help plan my Mediterranean sailing holiday itinerary?

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...