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

How much does a sailing holiday in the Mediterranean cost?

The cost of a sailing holiday in the Mediterranean can vary widely Continue Reading...

Do I need a licence to charter a yacht in the Mediterranean?

Yes, if you're planning a bareboat charter (where you skipper the yacht yourself) Continue Reading...

With so many Mediterranean sailing holiday destinations, where do I begin to look?

It’s true—the Mediterranean is packed with incredible sailing options Continue Reading...

What are the benefits of booking a sailing holiday through a broker like Sail Connections?

Booking through a trusted yacht charter broker offers many advantages Continue Reading...

What sailing qualifications are required to bareboat charter in the Caribbean?

Most Caribbean destinations do not require a formal sailing licence to charter a bareboat. Continue Reading...

Am I responsible for damage to my chartered boat?

From time to time, damage can occur during a yacht charter. Continue Reading...

When should I book a charter boat in the Caribbean and Bahamas?

The best time to charter in the Caribbean and Bahamas is from December through July Continue Reading...

What do you recommend about boat chartering in the Caribbean?

Chartering a boat in the Caribbean is one of the most rewarding sailing experiences Continue Reading...

What are your favourite Mediterranean sailing spots?

When it comes to sailing in the Mediterranean, we're totally sold! Continue Reading...

When should I book a charter boat in the Mediterranean?

For the Mediterranean It’s best to book 6 to 12 months in advance. Continue Reading...