Our Mediterranean sailing holidays

Experience the Med’s best beaches and exclusive moorings without another soul in sight. Our Mediterranean sailing holidays are a memorable way to relax on the coasts of some of the most beautiful parts of Europe. Spend your days sailing from cove to cove, jumping in for a swim whenever you’re so inclined, looking for turtles off the bow and eating, sunbathing and dozing on deck. From Croatia’s islands to the Greek Cyclades, the Aegean to the Adriatic, sailing in the Mediterranean gives you time to relax both on land and at sea. Let sunshine and a sea breeze orchestrate the holiday of a lifetime.

Our top Mediterranean sailing holidays

Sailing in Croatia

From €580 to €790
4 days ex flights
A multi-activity adventure sailing cruise in Croatia
Small group2026: 11 Aug, 14 Aug, 15 Aug, 17 Aug, 18 Aug, 21 Aug, 22 Aug, 24 Aug, 25 Aug, 28 Aug, 29 Aug, 31 Aug, 1 Sep, 4 Sep, 5 Sep, 7 Sep, 8 Sep, 11 Sep, 12 Sep, 14 Sep, 15 Sep, 18 Sep, 19 Sep, 21 Sep, 22 Sep, 25 Sep, 26 Sep, 27 Sep, 28 Sep, 29 Sep, 2 Oct, 3 Oct, 5 Oct, 6 Oct, 9 Oct, 10 Oct, 12 Oct, 13 Oct, 16 Oct, 17 Oct

Dubrovnik to Hvar sailing holiday

From €990
5 days ex flights
Active sailing adventure around Croatia
Small group2026: 14 Aug, 14 Sep

Greece sailing holiday for families

From £580 to £750
7 days ex flights
Sailing trip for families/friends in Greek islands
Small group2026: 30 Aug, 20 Sep, 2027: 2 May, 9 May, 16 May, 23 May, 30 May, 6 Jun, 13 Jun, 20 Jun, 27 Jun, 4 Jul, 11 Jul, 18 Jul, 25 Jul, 1 Aug, 8 Aug, 15 Aug, 22 Aug, 29 Aug, 5 Sep, 12 Sep, 19 Sep, 26 Sep, 3 Oct, 10 Oct, 17 Oct, 24 Oct

Sardinia and Corsica private yacht charter

From €18500 to €20000
7 days per yacht per week
Private luxury sailing in Sardinia and Corsica
Tailor made

Turquoise Coast luxury gulet cruise, Turkey

From £1392 to £1915
8 days ex flights
Luxury gulet cruise along Turkey's southern coast
Small group2026: 5 Sep, 12 Sep, 19 Sep, 2027: 22 May, 12 Jun, 19 Jun, 26 Jun, 3 Jul, 4 Sep, 11 Sep, 18 Sep

Amalfi Coast sailing holiday, Italy

From £1485 to £2354
7 days ex flights
Gorgeous beaches, ancient ruins & sumptuous fresh seafood
Small group2026: 15 Aug, 22 Aug, 29 Aug, 5 Sep, 12 Sep, 3 Oct, 2027: 15 May, 22 May, 29 May, 5 Jun, 19 Jun, 26 Jun, 3 Jul, 10 Jul, 17 Jul, 24 Jul, 31 Jul, 7 Aug, 14 Aug, 21 Aug, 28 Aug, 4 Sep, 11 Sep, 18 Sep, 25 Sep, 2 Oct

Ionian Islands sailing holiday in Greece

From £875 to £1095
8 days ex flights
Explore These Western Greek Islands on a Sailing Yacht
Small group2026: 16 Aug, 23 Aug, 30 Aug, 6 Sep, 13 Sep, 20 Sep, 27 Sep, 4 Oct, 11 Oct, 18 Oct, 25 Oct

Sailing holiday in the Ionian Sea

From £690 to £784
7 days ex flights
An unforgettable sailing adventure
Small group2026: 22 Aug, 5 Sep, 19 Sep

Freediving and sailing holiday in Greece

From £1250
7 days ex flights
Sail, freedive and explore the Ionian Sea
Small group2026: 18 Oct
Contact Us
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Highlights of our Mediterranean sailing holidays

Taking part or taking a break?

If you fancy a whole boat, a whole bay, or maybe even a whole island to yourself then we offer tailor made sailing trips. Charter a boat for you and your friends – it comes with a handy crew, of course. Alternatively, if you want to make friends and meet people, we also offer small group trips where you can bag your berth on board with just six or eight passengers. Want to learn the ropes? We offer participatory sailing trips where you become part of a crew, learn how to sail and helm the boat – great if you want a hands-on experience on board. Alternatively, choose to let the crew do the sailing, leaving you strictly on dolphin-spotting duty.

Greek island hopping

If there’s one country that’s made for sailing, it’s Greece, with its thousands of islands and long-established boating scene. Greece’s island groups make for interesting destinations – beaches, headlands and secret coves come thick and fast between the waves and you can head ashore for coastal walks or make a beeline for the nearest taverna to the port. Head to the Ionian for your first taste of life under sail, for calm waters and beautifully green islands. Alternatively, try the Cyclades to explore the shores of Santorini, Mykonos and Naxos without running into too many crowds.

Italy, Croatia & Turkey

From Sardinia to Turkey’s Turquoise Coast, our sailing holidays explore the Med from all sides and within all seas – sail into the Mediterranean’s Adriatic arm around Croatia, where the gorgeous Dalmatian Coast is the perfect place for island hopping and stopping at traditional konobas (eateries) along the way. Alternatively, head to Italy, where the Amalfi Coast plunges into the Tyrrhenian Sea and explore this scenic shoreline without running into its famous crowds of tourists at every turn.

Family sailing holidays

Up for a swashbuckling good time? Watching your kids gain their sea legs, grow in confidence in the water and even learn to man the helm for themselves is one of the pleasures of our family sailing holidays. Share the boat by booking into a couple of berths and join a couple of other like-minded families. A catamaran (twin-hulled boat) will give you and your family more space above and below deck. Alternatively, charter the whole boat for yourself – it comes with a crew – and that way you and your kids get to dictate the swimming spots (and who has to walk the plank).

Our Mediterranean sailing holidays reviews

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Daniel Ling02 Aug 2026
One of the best holidays we’ve had and we’ll definitely be doing it again. We had the most amazing time and our captain Panos was truly brilliant.read more
Eve Brewster26 Jul 2026
It was fantastic- we would recommend without hesitation. We are a family of four with two teenage boys and we all had an amazing time.read more
Jo Boothroyd26 Jul 2026
We especially loved mooring overnight in a quieter beach and having great food in a restaurant there. Our teenagers loved the swimming, paddle boarding and snorkelling.read more
Leina Bryson20 Jul 2026
Absolutely gorgeous waters of the Adriatic Sea...Excellent.read more
Written by Eloise Barker
Photo credits: [Page banner: Karla Car] [Greece: Mirna Dalic]