Sailing holidays

Sailing holidays, whether flotilla, villa flotilla with a crew or just you, are a perfect way to relax and have an adventure on the open sea. On this page you'll find responsible sailing holidays suitable for complete beginners looking to learn how to sail to more experienced sailors, children and adults alike.

We have 46 Sailing holidays

search for Sailing holidays...

our best selling Sailing holidays

Flotilla holidays in Greece, Ionian Sea A popular yachting destinations, from £1059 - £1789 (14 nights) inc UK flights 1 review	Private charter Gulet cruising holiday Charter a Turkish Gulet from €5950 - €8050 (8 days) ex flights	Sailing holiday in the Aegean Sea Uninhabited islands in a 6 person boat from €514 - €570 (7 days) ex flights 5 reviews	Sailing holiday in the Peloponnese, Greece Great sailing & unspoilt coastline, from £935 - £1679 (14 nights) inc UK flights
Sailing cruises in Norway Sail the magnificent North Norway, from NKr 9000 - NKr 14900 (8-9 days) ex flights 9 reviews	Sailing holiday in British Columbia, Canada Unique coastal adventures to discover the Inside Passage from CA $3025 (10 days) ex flights	Sailing holidays in Scotland Sail & walk on Scotland's west coast, from £435 - £1350 (2-10 days) ex flights 1 review	Learn to sail a yacht in Greece, The Ionian Sea Sail flotilla in the Southern Ionian, from £795 - £1895 (14 nights) inc UK flights. Watch a video 3 reviews
Family sailing holiday in the Cyclades, Greece Enjoy the beauty of the Greek islands, from £795 - £835 (8 days) inc UK flights 1 review	Sailing & conservation holiday in Greece A wildlife & sailing adventure, from €640 - €670 (7 days) ex flights 2 reviews	Sailing holiday in Greece, North Dodecanese cruise Take a week-long cruise through some of the most beautiful Greek islands from £1695 (8 days) ex flights	Sailing holiday in the Ionian Sea An unforgettable trip from €514 - €570 (7 days) ex flights 1 review
Flotilla holiday in the Peloponnese, Greece Sail & explore stunning coastlines, from £965 - £1679 (14 nights) inc UK flights	Family sailing cruise in Turkey Sail to Ephesus, capital of Roman Asia, along Turkey's coast from £1445 (8 days) ex flights	Family cruise in Scotland, lochs and canals Sail through sheltered sea lochs and the Crinan Canal from £520 (7 days) ex flights	Sailing short break, Scotland The finest scenery in the Scottish Highlands, from £435 - £459 (2-3 days) ex flights 1 review
Cultural sailing cruise in Turkey Sail to Ephesus, capital of Roman Asia, along Turkey's coast from £1745 (8 days) ex flights	Learn to sail in Greece, in a week Learn how to sail a yacht & have a flotilla experience from £549 - £1415 (7 nights) inc UK flights	Seychelles luxury hotel & spa resort, Banyan Tree Seychelles A rare taste of paradise for your Seychelles holiday from €4830 + tax per room per week	Wildlife sailing holiday in Scotland Learn to sail and look for marine mammals from £490 (7 days) ex flights
Family sailing holiday in Turkey The warm waters of southern Turkey from £845 - £890 (8 days) inc UK flights 2 reviews	Luxury resort in St Vincent and the Grenadines, Young Island Resort Idyllic remote island paradise from US $3200 - US $4292 per double room per week	Whale & dolphin research in Ligurian Sea, Italy Whale & dolphin conservation trip from €825 - €895 (7 days) ex flights 6 reviews	Sailing school in Croatia Elementary sailing course programme, from €630 (7 days) ex flights

See all 46 Sailing holidays

1000s of tours & places to stay

Holidays that are better for destinations & local people

Over 3500 unedited travellers' reviews