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Sailing Holidays

One of the best ways to see the thousands of beautiful miles of coastline around Britain and the rest of Europe has to be by boat.

A sailing holiday offers the relaxation and space of the open water combined with the chance to learn or improve your sailing skills and fall in love with life aboard a ship, yacht or sail boat.

To learn more about sailing, have a look at the International Sailing Federation and the RYA, both of which feature a wealth of information on this exciting activity.

Island hopping in Greece, discovering the delights and ancient sites of the Turkish Coast and chartering a yacht in the Hebrides and taking in Scotland's rugged scenery are just some of the great options for a spectacular sailing holiday.

Have a look at our selection of the best sailing holidays that you can reach without flying.

Cruising to the Cyclades, Greece

Cruising to the Cyclades, Greece

Relax aboard a luxurious 12-cabin Greek gulet as you spend two weeks soaking up the history and culture of over a dozen Aegean Islands including Kos, Santorini and Anafi.
£3,675 per person Sing supp £925

Featured Sailing Holidays

More Sailing Holidays

Kekova view on Gulet cruise

Cruising the Lycian Shore

An escorted gulet cruise on the turquoise coast exploring some of Turkey's greatest historical and archaeological sites. Travel behind the soaring Taurus Mountains and discover an extraordinary culture.

£3,695 per person Sing Supp £875

15 Days
Sat Aug 29 - Sat Sep 12, 2015
Sailing off the coast

Sailing and Walking: Knoydart, Skye & Small Isles, Scotland

Sailing on a traditional yacht, explore the islands and lochs which make the coastline of the west of Scotland so famous. From the remote peninsula of Knoydart to the Isles of Skye and Rum, hike to hidden vantage points and enjoy superb walks.

£1395 per person

7 days 6 nights
Various departures available from May to August
Croatian coast

Sailing Adventure Holiday from Dubrovnik to Split, Croatia

Discover secluded islands and deserted beaches, explore Korčula- the birth place of Marco Polo, wander the forested paradise of Mljet National Park, and connect with history at Diocletian's Palace in Split.

From 650.00 GBP

8 days
Various departures from May to October
Lovely Greece

Sailing Adventure Holiday from Mykonos to Santorini, Greece

Sail through the Cyclades in the Aegean Sea, from Mykonos to Santorini, stopping at smaller islands to relax on white sand beaches. Test your hand at sailing or just relax on the deck. Stroll through local villages & sample traditional food & wine.

From 664.00 GBP

8 days
Various departures from May to October
Cruising to the Cyclades, Greece

Cruising to the Cyclades, Greece

Relax aboard a luxurious 12-cabin Greek gulet as you spend two weeks soaking up the history and culture of over a dozen Aegean Islands including Kos, Santorini and Anafi.

£3,675 per person Sing supp £925

15 Days
Various departures from May

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