Top 10 sailing holidays
not just any old life on the ocean waves
1. Greek Aegean
When to go: May to September
Our top selling trip: Cyclades Islands sailing holiday, Greece
See all our trips: Sailing holidays in the Cyclades
Read more: Cyclades travel guide
2. Greater Clyde, Scotland
When to go: May to September
Our top selling trip: River Clyde Sailing Holiday
See all our trips: Sailing holidays in Scotland
Read more: Scotland travel guide
3. Amalfi Coast, Italy

When to go: May to September
Our top selling trip: Amalfi Coast sailing holiday, Italy
See all our trips: Amalfi coast holidays
Read more: Amalfi Coast travel guide
4. Aegean Sea, Greece
When to go: May to September
Our top selling trip: Greek Islands sailing holiday, Santorini to Mykonos
See all our trips: Sailing holidays in Greece
Read more: Greek Islands travel guide
5. Croatia
When to go: May to September
Our top selling trip: Croatia sailing holiday, Dubrovnik to Split
See all our trips: Sailing holidays in Croatia
Read more: Croatia travel guide
6. Spitsbergen, Arctic

Step on board a beautiful sailing boat for an Arctic adventure around the islands of the Svalbard archipelago in the far north of Norway. This is a sailing holiday to occupy all your senses with access to dramatic fjords, guided wildlife walks and on-board talks with polar experts – plus the ever-present chance of seeing a polar bear peek over the horizon.
When to go: May to July
Our top selling trip: Arctic sailing voyage in North Spitsbergen
See all our trips: Spitsbergen cruising holidays
Read more: Spitsbergen micro cruising travel guide
7. Hebrides, Scotland
When to go: May to August
Our top selling trip: Whisky and wildlife sailing holiday in Scotland
See all our trips: Sailing holidays in Scotland and Inner Hebrides holidays
Read more: Scotland travel guide
8. Ligurian Sea, Italy
When to go: May to September
Our top selling trip: Whale & dolphin research in Ligurian Sea, Italy
See all our trips: Marine conservation holidays
Read more: Marine conservation travel guide
9. Turquoise Coast, Turkey
When to go: July to August
Our top selling trip: Family sailing holiday in Turkey
See all our trips: Gulet cruising holidays and Family sailing holidays
Read more: Gulet cruising travel guide
10. Bay of Biscay, Spain
Wax your wooden leg and prep your eye patch: this isn’t just any old tall ship sailing trip, but a chance to sail between two famous pirate festivals on the English coast, with swashbuckling adventures in the Channel Islands in between. You’ll have a great crew on hand – both your fellow greenhorns and an experienced crew who’ll teach you the ropes, plus you get the chance to take hold of the ship’s wheel and climb the rigging.
When to go: mid-May
Our top selling trip: Tall ship sailing pirate festivals
See all our trips: Tall ship holidays
Read more: Tall ship holidays travel guide
If you'd like to chat about sailing or need help finding a holiday to suit you we're very happy to help.
Rosy & team
01273 823 700
Arctic sailing voyages, North Spitsbergen
Spitsbergen tall-ship wildlife and natural history sailing
Cyclades sailing & walking holiday in Greece
Combine a sailing & hiking adventure around the Cyclades
Sailing holiday in the Aegean Sea
Unique sailing adventure off the beaten track in Greece
Dubrovnik to Hvar sailing holiday
Active sailing adventure around Croatian Islands
Skye and the Small Isles sailing holiday
Sail Scotland's Small Isles and visit spectacular Skye
Maldives private gulet cruise holiday
Cruise the Maldives island paradise by Turkish Gulet
Liveaboard diving and sailing holiday in Greece
Combine a sailing and diving adventure in the Greek islands
Wildlife sailing holiday in Scotland
Extraordinary wildlife above and below the waves
Greece sailing holiday for families
Sailing trip for families/friends in Greek islands