Top 10 sailing holidays


not just any old life on the ocean waves

We only promote sailing holidays that leave coastlines, marine life and island communities exactly as you found them and if you're searching for ideas, away from the wake of tourist cruise ships, right here is where you set sail. Ancient odysseys in the southeast Aegean; lochs and lighthouses in the Scottish Hebrides; and Caribbean coral cays in Cuba's Canarreos, our top 10 sailing trips will have you shipshape in an instant, so grab a sundowner, settle into your hammock and read on.

1. Greek Aegean


Clear blue skies juxtaposed against white painted windmills make sailing in Greece an absolutely legendary prospect. The Greek Cyclades, from Santorini to Syros, promise epic Aegean adventures packed with sensational sunsets, crystal clear coves and sand dusted seaside tavernas.

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


Join Captain Jock aboard his stylish sailing yacht ‘Yemaya’ to explore the magnificent River Clyde, and islands such as Arran and Bute. The days are kept free as a bird, so that you can walk, visit distilleries, tour castles and gardens, golf or kayak, returning for sundowners on deck in the evening before meals of locally caught seafood and meat from Scotland’s great ‘natural larder’. And do bring binoculars: on a typical six-day cruise you might encounter eagles, dolphins, seals, otters or basking sharks.

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


Italy's Amalfi Coast has long attracted sailors searching for shimmering shorelines around the islands of Capri, Procida and Ischia. Leave the glitz and glamour for the paparazzi as you sail into an infinite blue Bay of Naples before anchoring for limoncello aperitifs and freshly fried calamari at sunset.

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


Situated between Santorini and Mykonos, the Small Cyclades offer some superb sailing. The buzzing nightlife on the larger islands of Ios and Naxos combines with traditional tavernas and archeological sites on Amorgos to create a flexible and varied sailing itinerary.

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


Sailing around Croatia's Elaphiti Archipelago, as you make the voyage north from Dubrovnik to Split, puts a whole new perspective on the islands' pristine pine forests and salt water lakes. Discover the Dalmatian Coast where Mljet, Korcula, Hvar and Brac supply sublime scenic shelter for sailors.

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


Whisky galore and wildlife aplenty make Scotland's Hebrides a real joy, with the chance to set sail on a traditional tall ship about as atmospheric an experience as you could wish for. Explore sea lochs and open estuaries overlooked by castles and lighthouses on wild and woolly headlands.

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


The Ligurian Sea stretches from Tuscany to the French Riviera and provides a safe haven for fin whales, striped dolphins and numerous other marine mammals. Known as the Pelagos Sanctuary, this area offers outstanding opportunities for volunteers interested in sailing and watching cetaceans.

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


Families can explore Turkey’s idyllic Turquoise Coast on a traditional gulet on a trip designed for parents and kids (and grandparents too of course). Shore excursions range from gentle hikes to mud baths, ancient ruins and sandy beaches, while kids will love jumping off the side of the wooden gulet, and the thrill of sleeping on deck beneath the stars.

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




Hello.
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
Written by Chris Owen
Sailing in Croatia

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Arctic sailing voyages, North Spitsbergen

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Cyclades sailing & walking holiday in Greece

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From £726 7 Days ex flights
Sailing holiday in the Aegean Sea

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Dubrovnik to Hvar sailing holiday

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Skye and the Small Isles sailing holiday

Skye and the Small Isles sailing holiday

Sail Scotland's Small Isles and visit spectacular Skye

From £1520 9 Days ex flights
Maldives private gulet cruise holiday

Maldives private gulet cruise holiday

Cruise the Maldives island paradise by Turkish Gulet

From US $9899 8 Days ex flights
Liveaboard diving and sailing holiday in Greece

Liveaboard diving and sailing holiday in Greece

Combine a sailing and diving adventure in the Greek islands

From £730 7 Days ex flights
Wildlife sailing holiday in Scotland

Wildlife sailing holiday in Scotland

Extraordinary wildlife above and below the waves

From £1860 6 Days ex flights
Greece sailing holiday for families

Greece sailing holiday for families

Sailing trip for families/friends in Greek islands

From €5450 8 Days ex flights
Photo credits: [Page banner: Markos Mant] [intro photo: graywolf] [Amalfi Coast, Italy: xwildflowerx] [Spitsbergen, Arctic: Aqua-Firma]