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Top 10 sailing vacations

Sail away on a small ship cruise or volunteer on a cetacean research vessel; whatever floats your boat we’ve got the sailing trip to suit. From classic Greek, Italian and Croatian coastlines to further afloat in Burma, Cuba, the Bahamas, and beyond, our top 10 sailing vacations are guaranteed to put the wind in your sails.

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Top 10 sailing vacations

not just any old life on the ocean waves

We only promote sailing vacations 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 - September
Our top selling trip: Cyclades Islands sailing vacation, Greece
See all our trips: Sailing vacations in the Cyclades
Read more: Cyclades travel guide

2. Mergui Archipelago, Myanmar

Sail alongside nomadic seafarers (the Moken), between out of reach anchorages and lush green volcanic slopes, as the untouched islands of Myanmar’s Mergui Archipelago (also known as Myeik) bring every exotic seafaring fantasy bounding to the bow. Zip via Zodiac in search of coral, waterfalls and Southeast Asia’s best kept secret beaches.

When to go: November - April
Our top selling trip: Burma sailing vacation, the Mergui Archipelago
See all our trips: Sailing vacations in Myanmar
Read more: Small ship cruising in Myanmar 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 – September
Our top selling trip: Amalfi Coast sailing vacation, Italy
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 - September
Our top selling trip: Greek Islands sailing vacation, Santorini to Mykonos
See all our trips: Sailing vacations 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 - September
Our top selling trip: Croatia sailing vacation, Dubrovnik to Split
See all our trips: Sailing vacations in Croatia
Read more: Croatia travel guide

6. Turkey, Aegean

Step on board a traditional luxury gulet for an Aegean adventure around the islands of Turkey and Greece. This is a sailing vacation to occupy all your senses with access to ancient sites, secluded coves and lesser-visited islands fusing wonderfully well with 5-star standards.

When to go: April - October
Our top selling trip: Luxury gulet cruise in the Aegean
See all our trips: Gulet cruising vacations in Turkey

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 - August
Our top selling trip: Whisky and wildlife sailing vacation in Scotland
See all our trips: Sailing vacations in Scotland and Inner Hebrides vacations
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 - September
Our top selling trip: Whale & dolphin research in Ligurian Sea, Italy
Read more: Marine conservation travel guide

9. Dodecanese Islands, Greece

Sailing between the Greek Dodecanese and the southwest of Turkey is an effortlessly calm experience. Waterfronts are lined with characterful tavernas offering opportunities to compare and contrast cultural cuisine before setting sail on a luxury gulet in search of yet more Aegean idylls.

When to go: April - September
Our top selling trip: Luxury gulet cruise in the Aegean
See all our trips: Gulet cruising vacations

10. Spitsbergen

A small sailing window allows for an Arctic expedition around Spitsbergen and once you're on board and skirting frozen fjords, glaciers and wild sweeping tundra, you'll be so glad you grabbed the opportunity and held that window open with both hands. Polar bears off the starboard bow captain!

When to go: mid-May - August
Our top selling trip: Arctic sailing voyages, Spitsbergen
Read more: Small ship cruises in Spitsbergen

Written by Chris Owen

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