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
Sailing in Croatia

Sailing in Croatia

A multi-activity adventure sailing cruise

From 580 4 Days ex flights
Luxury gulet cruise in the Aegean

Luxury gulet cruise in the Aegean

5 star services while cruising the Greek Islands in luxury

From £945 8 Days ex flights
Norway and Scottish Islands sailing vacation

Norway and Scottish Islands sailing vacation

Exploring the magnificent islands of Norway and Scotland

From £1799 14 Days ex flights
Learn to sail on a flotilla in Greece

Learn to sail on a flotilla in Greece

Learn to sail while enjoying an exciting flotilla vacation

From £3290 7 Days ex flights
Dubrovnik to Hvar sailing vacation

Dubrovnik to Hvar sailing vacation

Active sailing adventure around Croatian Islands

From 820 5 Days ex flights
Wildlife sailing holiday in Scotland

Wildlife sailing vacation in Scotland

Extraordinary wildlife above and below the waves

From £750 6 Days ex flights
Seychelles 7 day sailing cruise

Seychelles 7 day sailing cruise

Cruise the Seychelles on a beautiful wooden sailing ship

From £965 7 Days ex flights
Greek Island cruising vacation

Greek Island cruising vacation

Discover a side of Greece riddled with myth and magic.

From US $4050 8 Days ex flights
British Virgin Islands flotilla sailing holiday

British Virgin Islands flotilla sailing vacation

Sail around the stunning British Virgin Islands

From £1740 7 Days ex flights
Ionian flotilla sailing holiday in Greece

Ionian flotilla sailing vacation in Greece

Sail around the stunning Southern Ionian

From £986 7 Days ex flights
Photo credits: [Page banner: Bobby Burch] [intro photo: graywolf] [Amalfi Coast, Italy: xwildflowerx] [Turkey, Aegean: Joselu Blanco]
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