Sailing cruises

Is there a better feeling than clipping through the waves with the sun on your face? Or watching stars come out over the Aegean Sea with a glass of champagne?

Sailing holidays don’t have to be an intimidating tangle of ropes, nautical jargon, and sea monsters – not with Intrepid. Whether you’re a fresh-faced novice or an old salt with callouses on both hands, we’ve got a sailing trip to suit you. Be as involved as you like. Help navigate, tack, and steer; or simply kick back on deck with a copy of Moby Dick and let the world float by. These are small groups on small boats, but with big adventures.

Our sailing cruises

Sailing Adventures, the Intrepid Travel way.

Where you can go sailing

Why choose us

Experienced skippers

Our skippers have years of experience sailing the high seas. There’s no one better to show you the ropes (literally).

Best of both worlds

These sailing vacations aren’t confined to the ocean blue. There’s plenty of time scheduled on land to see the sights and check out the local culture.

Safety first, always

Our yachts are well looked after and regularly maintained and on day one, the captain will also conduct a safety demonstration.

No experience needed

If you'd like to pick up some sailing skills, your skipper can show you how. If not, just relax, kick back on deck and soak up some ocean breezes.

Sustainable travel

We strive to use travel as a force for good. That’s why we choose to give back to the communities we visit, carbon offset all our trips and take our social and environmental responsibilities seriously. We’ve been officially certified as the world’s largest travel B Corp, which means when you choose Intrepid Travel, you can rest assured you’re travelling to improve the planet.

Sailing highlights

Palm tree lined beach in Thailand
Explore the unforgettable islands of Thailand

From the famous landscapes of Phang Nga Bay to the pristine beaches of Koh Phi Phi (and all of the remarkable islands in between), a sailing adventure through southern Thailand promises to produce some of your favourite travel memories ever. Relax on golden sand, take a dip in sparkling turquoise waters, and cast your eyes upon natural wonders you’ve only ever seen photos of. 

A cruise boat in the Galapagos Islands, Ecuador
Island hop your way through the Galapagos

There are some destinations in this world that were made for sailing and the Galapagos Islands is one of them. Whether you want to spend your time spotting the islands’ diverse array of wildlife (think spiky marine iguanas and giant turtles) or simply relax on the boat with a drink in hand as the Pacific Ocean goes by, a boat tour around the Galapagos is sure to be one for the highlight reel. 

Buildings and boats in the harbour at Naples
Get lost in the magic of Italy’s coast

Sailing your way down the Italian coast is guaranteed to be a unique adventure you’ll never forget thanks to a variety of stops featuring pastel villages clinging onto rugged cliffsides, scattered ancient ruins from a lost empire, and tantalisingly blue waters you want to get lost in. From wandering through olive groves to laying out on pebbled beaches, cruise the sparkling Mediterranean at your leisure. 

The island of Mljet in Croatia
Sail the Adriatic Sea around Croatia

On a trip to Europe, Croatia is a must-see but when figuring out how best to explore this Mediterranean country, sailing is the way to go. Whether you want to wander through medieval towns, lose yourself in sparkling blue waters, explore unvisited treasures or indulge in this epic country’s traditional cuisine, you’ll be in utter paradise from the minute to step foot onto your own private yacht – all aboard! 

Our sailing yachts

Yacht on the water in Europe
Europe sailing yachts

When it comes to sailing in Europe, we like to go classic. A single-hulled, 50-foot yacht gives you a taste of traditional Mediterranean sailing, not to mention it looks pretty spiffy in pictures too. A typical Intrepid vessel may come with three twin/double cabins, as well as a couple of single berths. You’ll have a recreation lounge, kitchen, three shared bathrooms and plenty of deck space for lazing around and looking fabulous.

Deck of yacht in Asia
Asia sailing yachts

When it comes to sailing in Asia, catamarans are the way to go. They’re smooth, comfortable, and nimble enough to reach those out-of-the-way cays and little island inlets. The twin hull means there’s plenty of space to stretch out –perfect for those balmy evenings and lazy afternoons. Most of the catamarans in our fleet have four twin/double cabins, three shared bathrooms, a galley (that’s nautical talk for kitchen) and a small living area. There’s even kayaks and paddleboards for those that want to get a little active (and bean bags on deck for those that don’t!)

Reviews

4.8 out of 5 based on 546 reviews submitted.
Reviews are from travellers who have completed their trip and want to share their experience. We show all reviews, but may remove any that include profanity or inappropriate content, are unrelated to the trip or reveal personal details.

Filter by rating

Croatia Sailing Adventure: Split to Dubrovnik

Kim · Traveled August 2024
I would recommend this trip for anyone that wants to experience the freedom and peace of being on a beautiful boat sailing around the Croatian Islands......and the swimming locations cannot be explained, they have to be seen and experienced to believe!
Review submitted 23 Aug 2024

Greece Sailing Adventure: Cyclades Islands

Linda · Traveled August 2024
This is a really amazing trip. It allows you to explore a variety of different islands, experience 10 days on a yacht, sailing, swimming, seeing dolphins & learning about the many islands you visit. A really worthwhile & memorable trip!
Review submitted 23 Aug 2024

Greece Sailing Adventure: Cyclades Islands

Claire · Traveled August 2024
You will lounge on the deck of a yacht in blue skies in a bikini..but you will still need to get up and get your own drink and food and clean after yourself as is only right! This was a wonderful trip. Lovely islands and ocean. Clear turquoise waters flickering with the silver scales of fish will catch your eye. The skipper- we luckily had the superior Fotis- is extremely competent and passionately in love with the sea and his spirits are powered by the wind. He is very patient and even smiled at the various attempts at humour and banter amongst our European group. I learned to trust Fotis for my vegetarian meal choices and they were so good that I now need to learn how to cook them at home. Very hard to return to Ireland at end of trip. Bring headphones to play white noise to sleep to..
Review submitted 22 Aug 2024

Greece Sailing Adventure: Cyclades Islands

Evelyn · Traveled August 2024
This was an amazing trip. Being on the water is a great way to get away from it all and unwind. Our skipper, Fotis, was diligent and ran a tight ship. We had several days of great sailing with good winds. We also had the opportunity to help out, as deck hands. I’d highly recommend this trip, it’s a great way to explore the Cyclades and get local knowledge along the way.
Review submitted 21 Aug 2024

Greece Sailing Adventure: Cyclades Islands

Abigael · Traveled August 2024
I would highly recommend this sailing trip around the Greek Cyclades. It was relaxing , fun and informative. Everything was taken care of for us. It was an amazing way to travel around the islands as you are sailing in the water everyday between the islands and visiting a range of islands to get an overview of the culture and life here. I would recommend going when it is warm enough to w joying swimming off the boat and at the various beaches. Thanks Fotis and Intrepid for providing this amazing trip for us to enjoy !!! ☀️ 🌊 ⛵
Review submitted 21 Aug 2024

Frequently asked questions

Get inspired on The Good Times