Is there a better feeling than clipping through the waves with the sun on your face? Diving into fish-filled marine worlds usually featured in David Attenborough documentaries? 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 at 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 sailing adventures, Intrepid style.

New Sailing trips in 2017

7 Days From $1,924

Set sail on amazing sailing expedition to one of the world’s best cruising destinations...

7 Days From $1,922

Visit Dry Tortugas National Park and the uninhabited Marquesas Islands on this unique...

15 Days From $4,595

Beginning in Phuket, sail around Burma's Myeik (Mergui) Archipelago in the Andaman Sea...

Where can you sail with Intrepid?


Why choose an Intrepid sailing trip?

Let our experienced skippers get you from port to port.

Experienced skippers 

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

See the best of your destination by land and by water.

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.

We make safety a priority on each of our sailing trips.

Safety first

We know safety is of utmost importance on the ocean. That’s why our yachts are top-of-the-line and range from brand new to (at most) five years old.

You don't need sailing experience to enjoy an Intrepid sailing tour.

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.

Our boats

Asia & the Caribbean

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 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. In Asia, kayaks and paddleboards for those that want to get a little active and bean bags on deck for those that don’t.


For Europe we like to go classic. A single-hulled, 50-foot yacht gives you a taste of traditional Mediterranean sailing, as well as looking pretty spiffy in any photos you post on Facebook (prepare to be the subject of much jealousy). 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.

Packing guide

Sailing trips are a little different to regular group tours. Obviously there’s a finite amount of space on the boat, so it’s best to leave the grand piano, pet llama and foldout four-person mattress at home. Same goes for bulky suitcases, ten pairs of shoes and the surfboard.

This isn’t designed to be a comprehensive packing list, but it’ll get you thinking like a real sailor.   

  • A medium-sized fabric bag that can be flattened or stored easily
  • A small day pack for shore excursions
  • Some flip flops or deck shoes that can get wet
  • Sunscreen, sunglasses and a hat
  • Seasickness tablets (just in case)
  • Swimmers (don’t worry about the snorkel and fins – we provide those)
  • Waterproof camera (for those sweet underwater shots)


We sail on modern monohull yachts in Europe and the Caribbean, and multihull catamarans in Thailand. The deck plan of the boats is available in your essential trip information.

You don’t have to lift a finger if you don’t want to (unless you need to turn the page of your novel or eat a grape). Or if you’d like to learn the ropes, that’s fine too. Your expert skipper can teach you everything you’d like to know.

There’s about a 30/70 split between land-based and water-based activities in Asia and the Caribbean. In Europe it’s more like 50/50. Much of this depends on the weather conditions. There are usually at least a few hours each day spent exploring ports, trekking the surrounding areas or relaxing on beaches. And, depending on location of course, the chance to wine and dine at the local hot spots.

These will vary from trip to trip - check your essential trip info for the specific details. Please note that due to sailing being a heavily weather-dependent activity, sometimes itineraries may have to change. We recommend an additional night at the beginning and end of the trip to ensure nobody misses any onward flights.

The maximum passenger capacity on our boats is: Burma 8, Phuket 14, Caribbean 8 and in Europe it ranges from 8 - 11 depending on the boat.

Check your essential trip info for specific details, but as a general rule most meals are included on trips in Thailan, Burma and the British Virgin Islands. In Europe and the Caribbean, we operate with a trip kitty, which everyone contributes to. This will cover some of your food and beverage costs. For other meals we’ll stop at a local port (we know all the good tavernas).

You are welcome to drink on board - in fact, nothing enhances a sunset more than a gin and tonic - but alcohol is BYO (bring your own) and red wine isn't permitted due to staining. So make sure you get what you need before departure. We sell some alcoholic drinks on board at local bar prices. Drinking water is free of charge.

The skipper will allocate rooms on arrival to the boat. Single travellers will be paired up with another passenger of the same sex, and this may mean sharing a double mattress or twin mattresses side by side.

This is our most common question. People are often hesitant about the idea of sharing a double mattress with another traveller of the same sex. Sailing boats tend to be very compact, and the close-quarters nature of this travel is part of the adventure. Sleeping quarters are designed to utilise the absolute minimum amount of space in order to keep the communal areas as big as possible. In practice, lots of passengers end up sleeping on deck, as it’s warm and there’s no air conditioning on a sailing boat.

Nope, sorry. Bathroom facilities are shared. Fresh and hot water is available for showers, and toilets are either electronic or hand pump.

Due the size of the boats and the nature of a sailing trip, there is very limited space for storing luggage. So make sure you pack light, and only bring fabric/canvas luggage, otherwise you might have to eat your dinner off your big heavy suitcase…


Our trips score an average of 4.83 out of 5 based on 36 reviews in the last year.

Burma (Myanmar) Sailing Adventure ex Phuket, March 2017

Mira Seidel

Sail Phuket to Ko Phi Phi, March 2017

Edith Nino

Key West & Dry Tortugas Sailing Adventure, March 2017

Raymond Cioci

Adventure cruising

Like the idea of sailing but looking for a bigger boat and more creature comforts? Our Adventure Cruising range uses larger ships without skipping on the essential small-group experience. It’s the best bits of cruising…without the queues, kitsch and conga lines.

Find out more about Adventure Cruising

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