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 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.

Our most popular sailing trips

Sailing tours by region

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


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.

Asia & the Caribbean

When it comes to sailing in Asia and Caribbean, 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. In Asia, 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!)


Seasickness comes in a variety of forms. Common symptoms include fatigue, uneasiness, dizziness, and headaches. The majority of these symptoms usually subside after taking some time to adjust (usually a few hours to a day). Paracetamol tablets can help ease the transition. Heavy seasickness, characterised by vomiting, is uncommon, and it can be treated using medication. There are also a number of other self-management techniques you can try – such as sitting out in the fresh air, drinking ginger tea or watching the horizon. 

All Caribbean, Asia, Zanzibar and Galapagos Island trips feature an on-board chef, who will prepare three delicious meals each day, plus snacks. In Europe and the British Virgin Islands, we operate with a trip kitty that everyone contributes to. This is because there’s so much great local produce to taste in each place that it makes a lot of sense to buy food at each stop! This kitty will keep cover some of your food and beverage costs. On all our trips there will be an opportunity to enjoy a meal at a local port – we’ll be able to show you where all the good tavernas are. Please check your essential trip information for more specific details.

You are welcome to drink on board - in fact, nothing enhances a sunset more than a gin and tonic – however alcohol is BYO (bring your own). So make sure you buy what you need before departure. Some of our boats have alcoholic drinks on board that are available for purchase at local bar prices. Drinking water is free of charge.

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). But if you’d like to learn the ropes, that’s fine too. Your expert skipper can teach you everything you’d like to know – from tying knots to unfurling the sails.

There’s about a 30/70 split between land-based and water-based activities in Asia and the Caribbean. In Europe it’s closer to 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. Of course, depending on location, there will always be the chance to wine and dine at the local hot spots. 

Your 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 minimum amount of space in order to keep the communal areas as big as possible. In practice, lots of travellers end up sleeping out on deck under the stars, as it’s warm and there’s no air conditioning on a sailing boat.

On many boats bathroom facilities are shared, however some boats have ensuites in each cabin that allow two people to share one bathroom. Check the essential trip information of your trip for more specific details about your boat. Fresh and hot water is available for showers, and toilets are either electronic or hand pump.

Due to the compact size of the boats and the sometimes rocky nature of a sailing trip, it is advisable that you bring fabric/canvas luggage. It’s a good idea to pack light as there will usually be a gap between the boat and pier. While the skipper or a fellow traveller can give you a helping hand, you’ll need to be able to lift your bag onto the boat.

Sailing trips are a little different to regular group tours. 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)
  • A light weatherproof jacket (just in case of high seas or seasonal showers)

These will vary from trip to trip – be sure to check your essential trip information for the specific details. Please note that due to sailing being a heavily weather-dependent activity, sometimes itineraries may need to change. We recommend allowing 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 changes depending on which country you are sailing. Here’s a quick breakdown, but you can always find more specific details in the essential trip information of each tour.

Burma: 8

Phuket: 14

Caribbean: 8

Europe: 8 – 11 (depending on the boat)


Bahamas Sailing Adventure, May 2017

Karen Schaffer

Croatia Sailing Adventure - Dubrovnik to Split, May 2017

Pamela Woods

Croatia Sailing Adventure - Dubrovnik to Split, May 2017

Selima Jabori

Bahamas Sailing Adventure, May 2017

Janet Chenoweth

Bahamas Sailing Adventure, May 2017

Roger Halligan

Bahamas Sailing Adventure, May 2017

Angela Person

Croatia Sailing Adventure - Dubrovnik to Split, May 2017

Leanne O'Grady

Key West & Dry Tortugas Sailing Adventure, April 2017

jimmy powell

Key West & Dry Tortugas Sailing Adventure, April 2017

Elise Kidd

Key West & Dry Tortugas Sailing Adventure, April 2017

David Scarratt

Key West & Dry Tortugas Sailing Adventure, April 2017

Jo Stern

Burma (Myanmar) Sailing Adventure ex Phuket, April 2017

Sarah Woodhouse

Key West & Dry Tortugas Sailing Adventure, April 2017

Barb Mory

Key West & Dry Tortugas Sailing Adventure, April 2017

Joy Harris

Sail Phuket to Ko Phi Phi, April 2017

Nigel Higgs

Sail Phuket to Ko Phi Phi, April 2017


Burma (Myanmar) Sailing Adventure ex Phuket, April 2017

Justin Hughes-Jones

Burma (Myanmar) Sailing Adventure ex Phuket, April 2017

Natalie Widdup

Burma (Myanmar) Sailing Adventure ex Phuket, April 2017

Alexander Lang

Key West & Dry Tortugas Sailing Adventure, April 2017

Alison Merlo

Key West & Dry Tortugas Sailing Adventure, April 2017

Leslie DempseyMarchese

Burma (Myanmar) Sailing Adventure ex Phuket, April 2017

Randy Coles

Key West & Dry Tortugas Sailing Adventure, April 2017

Bridget Erlec

Key West & Dry Tortugas Sailing Adventure, April 2017

Laura Riccomi

Stories from the sea

Discover small group cruising with Intrepid.

Looking for a bigger ship?

Like the idea of sailing but looking for a bigger boat and more creature comforts? Our Small Ship 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 small ship cruising