Take part in this wonderful adventure sailing holiday in the Leeward Islands, the emeralds of the Caribbean
Take part in this wonderful adventure sailing holiday in the Leeward Islands, the emeralds of the Caribbean.
If you’re looking for Caribbean adventure sail that takes you to some of the most diverse and wonderful islands, this Leeward Island voyage is for you. Sailing between the beautiful island of St Lucia, renowned for its towering Pitons, a UNESCO World Heritage Site, and Antigua with its spectacular bays and lively culture, you some truly spectacular islands to discover en route. You can sail to the French islands of Martinique and Guadeloupe, with their mix of French and Caribbean culture, with endless bays, coves and islets to discover. There is also the magnificent island of Dominica, known for its tropical rainforests, hot springs, volcanoes and wildlife. Get ready for jungle wreathed mountains, coral reefs, turtles, powder white beaches, charming villages and of course, superb adventure sailing.
Gloriously warm and sunny days, with sailing in the consistent E-NE trade winds makes for all but guaranteed superb sailing. It’s fairly short distances (20-25nm) between ports and anchorages allowing for relaxed sailing with plenty of time to explore. It’s the perfect voyage for both novices and experienced sailors.
You’ll be a central to the crew, with an operator ethos of full involvement for everyone, the highest quality training and the most gentle, supportive and friendly of environments. 90% + join solo making it brilliant for solo travellers. There is usually a 50:50 male to female mix, and the shared sense of learning and adventure makes for a very special atmosphere on board.
Highlights:
- 200nm as the crow flies
- Martinique, Dominica and Guadeloupe
- Day sailing and exploring ashore
- Lots of anchoring & RIB rides ashores
Why you'll love this adventure
- Perfect for solo travellers and groups of friends
- Spectacular Sea Life: The Caribbean offers a myriad of amazing sea creatures, marine life and birds along with hundreds of miles of coral life.
- Stunning beaches to relax on

Dates
Itinerary
No two adventure sailing itineraries are the same! That’s what makes it exciting and so special. If you complete an enquiry we can share an indicative guide to the voyage break down from training days, shore days and life at sea, but the actual trip will be decided by the weather at the time and making a plan with you the crew on arrival. No stops or routes are guaranteed therefore and this should be seen as an overview of what is possible.

What's included
- All food and accommodation on board
- Your own bunk and storage area
- Oilskins
- Lifejacket
- Daily tuition
- RYA Competent Crew
- Use of RIB & kayak
Not included
- Your connecting travel
- Sailing & travel insurance
- Meals you choose to eat ashore
- Alcohol
- Visas where required
Trip notes
Price
Min age
Accommodation
Meals
Who is this trip for?
Additional notes
FAQs
Tour operator
We love this sailing company’s ethos – to help people do three things: sail, train and explore. They are passionate about enabling people to experience life out on the open ocean, building sailing skills and exploring some beautiful countries. After years of training people to become professional sailors, and having covered thousands of miles between them, the company Founders realised that so many people had dreamt of setting off across an ocean, but hadn’t the skills, the boat or crew to make those dreams come true.
The company now runs expeditions on a specialised 60’ yacht to some of the most exciting places out there – often largely inaccessible from land. With no previous sailing experience required, the two instructors will guide you every step of the way as you develop your sailing skills, maybe even earning an RYA qualification during the week. Exploring on land as they go is just as important and the bikes and a kayak mean you can head off and enjoy everything there is to see along the route.

Enquire today
The Leeward Islands: Emeralds Of The Caribbean
Please complete the enquiry form above with as much detail as you can and we will send you all the trip information and connect you with the operator so you can make a booking directly.
If you have queries and questions about the trip include those in your form and we’ll personally reply to you within 24 hours.
Why Book with Another World Adventures?
Book direct with the tour operator. No mark-ups, no fees.
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A most helpful, friendly and knowledgeable travel company!
Very helpful and provided lots of research material and excellent personal perspectives on the tall ship sailing trip I was interested in taking.— Martin
Excellent thoughtful service.
They were prompt and friendly, and so thorough and helpful in connecting me with my adventure.— Tina
One of a Kind Service!
From the very beginning of reaching out to AWA, they were super helpful, enthusiastic and informative.— Matt