Exploring the Caribbean Islands

Sailing and Exploring the Caribbean Islands

Duration: 14 days
From: £1,100.00

An active hands-on sailing holiday in the beautiful Windward and Leeward Islands of the Caribbean.

Sailing and Exploring the Caribbean Islands

An active hands-on sailing holiday in the beautiful Windward and Leeward Islands of the Caribbean. Explore the remote and isolated islands and keep away from the busy crowds on the cruise ships. With only 30 people on board when full, you can expect a personal and intimate service, making sure your voyage is one to remember.

Your voyage begins in Grenada, the spice Island of the Caribbean.  On Grenada, you really can smell nutmeg in the air.  St George’s the capital, is one of the most picturesque towns in the Caribbean.  It’s a fabulous place to explore on foot, from handsome old buildings to the Carenage harbour, interesting shops and cafes dot the narrow and busy streets.  It is well worth adding a stay in St George’s onto the start of your voyage to allow you time to explore this fascinating Caribbean town.

This voyage will be spent sailing the waters of Grenada, St Vincent, and the Grenadines before heading North to explore the Leeward Islands. You will discover secluded anchorages and get a chance to explore the Caribbean both above and below the water.  This voyage is a combination of sailing, shore visits and activities on the water, including snorkelling, paddle boarding and kayaking. The perfect getaway for some winter sun and exploration!


  • Exploring the Caribbean Islands on board a Classic tall ship
  • Becoming a member of the voyage crew and learning new skills
  • Deserted tropical beaches
  • Water activities including snorkelling, paddle boarding and kayaking
  • Get away from the big cruise destinations in the Caribbean

Why you'll love this adventure

  • A chance to explore the beautiful Caribbean islands.
  • Experience life on a classic tall ship.
  • Discover deserted tropical beaches.
  • Enjoy snorkelling, paddle boarding and kayaking.
St George's, Grenada
Marigot, St Martin
Trip Duration
14 Days
Group Size
Private Departure
Paddleboard, Sailing, Snorkelling, Tall Ship
Style of Travel
Guided Group, Solo Traveller




10 March 2020


24 March 2019


Exploring the Windward and Leeward Islands, this voyage will be spent sailing the waters of Grenada, St Vincent, and the Grenadines before heading North to explore the Leeward Islands.

What's included

What’s included?

  • All meals onboard Blue Clipper – including daily breakfast, lunch and evening meal.
  • Refreshments throughout the day.
  • Use of safety equipment.
  • Accommodation in a twin ensuite cabin.
  • All instruction and lectures on board by a fully qualified crew.

What’s not included?

  • Travel to and from the boat.
  • Personal travel insurance (check out Topsail for specialist Tall Ship sailing travel insurance).
  • Alcoholic and soft drinks (a TAB system is in place during your voyage. Payable at the end of your voyage in cash (GBP or EUROS) on board.
  • Any shore excursions and meals onshore (unless otherwise stated).
  • VISA fees.

Trip notes

£1,485.00 Two Berth En-Suite. £1,265.00 Four Berth Shared Bathroom. £1,100.00 Forepeak Shared Bathroom

There are twin ensuite cabins, a 6 berth shared forepeak with shared bathroom and a larger 4 berth cabin with shared bathroom. Each cabin has a porthole so if you are on the top bunk you can watch the starlit horizon from the comfort of your bed. Each cabin also has an electricity point (2 pin European socket). Bedding is provided but you will need to bring your own towels.

All meals onboard Blue Clipper – including daily breakfast, lunch and evening meal

If you have any special dietary requirements it is we need to know this prior to the voyage in order that we can try to accommodate your requirements in the planned menus.

How fast does the boat go?

Our average sailing speed is about 6 knots (nautical miles per hour) – that’s almost 7 land miles per hour. The maximum speed under sail can be over 10 knots. Under engine, the maximum is actually less: only 5 or 6 knots. But sailing is more fun than motoring, so even in light winds we often sail – albeit rather slowly!

What about toilets and showers?

There are toilets and showers on board Tall Ship Blue Clipper. On Blue Clipper, there are ensuite cabins and a shared bathroom in the forepeak. When you arrive at the boat you will be given a housekeeping brief and using the toilets and showers will be explained.

I’ve never been sailing before and I’m worried about not knowing what to do.

The majority of people who sail with us have never sailed before. Don’t worry! The crew will explain things and guide you through everything you need to know to be able to sail the boat. You will get the opportunity to learn lots of new skills and have fun at the same time.

Tour operator

Aiming to offer accessible, exciting tall ship experiences for everyone regardless of age, budget or experience, this sailing company owns and operates two tall ships with voyages around the globe; from Arctic adventures to Caribbean cruises.

Hello! If you’d like to chat about finding you the perfect adventure or guidance on what’d suit you then we’re very happy to help. Tori & Larissa 0207 097 1734 • [email protected]

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

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Another World Adventures – Adventure365 Blog – Photo by Egzon Bytyqi on Unsplash