Where we sail


Laid Back Yachting Holidays in the Caribbean

Fully deserving its reputation for glamour and luxury combined with a relaxed, welcoming vibe, the Caribbean is the ultimate tropical paradise.

The Caribbean is comprised of hundreds of vibrant islands, each with its own distinctive heritage and identity. Able to bound from island to island, stopping off to explore pristine beaches and secret anchorages, a yachting holiday is the best way to see this amazing region.

With year-round sunshine and reliable, near-constant winds (10 to 25 knots), Caribbean sailing is among the best in the world. Explore the islands’ most prestigious resorts and sample the best local cuisine, bars, music and nightlife, or enjoy the delights of a BBQ in a secluded bay.

Browse yachts in the Caribbean

Main sailing areas:


St Lucia

The Grenadines

Sailing Holidays in the Caribbean | Helm

Essential Information

  • Currency: United States Dollar is widely accepted
  • Language: English is widely spoken
  • Normal Starting Day: Any day start
  • When to visit: Year round sailing - High Season December-May
  • Tipping Etiquette: 15-20% is customary
  • Create your Caribbean yacht charter now

English Harbour or Jolly Harbour

Sailing in Antigua

In Antigua, the locals say that ‘life’s a beach’. The perfect location for a yacht charter holiday, you’ll find it hard to disagree as you sail through more than 365 pristine pink coral bays. Its warm, steady winds and nearly unbroken wall of coral reef make it the ideal spot for a sailing holiday.

Explore the breath-taking mountain lookout points and candy-coloured villages, or try out one of the many water sport activities including diving, snorkelling, kayaking, windsurfing and kite-surfing. The island is also home to an array of exotic wildlife; you’ll hear tropical birds chattering in the trees as you make the most of your Caribbean yacht rental.

Why You'll Love Sailing in Antigua

A one-time English colony, you will still see echoes of English cultural icons during your Antigua yacht charter - look out for the red telephone boxes dotted around the island!

To round off the perfect Caribbean sailing holiday, Antigua also rates as a foodie-heaven with great restaurants, bars and nightlife.

  • Fly to V.C Bird International Airport, 5 miles east of the capital St John's
  • Visit Nelson's Dockyard in English Harbour
  • Secluded coves and coral reefs
  • Antigua Sailing Week end of April - beginning of May
  • See a typical itinerary for an Antigua Yacht Charter

Rodney Bay

Why You’ll Love Sailing in St Lucia

Sail the coastline of this tropical island paradise on a yacht charter and you will encounter palm-fringed beaches, lushly forested hills, volcanos and beautiful resorts, while dramatic cliffs rise sharply up out of the sea, forming undulating islands covered with lush vegetation and dotted with brightly coloured houses.

This luscious island caters superbly for sailboats and chartered yachts: Rodney Bay offers modern comforts and a beautiful bay with a state-of-the-art marina plus restaurants, bars & shops. In the south, Soufriere is at the heart of a gorgeous region of old plantations and hidden beaches, set against the backdrop of the majesty of the Piton Mountains.

There are plenty of water activities to enjoy along the island’s coast, with wonderful diving sites hidden under the waves just waiting to be explored. Spectacular coral formations, fascinating shipwrecks and reefs teeming with tropical sea life make this an ideal destination for a Caribbean sailing holiday.

  • Fly to Hewanorra International Airport
  • Sub-tropical climates kept mild by cooling trade winds
  • Visit the Diamond Botanical Gardens and the beautiful waterfalls
  • Beaches and reef-diving sites
  • Drive-in volcano

Grenada or St Vincent

The Grenadines

The Grenadines, a chain of 32 beautiful and unspoiled islands in the South Caribbean, offer pure escapism and make the perfect setting for a chartered yacht holiday, for romantics and families alike. Find your own piece of paradise on one of the Grenadines islands – many uninhabited - all within an easy day’s sail. Drop anchor and spend your days relaxing on deck, snorkelling or exploring these exquisite tropical gems.

Spend a week discovering the charming verdant and unspoiled island of Grenada - shimmering seas, spectacular coastline, sheltered anchorage and a warm Caribbean welcome await you.

St Vincent Bequia Caribbean | Helm

For a touch of glitz and glamour, head to the island of Mustique. Once the winter home of the late Princess Margaret, the island is a popular playground for the rich and famous. Drop by the legendary Basil’s Bar, perched on stilts over the Caribbean Sea. It’s the perfect place to unwind and watch the sun go down.

  • Fly to Grenada and transfer to St Vincent (E.T. Joshua Airport)
  • Falls of Baleine – only accessible by boat
  • Sundowners at Mustique’s famous Basil’s Beach Bar
  • Tiny island paradises to explore
Tobago Cays Grenada Caribbean Charter Holidays | Helm

Boasting silky stretches of white sand and surrounded by a unique black coral, Grenada is a diver’s paradise teeming with marine life, spectacular shipwrecks and even a unique underwater sculpture park. When you venture inland, you’ll discover a lush, mountainous island abundant with waterfalls, rare exotic flowers, plants and wildlife.

For a low-key Caribbean experience full of outstanding natural beauty and incredible experiences, this is the perfect destination to enjoy a boat charter holiday. Choose from a bareboat, skippered or a crewed yacht charter depending on your sailing experience.

  • Fly to Maurice Bishop International Airport, on the south-western section of the Island of Grenada and seven miles from the capital St. George's
  • Divers’ paradise
  • Laid-back charm
  • Swim with turtles at the Tobago Cays
  • See a typical itinerary for a Grenadines Yacht Charter
Caribbean map Charter | Helm
Slide 1 of 6
  • Destination

    6 Steps to the Ideal Caribbean Yacht Charter Holiday

    Read Article
  • Destinations

    Antigua Sailing Holiday

    Read Article
  • Destinations

    Where to Sail: December, January, February (and stay warm!)

    Read Article
  • Destinations

    Sailing From St Vincent To Grenada

    Read Article
  • Experiences

    Landmark Birthday on the British Virgin Islands

    Read Article
  • Experiences

    Caribbean Cuisine

    Read Article
Create your trip to the Caribbean

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