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Windward Islands Yacht Charter Guide

Often described as the Caribbean off-the-beaten-path, the Windwards comprise the southern islands of the Lesser Antilles. Combined, they offer magnificent anchorages, astonishing beaches and some of the most distinctive landscapes in the entire region. Not to mention a fascinating and eclectic Franco-Creole culture that’s evolved over centuries. These mostly volcanic islands are heavenly to explore by boat and we bet that on Windward Islands Yacht Charters you’ll enjoy the startling panoramic views as much as you will all the close-up and personal explorations.

Immensely fertile and picturesque to a fault, the Windwards offer a myriad of highlights both on land and in the sea. Nutrient-rich coral reefs frame the islands and provide a home for countless marine creatures – this is a snorkeler and SCUBA-diver’s dream destination. On land, you can stretch your legs on stunning jungle walks in search of refreshing waterfalls and exotic wildlife, visit spice and coffee farms and discover sleepy coastal villages seemingly forgotten by time.

Some say the Windwards are not as enticing as the Leewards because they are not as commercialized – we think that’s precisely the reason they are so unforgettable.

Dominica – the Eco Windward Yacht Charter Island

Casting an invisible divide between the Windward and Leeward group of islands, Dominica is often described as the Caribbean’s ultimate ‘nature island’. You’ll find no airport in Dominica, nor the kind of luxury resort one might expect in this exotic part of the world. Instead, what you’ll find is unadulterated wilderness, the kind one flies half-way around the world to experience.

With its verdant interior dotted with forested volcanic peaks, its spectacular waterfalls and palm-fringed beaches, Dominica offers the nature-lover a wealth of beauty. Coupled with the island’s knack for eco-tourism exploits, it makes for an unmissable destination for active sailors who crave a bit of adrenalin-filled fun on Windward Islands Yacht Charters. Given this is the most mountainous of all the Windward isles, most of Dominica’s on-land highlights revolve around hiking in UNESCO-listed national parks.

Martinique - the Foodies Windward Yacht Charter Island

Whilst many of the islands in the Windwards boast 300 years of French influence, none exude such an intoxicating mix of cultures as Martinique. This is, by far, the most exotic part of France you’ll ever visit.

The social, artistic and cultural heart of the French Lesser Antilles, Martinique is disarmingly enchanting, home to beautiful people, a delectable cuisine, sensational beaches and an abundance of tropical wilderness. Close to its northern tip stands Mt Pelée, a still-bubbling volcano whose eruption all but wiped out the old capital, St Pierre, at the turn of the 20th century. The capital was rebuilt further south, on a sweeping natural cove that now hosts an international airport and most of the island’s inhabitants.

Given its legal European stature, Martinique enjoys one of the most prosperous economies in the Caribbean which has helped the island maintain its sophisticated vibe and respectable standard of living. Martinique offers Windward Islands Yacht Charter guests a bevy of exceptional choices: wonderful hiking in the mountainous north, an array of remote coves in the south, an abundance of picturesque coastal villages to discover and plenty of historical sightseeing, dining and nighttime shenanigans to be enjoyed in the capital, Fort de France.

St. Lucia- Dramatic Landscapes and Crystal Seas

There’s no denying that every single island in the Windwards is unique in its own captivating way yet St Lucia can claim to be the most distinctive of all. This is arguably the most exquisite island in the Caribbean, a drop-dead-gorgeous speck of land whose lofty peaks act as beacons to lure Windward Islands Yacht Charter guests. They never fail. The visual feasting on St Lucia starts before you ever set foot on land: innumerable coves that look like they’ve been plucked from a heavenly picture-book, flawless stretches of white sandy shores and some of the most splendid anchorage spots in the region.

On the interior, you’ll hike through luscious rainforests spotting exotic birds and can set your sites for the Pitons, the twin-peaks that give the island its most distinctive form. As if that’s not enough, St Lucia’s southwest coast is framed by a protected marine park, home to a mind-boggling array of marine creatures you absolutely must meet.

St. Vincent and the Grenadines – Off-the-Beaten Track

Once upon a time, these were some of the lesser-visited islands in the Caribbean and although their complete anonymity is a thing of the past, St Vincent and the Grenadines remain the least crowded islands in the Windward lot. As such, they’ve retained their laid-back rustic charm and all that unblemished wilderness which attracted discerning sailors for years remains as it’s always been: purely perfect.

This postcard-worthy maze of 32 idyllic islands is one of the prime snorkeling and SCUBA diving spots in the Caribbean, home to spectacular coral reefs teeming with life. You’ll find an extensive mix of landscapes on SVG: from black to blinding-white sandy beaches to luscious tropical forest and dramatic volcanic peaks, all offering a wealth of visual feasts. If you love nature in its purest form – devoid of major commercialism – then make a beeline for this corner of paradise on your Windward Island Yacht Charter.

Although don’t blame us if you find it impossible to leave. You’ve been warned!

Grenada – the Spicy Windward Yacht Charter Island

Many yacht charter guests swear that you can smell the wafting aromas of Grenada before the anchor has even hit the sea floor. Spice Island, as Grenada is affectionately known, boasts a stellar reputation for being one of the world’s prime producers of spices and proves that not all great things can be judged by size alone. Despite its relatively diminutive size, Grenada packs an inspiring punch and is a prime springboard for Windward Islands Yacht Charters. The main town, St George, is among the prettiest in the Caribbean with its gorgeous architecture and flurry of restaurants and cafés making for delightful days ashore. Hiking in the luscious interior rainforest is a must and diving enthusiasts won’t want to miss the submerged sculpture park that made headlines news all over the world when it was first opened in 2006.

Trinidad and Tobago – Party Central Windward Yacht Charter Islands

Lying just a few miles off the coast of Venezuela, the sister islands of Trinidad and Tobago boast a fascinating history, both once fantastically affluent thanks to a flourishing agricultural-based economy. Revered as the ultimate party islands – especially during the yearly Carnival season – Trinidad and Tobago are the most culturally diverse islands in the Windwards, with rich and ancient traditions adding to the islands’ natural enticements.

Tobago is renowned as the better of the two if beaches are what you seek. However, Trinidad still has its hidden cache of fabulous beaches and, because they are remote and inaccessible by road, tend to be among the most rewarding. Of the two, Trinidad is the most visited and the most vibrant which leaves Tobago in the enviable position of being the quieter and wilder of the two. Twin islands with two distinct vibes and, together, offering a remarkable array of attractions. A two-for-one deal no guest on Windward Islands Yacht Charters will ever want to miss.

Explore More of Our Super Yacht Charter Destinations

The luxury yacht charter world doesn’t stop in the Bahamas or Italy’s Amalfi Coast. Beyond the horizons of our most popular destinations are countless others that are often overlooked. Not for their lack of beauty, mind you. Not because they’re not all as remarkable as those you know and trust. But simply because they are remote, unknown and largely undiscovered....

Few luxury yacht charter destinations enjoy the popularity and glamor of Europe and the Mediterranean. The revered stomping ground of the rich and famous for well over a century, it is here that you'll find some of the most elite sailing yachts, catamarans, and superyachts. And that's because it's right here that you'll find some of the most enticing waters of all, framed by stunning coastlines...

From the most exotic and tropical regions of Belize to the historic treasures of Boston. From the the rugged reaches of Alaska to the spectacular wildlife kingdom of the Galapagos. From the balmy breezes of the Florida Keys to sunsplashed secluded San Blas islands. The sheer variety of landscapes, cultures, histories and attractions endows the Americas with the “something for everyone” title...

The breathtaking islands of the Caribbean and the Bahamas have long been considered the world’s most popular yachting destination. Easy to reach and a pleasure to explore, this mecca for anyone who dreams of turquoise waters, delectable seafood, an abundance of fun water sports and endless romance on his/her Caribbean yacht vacations. Perfect for first-time and experienced sailors, this destination...

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