Luxury Yacht Charter Windward Islands

The Caribbean’s Windward Islands lie in the southeastern waters, making for an idyllic winter sun superyacht charter.

View Yachts
Home | Charter A Yacht | Caribbean | Windward Islands

Windward Islands Yacht Charter: The Jewel in the Caribbean’s Crown

This group of islands, part of the Lesser Antilles, is the jewel in the Caribbean’s crown. Being less populated and therefore less crowded than its northerly neighbor, the Leeward Islands, it makes for an idyllic winter sun superyacht charter destination.
YACHTS • BOATS

Luxury Windward Islands Yacht Charter



Sort By:
Locations • Destinations

Popular Cruising Destinations in the Windward Islands

Luxury yacht charter in the Windward Islands near the village of Anse d'Arlet, Martinique, showcasing charming coastal views and turquoise waters.

Martinique

A popular yacht charter destination through the Windward Islands includes Martinique. From the picturesque Baie Du Marin to the slower paced and tranquil Bassin Tortue, every corner of this island in the Caribbean Sea offers the chance to wow you.

Le Marin, known for its bustling atmosphere, well serviced marina and access point to the island, often serves as the perfect starting point for your yacht charter. You’ll bear witness to Martinique’s diverse coastlines, hidden coves, colorful marine life and ample opportunities to dive in the water for some snorkeling or tearing around on the water toys.

Luxury yacht charter in the Windward Islands at Marigot Bay, St. Lucia, surrounded by lush tropical hills and serene turquoise waters.

St. Lucia

Bask on a Windward Islands yacht charter through St. Lucia and take in the pristine beauty of Marigot Bay and high paced energy of Rodney Bay. Quite often referred to as the most beautiful bay in the Caribbean, Marigot Bay features stunning turquoise waters in a tranquil bay, surrounded by the rich colors of the island. This is what a luxury yacht charter in the Caribbean Sea was meant to be. To contrast this, Rodney Bay is the louder, livelier sister to Marigot Bay with bustling waterfront restaurants, vibrant shops, and plenty of nightlife to discover. A perfect yacht charter destination offering the best of both worlds.

Yachts anchored at Tobago Cays in the Windward Islands, surrounded by crystal-clear turquoise waters and vibrant coral reefs.

Trinidad and Tobago

A yacht charter to Trinidad and Tobago offers the opportunity to see these two beautiful but contrasting island nations. Trinidad boasts a lively atmosphere filled with colorful carnivals, a pulsating music scene and is host to the world famous, Trinidad Carnival. To contrast this, Tobago is becoming a popular eco-tourism destination that is popular with yacht charters due to the abundance of marine life to snorkel and dive with, the rich forests on the mainland for bird watching, and the tranquil escape you might need after the hedonistic time spend on Trinidad. Coming in by yacht, you will surely encounter Chaguaramas that has marinas and facilities to help you restock and refuel before heading back out on your Windward Islands yacht charter.

Luxury yacht charter in the Windward Islands near Harrismith Beach, Barbados, featuring pristine white sands and turquoise waters framed by rugged cliffs.

Barbados

Barbados may be a small island – a mere 14 miles wide and 21 miles long – but there are plenty of things to do and see here on a yacht charter. While the crystal-clear waters are perfect for snorkeling, scuba diving, paddle boarding and tearing across the water on jet skis; it also offers plenty of charm and vibrant sights to see on land. From beach side bars to upscale dining options, plenty of high-end boutiques for shopping, and a wide selection of bars and clubs to hit the town at night, you can find something to do in Barbados from sunup to sundown. Bridgetown and Scarborough are great examples of this with their UNESCO World Heritage-listed sites such as the historic Garrison area, the Parliament Buildings, and St. Nicholas Abbey that allow you to explore the colonial past of the island, while also featuring some of the best nightclubs on the island.

Luxury yacht charter in the Windward Islands with a visit to the Emerald Pool in Dominica, surrounded by lush rainforest and cascading waterfalls.

Windward Islands Yachting Insider Tips

Dominica

Coined the “Nature Island” of the West Indies and Caribbean, interest in Dominica has only grown in recent years as a yacht charter destination. Offering deep anchorages and rugged coastlines, this island nation is a haven for diving and hiking enthusiasts. Portsmouth is the island’s second-largest town and a usual stop for yachts on charter in the region. The anchorages are great for larger yachts and serves as a base for those looking to visit the Cabrits National Park or Indian River.

Dominica’s volcanic interior and lush but dense jungle coverage has played a vital role in keeping this island relatively tourist free and it is the place you visit to experience the Caribbean in its raw form. With limited official anchorages and marinas, super yacht charter can drop anchor as and where fits. This is perfect for swimming off deck, playing with the water toys or indulging in a spot of diving or snorkeling.

Dominica also has a network of creeks and inland rivers in which it is possible to take the tender out to explore; pass dramatic waterfalls, dense virgin jungle and thermal pools. There are a few wild volcanic beaches too but its beauty lies under and above the jungle canopy. So don’t forget your hiking boots to explore.

Martinique

A luxury yacht charter in Martinique is perfect for food enthusiasts as it has a distinctly French feel to it. The island has two main areas to explore depending on what you are after – the north has a volcanic feel to it with black sand beaches and wild jungle under volcanic peaks; and the south is blessed with classic Caribbean white sand beaches with an interior filled with fragrant plantations of banana, coffee, pineapple and cinnamon.

While on Martinique, ask the captain to spend some time in the island’s capital of Fort de France. It is well worth the visit to experience the colors of the capital and the fine French architecture. St Lucia is fairly new on the superyacht charter scene and it is only in recent years that the yacht crowd graced its stunning shores.

St. Vincent and the Grenadines

St. Vincent & the Grenadines is made up of 32 islands steeped in the beauty and tropical serenity of the Caribbean Sea. Here you can discover rainforests covering the mountainside, palm fringed beaches covered in soft white sand, and colorful coral reefs to snorkel along – all in one day. Many pull into the famous Blue Lagoon Marina here for a berth overnight, or to enjoy some of the many fantastic facilities while in the area.

Top Marinas

GY Rodney Bay Marina, St Lucia. This marina is situated in a well-protected lagoon located to the north of the island that helps protect it from the elements, including hurricanes. It offers many activities and options to enhance a yachting lifestyle including fine restaurants, a swimming pool and boutique shopping.

Le Marin, Martinique. This is the largest marina on the island and is located in a quaint bay. It offers basic services but is perfect to prepare for a few sailing days. Picture perfect beaches are also just a tender ride away.

Anse Chaudière, Martinque. This is a perfect little bay with a protected anchorage. Enjoy snorkeling and a fairly remote beach to relax on.

Prince Rupert Bay, Dominica. This is one of the most memorable anchorages in the whole of the Caribbean. Located close to Portsmouth, ask the captain to drop anchor and organize a local guide to collect you and then paddle you up the mystical Indian River. You will pass swamp bloodwood trees, vines and age-old dense jungle canopy. The wildlife here is also incredible so if you are a fan of bird-spotting then this is the place to be.

Port Louis Marina. A quiet marina with vibrant waterfront, this luxury marina has 170 berths with space for yachts up to 300 feet, as well as a number of amenities to explore.

Sandy Lane Yacht Club. An ultra-luxury marina with 120 berths and accessibility for yachts up to 360 feet.

Top Anchorages

Anse Chaudière, Martinque. This is a perfect little bay with a protected anchorage. Enjoy snorkeling and a fairly remote beach to relax on. Prince Rupert Bay,Dominica: This is one of the most memorable anchorages in the whole of the Caribbean. Located close to Portsmouth, ask the captain to drop anchor and organize a local guide to collect you and then paddle you up the mystical Indian River. You will pass swamp bloodwood trees, vines and age-old dense jungle canopy. The wildlife here is also incredible so if you are a fan of bird-spotting then this is the place to be.

BLOG • NEWS

Featured Articles

Introduction to Yacht Charter Provisioning 2025

Yacht charter provisioning is a crucial yet often overlooked aspect of planning an exceptional yachting vacation. From fresh ingredients to

How Long is the Yachting Season?

The yachting season runs year-round, but it can largely be divided into two parts: the winter Caribbean season and the

contact

Need Help? Contact Us

For over 20 years, the world’s leading yacht builders, yacht brokers, and professionals have all relied on YATCO to power their yacht sales search, showcase their clients and manage their yacht data. And, unlike other online marketplaces within the yachting industry, YATCO Professional Members adhere to a strict code of rules and ethics, ensuring boat buyers will only find valid boats and yachts for sale listings.
Facebook X-twitter Youtube Instagram Linkedin
Legal
Contact Us

700 W Hillsboro Blvd,
Suite #4-201
Deerfield Beach, FL 33441, USA

Newsletter
Get the latest yacht listings, insights and industry news delivered straight to your inbox.
SUBSCRIBE NOW
Copyright © 2024 YATCO LLC. All Rights Reserved.