7-Day Classic Caribbean Yacht
Harbors

Bridgetown

Bridgetown originally called 'Indian Bridge' is the capital and commercial centre of Barbados with about 80 000 inhabitants. It is a busy port with a natural harbour inlet known as the Careenage and is well utilised by pleasure craft and fishing boats.Bridgetown has a long and colourful history as a British settlement from the 17th century. A bustling city with many attractions for travellers its mix of modern and historic buildings are interspersed with markets monuments and a number of lush gardens.The main street Broad Street is where one finds banks department stores and duty-free shops. At the top of Broad Street is the Parliament Building (the Barbados Parliament is the third oldest in the Commonwealth dating from 1639) facing National Heroes Square. Bridgetown is home to a number of historical buildings that will interest visitors including the Garrison Historic Area which is a must-visit for military history buffs.Another attraction in Bridgetown is a massive Baobab tree (said to have been brought to the island from Guinea Africa around 1738). It takes 15 adults with outstretched arms to encircle the trunk.Tourists in Bridgetown will find much to see and do: cricket games at Kensington Oval which hosted the 2007 Cricket World Cup; the Barbados Derby at the racetrack in the Garrison area; and many other events and activities. A range of duty-free shops near the harbour sell staples like Mount Gay Rum while more colourful shopping options include the Cheapside Market and the Swan Street pedestrian mall. Local restaurants in the Careenage serve up fresh lobster and fish with Caribbean flair.

Castries

The main reason for the existence of the town of Castries capital of St Lucia is as a port of call for hundreds of cruise ships that dock in the deep harbour every year disgorging thousands of day-trippers who shop till they drop in the market and duty-free shopping malls. Visitors who linger find the town has a certain charm surrounded by hills although little to offer in the way of sightseeing or architectural heritage. Most of the buildings are fairly new with Castries having been destroyed several times by fire during its history most recently in 1948. There is a very vibrant and colourful market on the go every day except Sunday some good waterfront restaurants and a few remains of the defences of the island's various occupiers to claim the attention. Castries also serves as a good base for island exploration whether it is by road or water.

Montserrat

Antigua

St. John’s is the vibrant capital of Antigua and Barbuda, and one of the most alluring cities in the Caribbean. Situated on the island of Antigua, St. John’s is a bustling city that is both exciting and picturesque. From the Caribbean-infused cuisine, to the historical landmarks and lively attractions, St. John’s is a place that should be at the top of your travel itinerary.

The city is alive with activity, including plenty of colorful markets and shopping areas, and is known for its diverse population. As you explore, you’ll find yourself surrounded by music, art and culture. Strolling through St. John's Old Town will give you a delightful glimpse into the past, as local craftsmen display their wares in British colonial-style buildings. From there, head to the lively Independence Square and take in the sights and sounds.

Catch a glimpse of local wildlife at the nearby Antigua Recreation Ground, or head to deep sea fishing for fun and adventure. St. John’s also plays host to a few annual festivals, like the April Carnival which features a mix of costume parades, stilt walkers, drum circles, floats and masquerade performers.

For those looking to relax in the sun, the city’s numerous beaches are ideal. The pristine sand and crystal-clear waters make them a prime destination for swimming, snorkeling, and more. If you’re looking for a peaceful time with friends and family, why not have a picnic on an isolated beach? Or try an island tour and explore the waters on a guided boat cruise.

With its combination of sun-soaked beaches, expansive parks and traditional buildings, St. John’s is a place that everyone can enjoy. Its friendly locals will welcome you with open arms, and its diverse selection of restaurants will satisfy any taste buds. Whether you’re seeking relaxation or adventure, St. John’s has it all waiting for you in Antigua.

South Friars Bay

South Friar's Bay is a bay in Saint George Basseterre Parish, Saint Kitts and Nevis. It is one of the two bays that stretch along the coast of the isthmus connecting the Southeast Peninsula, with the rest of the island of Saint Kitts. It is longer than its northern neighbour (North Friar's Bay). At their closest, the two coasts are less than one kilometre apart.

Great Harbour, Jost Van Dyke

Great Harbour is a stunning and tranquil bay located on Jost Van Dyke, the smallest of the four main islands of the British Virgin Islands (BVI). Known for its picturesque scenery, crystal clear turquoise waters, and soft white sandy beaches, Great Harbour is an oasis for beach-goers, sailors, and adventure enthusiasts alike. Spanning just about three square miles, Jost Van Dyke hosts a small population, but it boasts an outsized reputation for its vibrant nightlife and welcoming community.

One of the most notable features of Great Harbour is its well-protected anchorage, which makes it a haven for yachts and boats throughout the year, especially during the peak sailing season. The harbour's natural geography provides shelter from the prevailing winds, creating a perfect natural marina. This has led to Great Harbour becoming a key stop on the Caribbean sailing circuit, with many sailors choosing to drop anchor and enjoy what the bay and its surroundings have to offer.

Upon arriving at Great Harbour, visitors are greeted with a laid-back vibe that is quintessential to the Caribbean way of life. The beachfront is lined with a selection of casual bars and restaurants that become hubs of activity as the sun sets. Among the most famous establishments is Foxy's Tamarind Bar & Restaurant, known for its beach barbecues, live music, and the legendary Old Year's Night (New Year's Eve) party that attracts party-goers from around the globe.

The village surrounding Great Harbour is charming and small-scale, allowing for an authentic island experience. The streets are often quiet, save for the bustle around the local businesses, which include quaint shops selling handcrafted goods, island apparel, and essential supplies for those continuing their sea voyage. The locals, known for their friendliness, are happy to share stories and offer recommendations to visitors, contributing to the harbour's reputation for warm hospitality.

For those looking to engage in watersports, Great Harbour does not disappoint. The clear waters are ideal for snorkeling and scuba diving, with vibrant coral reefs just a short swim away from the beach. Additionally, paddle-boarding, kayaking, and sailing are popular activities that allow visitors to explore the area at a leisurely pace. The nearby Sandy Cay and Sandy Spit offer additional opportunities for exploration and are excellent spots for a beach picnic or a day of seclusion and sunbathing.

The island's lush, volcanic terrain provides opportunities beyond the beach as well. Hiking trails wind through the hills, offering breathtaking panoramic views of the surrounding islands and the expanse of the Caribbean Sea. Naturalists and bird watchers will delight in the diversity of flora and fauna found on the trails.

Great Harbour's appeal is not only in its natural beauty but also in its cultural events. Beyond Foxy's famous New Year's bash, the harbour hosts celebrations like the Jost Van Dyke Music Festival and the Halloween Party, which showcase local music talent and bring the community together in a lively and joyous atmosphere.

While Great Harbour has gained popularity as a tourist destination, it remains unspoiled and continues to offer an authentic island experience. The mix of relaxing beach life, friendly locals, delicious cuisine, and year-round sailing opportunities make Great Harbour a cherished spot in the British Virgin Islands, appealing to travelers of all stripes — from those seeking serenity to those eager for the next great beach party under the Caribbean stars.

Sint Maarten

Tucked away in a small corner of the Caribbean lies the island of Sint Maarten and Saint Martin, the world's smallest area of land divided into two nations. The French and Dutch have shared this strip of paradise peacefully for more than 350 years, ever since a gin-drinking Dutchman and a wine-imbibing Frenchman allegedly walked around the island to see how much territory they could claim for their country in a day. The French won more land, but the Dutch lay claim to the most prized part.

The Dutch may well have a point. Sint Maarten is known for its beaches, casinos and rum-fuelled festive nightlife. Duty-free shopping is the order of the day for tourists filling the numerous condos and resorts. Those who find it overdeveloped and artificial can get a taste of a different side of the Caribbean on the quiet, picturesque beaches of Simpson Bay and Little Bay, while visitors looking for a more rugged holiday would do well to head north to the French side of the island.

Saint Martin is significantly quieter than its Dutch counterpart. The French side of the island is a lovely mix of white-sand beaches, small town centres and beautiful stretches of mountainside. Shopping is a more relaxed affair at the outdoor markets, offering up some of the finest Caribbean cuisine.

The island as a whole hosts 120 different nationalities, giving it a rich cultural heritage. Food, drink and friendly Caribbean hospitality are all on the agenda. Visitors enjoy snorkeling, diving and jet-skiing, or head inland to hike in the mountains or zip-line through the treetops.