14-Day Caribbean Gems In
Depth

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.

Frenchman's Cay

Frenchman's Cay is a picturesque island located at the western end of Tortola, in the British Virgin Islands (BVI). Known for its breathtaking landscapes, exclusive resorts, and tranquil atmosphere, the cay is a small paradise that attracts travelers seeking a blend of adventure, luxury, and seclusion. With a land area that spans just a few hundred acres, Frenchman's Cay is connected to the main island of Tortola via a short bridge, making it easily accessible while still providing an aura of privacy and exclusivity.

The island's history is rich with stories of pirates and settlers who were drawn to the natural beauty and strategic location of the cay. Today, Frenchman's Cay maintains its historic charm while embracing modern amenities, ensuring a unique and comfortable experience for visitors and residents alike.

One of the island's most notable features is the Soper's Hole Marina, set on its southern shore, which serves as the gateway to Frenchman's Cay. This bustling marina is a hub for yachting enthusiasts and the charter boat industry. Colorful local shops, boutiques, and eateries line the waterfront, creating a vibrant atmosphere that contrasts with the otherwise peaceful island. The marina also provides essential services for boaters, including customs and immigration for those coming from international waters.

Accommodations on Frenchman's Cay range from intimate beachfront villas to luxurious vacation rentals and high-end resorts like the Frenchman's Cay Hotel. These accommodations are designed to maximize the stunning ocean views and provide privacy and comfort to guests. Often adorned with lush tropical gardens and private pools, they offer an idyllic setting for relaxation and contemplation.

Beyond the indulgences of its resorts, Frenchman's Cay is surrounded by some of the clearest and bluest waters in the Caribbean, making it an ideal spot for water sports and outdoor activities. Activities such as snorkeling, scuba diving, sailing, and fishing are popular, with abundant marine life and coral reefs waiting to be explored. Several dive shops and charter companies operate in the area, offering equipment rental and guided excursions for both beginners and experienced divers.

For those interested in terrestrial adventures, the island has a number of trails for hiking and nature walks. The surrounding hills provide panoramic views of the Caribbean sea, the BVI archipelago, and the nearby US Virgin Islands. The island's relatively untouched environment is home to a variety of tropical wildlife, including birds, reptiles, and plant species unique to the Caribbean region.

Frenchman's Cay also offers a culinary journey with restaurants featuring both local and international cuisine. Fresh seafood is a staple of the island's gastronomy, and many dining establishments boast locally sourced ingredients, ensuring a delicious and authentic taste of the Caribbean.

Despite its small size, Frenchman's Cay plays a significant role in the local economy of the British Virgin Islands. It is a prime location for real estate investment, with many expatriates and investors drawn to the exclusive properties and potential for high-end vacation rentals. The island's infrastructure supports a comfortable lifestyle while maintaining the natural beauty and charm that make it a sought-after destination.

In conclusion, Frenchman's Cay is a jewel of the British Virgin Islands that offers an enchanting combination of luxury, seclusion, and adventure. With its stunning natural beauty, excellent marina facilities, upscale accommodations, and myriad of activities both on land and in the water, it's no wonder that this little island has become a prestigious retreat for those looking to experience the best of the Caribbean lifestyle.

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.

Trois-Ilets

Nestled in the heart of the Caribbean, Martinique is an overseas region of France and one of the many islands that make up the Lesser Antilles island group affectionately referred to as the 'Breezy Islands'.

The destination enjoys a rich and diverse history, as showcased through attractions such as the quaint little cottage of La Pagerie, which honours a family of the same name. Josephine, a daughter of that clan, became the Empress of Napoleon. The 600-foot (182m) pinnacle of Diamond Rock rises majestically from the sea and was once a strategic garrison during the Napoleonic wars. Today, the spectacular caves and coral reefs around the pinnacle attract scuba divers from all corners of the globe.

The majestic volcano, Mount Pelee, sits smoldering above the former capital Saint-Pierre, a once booming town destroyed by a volcanic eruption in 1902. The twin peaks of Carbet and Mount Pelee dominate the island, rising above Martinique's legendary tropical rainforest. Unlike so many exotic island locations, this area of unspoilt beauty has not yet been fully discovered by tourists.

There is something for just about everybody on Martinique. The active and adventurous can enjoy kitesurfing, yachting, diving, surfing and sailing as well as mountain biking, hiking, and cliff jumping. For the less adventurous, warm sunny days can be spent lazing on the sandy, white, palm-fringed beaches, many of which are truly magnificent.

Port Elizabeth, Bequia

Stunningly beautiful and pleasantly laid-back, Port Elizabeth in St Vincent and the Grenadines is an unmissable Caribbean gem. This charming coastal town owes its beauty to the array of turquoise waters, golden beaches, verdant mountains, and brightly colored architecture. Nestled within the serene Bequia Island, the second-largest island in the Grenadines, it promises an enchanting experience to every discerning traveler.

As you step onto the sun-kissed shores, you're greeted with the sight of quaint waterfront eateries, local shops, and a bustling harbor filled with boats ranging from small fishing smacks to luxury yachts. The town's charm lies in its simplicity and small size; it carries an air of unspoiled authenticity which can be enjoyed leisurely on foot.

The Belmont Walkway is a beautiful seafront promenade in Port Elizabeth that stretches around much of the bay. It serves as a lovely path to explore the town at your own pace while soaking in the stunning vistas. The walkway is dotted with a medley of local restaurants and bars from where you can try out some of the best culinary delights that St Vincent and the Grenadines offers, including freshly-caught seafood paired with locally-grown vegetables and exotic fruits.

Whaleboner Bar and Restaurant, located at one end of Belmont Walkway, is worth a special mention. With its entrance fashioned from two whale jawbones and serving exceptional lobster pizza, it's certainly a unique feature of Port Elizabeth.

Beyond the limits of the town, one can enjoy spectacular views from the top of Mount Pleasant. Breathtaking scenes of beaches, reefs, and neighbouring islands like Mustique and Canouan are visible from here making it a perfect spot for photography enthusiasts.

For water-lovers, there is an array of activities to indulge in. From diving amongst vibrant coral reefs and exploring underwater caves to sailing across the sparkling blue waters and visiting nearby islands, it's a paradise for adventurers. The Princess Margaret Beach and Lower Bay Beach are among the favourites, offering warm sand, clear waters, and tranquillity.

Port Elizabeth is not just about nature and beauty; it also hosts lively local events that showcase the rich culture of the region. The Bequia Music Fest held annually in January or February is a popular attraction that fills the air with music ranging from reggae and calypso to blues and rock.

Port Elizabeth's marketplace is another place where the town's pulse can be felt. Packed with stands selling fresh produce, local spices, artisan goods, and handmade crafts, it's a vibrant spot to experience local life. 

Visiting this charming town in St Vincent and the Grenadines blends the allure of pristine beaches, turquoise seas, fascinating local culture, and flavourful cuisine into an unforgettable Caribbean experience. The friendly residents put the cherry on top of your visit, greeting you with warm smiles and helpful advice to make your stay even more enjoyable. In all its simplicity and charm, Port Elizabeth exemplifies the essence of the Caribbean in a way few places do.

Saint George's

Nutmeg, cinnamon, cloves, cocoa those heady aromas fill the air in Grenada (pronounced gruh-nay-da). Only 21 miles (33½ km) long and 12 miles (19½ km) wide, the Isle of Spice is a tropical gem of lush rain forests, white-sand beaches, secluded coves, exotic flowers, and enough locally grown spices to fill anyone's kitchen cabinet. St. George's is one of the most picturesque capital cities in the Caribbean, St. George's Harbour is one of the most picturesque harbors, and Grenada's Grand Anse Beach is one of the region's finest beaches. The island has friendly, hospitable people and enough good shopping, restaurants, historic sites, and natural wonders to make it a popular port of call. About one-third of Grenada's visitors arrive by cruise ship, and that number continues to grow each year. Grenada's capital is a bustling West Indian city, much of which remains unchanged from colonial days. Narrow streets lined with shops wind up, down, and across steep hills. Brick warehouses cling to the waterfront, and pastel-painted homes rise from the waterfront and disappear into steep green hills. The horseshoe-shaped St. George's Harbour, a submerged volcanic crater, is arguably the prettiest harbor in the Caribbean. Schooners, ferries, and tour boats tie up along the seawall or at the small dinghy dock. The Carenage (pronounced car-a-nahzh), which surrounds the harbor, is the capital's center. Warehouses, shops, and restaurants line the waterfront. The Christ of the Deep statue that sits on the pedestrian plaza at the center of The Carenage was presented to Grenada by Costa Cruise Line in remembrance of its ship, Bianca C, which burned and sank in the harbor in 1961 and is now a favorite dive site. An engineering feat for its time, the 340-foot-long Sendall Tunnel was built in 1895 and named for Walter Sendall, an early governor. The narrow tunnel, used by both pedestrians and vehicles, separates the harbor side of St. George's from the Esplanade on the bay side of town, where you can find the markets (produce, meat, and fish), the Cruise Ship Terminal, the Esplanade Mall, and the public bus station.

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.