14-Day Windward & Leeward
Islands

Miami, Florida

The party and cruise capital of the word, Miami is a bright,
brash, playground city that 15.5 million tourists flock to every
year. The Roaring Twenties saw this town bloom into a seaside
capital, blessed with a legacy of Art Deco architecture, diverse
cultures, and natural wonders enough to satisfy any
holiday-goer.

Being the gateway to the Caribbean and Latin America, Miami has
a large Cuban presence, evident in the vibrant neighbourhood of
. Art lovers can meander around the art districts like
Wynwood and the Coconut Grove, while others can lounge on the miles
of sandy beaches. For families there are kid-friendly attractions
like the
and Metrozoo. The nightlife is sophisticated and
varied. The city also gives easy access to Florida's popular Gold
Coast resorts and attractions, as well as the natural wonder of the

.

It is no wonder Miami is America's favourite holiday destination
and the hub of a vibrant cruise ship industry, its port constantly
jammed with sleek passenger liners. North of the city, the miles of
beautiful beaches on the Gold Coast are hemmed in by southeast
Florida's major tourist towns: Fort Lauderdale, Hollywood, Pompano
Beach, and Palm Beach.

Cruz Bay, Saint John

Billed as the 'land of opportunity', for more than 500 years, people have travelled to the United States of America seeking a better life. The territory was fought over by colonial powers for 300 hundred years, and finally won its independence from Britain in 1783.

Despite the near-annihilation of the Native American population, a bloody civil war, and centuries of ingrained racism (Native Americans were not granted citizenship until 1924 and racial segregation was the norm until as late as the 1950s), the American people have succeeded in forging one of the world's most democratic and tolerant nations. This has resulted in a fascinating melting-pot of cultures, and the undisputed military and economic heavyweight of the world.

A country of this size, with a history this colourful, truly does present endless opportunities for travellers heading stateside. World-famous attractions like the Statue of Liberty in New York City, Mount Rushmore in South Dakota, and the Grand Canyon in Arizona don't even begin to scratch the surface of what the US has to offer visitors.

Depending on where and when you travel, a holiday in the United States can offer sizzling desert mesas, labyrinthine cities, chilly snow-covered forests, tropical jungles, or rolling flower-covered prairies. With an area of roughly 3,794,083 square miles (9,826,630 square km), the US is the perfect place to take long road trips along the Blue Ridge Parkway, the Pacific Coast Highway, or Route 66, gaining a broader understanding of this vast nation along the way.

Whether you want to see the celebrity stars on the Hollywood Walk of Fame, the majestic summit of Pike's Peak, or the world's largest ball of twine in Darwin, Minnesota, the United States has something for everyone.

Gustavia

The beautiful beaches of St Barthelemy have captivated visitors from around the world for centuries. With its stunning white sand, crystal clear waters and lush tropical scenery, it’s easy to see why people fall in love with this charming island paradise. Whether you’re looking for a family vacation, romantic getaway or a place to party the night away, St Barthelemy has something for everyone.

Begin your beach vacation with a visit to Grand Cul-de-Sac, an area made up of stunning beaches that offer something for everyone. Whether you’re seeking adventure with snorkeling and jet skiing or just a place to relax with beautiful views and a gentle breeze, Grand Cul-de-Sac is sure to please. Take time to lounge on the beach with your feet in the sand and unwind with the sound of the waves crashing nearby.

Continue down the shoreline and experience the serenity of Anse du Gouverneur Beach. Here, you’ll have plenty of room to soak up the sun and lounge on the sand. Enjoy a nice picnic lunch by the sea and be sure to watch for dolphins swimming in the distance. Bring along your snorkeling gear if you’d like to explore the vibrant underwater world before continuing on your adventure.

For those who are looking for a bit of adventure and fun, head to Grand Fond Beach. Here, the surf is perfect for bodyboarding and surfing and there’s plenty of room to take part in beach games. After a long day at the beach, take a dip in the ocean and enjoy the cool water.

After a full day exploring St Barthelemy’s stunning beaches, be sure to check out the local culture and cuisine. The restaurants here offer a range of delicious dishes from international flavors to traditional Caribbean fare. Spend the evening exploring the area’s vibrant nightlife and enjoy some drinks with friends.

No matter what type of beach vacation you’re looking for, St Barthelemy will provide an unforgettable experience. From stunning views to exciting activities, this Caribbean paradise has it all. So, pack your bags and get ready for the trip of a lifetime to St Barthelemy’s stunning beaches!

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.

Fort-de-France

The largest of the Windward Islands, Martinique is 4,261 mi (6,817 km) from Paris, but its spirit and language are decidedly French, with more than a soupçon of West Indian spice. Tangible, edible evidence of the fact is the island's cuisine, a superb blend of French and creole. Martinique is lushly landscaped with tropical flowers. Trees bend under the weight of fruits such as mangoes, papayas, lemons, limes, and bright-red West Indian cherries. Acres of banana plantations, pineapple fields, and waving sugarcane stretch to the horizon. The towering mountains and verdant rain forest in the north lure hikers, while underwater sights and sunken treasures attract snorkelers and scuba divers. Martinique is also wonderful if your idea of exercise is turning over every 10 minutes to get an even tan and your taste in adventure runs to duty-free shopping. A popular cruise-ship excursion goes to St-Pierre, which was buried by ash when Mont Pelée erupted in 1902.

Roseau

Roseau lies in a small area on Dominica's west coast, where
rugged green hills meet a deep blue sea. A mix of French and
British colonial structures run along its narrow streets,
punctuating the modern concrete buildings and recalling the
capital's history.

Most visitors gather along the Bayfront before browsing through
the Old Market. Historically speaking, the area hosted the slave
trade. These days, its craft and souvenir stalls are popular among
cruise-ship passengers. Tourists should also explore the compact
museum in the Old Post Office if time allows. Otherwise, seeing the
island's natural beauty should be the priority. The botanical
gardens are certainly a worthwhile stop in this regard. A hillside
enclave called Morne Bruce lies above them and offers a
breathtaking view of Roseau.

All in all, the destination appeals to travellers who want a
friendly, relaxed atmosphere, though the local hotel bars and clubs
can be lively. The World Creole Music Festival makes visiting in
late October a special treat.

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.

Road Bay

Road Bay is a charming and bustling coastal settlement located on the northern shore of the island of Anguilla, a British Overseas Territory in the Caribbean. Known for its stunning beaches, turquoise waters, and serene atmosphere, Road Bay serves as the main port of entry for sea vessels and plays a vital role in the island's economy. As a hub for both commercial activity and tourism, it's a location where visitors can experience the harmonious blend of local island life and the hospitality that Anguilla is famous for.

The bay is surrounded by powdery white sand beaches that are perfect for sunbathing and relaxing. These beaches are often less crowded than those on more well-known Caribbean islands, offering a more private and tranquil beach-going experience. The calm, clear waters of Road Bay are also ideal for swimming, snorkeling, and water sports such as kayaking and paddleboarding. Snorkelers and divers are particularly fond of the area due to the abundant marine life and coral reefs that are situated nearby.

For those interested in sailing and boating, Road Bay provides a picturesque anchorage. The natural harbor is a safe haven for yachts and sailboats, making it a popular stop for boaters exploring the Caribbean Sea. The annual Anguilla Regatta, which hosts a series of boat races and sailing events, attracts sailors and spectators from around the world and is one of the highlights of the local calendar.

The waterfront along Road Bay is lined with a variety of dining options where visitors can enjoy fresh seafood and traditional Caribbean cuisine. Several beach bars and casual eateries offer the opportunity to sample local flavors and refreshments while taking in beautiful ocean views. Dining by the seaside, visitors can often enjoy the sounds of live music and the laid-back rhythm of island life.

The area behind the beachfront is the commercial heart of Road Bay and Sandy Ground, the neighborhood which serves as its backdrop. This district is filled with a mix of businesses including duty-free shops, small boutiques, and convenience stores, where both visitors and locals can find a wide array of goods and services.

One of the distinctive features of Road Bay is its deep cultural heritage. The Old Salt Factory and Pumphouse are historical landmarks located in the vicinity, a reminder of Anguilla's salt industry past. These preserved sites offer a glimpse into the island's history and the importance of the salt trade in its development.

Road Bay is not just a daytime destination. As the sun sets, the nightlife begins to flourish with bars and clubs opening their doors and welcoming patrons with a mix of Caribbean rhythms and international tunes. The area becomes a festive scene where locals and tourists mingle, creating a warm and vibrant nighttime atmosphere.

Accessibility to Road Bay is straightforward, with the Clayton J. Lloyd International Airport situated only a few miles away. The proximity of the airport to the bay area allows for easy transitions from air travel to enjoying the sandy beaches.

As a key component of Anguilla's maritime tradition, Road Bay encapsulates the island's blend of natural beauty, cultural heritage, and friendly community spirit. It remains a jewel in the crown of Anguilla, bringing together sailors, vacationers, and locals in a picturesque and lively setting that epitomizes the best of Caribbean charm.

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.

Miami, Florida

The party and cruise capital of the word, Miami is a bright,
brash, playground city that 15.5 million tourists flock to every
year. The Roaring Twenties saw this town bloom into a seaside
capital, blessed with a legacy of Art Deco architecture, diverse
cultures, and natural wonders enough to satisfy any
holiday-goer.

Being the gateway to the Caribbean and Latin America, Miami has
a large Cuban presence, evident in the vibrant neighbourhood of
. Art lovers can meander around the art districts like
Wynwood and the Coconut Grove, while others can lounge on the miles
of sandy beaches. For families there are kid-friendly attractions
like the
and Metrozoo. The nightlife is sophisticated and
varied. The city also gives easy access to Florida's popular Gold
Coast resorts and attractions, as well as the natural wonder of the

.

It is no wonder Miami is America's favourite holiday destination
and the hub of a vibrant cruise ship industry, its port constantly
jammed with sleek passenger liners. North of the city, the miles of
beautiful beaches on the Gold Coast are hemmed in by southeast
Florida's major tourist towns: Fort Lauderdale, Hollywood, Pompano
Beach, and Palm Beach.