Discover the yachting islands of the Caribbean

If you associate Puerto Rico's capital with the colonial streets of Old San Juan, then you know only part of the picture. San Juan is a major metropolis, radiating out from the bay on the Atlantic Ocean that was discovered by Juan Ponce de León. More than a third of the island's nearly 4 million citizens proudly call themselves sanjuaneros. The city may be rooted in the past, but it has its eye on the future. Locals go about their business surrounded by colonial architecture and towering modern structures.By 1508 the explorer Juan Ponce de León had established a colony in an area now known as Caparra, southeast of present-day San Juan. He later moved the settlement north to a more hospitable peninsular location. In 1521, after he became the first colonial governor, Ponce de León switched the name of the island—which was then called San Juan Bautista in honor of St. John the Baptist—with that of the settlement of Puerto Rico ("rich port").Defended by the imposing Castillo San Felipe del Morro (El Morro) and Castillo San Cristóbal, Puerto Rico's administrative and population center remained firmly in Spain's hands until 1898, when it came under U.S. control after the Spanish-American War. Centuries of Spanish rule left an indelible imprint on the city, particularly in the walled area now known as Old San Juan. The area is filled with cobblestone streets and brightly painted, colonial-era structures, and its fortifications have been designated a UNESCO World Heritage Site.Old San Juan is a monument to the past, but most of the rest of the city is planted firmly in the 21st century and draws migrants island-wide and from farther afield to jobs in its businesses and industries. The city captivates residents and visitors alike with its vibrant lifestyle as well as its balmy beaches, pulsing nightclubs, globe-spanning restaurants, and world-class museums. Once you set foot in this city, you may never want to leave.

Your yacht cruise begins in San Juan, where you’ll be transferred to your Emerald Cruises luxury yacht and embark on your discovery of the Caribbean. 

Please book your flight to arrive into San Juan prior to 07:00 PM.

Culebra is widely known for its white-sand beaches and active reef and is one of the major islands in Puerto Rico’s archipelago. This island offers plenty for nature lovers, giving you peace and tranquillity in a truly pristine destination. There are more than 20 cays bustling with diverse marine life, making it an absolute paradise for underwater adventurers and casual beachgoers alike. 

Opportunity to spend the day swimming off the yacht and enjoying our marina toys. 

After lunch we set sail to Vieques Island. The quaint coastal town of Esperanza has a lovely waterfront with gorgeous beaches and a bustling strip of restaurants, bars, and guesthouses. One can walk along the boulevard and visit the various establishments for a glimpse into the local culture and activities on offer. Locals enjoy spending the afternoon at Sun Bay, the main urban beach located in the town’s eastern outskirts.  

St. John, the smallest most idyllic of the three United States Virgin Islands, is best known for its dozens of post card perfect white sand beaches, turquoise bays abounding in colourful corals & rainbows of tropical fish endless vistas of green velvet hills. Only nine miles long (14.5 kilometres) and three miles (4.8 kilometres) wide, two thirds of the island is the Virgin Islands National Park, so its spectacular beaches & untouched forests will remain that way for generations to come and remain accessible to all. There are tours of the National Park by Jeep or safari bus and hikes on spectacular trails led by Park Rangers who enrich the experience with talks on the island's history and geology as well as its flora & fauna. While it is only twenty minutes from St. Thomas by convenient hourly ferry, St. John is the peaceful, uncommercialised paradise of island fantasies. It has no high-rise buildings, cruise ship docks or airport. Visitors can obtain discounted air fares to St. Thomas. Despite its unspoiled atmosphere, it offers every facility and amenity found at major resorts.

Cruz Bay is the economic and social hub of St. John, with a busy?inter-island ferry dock connecting it to other islands in the region. The busy bay is dotted with restaurants and shops, and beautiful Caribbean architecture can be seen in Mongoose Junction as one takes a gentle stroll through town.  

In the evening, set sail to Jost Van Dyke, one of the main islands in the British Virgin Islands. 

Jost Van Dyke, four miles long, is truly known as the 'barefoot island'. The smallest of the British Virgin Islands, it is known as a popular destination for yachts and is celebrated for its casual lifestyle, protected anchorages, fine beaches and beachfront restaurants and bars. The island has fewer than 200 inhabitants and they are widely known as a welcoming people. The island's name conjures up its rich, colorful past. Jost Van Dyke is said to have been named for an early Dutch settler, a former pirate. At Great Harbour, Little Harbour, and White Bay there are safe, protected bays and pristine beaches shaded with coconut palms and seagrape trees. Discover inviting shops selling local treasures, restaurants, and bars. 'The Painkiller', one of the Caribbean’s most popular drinks, originated at the Soggy Dollar Bar. Foxy’s and Gertrude's in White Bay are renowned for drinks made with the island's famous rum, frosty beers, and tales of pirates and sunken treasure. Explore Jost Van Dyke's history in the vegetation-covered ruins of centuries-old sugar mills, or on the old trails that crisscross the island. Revel in the natural beauty of the pristine, untouched beaches. Hike up to the highest spot on the island, Majohnny Point, and take in a stunning 360 degree view of the Caribbean. Relax in the natural 'bubble pool', a popular tourist attraction. Jost Van Dyke conjures up images of what the British Virgin Islands may have looked like many years ago.

Jost Van Dyke, four miles long, is truly known as the 'barefoot island'. The smallest of the British Virgin Islands, it is known as a popular destination for yachts and is celebrated for its casual lifestyle, protected anchorages, fine beaches and beachfront restaurants and bars. The island has fewer than 200 inhabitants and they are widely known as a welcoming people. The island's name conjures up its rich, colorful past. Jost Van Dyke is said to have been named for an early Dutch settler, a former pirate. At Great Harbour, Little Harbour, and White Bay there are safe, protected bays and pristine beaches shaded with coconut palms and seagrape trees. Discover inviting shops selling local treasures, restaurants, and bars. 'The Painkiller', one of the Caribbean’s most popular drinks, originated at the Soggy Dollar Bar. Foxy’s and Gertrude's in White Bay are renowned for drinks made with the island's famous rum, frosty beers, and tales of pirates and sunken treasure. Explore Jost Van Dyke's history in the vegetation-covered ruins of centuries-old sugar mills, or on the old trails that crisscross the island. Revel in the natural beauty of the pristine, untouched beaches. Hike up to the highest spot on the island, Majohnny Point, and take in a stunning 360 degree view of the Caribbean. Relax in the natural 'bubble pool', a popular tourist attraction. Jost Van Dyke conjures up images of what the British Virgin Islands may have looked like many years ago.

Jost Van Dyke is the smallest of all four main islands comprising the British Virgin Islands, approximately eight square kilometres. Known as ‘The Last Virgin Island’, White Bay Beach on Jost Van Dyke is made up of rather rocky scenery combined with colourful local culture. The bay is by far one of the best beaches to relax on and savour splendid Caribbean views.   

The capital of Dutch St. Maarten stretches about a mile (1½ km) along an isthmus between Great Bay and the Salt Pond and has five parallel streets. Most of the village's dozens of shops and restaurants are on Front Street, narrow and cobblestone, closest to Great Bay. It's generally congested when cruise ships are in port, because of its many duty-free shops and several casinos. Little lanes called steegjes connect Front Street with Back Street, which has fewer shops and considerably less congestion. Along the beach is a ½-mile-long (1-km-long) boardwalk with restaurants and several Wi-Fi hot spots.Wathey Square (pronounced watty) is in the heart of the village. Directly across from the square are the town hall and the courthouse, in a striking white building with cupola. The structure was built in 1793 and has served as the commander's home, a fire station, a jail, and a post office. The streets surrounding the square are lined with hotels, duty-free shops, restaurants, and cafés. The Captain Hodge Pier, just off the square, is a good spot to view Great Bay and the beach that stretches alongside.

With its blend of Dutch and Caribbean influences, Philipsburg presents a bustling port town with a vibrant atmosphere, striking colonial architecture, and stunning beaches.  

It also offers a range of activities and attractions, including historic sites and a lively street market where you can sample the local cuisine, and peruse the island arts and crafts. You will set sailing to Gustavia in the evening. 

You can easily explore all of Gustavia during a two-hour stroll. Some shops close from noon to 3 or 4, so plan lunch accordingly, but stores stay open past 7 in the evening. Parking in Gustavia is a challenge, especially during vacation times. A good spot to park is rue de la République, alongside the catamarans, yachts, and sailboats.

Named for Sweden’s King?Gustav III, Gustavia is the charming capital and main seaport of the island of Saint Barthélemy, also known as St. Barth. It is often considered to be one of the most beautiful islands in the Caribbean and a tropical paradise with French flair. You will enjoy the beauty of its large idyllic beaches, plus the charm and refinement of its old wooden houses. 

Opportunity to spend the day swimming off the yacht and enjoying our marina toys. 

Welcome to one of the most unusual and fascinating islands in the Caribbean. Prior to the recent volcanic eruptions that commenced in 1995, Montserrat was considered as one of the “Insiders” favourite Caribbean islands. It was also home to producer George Martin’s Air Studios Montserrat recording studio where some of the world’s most famous recording artists, including Eric Clapton, Little River Band and Paul McCartney among many others, used to record their albums. Recent history has brought some unfortunate blows to the island ranging from hurricanes (Hugo in 1989) to multiple volcanic eruptions that destroyed the lovely capital city of Plymouth. 

With its superb beaches, historical attractions and beautiful coral reefs, Antigua provides a host of diversions. It is said that the island contains 365 beaches, one for every day of the year. Antigua maintains its traditional West Indian character, with gingerbread-house style architecture, calypso music and carnival festivities. St John’s has been the administrative capital since the island’s colonisation in 1632, and has been the seat of government since it gained independence in 1981. From the port you can explore the colourful Redcliffe district, with its restored wooden houses, and Heritage Quay with its shopping mall and craft shops. The city has some fine examples of Colonial architecture, including the twin-towered cathedral, built in 1845 and considered one of the finest church buildings in the Caribbean. All coaches in Antigua are operated by smaller vehicles, and commentary will be given by a driver/guide.

After breakfast, take your time exploring Saint John's, Antigua, renowned for its cultural diversity, bustling cultural scene, and delicious cuisine. In the afternoon, step back on board your Emerald Cruises luxury yacht for the second leg of your journey. 

Barbuda is a small island located in the Caribbean Sea, northeast of the island of Antigua. It is one of the two islands that make up the country of Antigua and Barbuda, along with Antigua. The island is known for its stunning beaches, including the famous Pink Sandy Beach, which is considered one of the most beautiful beaches in the world. It is also home to several wildlife reserves, including the Frigate Bird Sanctuary, which is a UNESCO World Heritage Site. The island has a strong sense of community and a relaxed atmosphere, making it a popular destination for those looking for a peaceful and secluded getaway. 

This small group of islands lies opposite the western part of Guadeloupe. They were discovered in November 1493 by Columbus, who named them Los Santos. French settlers established themselves in 1648 and changed the name to Iles des Saintes, commonly known as Les Saintes. Since then the islands have been closely connected with Guadeloupe. Until a recent influx of tourism, Les Saintes were among the Caribbean’s most unspoiled destinations. Only two of the eight islands are inhabited: Terre-de-Bas and Terre-de-Haut. The latter is known for its impressive Fort Napoleon built in the early 19th century to replace an earlier 17th-century fort. From its vantage point there are fine views of the many tiny islets scattered in the bay and across to Guadeloupe. Terre-de-Haut is the main island of Les Saintes, with steeply scarped hills, scenic valleys, hidden coves and beautiful beaches. Its main settlement consists of a charming village of red-roofed houses situated along a curving bay. A number of small boutiques and gift shops invite browsing. Quaint cafés and restaurants offer food and drink. To the east of the village lies Grande Anse, a fine sand beach. Most of the attractions on this small island can be seen on foot. With just a few vehicles on the island, there are no organized tours possible. Time ashore here is at your leisure.

Îles des Saintes, known as Les Saintes, is a miniature archipelago of eight tropical islands with a distinctive French and Caribbean culture fusion. Discover the quaint towns, with their collection of petite stone buildings and small white-sand beaches. Don’t miss Fort Napoleon, a significant historical site with incredible views of one of the islands.    

Located on the northwest shores of the Caribbean Island of Guadeloupe, this picturesque village is renowned for its traditional fishing village atmosphere, colourful Creole architecture, and stunning beaches framed by verdant hills. Not surprisingly, Deshaies has emerged as a popular destination, attracting visitors with its friendly locals, and delicious French-Caribbean cuisine. 

You can easily explore all of Gustavia during a two-hour stroll. Some shops close from noon to 3 or 4, so plan lunch accordingly, but stores stay open past 7 in the evening. Parking in Gustavia is a challenge, especially during vacation times. A good spot to park is rue de la République, alongside the catamarans, yachts, and sailboats.

The capital of the lovely Caribbean Island of Saint Barthélemy, Gustavia was named after Sweden’s King Gustav III, who boldly declared it his own exclusive island getaway in 1785. In this vibrant city, uncover distinctive treasures in the historic downtown shopping enclave, photograph the brightly painted wooden houses, and feast on unique cuisine that fuses French and Creole culinary influences. 

Opportunity to spend the day swimming off the yacht and enjoying our marina toys. 

The Island of Virgin Gorda, named after its resemblance to a reclining woman, is part of the British Virgin Islands and popular for its laid-back pace and picturesque landscapes. Among the natural wonders of Virgin Gorda, The Baths are arguably the most famous, a series of pools and grottoes created by a collection of massive granite boulders formed by volcanic eruptions.  

Renowned for its beautiful beaches, crystal-clear waters, and vibrant marine life, Norman Island offers a variety of activities, including hiking trails and caves to explore.  

The island is also steeped in pirate lore, with local legend implying that this was a favourite hiding spot for pirates who buried their treasure on the island; hence why it has been nicknamed ‘Treasure Island’ by locals and visitors alike. Without doubt, this is the perfect destination for those seeking a tranquil and alluring tropical getaway.  

Opportunity to spend the day swimming off the yacht and enjoying our marina toys. 

If you associate Puerto Rico's capital with the colonial streets of Old San Juan, then you know only part of the picture. San Juan is a major metropolis, radiating out from the bay on the Atlantic Ocean that was discovered by Juan Ponce de León. More than a third of the island's nearly 4 million citizens proudly call themselves sanjuaneros. The city may be rooted in the past, but it has its eye on the future. Locals go about their business surrounded by colonial architecture and towering modern structures.By 1508 the explorer Juan Ponce de León had established a colony in an area now known as Caparra, southeast of present-day San Juan. He later moved the settlement north to a more hospitable peninsular location. In 1521, after he became the first colonial governor, Ponce de León switched the name of the island—which was then called San Juan Bautista in honor of St. John the Baptist—with that of the settlement of Puerto Rico ("rich port").Defended by the imposing Castillo San Felipe del Morro (El Morro) and Castillo San Cristóbal, Puerto Rico's administrative and population center remained firmly in Spain's hands until 1898, when it came under U.S. control after the Spanish-American War. Centuries of Spanish rule left an indelible imprint on the city, particularly in the walled area now known as Old San Juan. The area is filled with cobblestone streets and brightly painted, colonial-era structures, and its fortifications have been designated a UNESCO World Heritage Site.Old San Juan is a monument to the past, but most of the rest of the city is planted firmly in the 21st century and draws migrants island-wide and from farther afield to jobs in its businesses and industries. The city captivates residents and visitors alike with its vibrant lifestyle as well as its balmy beaches, pulsing nightclubs, globe-spanning restaurants, and world-class museums. Once you set foot in this city, you may never want to leave.

Your Emerald Cruises luxury voyage draws to a close in San Juan. From the yacht, you will be transferred to the airport for your journey home. 

*Please verify with the Shore Excursion Manager onboard whether a DiscoverMORE tour is available on disembarkation day. 

Please book your flight to depart out of San Juan after 11:00 AM.

The itinerary is a guide only and may be amended for operational reasons. As such Emerald Cruises cannot guarantee the cruise will operated unaltered from the itinerary states above. Please refer to our terms and conditions for further information.