Discover the Yachting Islands of the Caribbean: 15 days San Juan to San Juan

Your memorable voyage begins in San Juan, Puerto Rico’s historic capital and the oldest European-founded city in the America’s. From here, you’ll be transferred to your Emerald Cruises luxury yacht and embark on your magical discovery of some of the Caribbean’s most idyllic yachting hideaways.

Please book your flight to arrive into San Juan prior to 06:00 PM.

The quaint Puerto Rican coastal town of Esperanza reveals gorgeous beaches and a picturesque waterfront with a bustling strip of restaurants, bars, and guesthouses. You can stroll along the boulevard and visit the various establishments, immersing yourself in the local culture and activities on offer. Like the locals, enjoy spending the afternoon relaxing at Sun Bay, the main urban beach located in the town’s eastern outskirts.

Welcome to Cruz Bay, the economic and social hub of St. John, the smallest of the three U.S. Virgin Islands located amid the Caribbean Sea.  Here, a busy inter-island ferry dock connects with the other beautiful islands in the region. The busting  bay is lined with restaurants and shops, while striking Caribbean architecture in Mongoose Junction can be admired on a leisurely stroll through town.  

In the evening, you’ll set sail for Jost Van Dyke.

Today, you’ll arrive in Jost Van Dyke, the smallest of all four main islands comprising the British Virgin Islands. Covering approximately eight-square kilometres (three-square-miles), lush and beautiful Jost Van Dyke is known as ‘The Last Virgin Island.’ Discover White Bay Beach, distinctive for its rugged, rocky scenery and colourful local culture. This pretty bay offers one of the loveliest beaches by far to relax and soak up the splendid Caribbean views.

With its blend of Dutch and Caribbean influences, Philipsburg presents a bustling port town with a vibrant atmosphere, striking colonial architecture, and stunning beaches. Situated on the Dutch side of Saint Martin, this capital of Sint Maarten offers a fascinating array of activities and attractions, including historic sites and a lively street market. where you can sample the local cuisine and peruse the islands’ arts and crafts. In the evening, you’ll sail to Gustavia.

Named after Sweden’s King Gustav III, who boldly declared it his own island getaway in 1785, Gustavia is the charming capital and main seaport of chic island, Saint Barthélemy, also known as St. Barth's. Saint Barthélemy is often considered to be one of the most beautiful islands in the Caribbean and a tropical paradise infused with French flair. Today, enjoy the beauty of the island’s idyllic beaches and delicious French-Creole cuisine, as well as the charms of Gustavia and its colourful, old wooden houses.

Welcome to what is regarded as one of the most unusual and fascinating islands in the Caribbean. Prior to the recent volcanic eruptions that commenced in 1995, for those in the know, Montserrat was considered one of the most sought-after Caribbean islands. It was also home to producer George Martin’s Air Studios Montserrat recording studio, where some of the world’s most celebrated recording artists, including Eric Clapton and Paul McCartney among others, used to cut their albums. Recent history has dealt some unfortunate blows to the island ranging from hurricanes (Hugo in 1989) to multiple volcanic eruptions that destroyed the picturesque capital, Plymouth. In the evening, you’ll cruise to St. John’s on the lovely island of Antigua.

After breakfast, take your time exploring St. John's on the beautiful island of Antigua. The capital and key port of dual island-nation, Antigua and Barbuda, St. John’s welcomes with its cultural diversity and cosmopolitan flair, British colonial-era heritage and delicious local cuisine. In the afternoon, step back on board your Emerald Cruises luxury yacht for the second leg of your exciting Caribbean adventure.

Today, you’ll cruise to the southwestern shores and lush hills of St. Kitts for Basseterre, the vibrant. capital of dual island- nation, St. Kitts and Nevis. One of the oldest towns in the Eastern Caribbean, Basseterre's colonial history is reflected in the striking architecture of several buildings, including Georgian structures that date back to the British colonial era. The bustling harbour area is particularly noteworthy, providing a picturesque backdrop for the port city and a fascinating place to explore.

Welcome to Îles des Saintes, known as Les Saintes, a  small group of eight tropical islands with a distinctive French and Caribbean cultural fusion, within the Guadeloupe archipelago. Discover the island’s quaint villages, with their collection of petite stone buildings and small, white sand beaches. Don’t miss a visit to Fort Napoleon, a significant historical site that offers incredible views of one of the islands.

Located on the northwest shores of Guadeloupe, this picturesque village is renowned for its traditional fishing community atmosphere, colourful Creole architecture, and stunning beaches, framed by verdant hills. Along with the amiable locals, lively markets and mouthwatering French-Caribbean cuisine, not surprisingly, Deshaies has emerged as a popular tourist destination, which you can discover for yourself today.

The capital of the chic 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 town, uncover distinctive treasures in the historic downtown shopping enclave and photograph the brightly painted, old wooden houses. Gustavia is also known for its gourmet dining, so be sure to feast on the delicious cuisine, a unique fusion of French and Creole culinary influences.

Welcome to the Island of Virgin Gorda, named after its resemblance to a reclining woman and part of the exquisite British Virgin Islands. Virgin Gorda is popular for its laid-back Caribbean lifestyle and picturesque landscapes, as well as its incredible natural wonders. The most famous of all are The Baths, 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 vivid marine life, Norman Island offers a natural playground for a diverse range of activities, including hiking trails and caves to explore.  

The island also comes steeped in pirate lore, with local legend claiming that this was a favourite hiding spot for pirates to bury their treasure; hence, why it is nicknamed ‘Treasure Island’ by locals and visitors alike. Without doubt, this is a wonderful destination for those seeking a tranquil and alluring tropical getaway.

Your Emerald Cruises luxury voyage draws to a conclusion in Puerto Rico and San Juan, the historic capital and oldest European-founded city in the Americas. After bidding farewell to the crew and your fellow guests, from the yacht, you’ll be transferred to the airport for your return flight home, or to continue your holiday.*    

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

Please book your flight to depart out of San Juan after 01:00 PM.

This itinerary is a guide only and may be amended for operational reasons. As such, Emerald Cruises cannot guarantee the cruise will be operated unaltered from the itinerary stated above.