15-Day Exotic Caribbean in Depth Cruise

Day 1 - Miami

Arrive: Fri 13 November 2026 / Depart: Fri 13 November 2026

Miami is the busiest cruise port in the world, hosting a myriad of ships year-round from all over the globe. Although it is technically not on the Caribbean Sea, no other American city exudes more of the diverse tropical appeal of the Caribbean. The city is home to a large and vibrant immigrant population that blends snowbird refugees from more northern climes with emigres from all Latin America and the Caribbean, as well as sizable groups from Europe, the Middle East and Asia. From the hot-blooded Art Deco haunts of South Beach to the natural wonders of the UNESCO-inscribed Everglades and the laid-back charms of the Keys, South Florida offers a bounty of appealing attractions that make an extended stay in the region nearly mandatory for those either embarking or disembarking here.

Day 2 - At Sea

Day 3 - At Sea

Day 4 - Jost Van Dyke

Arrive: Mon 16 November 2026 / Depart: Mon 16 November 2026

There are approximately 40 British Virgin Islands (the exact number varies from authority to authority), many of which are uninhabited. Some have only a handful of residents. Jost Van Dyke has a small population of its own families: the Turners, Grants, Ringes and Callwoods to name the majority. The desire to continue in the old ways is strong here, and "Jost" looks much as it must have looked 100 or 200 years ago. This archipelago is pristine and traffic light free. Weather permitting, your captain will anchor in this idyllic location and deploy the Marina for a day of play in the sea and sun.

Day 5 - St. Kitts

Arrive: Tue 17 November 2026 / Depart: Tue 17 November 2026

A classic golden arc of sugary sand at South Friar’s Bay, Carambola is home to the island’s most luxurious beach clubs and restaurants. Umbrellas, loungers and optional water sports abound for those so inclined. Otherwise St. Kitts has other attractions, including a number of lovingly preserved plantation great houses, the UNESCO World Heritage Site of Brimstone Hill Fortress and a scenic narrow gauge sugarcane railway.

Day 6 - Plymouth, Montserrat

Arrive: Wed 18 November 2026 / Depart: Wed 18 November 2026

Montserrat is a mountainous Caribbean island, part of the Lesser Antilles chain and a British Overseas Territory. Its Soufrière Hills volcano erupted in the 1990s, causing significant damage to the south of the island and leading to the creation of an exclusion zone. The north of the island is largely unaffected, and has black-sand beaches, coral reefs, cliffs and shoreline caves.

Day 7 - Terre de Haut, Ile des Saintes

Arrive: Thu 19 November 2026 / Depart: Thu 19 November 2026

The Iles des Saintes, a tiny cluster of islets off the southern coast of Guadeloupe is what the doctor ordered, if he ordered an unspoiled Caribbean experience. No franchise duty free, no big hotels, no casinos. It is what much of the Caribbean used to be like. Stroll around the little town of Bourg de Saintes. Shop for real French cosmetics from the sidewalk vendors. Grab a seat and a beer and revel in the weather and the pace of the past.

Day 8 - Road Bay

Arrive: Fri 20 November 2026 / Depart: Fri 20 November 2026

Anguilla’s name is based on the word for eel in several Romance languages, and its 17-mile length and three-mile width are appropriate to the analogy. The northernmost of the Leeward Islands chain, it is a British overseas territory. With its resources largely limited to an abundance of breathtaking beaches and coral reefs, the island’s main industries are tourism and the lucrative cultivation of offshore banking and insurance tax havens. Road Bay and its village of Sandy Ground comprise the main harbor for ships on the island, although the entire coastline is scalloped with lovely coves and anchorages that make it a magnet for yachtsmen. The official currency is the Eastern Caribbean dollar, although U.S. dollars are widely accepted. They might be well-spent on a luncheon of impeccably fresh seafood from the surrounding seas. There are no less than seven shipwrecks strewn along the island’s barrier reefs, which have made it the wreck-diving capital of the region.

Day 9 - San Juan

Arrive: Sat 21 November 2026 / Depart: Sat 21 November 2026

Puerto Rico has been voluntarily associated with the United States since it was ceded by Spain in 1898. In 1952, this island country became a self-governing commonwealth territory of the United States. The capital, San Juan, is a teeming city of over 1.5 million. Remnants of colonial architecture stand side by side with the most modern high rises in this city of contrasts. The 7-square-block area, which contains the historic zone of Old San Juan, was once completely encircled by city walls and is still guarded by the impressive forts of El Morro and San Cristobal, which loom over the harbor as reminders of the centuries of Spanish rule. El Yunque rainforest, on the northeastern side of the island, is just one of many distinctive geographical features found here. Mountain lakes, waterfalls, teak forests, and three magnificent phosphorescent bays offer the visitor a variety of diversions.

Day 10 - St. Barthelemy

Arrive: Sun 22 November 2026 / Depart: Sun 22 November 2026

Day 11 - St. Kitts

Arrive: Mon 23 November 2026 / Depart: Mon 23 November 2026

A classic golden arc of sugary sand at South Friar’s Bay, Carambola is home to the island’s most luxurious beach clubs and restaurants. Umbrellas, loungers and optional water sports abound for those so inclined. Otherwise St. Kitts has other attractions, including a number of lovingly preserved plantation great houses, the UNESCO World Heritage Site of Brimstone Hill Fortress and a scenic narrow gauge sugarcane railway.

Day 12 - Trois Ilets, Martinique

Arrive: Tue 24 November 2026 / Depart: Tue 24 November 2026

Les Trois-Îlets is a town on the Caribbean island of Martinique. It's known as the birthplace of Joséphine, Napoléon Bonaparte’s first wife. Her family’s sugar plantation is now the Pagerie Museum, with childhood mementos and a love letter from Napoléon. Nearby, exhibits at the Maison de la Canne detail how sugar cane shaped Martinique’s history. North, Pointe du Bout is a water-sports hub with boutiques and cafes.

Day 13 - Port Elizabeth (Grenadines)

Arrive: Wed 25 November 2026 / Depart: Wed 25 November 2026

Bequia’s Admiralty Bay is a favorite yachtsman’s anchorage. They ferry ashore to join the friendly, low-key locals “under the almond tree,” the chosen meeting place. Stroll along the Belmont Walkway to the Gingerbread for homemade nutmeg ice cream, or Frangipani, run by the daughter of a former prime minister. Continue to lovely, golden Princess Margaret Beach, or round the bend to Lower Bay. Don’t miss the excellent craftsmanship at the Sargeant Brothers Model Boat Shop, it’s a Bequia specialty.

Day 14 - At Sea

Day 15 - Bonaire

Arrive: Fri 27 November 2026 / Depart: Fri 27 November 2026

Discovered in 1499 by an expedition led by Amerigo Vespucci, Bonaire has quite a varied history. Indian drawings, which can be seen today in several places, depict life and events which took place centuries before the island's discovery by Europeans. The Spanish colonization lasted for little more than a century, ending in 1634, when the Dutch from Curaccao arrived to occupy Bonaire during their war against Spain. In 1636, Bonaire became a Dutch colony. Salt production, corn and stock breeding were developed as major economic elements. Today, the island's economy depends largely on tourism. A friendly 'bon bini' from the locals greets you during your visit ashore. Enjoy a stroll through Kralendijk, past the fish market, duty-free shops of Breedestraat, the waterfront promenade and the quaint toy-like houses exemplifying the Dutch colonial architecture.

Day 16 - Oranjestad, Aruba

Arrive: Sat 28 November 2026 / Depart: Sat 28 November 2026

Although no written record of the island's discovery by Europeans exists, it was in 1499 that Alonso de Ojeda landed in Aruba and claimed the island for Spain. Over the years, possession changed from the Spanish to the Dutch to the British and back to the Dutch, with independence promised by 1996. Aruba is one of only a few Caribbean islands where the indigenous Indian population was not decimated by invading Europeans. The native Aruban today is a mixture of Arawak Indian, and Spanish and Dutch colonizers. The official language is Dutch, with both English and Spanish widely spoken. The local population's everyday tongue is Papiamento, a mixture of all of the above plus a few words left over from the days of the Arawak. The countryside is dotted with cottages surrounded by cactus fences and bright splashes of bougainvillea, oleander and hibiscus. During our call, enjoy a stroll through the capital, Oranjestad. Colorful Wilhelminastraat is lined with typical Aruban buildings of the Dutch Colonial style, and plenty of shops offering duty-free goods.