14 nightsFrom Miami, Florida11 ports of call
14-Day Leeward Island Jewels
Seabourn · Seabourn Quest
Overview
A 14-night voyage aboard Seabourn Quest, departing Miami, Florida on 22 Nov 2026 and returning to the same port, calling at 11 destinations along the way.
Miami, FloridaSan Juan, Puerto RicoRoad BaySt. KittsRoseauFort de FranceTerre de Haut, Ile des SaintesLittle Bay, MontserratSpanish Town, Virgin Gorda, BVIJost Van DykeMiami, Florida
Cabin prices
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Itinerary
14 nights · 15 ports of call- 1
Day 1 ·Miami, FloridaEmbark
22 Nov 2026Depart 16:00Miami 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. - 2
Day 2 ·At Sea
23 Nov 2026 - 3
Day 3 ·At Sea
24 Nov 2026 - 4
Day 4 ·San Juan, Puerto Rico
25 Nov 2026Arrive 10:00Depart 18:00Puerto 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. - 5
Day 5 ·Road Bay, Anguilla
26 Nov 2026Arrive 08:00Depart 17:00Anguilla’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. - 6
Day 6 ·Carambola Beach, Saint Kitts and Nevis
27 Nov 2026Arrive 08:00Depart 17:00A 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. - 7
Day 7 ·Roseau, Dominica
28 Nov 2026Arrive 08:00Depart 17:00The Caribbean’s verdant “Nature Island” has resolved not to succumb to the high-rise hotels and casino culture that predominate on some other islands. The tiny nation is determined to thrive on its natural resources, which are many and attractive. Water is one, and the island does export delicious mineral water throughout the area. There are also thermal springs and a “boiling lake,” as well as lovely waterfalls. Citrus fruits such as grapefruit are another export. The island is the source of Rose’s Lime Juice, a requisite of the perfect gimlet cocktail. Fragrant bay rum, distilled from native trees, is a handmade commodity much prized on the global market. Visit the peaceful Botanical Gardens, or ascend Morne Bruce for a stunning view over the town, the harbor and the sea beyond. - 8
Day 8 ·Fort-de-france, Martinique
29 Nov 2026Arrive 08:00Depart 18:00Fort-de-France, Martinique's capital, with its narrow streets and iron grill-worked balconies, brings to mind New Orleans or Nice. This distinctly French island is a full-fledged department of France, with members in parliament and the senate. Naturally, everyone speaks French, as well as a rapid-fire Creole. The island features a varied landscape, from quiet beaches to lush rain forest to imposing Mont Pelee. Not surprisingly, the shopping in Fort-de-France has a decidedly Gallic flair. Bienvenue to this bit of France in the Caribbean. - 9
Day 9 ·Terre-de-Haut, Iles des Saintes, Guadeloupe
30 Nov 2026Arrive 08:00Depart 17:00The 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. - 10
Day 10 ·Little Bay
1 Dec 2026Arrive 08:00Depart 18:00 - 11
Day 11 ·Spanish Town, Virgin Gorda, British Virgin Islands
2 Dec 2026Arrive 08:00Depart 17:00Spanish Town on southern Virgin Gorda is the second largest town on the British Virgin Islands. Also known as The Valley, Spanish Town offers numerous shopping possibilities. The heart of the town is its Yacht Harbor marina, with many bareboat sailing activities every day. - 12
Day 12 ·Great Harbour, Jost Van Dyke, B.V.I
3 Dec 2026Arrive 07:00Depart 14:00There 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. - 13
Day 13 ·At Sea
4 Dec 2026 - 14
Day 14 ·At Sea
5 Dec 2026 - 15
Day 15 ·Miami, FloridaDisembark
6 Dec 2026Arrive 07:00Miami 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.
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