14-Day Windward & Leeward Islands

Overview

A 14-night voyage aboard Seabourn Quest, departing Miami, Florida on 4 Dec 2027 and returning to the same port, calling at 11 destinations along the way.

Cabin prices

Live prices per person based on two sharing. Select a grade to see its fare options.

1. 1

   Day 1 ·Miami, FloridaEmbark

   4 Dec 2027

   Depart 16:00

   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.
2. 2

   Day 2 ·At Sea

   5 Dec 2027
3. 3

   Day 3 ·At Sea

   6 Dec 2027
4. 4

   Day 4 ·St. John, U.S.V.I.

   7 Dec 2027

   Arrive 10:00Depart 18:00

   St. John is the smallest of the three major U.S. Virgin Islands. Some two-thirds of its area, and large stretches of its coastal waters, are now included in the Virgin Islands National Park. It was established in 1956 on the initiative of Laurence Rockefeller, who bought this former sugar island and donated the land to the American people. St. John is now a great attraction for nature lovers and diving enthusiasts, with its small population living mainly from tourism.
5. 5

   Day 5 ·St. Barthelemy

   8 Dec 2027

   Arrive 08:00Depart 17:00
6. 6

   Day 6 ·Carambola Beach, Saint Kitts and Nevis

   9 Dec 2027

   Arrive 08:00Depart 17:00

   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.
7. 7

   Day 7 ·Fort-de-france, Martinique

   10 Dec 2027

   Arrive 08:00Depart 22:00

   Fort-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.
8. 8

   Day 8 ·Roseau, Dominica

   11 Dec 2027

   Arrive 08:00Depart 17:00

   The 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.
9. 9

   Day 9 ·Little Bay

   12 Dec 2027

   Arrive 08:00Depart 18:00
10. 10

    Day 10 ·St. Johns, Antigua and Barbuda

    13 Dec 2027

    Arrive 08:00Depart 17:00

    Antigua is blessed with an abundance of shining white beaches, and many of these have sprouted top-end resort hotels that engender golf courses and other amenities counted among the best in the Caribbean. A pleasant drive up through farms and tiny villages leads to the commanding fortress on Shirley Heights, from which you can survey the town and the harbor of Nelson’s Dockyard across the island. Once a carenage for British frigates, today it is an enclave of shops and restaurants.
11. 11

    Day 11 ·Road Bay, Anguilla

    14 Dec 2027

    Arrive 08:00Depart 17:00

    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.
12. 12

    Day 12 ·Great Harbour, Jost Van Dyke, B.V.I

    15 Dec 2027

    Arrive 07:00Depart 14:00

    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.
13. 13

    Day 13 ·At Sea

    16 Dec 2027
14. 14

    Day 14 ·At Sea

    17 Dec 2027
15. 15

    Day 15 ·Miami, FloridaDisembark

    18 Dec 2027

    Arrive 07:00

    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.

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