11-Day Eastern Caribbean: Windward & Leeward Islands
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Ports of Call & Itinerary
11-night voyage departing Fort Lauderdale, Florida.
Printable Itinerary (PDF)Route Map
11-Day Eastern Caribbean: Windward & Leeward Islands
9 ports plotted · click a marker for details
Day 1
Fort Lauderdale, Florida , United States
Saturday, 11/12/2027
Like many southeast Florida neighbors, Fort Lauderdale has long been revitalizing. In a state where gaudy tourist zones often stand aloof from workaday downtowns, Fort Lauderdale exhibits consistency at both ends of the 2-mile Las Olas corridor. The sparkling look results from upgrades both downtown and on the beachfront. Matching the downtown's innovative arts district, cafés, and boutiques is an equally inventive beach area, with hotels, cafés, and shops facing an undeveloped shoreline, and new resort-style hotels replacing faded icons of yesteryear. Despite wariness of pretentious overdevelopment, city leaders have allowed a striking number of glittering high-rises. Nostalgic locals and frequent visitors fret over the diminishing vision of sailboats bobbing in waters near downtown; however, Fort Lauderdale remains the yachting capital of the world, and the water toys don’t seem to be going anywhere.
Day 4
Sint Maarten , Sint Maarten (Dutch part)
Tuesday, 14/12/2027
Day 5
Basseterre, Saint Kitts , Saint Kitts and Nevis
Wednesday, 15/12/2027
Mountainous St. Kitts, the first English settlement in the Leeward Islands, crams some stunning scenery into its 65 square miles (168 square km). Vast, brilliant green fields of sugarcane (the former cash crop, now slowly being replanted) run to the shore. The fertile, lush island has some fascinating natural and historical attractions: a rain forest replete with waterfalls, thick vines, and secret trails; a central mountain range dominated by the 3,792-foot Mt. Liamuiga, whose crater has long been dormant; and Brimstone Hill, known in the 18th century as the Gibraltar of the West Indies. St. Kitts and Nevis, along with Anguilla, achieved self-government as an associated state of Great Britain in 1967. In 1983 St. Kitts and Nevis became an independent nation. English with a strong West Indian lilt is spoken here. People are friendly but shy; always ask before you take photographs. Also, be sure to wear wraps or shorts over beach attire when you're in public places.
Day 6
Fort-de-France , Martinique
Thursday, 16/12/2027
The largest of the Windward Islands, Martinique is 4,261 mi (6,817 km) from Paris, but its spirit and language are decidedly French, with more than a soupçon of West Indian spice. Tangible, edible evidence of the fact is the island's cuisine, a superb blend of French and creole. Martinique is lushly landscaped with tropical flowers. Trees bend under the weight of fruits such as mangoes, papayas, lemons, limes, and bright-red West Indian cherries. Acres of banana plantations, pineapple fields, and waving sugarcane stretch to the horizon. The towering mountains and verdant rain forest in the north lure hikers, while underwater sights and sunken treasures attract snorkelers and scuba divers. Martinique is also wonderful if your idea of exercise is turning over every 10 minutes to get an even tan and your taste in adventure runs to duty-free shopping. A popular cruise-ship excursion goes to St-Pierre, which was buried by ash when Mont Pelée erupted in 1902.
Day 7
Roseau , Dominica
Friday, 17/12/2027
Although it's one of the smallest capitals in the Caribbean, Roseau has the highest concentration of inhabitants of any town in the eastern Caribbean. Caribbean vernacular architecture and a bustling marketplace transport visitors back in time. Although you can walk the entire town in about an hour, you'll get a much better feel for the place on a leisurely stroll. For some years now, the Society for Historical Architectural Preservation and Enhancement (SHAPE) has organized programs and projects to preserve the city's architectural heritage. Several interesting buildings have already been restored. Lilac House, on Kennedy Avenue, has three types of gingerbread fretwork, latticed verandah railings, and heavy hurricane shutters. The J.W. Edwards Building, at the corner of Old and King George V sreets, has a stone base and a wooden second-floor gallery. The Old Market Plaza is the center of Roseau's historic district, which was laid out by the French on a radial plan rather than a grid, so streets such as Hanover, King George V, and Old radiate from this area. South of the marketplace is the Fort Young Hotel, built as a British fort in the 18th century; the nearby statehouse, public library, and Anglican cathedral are also worth a visit. New developments at the bay front on Dame M.E. Charles Boulevard have brightened up the waterfront.
Day 8
Antigua , Antigua and Barbuda
Saturday, 18/12/2027
Day 9
San Juan (Puerto Rico) , Puerto Rico
Sunday, 19/12/2027
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.
Day 11
Half Moon Cay , Bahamas
Tuesday, 21/12/2027
The Half Moon Caye is a natural monument situated at the southeast corner of Lighthouse Reef Atoll. The crescent-shaped caye is a protected marine reserve that was established as a World Heritage Site in 1996. The pristine caye has breath-taking walk-in snorkelling from the beach, idyllic sandy beaches and magnificent wildlife both in the sea and within the littoral forest.
Day 12
Fort Lauderdale, Florida , United States
Wednesday, 22/12/2027
Like many southeast Florida neighbors, Fort Lauderdale has long been revitalizing. In a state where gaudy tourist zones often stand aloof from workaday downtowns, Fort Lauderdale exhibits consistency at both ends of the 2-mile Las Olas corridor. The sparkling look results from upgrades both downtown and on the beachfront. Matching the downtown's innovative arts district, cafés, and boutiques is an equally inventive beach area, with hotels, cafés, and shops facing an undeveloped shoreline, and new resort-style hotels replacing faded icons of yesteryear. Despite wariness of pretentious overdevelopment, city leaders have allowed a striking number of glittering high-rises. Nostalgic locals and frequent visitors fret over the diminishing vision of sailboats bobbing in waters near downtown; however, Fort Lauderdale remains the yachting capital of the world, and the water toys don’t seem to be going anywhere.
Room Type & Prices
All prices per person based on double occupancy. Solo traveller prices — single occupancy. Contact our cruise experts for the latest availability and best fares.
Large Inside
222–231 sqft · Up to 2 guests
Verandah
212–359 sqft · Up to 2 guests
Neptune Suite
465–502 sqft · Up to 4 guests
Pinnacle Suite
1290 sqft · Up to 4 guests
Inside
| Cabin | Grade | Per Person | Avail. | |
|---|---|---|---|---|
| Interior Stateroom | IF Interior Stateroom (IF) | Enquire → | ||
| IE Interior Stateroom (IE) | Enquire → | |||
| ID Interior Stateroom (ID) | Enquire → | |||
| IC Interior Stateroom (IC) | Enquire → | |||
| IB Interior Stateroom (IB) | Enquire → | |||
| Large Inside · 222–231 sqft | IA Large Interior Stateroom | Enquire → |
Interior Stateroom
IF Interior Stateroom (IF)
Interior Stateroom
IE Interior Stateroom (IE)
Interior Stateroom
ID Interior Stateroom (ID)
Interior Stateroom
IC Interior Stateroom (IC)
Interior Stateroom
IB Interior Stateroom (IB)
Large Inside · 222–231 sqft
IA Large Interior Stateroom
Oceanview
Balcony
| Cabin | Grade | Per Person | Avail. | |
|---|---|---|---|---|
| Verandah Stateroom | VX Verandah Stateroom (VX) | Enquire → | ||
| VS Verandah Stateroom (VS) | Enquire → | |||
| Verandah · 212–359 sqft | VH Verandah Stateroom (VH) | Enquire → | ||
| VF Verandah Stateroom (VF) | Enquire → | |||
| VE Verandah Stateroom (VE) | Enquire → | |||
| VD Verandah Stateroom (VD) | Enquire → | |||
| VC Verandah Stateroom (VC) | Enquire → | |||
| VB Verandah Stateroom (VB) | Enquire → | |||
| VA Verandah Stateroom (VA) | Enquire → | |||
| Verandah Stateroom (Solo) | V2 Verandah Stateroom (Solo) (V2) | Enquire → | ||
| V1 Verandah Stateroom (Solo) (V1) | Enquire → |
Verandah Stateroom
VX Verandah Stateroom (VX)
Verandah Stateroom
VS Verandah Stateroom (VS)
Verandah · 212–359 sqft
VH Verandah Stateroom (VH)
Verandah · 212–359 sqft
VF Verandah Stateroom (VF)
Verandah · 212–359 sqft
VE Verandah Stateroom (VE)
Verandah · 212–359 sqft
VD Verandah Stateroom (VD)
Verandah · 212–359 sqft
VC Verandah Stateroom (VC)
Verandah · 212–359 sqft
VB Verandah Stateroom (VB)
Verandah · 212–359 sqft
VA Verandah Stateroom (VA)
Verandah Stateroom (Solo)
V2 Verandah Stateroom (Solo) (V2)
Verandah Stateroom (Solo)
V1 Verandah Stateroom (Solo) (V1)
Suite
| Cabin | Grade | Per Person | Avail. | |
|---|---|---|---|---|
| Vista Suite | TC Vista Suite (TC) | Enquire → | ||
| TA Vista Suite (TA) | Enquire → | |||
| TS Vista Suite (TS) | Enquire → | |||
| Signature Suites | GC Signature Suites (GC) | Enquire → | ||
| GB Signature Suites (GB) | Enquire → | |||
| GA Signature Suites (GA) | Enquire → | |||
| Neptune Suite · 465–502 sqft | NC Neptune Suite (NC) | Enquire → | ||
| NB Neptune Suite (NB) | Enquire → | |||
| NA Neptune Suite (NA) | Enquire → | |||
| NS Neptune Suite (NS) | Enquire → | |||
| Bridgeview Suite | PH | Enquire → | ||
| Pinnacle Suite · 1290 sqft | PS | Enquire → |
Vista Suite
TC Vista Suite (TC)
Vista Suite
TA Vista Suite (TA)
Vista Suite
TS Vista Suite (TS)
Signature Suites
GC Signature Suites (GC)
Signature Suites
GB Signature Suites (GB)
Signature Suites
GA Signature Suites (GA)
Neptune Suite · 465–502 sqft
NC Neptune Suite (NC)
Neptune Suite · 465–502 sqft
NB Neptune Suite (NB)
Neptune Suite · 465–502 sqft
NA Neptune Suite (NA)
Neptune Suite · 465–502 sqft
NS Neptune Suite (NS)
Bridgeview Suite
PH
Pinnacle Suite · 1290 sqft
PS
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Your Ship
Oosterdam
Step aboard Oosterdam and discover a ship designed for space, comfort, and connection. Enjoy today’s guest-favorite experiences —with exciting enhancements already on the horizon.
