Windstar Cruises

Star Pride

San Juan → Basseterre, Saint Kitts → Saint-Barthélemy → San Juan

Nov 15, 2027 · 7 nights

$2,443 oceanview · $349/night

Costa Cruises

Costa Fascinosa

Pointe-à-Pitre → Basseterre, Saint Kitts → Bridgetown → Pointe-à-Pitre

Dec 23, 2027 · 14 nights

$4,116 suite · $294/night

1% above typical
P&O Cruises

Britannia

Bridgetown → Oranjestad → Philipsburg → Bridgetown

Dec 12, 2026 · 14 nights

$2,296 balcony · $164/night

3% below typical
Celebrity Cruises

Celebrity Constellation

San Juan → Tortola → Bridgetown → San Juan

Nov 28, 2026 · 7 nights

$1,131 balcony · $162/night

9% below typical · Price trending up
Norwegian Cruise Line

Norwegian Bliss

New York → Puerto Plata → Saint Thomas → New York

Dec 11, 2026 · 12 nights

$1,319 balcony · $110/night

4% below typical
Windstar Cruises

Wind Surf

Philipsburg → Jeju → Saint-Barthélemy → Philipsburg

Jan 9, 2027 · 7 nights

$3,097 oceanview · $442/night

6% above typical
Royal Caribbean International

Rhapsody of the Seas

San Juan → Charlotte Amalie, Saint Thomas → Roseau → San Juan

Feb 13, 2027 · 7 nights

$560 interior · $80/night

6% above typical
Celebrity Cruises

Celebrity Beyond

Miami → Basseterre, Saint Kitts → Coco Cay → Miami

May 29, 2027 · 7 nights

$943 oceanview · $135/night

10% below typical
Regent Seven Seas Cruises

Seven Seas Grandeur

Bridgetown → Saint George's → Roseau → Bridgetown

Feb 14, 2028 · 10 nights

$7,199 suite · $720/night

6% above typical · Price trending up
Oceania Cruises

Oceania Marina

Miami → Puerto Plata → Philipsburg → Miami

Feb 17, 2028 · 10 nights

$3,449 interior · $345/night

5% above typical
Emerald Cruises

Emerald Sakara

Bridgetown → Kingstown → Road Bay → Philipsburg

Jan 22, 2028 · 21 nights

$21,308 oceanview · $1,015/night

MSC Cruises

MSC World Europa

Bridgetown → Saint George → Castries → Bridgetown

Mar 23, 2027 · 14 nights

$1,918 interior · $137/night

2% below typical
Royal Caribbean International

Rhapsody of the Seas

San Juan → Tortola → Frederiksted, Saint Croix → San Juan

Feb 20, 2027 · 7 nights

$513 interior · $73/night

Windstar Cruises

Star Pride

San Juan → Saint-Barthélemy → Basseterre, Saint Kitts → San Juan

Dec 13, 2026 · 7 nights

$5,208 suite · $744/night

2% above typical · Price trending up
Windstar Cruises

Star Pride

San Juan → Saint George's → Spanish Town (Virgin Gorda) → San Juan

Dec 6, 2026 · 14 nights

$6,254 oceanview · $447/night

2% above typical
Celebrity Cruises

Celebrity Constellation

San Juan → Tortola → Bridgetown → San Juan

Feb 27, 2027 · 7 nights

$764 oceanview · $109/night

3% above typical · Price trending up
Celebrity Cruises

Celebrity Eclipse

Fort Lauderdale → Saint John's → Castries → Fort Lauderdale

Apr 2, 2027 · 9 nights

$1,603 balcony · $178/night

3% below typical · Price trending up
Princess Cruises

Majestic Princess

New York → Philipsburg → Oranjestad → Fort Lauderdale

Nov 7, 2026 · 12 nights

$1,209 balcony · $101/night

2% below typical · Price trending up
Windstar Cruises

Star Pride

San Juan → Saint-Barthélemy → Marmaris → San Juan

Nov 29, 2026 · 14 nights

$7,584 balcony · $542/night

3% above typical
Costa Cruises

Costa Favolosa

Santo Domingo → Philipsburg → Road Town → Santo Domingo

Jan 11, 2027 · 7 nights

$768 interior · $110/night

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