Windstar Cruises

Star Legend

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

Jan 24, 2028 · 14 nights

$4,014 oceanview · $287/night

Norwegian Cruise Line

Norwegian Bliss

New York → Puerto Plata → Philipsburg → New York

Jan 26, 2028 · 12 nights

$2,209 suite · $184/night

Costa Cruises

Costa Serena

Fort-de-France → Pointe-à-Pitre → Antigua → Fort-de-France

Jan 27, 2028 · 7 nights

$1,067 interior · $152/night

Viking Cruises

Viking Sea

San Juan → Saint Thomas → Frederiksted, Saint Croix → San Juan

Jan 27, 2028 · 10 nights

$4,299 balcony · $430/night

Viking Cruises

Viking Sky

San Juan → Saint Thomas → Frederiksted, Saint Croix → San Juan

Jan 28, 2028 · 10 nights

$4,299 balcony · $430/night

P&O Cruises

Iona

Antigua → Saint George's → Fort-de-France → Antigua

Jan 29, 2028 · 14 nights

$2,120 interior · $151/night

2% below typical
MSC Cruises

MSC Seashore

Miami → Philipsburg → Puerto Plata → Miami

Jan 29, 2028 · 8 nights

$728 interior · $91/night

4% below typical
MSC Cruises

MSC World Asia

Pointe-à-Pitre → Antigua → Fort-de-France → Pointe-à-Pitre

Jan 30, 2028 · 7 nights

$889 interior · $127/night

3% below typical
MSC Cruises

MSC Meraviglia

Pointe-à-Pitre → Antigua → Fort-de-France → Pointe-à-Pitre

Jan 30, 2028 · 7 nights

$879 interior · $126/night

P&O Cruises

Arvia

Basseterre, Saint Kitts → Philipsburg → Bridgetown → Basseterre, Saint Kitts

Jan 31, 2028 · 14 nights

$2,282 interior · $163/night

1% below typical
Silversea Cruises

Silver Nova

Miami → Cruz Bay, Saint John → San Juan → Miami

Jan 31, 2028 · 11 nights

$6,300 suite · $573/night

Windstar Cruises

Star Legend

San Juan → Saint-Barthélemy → Philipsburg → San Juan

Jan 31, 2028 · 7 nights

$2,443 oceanview · $349/night

Oceania Cruises

Oceania Sonata

Miami → San Juan → Tortola → Miami

Feb 2, 2028 · 10 nights

$4,799 balcony · $480/night

Costa Cruises

Costa Serena

Fort-de-France → Pointe-à-Pitre → Antigua → Fort-de-France

Feb 3, 2028 · 7 nights

$1,067 interior · $152/night

Princess Cruises

Emerald Princess

Bridgetown → San Juan → Saint George's → Bridgetown

Feb 4, 2028 · 7 nights

$1,644 interior · $235/night

2% below typical
P&O Cruises

Iona

Bridgetown → Basseterre, Saint Kitts → Saint George's → Bridgetown

Feb 4, 2028 · 14 nights

$3,174 balcony · $227/night

Regent Seven Seas Cruises

Seven Seas Grandeur

Bridgetown → Willemstad → Roseau → Bridgetown

Feb 4, 2028 · 10 nights

$6,099 suite · $610/night

2% below typical
P&O Cruises

Iona

Bridgetown → Basseterre, Saint Kitts → Saint George's → Bridgetown

Feb 5, 2028 · 14 nights

$2,066 interior · $148/night

Viking Cruises

Viking Sea

San Juan → Saint Thomas → Frederiksted, Saint Croix → San Juan

Feb 6, 2028 · 10 nights

$4,299 balcony · $430/night

MSC Cruises

MSC Opera

La Romana → Catalina Island → Saint John's → La Romana

Feb 7, 2028 · 7 nights

$809 interior · $116/night

4% below typical

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