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Departures Itineraries
Windstar Cruises

Star Legend

San Juan → Philipsburg → Spanish Town (Virgin Gorda) → San Juan

Feb 14, 2028 · 7 nights

$3,493 balcony · $499/night

11% below typical · 3-month low
Azamara Cruises

Azamara Journey

Bridgetown → Castries → Road Town → San Juan

Nov 14, 2026 · 7 nights

$1,689 balcony · $241/night

11% below typical · 3-month low
Explora Journeys

Explora III

Miami → Saint John's → Grand Turk Island → Miami

Nov 22, 2026 · 14 nights

$7,995 suite · $571/night

7% below typical · Price trending down
Holland America

Nieuw Amsterdam

Fort Lauderdale → Philipsburg → Key West → Fort Lauderdale

Nov 29, 2026 · 12 nights

$1,299 balcony · $108/night

32% below typical · Price trending up
MSC Cruises

MSC World Europa

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

Dec 6, 2026 · 7 nights

$996 interior · $142/night

6% below typical · 3-month low
Cunard Line

Queen Mary 2

New York → Road Town → Basseterre, Saint Kitts → New York

Dec 19, 2026 · 14 nights

$1,899 oceanview · $136/night

21% below typical · 3-month low
MSC Cruises

MSC World Europa

Bridgetown → Kingstown → Roseau → Bridgetown

Dec 29, 2026 · 14 nights

$2,001 interior · $143/night

8% below typical · 3-month low
Celebrity Cruises

Celebrity Beyond

Fort Lauderdale → Puerto Plata → Basseterre, Saint Kitts → Fort Lauderdale

Jan 3, 2027 · 7 nights

$1,010 oceanview · $144/night

20% below typical · 3-month low
MSC Cruises

MSC Opera

Fort-de-France → Antigua → Bridgetown → Fort-de-France

Jan 15, 2027 · 14 nights

$1,338 interior · $96/night

11% below typical · 3-month low
Virgin Voyages

Brilliant Lady

Miami → Philipsburg → Bimini → Miami

Jan 25, 2027 · 10 nights

$1,290 oceanview · $129/night

13% below typical
Norwegian Cruise Line

Norwegian Prima

San Juan → Tortola → Saint Thomas → San Juan

Nov 20, 2027 · 7 nights

$2,559 suite · $366/night

35% below typical · 3-month low
Princess Cruises

Island Princess

Fort Lauderdale → Philipsburg → Curaçao → Fort Lauderdale

Nov 29, 2027 · 14 nights

$1,189 balcony · $85/night

10% below typical · 3-month low
Royal Caribbean International

Symphony of the Seas

Fort Lauderdale → Basseterre, Saint Kitts → Nassau → Fort Lauderdale

Dec 4, 2027 · 8 nights

$1,180 balcony · $148/night

7% below typical · 3-month low
Norwegian Cruise Line

Norwegian Prima

San Juan → Tortola → Saint Thomas → San Juan

Dec 18, 2027 · 7 nights

$3,119 suite · $446/night

42% below typical · 3-month low
Celebrity Cruises

Celebrity Silhouette

Fort Lauderdale → Charlotte Amalie, Saint Thomas → Philipsburg → Fort Lauderdale

Dec 19, 2027 · 9 nights

$1,286 balcony · $143/night

6% below typical · 3-month low
Princess Cruises

Emerald Princess

San Juan → Saint Thomas → Saint George's → San Juan

Dec 19, 2027 · 14 nights

$2,128 balcony · $152/night

8% below typical · 3-month low
Explora Journeys

Explora II

San Juan → Port Elizabeth, Bequia → Castries → San Juan

Jan 16, 2028 · 7 nights

$3,920 suite · $560/night

7% below typical · Price trending down
Norwegian Cruise Line

Norwegian Prima

San Juan → Tortola → Saint Thomas → San Juan

Feb 5, 2028 · 7 nights

$2,439 suite · $348/night

28% below typical · 3-month low
Norwegian Cruise Line

Norwegian Prima

San Juan → Tortola → Saint Thomas → San Juan

Feb 19, 2028 · 7 nights

$2,509 suite · $358/night

40% below typical · 3-month low
Norwegian Cruise Line

Norwegian Prima

San Juan → Tortola → Saint Thomas → San Juan

Mar 4, 2028 · 7 nights

$2,439 suite · $348/night

29% below typical · 3-month low

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