Windstar Cruises

Star Pride

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

Dec 27, 2026 · 7 nights

$4,158 oceanview · $594/night

13% below typical · 3-month low
Celebrity Cruises

Celebrity Constellation

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

Jan 16, 2027 · 7 nights

$677 interior · $97/night

18% below typical · 3-month low
Norwegian Cruise Line

Norwegian Prima

San Juan → Tortola → Saint Thomas → San Juan

Feb 28, 2027 · 7 nights

$1,619 suite · $231/night

30% below typical · 3-month low
Royal Caribbean International

Vision of the Seas

San Juan → Charlotte Amalie, Saint Thomas → Castries → Miami

Apr 4, 2027 · 10 nights

$1,101 interior · $110/night

11% below typical · 3-month low
Royal Caribbean International

Grandeur of the Seas

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

May 8, 2027 · 7 nights

$563 interior · $80/night

16% below typical · 3-month low
Princess Cruises

Emerald Princess

San Juan → Saint Thomas → Roseau → San Juan

Dec 5, 2027 · 14 nights

$1,828 balcony · $131/night

19% below typical · 3-month low
Princess Cruises

Emerald Princess

San Juan → Tortola → Bridgetown → San Juan

Dec 12, 2027 · 7 nights

$724 interior · $103/night

14% below typical · 3-month low
Explora Journeys

Explora II

San Juan → Little Bay → Boca da Valeria → Manaus

Feb 6, 2028 · 11 nights

$6,635 suite · $603/night

12% below typical · 3-month low
Explora Journeys

Explora II

San Juan → Saint-Barthélemy → Ocean Cay → Miami

Feb 27, 2028 · 7 nights

$3,395 suite · $485/night

16% below typical · 3-month low
Explora Journeys

Explora II

San Juan → Road Town → Ocean Cay → Miami

Mar 12, 2028 · 7 nights

$3,455 suite · $494/night

14% below typical · 3-month low
Explora Journeys

Explora IV

San Juan → Pointe-à-Pitre → Ocean Cay → Miami

Mar 18, 2028 · 7 nights

$3,395 suite · $485/night

16% below typical · 3-month low
Explora Journeys

Explora IV

San Juan → Jeju → Ocean Cay → Miami

Apr 1, 2028 · 7 nights

$3,395 suite · $485/night

16% below typical · 3-month low
Emerald Cruises

Emerald Kaia

San Juan → Esperanza → Little Bay → Antigua

Nov 20, 2027 · 7 nights

$5,847 oceanview · $835/night

19% below typical · Price trending down
Emerald Cruises

Emerald Kaia

San Juan → Esperanza → Little Bay → Antigua

Dec 4, 2027 · 7 nights

$5,847 oceanview · $835/night

19% below typical · Price trending down
Emerald Cruises

Emerald Kaia

San Juan → Saint-John → Norman Island → San Juan

Dec 20, 2027 · 7 nights

$5,793 oceanview · $828/night

19% below typical · Price trending down
Emerald Cruises

Emerald Kaia

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

Jan 3, 2028 · 5 nights

$4,059 oceanview · $812/night

20% below typical · Price trending down
Emerald Cruises

Emerald Kaia

San Juan → Esperanza → Little Bay → Antigua

Jan 22, 2028 · 7 nights

$6,172 oceanview · $882/night

18% below typical · Price trending down
Emerald Cruises

Emerald Kaia

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

Feb 5, 2028 · 5 nights

$4,059 oceanview · $812/night

20% below typical · Price trending down
Emerald Cruises

Emerald Kaia

San Juan → Esperanza → Little Bay → Antigua

Apr 1, 2028 · 7 nights

$6,064 oceanview · $866/night

18% below typical · Price trending down
Virgin Voyages

Valiant Lady

San Juan → Road Town → Basseterre, Saint Kitts → San Juan

Nov 14, 2026 · 6 nights

$1,014 balcony · $169/night

23% below typical · Price trending down

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