Princess Cruises

Crown Princess

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

Dec 27, 2026 · 14 nights

$1,946 interior · $139/night

10% below typical · Price trending down
Explora Journeys

Explora I

San Juan → Basseterre, Saint Kitts → Road Bay → Miami

Dec 20, 2026 · 7 nights

$5,600 suite · $800/night

6% below typical · 3-month low
Princess Cruises

Crown Princess

San Juan → Saint Thomas → Bridgetown → San Juan

Dec 27, 2026 · 7 nights

$1,101 oceanview · $157/night

17% below typical · 3-month low
Windstar Cruises

Star Pride

San Juan → Saint-Barthélemy → Marmaris → San Juan

Dec 27, 2026 · 14 nights

$6,534 oceanview · $467/night

9% below typical · 3-month low
Explora Journeys

Explora III

San Juan → Jeju → Puerto Plata → Miami

Feb 12, 2027 · 7 nights

$4,875 suite · $696/night

6% below typical · 3-month low
Virgin Voyages

Valiant Lady

San Juan → Samana → Cabo Rojo → San Juan

Feb 13, 2027 · 7 nights

$1,463 balcony · $209/night

19% below typical · Price trending up
Royal Caribbean International

Grandeur of the Seas

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

Jun 5, 2027 · 7 nights

$737 interior · $105/night

9% below typical · 3-month low
Royal Caribbean International

Grandeur of the Seas

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

Jun 19, 2027 · 7 nights

$829 oceanview · $118/night

12% below typical · 3-month low
Royal Caribbean International

Grandeur of the Seas

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

Jul 24, 2027 · 7 nights

$865 interior · $124/night

15% below typical · 3-month low
Royal Caribbean International

Grandeur of the Seas

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

Aug 21, 2027 · 7 nights

$624 interior · $89/night

10% below typical · 3-month low
Princess Cruises

Emerald Princess

San Juan → Saint Thomas → Bridgetown → San Juan

Nov 21, 2027 · 7 nights

$684 interior · $98/night

7% below typical · 3-month low
Celebrity Cruises

Celebrity Summit

San Juan → Philipsburg → Fort Lauderdale

Jan 2, 2028 · 4 nights

$426 oceanview · $107/night

11% below typical · 3-month low
Explora Journeys

Explora II

San Juan → Road Town → Ocean Cay → Miami

Jan 23, 2028 · 7 nights

$3,655 suite · $522/night

9% below typical · 3-month low
Princess Cruises

Emerald Princess

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

Feb 27, 2028 · 14 nights

$1,713 interior · $122/night

10% below typical · 3-month low
Explora Journeys

Explora IV

San Juan → Jeju → Ocean Cay → Miami

Mar 4, 2028 · 7 nights

$3,655 suite · $522/night

9% below typical · 3-month low
Explora Journeys

Explora IV

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

Apr 15, 2028 · 7 nights

$3,545 suite · $506/night

6% below typical · 3-month low
Explora Journeys

Explora IV

San Juan → Pointe-à-Pitre → Basseterre, Saint Kitts → Miami

Apr 29, 2028 · 7 nights

$3,485 suite · $498/night

7% below typical · 3-month low
Viking Cruises

Viking Sea

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

Dec 20, 2028 · 10 nights

$3,799 balcony · $380/night

5% below typical · 3-month low
Emerald Cruises

Emerald Kaia

San Juan → Saint-John → Spanish Town (Virgin Gorda) → San Juan

Dec 27, 2027 · 7 nights

$6,122 oceanview · $875/night

8% below typical · Price trending down
Norwegian Cruise Line

Norwegian Prima

San Juan → Philipsburg → Tortola → San Juan

Dec 6, 2026 · 7 nights

$1,559 suite · $223/night

28% below typical

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