Virgin Voyages

Valiant Lady

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

Nov 14, 2026 · 6 nights

$894 balcony · $149/night

32% below typical · 3-month low
Virgin Voyages

Valiant Lady

San Juan → Saint Thomas → Philipsburg → San Juan

Nov 28, 2026 · 7 nights

$833 oceanview · $119/night

34% below typical · 3-month low
Virgin Voyages

Valiant Lady

San Juan → Philipsburg → Basseterre, Saint Kitts → San Juan

Nov 7, 2026 · 7 nights

$1,183 balcony · $169/night

32% below typical · 3-month low
Explora Journeys

Explora III

San Juan → Road Town → Terre-de-Haut (Les Saintes) → San Juan

Nov 29, 2026 · 14 nights

$8,220 suite · $587/night

13% below typical · 3-month low
Explora Journeys

Explora III

San Juan → Road Town → Grand Turk Island → Miami

Nov 29, 2026 · 7 nights

$4,160 suite · $594/night

13% below typical · Price trending down
Azamara Cruises

Azamara Journey

San Juan → Spanish Town (Virgin Gorda) → Scarborough → Bridgetown

Nov 7, 2026 · 7 nights

$1,159 interior · $166/night

8% below typical · 3-month low
Azamara Cruises

Azamara Journey

San Juan → Spanish Town (Virgin Gorda) → Scarborough → Bridgetown

Nov 21, 2026 · 7 nights

$1,169 oceanview · $167/night

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

Rhapsody of the Seas

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

Nov 7, 2026 · 7 nights

$1,348 suite · $193/night

9% below typical · Price trending down
Windstar Cruises

Star Pride

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

Nov 29, 2026 · 7 nights

$2,618 oceanview · $374/night

14% below typical · 3-month low
Norwegian Cruise Line

Norwegian Prima

San Juan → Tortola → Saint Thomas → San Juan

Nov 15, 2026 · 7 nights

$1,789 suite · $256/night

13% below typical · Price trending up
Windstar Cruises

Star Pride

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

Nov 22, 2026 · 14 nights

$6,744 balcony · $482/night

Norwegian Cruise Line

Norwegian Prima

San Juan → Tortola → Saint Thomas → San Juan

Nov 29, 2026 · 7 nights

$1,439 suite · $206/night

25% below typical · Price trending down
Virgin Voyages

Valiant Lady

San Juan → Saint Thomas → Philipsburg → San Juan

Nov 20, 2026 · 8 nights

$952 interior · $119/night

Azamara Cruises

Azamara Journey

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

Nov 21, 2026 · 14 nights

$4,889 balcony · $349/night

Explora Journeys

Explora III

San Juan → Road Bay → Puerto Plata → Miami

Nov 15, 2026 · 7 nights

$4,270 suite · $610/night

Royal Caribbean International

Vision of the Seas

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

Nov 15, 2026 · 7 nights

$991 balcony · $142/night

11% below typical
Celebrity Cruises

Celebrity Constellation

San Juan → Tortola → Roseau → San Juan

Nov 17, 2026 · 11 nights

$2,211 balcony · $201/night

4% above typical
Windstar Cruises

Star Pride

San Juan → Saint George's → Marmaris → San Juan

Nov 22, 2026 · 7 nights

$2,691 oceanview · $384/night

Royal Caribbean International

Rhapsody of the Seas

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

Nov 28, 2026 · 7 nights

$607 oceanview · $87/night

Emerald Cruises

Emerald Sakara

San Juan → Grand Turk Island → Nassau → Miami

Nov 21, 2026 · 7 nights

$4,983 oceanview · $712/night

3% below typical

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