Silversea Cruises

Silver Shadow

San Juan → Codrington → Saint-Barthélemy → San Juan

Dec 16, 2028 · 7 nights

$4,900 suite · $700/night

32% above typical
Explora Journeys

Explora III

San Juan → Road Bay → Philipsburg → San Juan

Nov 15, 2026 · 14 nights

$15,785 suite · $1,128/night

55% above typical · Price trending up
Explora Journeys

Explora I

San Juan → Philipsburg → Road Town → Miami

Jan 4, 2027 · 7 nights

$6,635 suite · $948/night

55% above typical · Price trending up
Explora Journeys

Explora III

San Juan → Philipsburg → Puerto Plata → Miami

Jan 13, 2027 · 8 nights

$6,450 suite · $806/night

26% above typical · Price trending up
Royal Caribbean International

Vision of the Seas

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

Jan 24, 2027 · 7 nights

$788 oceanview · $113/night

35% above typical · Price trending up
Silversea Cruises

Silver Shadow

San Juan → Charlestown → Codrington → San Juan

Dec 7, 2028 · 9 nights

$7,200 suite · $800/night

71% above typical
Silversea Cruises

Silver Shadow

San Juan → Jost Van Dyke → Basseterre, Saint Kitts → San Juan

Dec 30, 2028 · 7 nights

$5,700 suite · $814/night

33% above typical
Viking Cruises

Viking Sea

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

Nov 5, 2026 · 10 nights

No pricing

Explora Journeys

Explora II

San Juan → Road Bay → Puerto Plata → Miami

Nov 15, 2026 · 7 nights

No pricing

Windstar Cruises

Star Pride

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

Nov 15, 2026 · 7 nights

$3,423 · $489/night

Viking Cruises

Viking Sea

San Juan → Saint Thomas → Christiansted, Saint Croix → San Juan

Nov 15, 2026 · 10 nights

No pricing

Viking Cruises

Viking Sea

San Juan → Saint Thomas → Christiansted, Saint Croix → San Juan

Nov 25, 2026 · 10 nights

No pricing

Viking Cruises

Viking Sea

San Juan → Saint Thomas → Christiansted, Saint Croix → San Juan

Dec 5, 2026 · 10 nights

No pricing

Crystal Cruises

Crystal Symphony

San Juan → Jost Van Dyke → Saint Thomas → Fort Lauderdale

Dec 13, 2026 · 7 nights

No pricing

Explora Journeys

Explora II

San Juan → Road Bay → Grand Turk Island → Miami

Dec 13, 2026 · 7 nights

No pricing

Azamara Cruises

Azamara Journey

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

Dec 18, 2026 · 10 nights

No pricing

Azamara Cruises

Azamara Journey

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

Dec 18, 2026 · 18 nights

No pricing

Norwegian Cruise Line

Norwegian Viva

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

Jan 9, 2028 · 7 nights

No pricing

Norwegian Cruise Line

Norwegian Viva

San Juan → Oranjestad → Basseterre, Saint Kitts → San Juan

Jan 16, 2028 · 7 nights

No pricing

Celebrity Cruises

Celebrity Silhouette

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

Oct 29, 2028 · 7 nights

$614 · $88/night

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