Virgin Voyages

Valiant Lady

San Juan → Road Town → Castries → San Juan

Mar 13, 2027 · 6 nights

$1,134 balcony · $189/night

10% below typical
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
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

Windstar Cruises

Star Pride

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

Dec 20, 2026 · 7 nights

$3,846 oceanview · $549/night

Silversea Cruises

Silver Shadow

San Juan → Cruz Bay, Saint John → Jost Van Dyke → San Juan

Jan 3, 2027 · 7 nights

$5,100 suite · $729/night

Princess Cruises

Crown Princess

San Juan → Saint Thomas → Bridgetown → San Juan

Jan 3, 2027 · 7 nights

$989 oceanview · $141/night

Windstar Cruises

Star Pride

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

Jan 3, 2027 · 7 nights

$2,901 oceanview · $414/night

4% above typical
Royal Caribbean International

Rhapsody of the Seas

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

Jan 23, 2027 · 7 nights

$513 interior · $73/night

Royal Caribbean International

Vision of the Seas

San Juan → Tortola → Basseterre, Saint Kitts → San Juan

Feb 14, 2027 · 7 nights

$521 interior · $74/night

5% below typical
Silversea Cruises

Silver Shadow

San Juan → Cruz Bay, Saint John → Jost Van Dyke → San Juan

Feb 26, 2027 · 7 nights

$4,500 suite · $643/night

Princess Cruises

Crown Princess

San Juan → Saint Thomas → Bridgetown → San Juan

Mar 21, 2027 · 7 nights

$809 interior · $116/night

1% above typical
Royal Caribbean International

Vision of the Seas

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

Mar 28, 2027 · 7 nights

$681 interior · $97/night

7% below typical
Explora Journeys

Explora III

San Juan → Saint-Barthélemy → Key West → Miami

Apr 5, 2027 · 7 nights

$4,835 suite · $691/night

Explora Journeys

Explora IV

San Juan → Saint-Barthélemy → Ocean Cay → Miami

Nov 27, 2027 · 7 nights

$4,130 suite · $590/night

2% below typical
Celebrity Cruises

Celebrity Summit

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

Dec 26, 2027 · 7 nights

$1,177 oceanview · $168/night

5% above typical
Princess Cruises

Emerald Princess

San Juan → Saint Thomas → Bridgetown → San Juan

Feb 13, 2028 · 7 nights

$807 interior · $115/night

1% above typical
Windstar Cruises

Star Pride

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

Nov 1, 2027 · 7 nights

$2,443 oceanview · $349/night

Royal Caribbean International

Grandeur of the Seas

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

Sep 4, 2027 · 7 nights

$671 interior · $96/night

2% above typical
Royal Caribbean International

Rhapsody of the Seas

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

Jan 16, 2027 · 7 nights

$559 interior · $80/night

5% above typical

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