Princess Cruises

Crown Princess

San Juan → Saint Thomas → Bridgetown → San Juan

Jan 31, 2027 · 7 nights

$599 interior · $86/night

San Juan → Saint Thomas → Bridgetown → San Juan
Princess Cruises

Crown Princess

San Juan → Saint Thomas → Castries → San Juan

Jan 3, 2027 · 14 nights

$1,804 oceanview · $129/night

San Juan → Saint Thomas → Castries → San Juan
Emerald Cruises

Emerald Sakara

San Juan → Cruz Bay, Saint John → Norman Island → Saint Thomas

Jan 9, 2027 · 7 nights

$17,296 suite · $2,471/night

2% below typical
San Juan → Cruz Bay, Saint John → Norman Island → Saint Thomas
SeaDream Yacht Club

SeaDream I

San Juan → Cruz Bay, Saint John → Road Bay → San Juan

Jan 9, 2027 · 7 nights

$6,265 oceanview · $895/night

2% above typical
San Juan → Cruz Bay, Saint John → Road Bay → San Juan
Princess Cruises

Crown Princess

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

Jan 10, 2027 · 14 nights

$1,676 interior · $120/night

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

Star Pride

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

Jan 3, 2027 · 7 nights

$2,901 oceanview · $414/night

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

Star Pride

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

Jan 3, 2027 · 14 nights

$7,304 oceanview · $522/night

5% below typical
San Juan → Saint George's → Spanish Town (Virgin Gorda) → San Juan
Princess Cruises

Crown Princess

San Juan → Philipsburg → Bridgetown → San Juan

Jan 17, 2027 · 7 nights

$1,099 oceanview · $157/night

San Juan → Philipsburg → Bridgetown → San Juan
Princess Cruises

Crown Princess

San Juan → Philipsburg → Antigua → San Juan

Jan 17, 2027 · 14 nights

$1,636 interior · $117/night

San Juan → Philipsburg → Antigua → San Juan
Royal Caribbean International

Rhapsody of the Seas

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

Jan 23, 2027 · 7 nights

$513 interior · $73/night

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

Explora III

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

Jan 29, 2027 · 14 nights

$12,185 suite · $870/night

2% below typical
San Juan → Road Town → Basseterre, Saint Kitts → San Juan
Explora Journeys

Explora III

San Juan → Road Town → Key West → Miami

Jan 29, 2027 · 7 nights

$5,880 suite · $840/night

12% above typical
San Juan → Road Town → Key West → Miami
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
San Juan → Charlotte Amalie, Saint Thomas → Roseau → San Juan
SeaDream Yacht Club

SeaDream I

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

Jan 3, 2027 · 6 nights

$4,937 oceanview · $823/night

1% above typical
San Juan → Cruz Bay, Saint John → Jost Van Dyke → San Juan
Princess Cruises

Crown Princess

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

Jan 24, 2027 · 14 nights

$1,522 oceanview · $109/night

San Juan → Saint Thomas → Saint George's → San Juan
SeaDream Yacht Club

SeaDream I

San Juan → Cruz Bay, Saint John → Road Bay → San Juan

Jan 16, 2027 · 7 nights

$6,362 oceanview · $909/night

2% above typical
San Juan → Cruz Bay, Saint John → Road Bay → San Juan
Royal Caribbean International

Rhapsody of the Seas

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

Jan 30, 2027 · 7 nights

$532 interior · $76/night

4% above typical
San Juan → Charlotte Amalie, Saint Thomas → Roseau → San Juan
Princess Cruises

Crown Princess

San Juan → Saint Thomas → Antigua → San Juan

Jan 31, 2027 · 14 nights

$1,388 interior · $99/night

1% above typical
San Juan → Saint Thomas → Antigua → San Juan
Royal Caribbean International

Vision of the Seas

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

Jan 31, 2027 · 7 nights

$568 interior · $81/night

7% above typical
San Juan → Tortola → Basseterre, Saint Kitts → San Juan
Celebrity Cruises

Celebrity Constellation

San Juan → Tortola → Bridgetown → San Juan

Jan 30, 2027 · 7 nights

$711 interior · $102/night

3% above typical
San Juan → Tortola → Bridgetown → San Juan

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