Virgin Voyages

Valiant Lady

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

Jan 9, 2027 · 7 nights

$1,253 balcony · $179/night

10% below typical
Virgin Voyages

Valiant Lady

San Juan → Road Town → Castries → San Juan

Jan 23, 2027 · 6 nights

$1,074 balcony · $179/night

10% below typical
Windstar Cruises

Star Pride

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

Dec 20, 2026 · 7 nights

$3,846 oceanview · $549/night

1% below typical
Celebrity Cruises

Celebrity Constellation

San Juan → Philipsburg → Málaga → Barcelona

Apr 3, 2027 · 13 nights

$919 oceanview · $71/night

5% below typical
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 I

San Juan → Basseterre, Saint Kitts → Jeju → San Juan

Dec 20, 2026 · 15 nights

$12,280 suite · $819/night

1% below typical
Explora Journeys

Explora III

San Juan → Saint John's → Puerto Plata → Miami

Dec 28, 2026 · 8 nights

$6,710 suite · $839/night

5% below typical
Princess Cruises

Crown Princess

San Juan → Saint Thomas → Castries → San Juan

Jan 3, 2027 · 14 nights

$1,606 interior · $115/night

Princess Cruises

Crown Princess

San Juan → Saint Thomas → Bridgetown → San Juan

Jan 10, 2027 · 7 nights

$679 interior · $97/night

Princess Cruises

Crown Princess

San Juan → Saint Thomas → Bridgetown → San Juan

Jan 24, 2027 · 7 nights

$639 interior · $91/night

2% below typical
Princess Cruises

Crown Princess

San Juan → Saint Thomas → Bridgetown → San Juan

Jan 31, 2027 · 7 nights

$599 interior · $86/night

Explora Journeys

Explora I

San Juan → Saint John's → Grand Turk Island → Miami

Mar 1, 2027 · 7 nights

$4,340 suite · $620/night

Viking Cruises

Viking Sea

San Juan → Philipsburg → Florence → Civitavecchia (Rome)

Mar 6, 2027 · 20 nights

$7,198 balcony · $360/night

4% below typical
Royal Caribbean International

Vision of the Seas

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

Mar 14, 2027 · 7 nights

$650 interior · $93/night

7% below typical
Windstar Cruises

Star Pride

San Juan → Lisbon → Dover

Mar 30, 2027 · 16 nights

$2,760 oceanview · $173/night

Windstar Cruises

Star Pride

San Juan → Basseterre, Saint Kitts → Marmaris → San Juan

Nov 1, 2027 · 14 nights

$4,224 oceanview · $302/night

Azamara Cruises

Azamara Quest

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

Nov 6, 2027 · 8 nights

$2,269 interior · $284/night

Azamara Cruises

Azamara Quest

San Juan → Spanish Town (Virgin Gorda) → Road Town → San Juan

Nov 6, 2027 · 15 nights

$4,319 interior · $288/night

Windstar Cruises

Star Pride

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

Nov 8, 2027 · 7 nights

$2,411 oceanview · $344/night

Windstar Cruises

Star Pride

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

Nov 8, 2027 · 14 nights

$4,014 oceanview · $287/night

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