Princess Cruises

Emerald Princess

San Juan → Tortola → Castries → San Juan

Dec 12, 2027 · 14 nights

$1,948 balcony · $139/night

6% below typical · 3-month low
Princess Cruises

Emerald Princess

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

Feb 13, 2028 · 14 nights

$2,258 balcony · $161/night

5% below typical
Princess Cruises

Emerald Princess

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

Mar 12, 2028 · 14 nights

$1,908 interior · $136/night

7% below typical
Windstar Cruises

Star Legend

San Juan → Saint-Barthélemy → Marmaris → San Juan

Jan 31, 2028 · 14 nights

$4,014 oceanview · $287/night

Princess Cruises

Crown Princess

San Juan → Saint Thomas → Castries → San Juan

Mar 14, 2027 · 14 nights

$2,336 balcony · $167/night

6% below typical
Princess Cruises

Emerald Princess

San Juan → Tortola → Castries → San Juan

Mar 5, 2028 · 14 nights

$2,648 balcony · $189/night

9% below typical
Princess Cruises

Emerald Princess

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

Nov 21, 2027 · 14 nights

$1,913 balcony · $137/night

4% 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
Princess Cruises

Crown Princess

San Juan → Saint Thomas → Castries → San Juan

Jan 3, 2027 · 14 nights

$1,606 interior · $115/night

Viking Cruises

Viking Sea

San Juan → Philipsburg → Florence → Civitavecchia (Rome)

Mar 6, 2027 · 20 nights

$7,198 balcony · $360/night

4% 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) → Road Town → San Juan

Nov 6, 2027 · 15 nights

$4,319 interior · $288/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

Azamara Cruises

Azamara Quest

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

Nov 21, 2027 · 14 nights

$3,329 interior · $238/night

Azamara Cruises

Azamara Quest

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

Dec 5, 2027 · 14 nights

$3,529 interior · $252/night

Azamara Cruises

Azamara Quest

San Juan → Spanish Town (Virgin Gorda) → Nassau → Miami

Dec 19, 2027 · 17 nights

$4,929 interior · $290/night

Princess Cruises

Emerald Princess

San Juan → Tortola → Castries → San Juan

Dec 26, 2027 · 14 nights

$1,613 interior · $115/night

5% below typical
Windstar Cruises

Star Legend

San Juan → Philipsburg → Marmaris → San Juan

Jan 17, 2028 · 14 nights

$4,014 oceanview · $287/night

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