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Departures Itineraries
P&O Cruises

Iona • P&O Cruises

14-night Eastern Caribbean Loop via Basseterre, Saint Kitts, Tortola & Philipsburg

Feb 4, 2028 → Feb 18, 2028 • Bridgetown ↔

9% below typical
$2,336 · $167/night · typical price · ↓9% below typical
P&O Cruises

Iona • P&O Cruises

14-night Eastern Caribbean Loop via Basseterre, Saint Kitts, Tortola & Philipsburg

Feb 5, 2028 → Feb 19, 2028 • Bridgetown ↔

9% below typical
$2,336 · $167/night · typical price · ↓9% below typical
P&O Cruises

Iona • P&O Cruises

14-night Eastern Caribbean Loop via Basseterre, Saint Kitts, Tortola & Philipsburg

Jan 8, 2028 → Jan 22, 2028 • Bridgetown ↔

6% below typical
$2,431 · $174/night · typical price · ↓6% below typical
P&O Cruises

Iona • P&O Cruises

14-night Eastern Caribbean Loop via Saint George's, Castries & Bridgetown

Jan 29, 2028 → Feb 12, 2028 • Antigua ↔

6% below typical
$2,431 · $174/night · typical price · ↓6% below typical
Princess Cruises

Enchanted Princess • Princess Cruises

10-night Eastern Caribbean Loop via Puerto Plata, San Juan & Basseterre, Saint Kitts

Feb 5, 2028 → Feb 15, 2028 • Fort Lauderdale ↔

12% below typical
$1,055 · $106/night · good value · ↓12% below typical
Explora Journeys

Explora II • Explora Journeys

7-night Eastern Caribbean Arc via Saint-Barthélemy & Ocean Cay

Feb 27, 2028 → Mar 5, 2028 • San Juan → Miami

Lowest in 30 days
$4,020 · $574/night · typical price · ↓1% below typical
Princess Cruises

Emerald Princess • Princess Cruises

7-night Eastern Caribbean Loop via Saint Thomas & Basseterre, Saint Kitts

Jan 23, 2028 → Jan 30, 2028 • San Juan ↔

Great balance
$819 · $117/night · good value · ↓11% below typical
Princess Cruises

Emerald Princess • Princess Cruises

7-night Eastern Caribbean Loop via Tortola, Basseterre, Saint Kitts & Roseau

Feb 6, 2028 → Feb 13, 2028 • San Juan ↔

11% below typical
$865 · $124/night · good value · ↓11% below typical
Regent Seven Seas Cruises

Seven Seas Grandeur • Regent Seven Seas Cruises

10-night Southern Caribbean Loop via Saint George's, Oranjestad & Willemstad

Feb 4, 2028 → Feb 14, 2028 • Bridgetown ↔

$5,960 · $596/night · good value · ↓16% below typical
Royal Caribbean International

Vision of the Seas • Royal Caribbean International

7-night ABC Islands Loop via Charlotte Amalie, Saint Thomas & Kralendijk

Apr 9, 2028 → Apr 16, 2028 • San Juan ↔

Lowest in 180 days
$901 · $129/night · typical price

Explora III

14-night Eastern Caribbean Loop via Cruz Bay, Saint John, Terre-de-Haut & Philipsburg

Nov 22, 2026 → Dec 6, 2026 • Miami ↔

$600 below typical
$9,160 · $654/night · typical price · ↓6% below typical
Cunard Line

Queen Mary 2 • Cunard Line

20-night Southern Caribbean Arc via New York, Basseterre, Saint Kitts & Castries

Dec 14, 2027 → Jan 3, 2028 • Southampton → New York

$240 below typical ↗
$3,201 · $160/night · typical price · ↓7% below typical
MSC Cruises

MSC Opera • MSC Cruises

14-night Eastern Caribbean Loop via Catalina Island, Oranjestad & Willemstad

Dec 20, 2027 → Jan 3, 2028 • La Romana ↔

17% below typical
$1,379 · $99/night · good value · ↓17% below typical
Princess Cruises

Crown Princess • Princess Cruises

7-night Eastern Caribbean Loop via Saint Thomas, Basseterre, Saint Kitts & Roseau

Mar 14, 2027 → Mar 21, 2027 • San Juan ↔

Great balance
$859 · $123/night · good value · ↓15% below typical
MSC Cruises

MSC Meraviglia • MSC Cruises

14-night Eastern Caribbean Loop via Grand Turk Island, Ocean Cay & San Juan

Nov 29, 2026 → Dec 13, 2026 • Miami ↔

$1,096 · $78/night · good value · ↓12% below typical
Princess Cruises

Emerald Princess • Princess Cruises

14-night Eastern Caribbean Loop via Saint Thomas, Philipsburg & Antigua

Jan 16, 2028 → Jan 30, 2028 • San Juan ↔

9% below typical
$1,666 · $119/night · typical price · ↓9% below typical
Norwegian Cruise Line

Norwegian Pearl • Norwegian Cruise Line

11-night Eastern Caribbean Loop via Basseterre, Saint Kitts, Castries & Antigua

Dec 23, 2027 → Jan 3, 2028 • Philadelphia ↔

Lowest in 30 days $850 above typical
$1,899 · $173/night · priced high · ↑81% above typical
Norwegian Cruise Line

Norwegian Prima • Norwegian Cruise Line

7-night Eastern Caribbean Loop via Philipsburg, Basseterre, Saint Kitts & Bridgetown

Dec 27, 2026 → Jan 3, 2027 • San Juan ↔

Lowest in 30 days $1,030 above typical
$2,519 · $360/night · priced high · ↑69% above typical
Cunard Line

Queen Mary 2 • Cunard Line

13-night Southern Caribbean Arc via Road Town, Tortola, Basseterre, Saint Kitts & Castries

Dec 22, 2028 → Jan 4, 2029 • New York ↔

Lowest in 180 days $1,511 above typical
$3,748 · $288/night · priced high · ↑68% above typical
Norwegian Cruise Line

Norwegian Bliss • Norwegian Cruise Line

12-night Eastern Caribbean Loop via Puerto Plata, San Juan & Basseterre, Saint Kitts

Dec 23, 2026 → Jan 4, 2027 • New York ↔

Lowest in 30 days $900 above typical
$2,319 · $193/night · priced high · ↑63% above typical