Princess Cruises

Regal Princess • Princess Cruises

14-night Itinerary DOPOP-PRSJU-SXPHI-TCGDT-USFLL-P221398-TCGDT-BSNAS

Dec 26, 2026 → Jan 9, 2027 • Fort Lauderdale ↔

$486 above typical
$2,500 · $179/night · priced high · ↑24% above typical
Norwegian Cruise Line

Norwegian Prima • Norwegian Cruise Line

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

Jan 10, 2027 → Jan 17, 2027 • San Juan ↔

$300 above typical
$1,559 · $223/night · priced high · ↑24% above typical
Norwegian Cruise Line

Norwegian Bliss • Norwegian Cruise Line

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

Feb 1, 2027 → Feb 13, 2027 • New York ↔

$320 above typical
$1,669 · $139/night · priced high · ↑24% above typical
Emerald Cruises

Emerald Sakara • Emerald Cruises

14-night Eastern Caribbean Arc: Basseterre, Saint Kitts, Road Bay & Spanish Town

Apr 14, 2029 → Apr 28, 2029 • Philipsburg → Bridgetown

$2,810 above typical
$14,830 · $1,059/night · priced high · ↑23% above typical
Virgin Voyages

Valiant Lady • Virgin Voyages

8-night Eastern Caribbean Loop via Saint Thomas, Willemstad & Oranjestad

Nov 20, 2026 → Nov 28, 2026 • San Juan ↔

$1,272 · $159/night · priced high · ↑23% above typical
Princess Cruises

Crown Princess • Princess Cruises

7-night Eastern Caribbean Loop via San Juan, Saint Thomas & Philipsburg

Mar 19, 2027 → Mar 26, 2027 • Bridgetown ↔

$231 above typical
$1,244 · $178/night · priced high · ↑23% above typical
Holland America

Eurodam • Holland America

10-night Eastern Caribbean Loop via Half Moon Cay, San Juan & Tortola

Feb 27, 2027 → Mar 9, 2027 • Fort Lauderdale ↔

$250 above typical
$1,349 · $135/night · priced high · ↑23% above typical
MSC Cruises

MSC Seaview • MSC Cruises

7-night Eastern Caribbean Loop via Philipsburg, Saint John's & Basseterre, Saint Kitts

Mar 14, 2027 → Mar 21, 2027 • Pointe-à-Pitre ↔

Great balance
$863 · $123/night · priced high · ↑22% above typical
Norwegian Cruise Line

Norwegian Dawn • Norwegian Cruise Line

12-night Eastern Caribbean Loop via Great Stirrup Cay, Puerto Plata & Cruz Bay, Saint John

Jan 2, 2028 → Jan 14, 2028 • Jacksonville ↔

$252 above typical
$1,389 · $116/night · priced high · ↑22% above typical
Norwegian Cruise Line

Norwegian Viva • Norwegian Cruise Line

7-night Eastern Caribbean Loop via Oranjestad & Bridgetown

Jan 16, 2028 → Jan 23, 2028 • San Juan ↔

$1,064 · $152/night · priced high · ↑21% above typical
Explora Journeys

Explora I • Explora Journeys

7-night Eastern Caribbean Arc via Puerto Plata & Philipsburg

Jan 29, 2027 → Feb 5, 2027 • Miami → San Juan

$880 above typical
$5,080 · $726/night · priced high · ↑21% above typical
Norwegian Cruise Line

Norwegian Prima • Norwegian Cruise Line

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

Feb 21, 2027 → Feb 28, 2027 • San Juan ↔

$260 above typical
$1,519 · $217/night · priced high · ↑21% above typical
P&O Cruises

Iona • P&O Cruises

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

Nov 13, 2027 → Nov 27, 2027 • Bridgetown ↔

$362 above typical
$2,161 · $154/night · priced high · ↑20% above typical
Holland America

Rotterdam • Holland America

11-night Eastern Caribbean Loop via Philipsburg, Antigua & Roseau

Feb 23, 2027 → Mar 6, 2027 • Fort Lauderdale ↔

$248 above typical
$1,484 · $135/night · priced high · ↑20% above typical
Celebrity Cruises

Celebrity Apex • Celebrity Cruises

7-night Eastern Caribbean Loop via Puerto Plata & Charlotte Amalie, Saint Thomas

Mar 4, 2028 → Mar 11, 2028 • Port Canaveral ↔

$176 above typical
$1,062 · $152/night · priced high · ↑20% above typical
Celebrity Cruises

Celebrity Apex • Celebrity Cruises

7-night Eastern Caribbean Loop via Puerto Plata & Charlotte Amalie, Saint Thomas

Mar 18, 2028 → Mar 25, 2028 • Port Canaveral ↔

$176 above typical
$1,062 · $152/night · priced high · ↑20% above typical
Royal Caribbean International

Allure of the Seas • Royal Caribbean International

8-night Eastern Caribbean Loop via Basseterre, Saint Kitts & Coco Cay

Jun 27, 2026 → Jul 5, 2026 • Fort Lauderdale ↔

$283 above typical
$1,734 · $217/night · priced high · ↑20% above typical
Royal Caribbean International

Star of the Seas • Royal Caribbean International

7-night Eastern Caribbean Loop via Coco Cay & Charlotte Amalie, Saint Thomas

Aug 15, 2027 → Aug 22, 2027 • Port Canaveral ↔

$320 above typical
$1,996 · $285/night · priced high · ↑19% above typical
Norwegian Cruise Line

Norwegian Prima • Norwegian Cruise Line

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

Jan 24, 2027 → Jan 31, 2027 • San Juan ↔

$240 above typical
$1,499 · $214/night · priced high · ↑19% above typical
Princess Cruises

Crown Princess • Princess Cruises

7-night Southern Caribbean Loop via Philipsburg, Fort-de-France & Saint George's

Jan 17, 2027 → Jan 24, 2027 • San Juan ↔

$154 above typical
$969 · $138/night · priced high · ↑19% above typical