Norwegian Cruise Line

Norwegian Getaway • Norwegian Cruise Line

9-night Eastern Caribbean Loop via Puerto Plata, San Juan & Great Stirrup Cay

Dec 22, 2026 → Dec 31, 2026 • Port Canaveral ↔

$715 above typical
$1,749 · $194/night · priced high · ↑69% above typical
Virgin Voyages

Valiant Lady • Virgin Voyages

7-night Southern Caribbean Loop via Philipsburg, Fort-de-France & Bridgetown

Dec 26, 2026 → Jan 2, 2027 • San Juan ↔

$724 above typical
$1,837 · $262/night · priced high · ↑65% above typical
Holland America

Rotterdam • Holland America

11-night Eastern Caribbean Arc via Philipsburg, Basseterre, Saint Kitts & Roseau

Dec 22, 2026 → Jan 2, 2027 • Fort Lauderdale ↔

$798 above typical
$2,034 · $185/night · priced high · ↑65% above typical
Norwegian Cruise Line

Norwegian Viva • Norwegian Cruise Line

7-night ABC Islands Loop via Basseterre, Saint Kitts & Philipsburg

Dec 26, 2027 → Jan 2, 2028 • San Juan ↔

Great balance
$1,869 · $267/night · priced high · ↑64% above typical
Norwegian Cruise Line

Norwegian Bliss • Norwegian Cruise Line

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

Dec 22, 2027 → Jan 3, 2028 • New York ↔

$860 above typical
$2,209 · $184/night · priced high · ↑64% above typical
Princess Cruises

Regal Princess • Princess Cruises

8-night Itinerary DOPOP-PRSJU-SXPHI-TCGDT

Dec 26, 2026 → Jan 3, 2027 • Fort Lauderdale ↔

$733 above typical
$1,884 · $236/night · priced high · ↑64% above typical
Norwegian Cruise Line

Norwegian Jewel • Norwegian Cruise Line

12-night Eastern Caribbean Loop via Great Stirrup Cay, Cabo Rojo & Oranjestad

Dec 23, 2026 → Jan 4, 2027 • Miami ↔

$950 above typical
$2,449 · $204/night · priced high · ↑63% above typical
Princess Cruises

Crown Princess • Princess Cruises

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

Dec 27, 2026 → Jan 10, 2027 • San Juan ↔

$1,177 above typical
$3,084 · $220/night · priced high · ↑62% 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 ↔

$990 above typical
$2,599 · $371/night · priced high · ↑62% above typical
Royal Caribbean International

Star of the Seas • Royal Caribbean International

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

Dec 27, 2026 → Jan 3, 2027 • Port Canaveral ↔

$940 above typical
$2,519 · $360/night · priced high · ↑60% above typical
MSC Cruises

MSC Seaview • MSC Cruises

14-night Eastern Caribbean Loop via Saint George, Kingstown & Fort-de-France

Mar 23, 2027 → Apr 6, 2027 • Bridgetown ↔

$2,243 · $160/night · priced high · ↑59% above typical
Royal Caribbean International

Rhapsody of the Seas • Royal Caribbean International

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

Jun 20, 2026 → Jun 27, 2026 • San Juan ↔

Great balance
$1,549 · $221/night · priced high · ↑57% above typical
Princess Cruises

Crown Princess • Princess Cruises

7-night Southern Caribbean Loop via San Juan, Philipsburg & Fort-de-France

Jan 15, 2027 → Jan 22, 2027 • Bridgetown ↔

$455 above typical
$1,270 · $181/night · priced high · ↑56% above typical
Oceania Cruises

Oceania Allura • Oceania Cruises

10-night Eastern Caribbean Loop via Charlotte Amalie, Saint Thomas, Philipsburg & Saint-Barthélemy

Dec 28, 2026 → Jan 7, 2027 • Miami ↔

$2,500 above typical
$6,999 · $700/night · priced high · ↑56% above typical
Costa Cruises

Costa Fascinosa • Costa Cruises

6-night Eastern Caribbean Loop via Philipsburg & La Romana

Dec 17, 2026 → Dec 23, 2026 • Pointe-à-Pitre ↔

$443 above typical
$1,247 · $208/night · priced high · ↑55% above typical
MSC Cruises

MSC Meraviglia • MSC Cruises

23-night Transatlantic Crossing via Pointe-à-Pitre, Castries & Bridgetown

Apr 15, 2028 → May 8, 2028 • Fort-de-France → Southampton

$1,079 above typical
$3,049 · $133/night · priced high · ↑55% above typical
MSC Cruises

MSC Seaview • MSC Cruises

7-night Eastern Caribbean Loop via Pointe-à-Pitre, Philipsburg & Saint John's

Dec 19, 2026 → Dec 26, 2026 • Fort-de-France ↔

Great balance
$1,459 · $208/night · priced high · ↑54% above typical
Celebrity Cruises

Celebrity Ascent • Celebrity Cruises

11-night Eastern Caribbean Loop via Philipsburg, Saint John's & Castries

Dec 24, 2026 → Jan 4, 2027 • Fort Lauderdale ↔

$847 above typical
$2,473 · $225/night · priced high · ↑52% above typical
Norwegian Cruise Line

Norwegian Pearl • Norwegian Cruise Line

11-night Eastern Caribbean Loop via Philipsburg, Saint Thomas & Tortola

Dec 23, 2026 → Jan 3, 2027 • Philadelphia ↔

$540 above typical
$1,589 · $144/night · priced high · ↑51% above typical
Princess Cruises

Regal Princess • Princess Cruises

7-night Eastern Caribbean Loop via Puerto Plata & San Juan

Sep 12, 2026 → Sep 19, 2026 • Fort Lauderdale ↔

$331 above typical
$1,002 · $143/night · priced high · ↑49% above typical