Sky Princess • Princess Cruises
6-night Eastern Caribbean Loop via Princess Cays & Puerto Plata
Dec 21, 2026 → Dec 27, 2026 • Port Canaveral ↔
From $1,059
$1,059
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2,216 total
MSC Opera • MSC Cruises
7-night Eastern Caribbean Loop via Samana, Spanish Town & Basseterre, Saint Kitts
Dec 21, 2026 → Dec 28, 2026 • La Romana ↔
From $2,729
$2,729
Seven Seas Mariner • Regent Seven Seas Cruises
14-night Eastern Caribbean Arc via Georgetown, Grand Cayman, Ocho Rios & Oranjestad
Dec 21, 2026 → Jan 4, 2027 • Tampa → Miami
From $9,561
$9,561
MSC Seaside • MSC Cruises
7-night Eastern Caribbean Arc via Ocean Cay & San Juan
Dec 21, 2026 → Dec 28, 2026 • Miami ↔
From $679
$679
Britannia • P&O Cruises
17-night Eastern Caribbean Arc via Philipsburg, Tortola & Grand Turk Island
Dec 22, 2026 → Jan 8, 2027 • Antigua → Bridgetown
From $3,891
$3,891
Silver Ray • Silversea Cruises
14-night Eastern Caribbean Loop via Grand Turk Island, Basseterre, Saint Kitts & Oranjestad
Dec 22, 2026 → Jan 5, 2027 • Miami ↔
From $11,000
$11,000
Utopia of the Seas • Royal Caribbean International
7-night Eastern Caribbean Loop via Coco Cay & Charlotte Amalie, Saint Thomas
Dec 24, 2026 → Dec 31, 2026 • Port Canaveral ↔
From $1,306
$1,306
·
$187/night
$187/night
Rhapsody of the Seas • Royal Caribbean International
7-night Eastern Caribbean Loop via Tortola, Philipsburg & Saint John's
Dec 26, 2026 → Jan 2, 2027 • San Juan ↔
From $817
$817
·
$117/night
$117/night
Star Princess • Princess Cruises
7-night Eastern Caribbean Arc via Grand Turk Island & Princess Cays
Dec 26, 2026 → Jan 2, 2027 • Fort Lauderdale ↔
From $2,163
$2,163
Regal Princess • Princess Cruises
14-night Itinerary DOPOP-PRSJU-SXPHI-TCGDT-USFLL-P221398-TCGDT-BSNAS
Dec 26, 2026 → Jan 9, 2027 • Fort Lauderdale ↔
From $2,500
$2,500
Coral Princess • Princess Cruises
11-night Eastern Caribbean Loop via Saint Thomas, Basseterre, Saint Kitts & Fort-de-France
Dec 26, 2026 → Jan 6, 2027 • Fort Lauderdale ↔
From $1,588
$1,588
Le Ponant • Ponant Cruises
7-night Eastern Caribbean Arc via Charlestown & Falmouth
Dec 26, 2026 → Jan 2, 2027 • Saint-Barthélemy → Pointe-à-Pitre
From $11,898
$11,898
Regal Princess • Princess Cruises
8-night Itinerary DOPOP-PRSJU-SXPHI-TCGDT
Dec 26, 2026 → Jan 3, 2027 • Fort Lauderdale ↔
From $1,884
$1,884
Crown Princess • Princess Cruises
7-night Eastern Caribbean Loop via Saint Thomas, Philipsburg & Antigua
Dec 27, 2026 → Jan 3, 2027 • San Juan ↔
From $1,863
$1,863
Sky Princess • Princess Cruises
8-night Eastern Caribbean Loop via Princess Cays & San Juan
Dec 27, 2026 → Jan 4, 2027 • Port Canaveral ↔
From $1,515
$1,515
Enchanted Princess • Princess Cruises
10-night Eastern Caribbean Loop via Grand Turk Island, Puerto Plata & San Juan
Dec 27, 2026 → Jan 6, 2027 • Fort Lauderdale ↔
From $1,793
$1,793
Silver Shadow • Silversea Cruises
7-night Eastern Caribbean Loop via Basseterre, Saint Kitts & Terre-de-Haut
Dec 27, 2026 → Jan 3, 2027 • San Juan ↔
From $7,100
$7,100
Sun Princess • Princess Cruises
14-night Western Caribbean Loop via Cozumel, Belize City & Roatán
Dec 27, 2026 → Jan 10, 2027 • Fort Lauderdale ↔
From $1,907
$1,907
Crown Princess • Princess Cruises
14-night Eastern Caribbean Arc via Saint Thomas, Philipsburg & Antigua
Dec 27, 2026 → Jan 10, 2027 • San Juan ↔
From $3,084
$3,084
Explorer of the Seas • Royal Caribbean International
7-night Eastern Caribbean Loop via Freeport, Grand Bahama & Labadee
Dec 28, 2026 → Jan 4, 2027 • Port Canaveral ↔
From $1,403
$1,403
·
$200/night
$200/night