Star Princess • Princess Cruises
7-night Eastern Caribbean Loop via Princess Cays & Puerto Plata
Dec 5, 2027 → Dec 12, 2027 • Port Canaveral ↔
From $897
$897
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2,215 total
Emerald Princess • Princess Cruises
14-night Eastern Caribbean Loop via Saint Thomas, Philipsburg & Antigua
Dec 5, 2027 → Dec 19, 2027 • San Juan ↔
From $1,566
$1,566
MSC Seashore • MSC Cruises
7-night Eastern Caribbean Arc via Saint John's & Charlotte Amalie, Saint Thomas
Dec 5, 2027 → Dec 12, 2027 • Miami ↔
From $660
$660
MSC Opera • MSC Cruises
14-night Eastern Caribbean Loop via Catalina Island, Oranjestad & Willemstad
Dec 6, 2027 → Dec 20, 2027 • La Romana ↔
From $1,312
$1,312
Jewel of the Seas • Royal Caribbean International
4-night Eastern Caribbean Loop via Grand Turk Island
Dec 6, 2027 → Dec 10, 2027 • Fort Lauderdale ↔
From $422
$422
·
$105/night
$105/night
MS Europa 2 • Hapag-Lloyd Cruises
14-night Eastern Caribbean Loop via San Juan, Saint-Barthélemy & Saint John's
Dec 7, 2027 → Dec 21, 2027 • Miami ↔
From $9,419
$9,419
Seven Seas Prestige • Regent Seven Seas Cruises
11-night Eastern Caribbean Loop via Charlotte Amalie, Saint Thomas, Cruz Bay, Saint John & Castries
Dec 7, 2027 → Dec 18, 2027 • Miami ↔
From $7,874
$7,874
Le Champlain • Ponant Cruises
7-night Eastern Caribbean Loop via Antigua, Spanish Town & Saint-Barthélemy
Dec 8, 2027 → Dec 15, 2027 • Fort-de-France ↔
From $4,525
$4,525
Emerald Princess • Princess Cruises
7-night Eastern Caribbean Loop via San Juan, Tortola & Basseterre, Saint Kitts
Dec 10, 2027 → Dec 17, 2027 • Bridgetown ↔
From $1,538
$1,538
Independence of the Seas • Royal Caribbean International
9-night Eastern Caribbean Loop via Cruz Bay, Saint John & Bridgetown
Dec 10, 2027 → Dec 19, 2027 • Miami ↔
From $986
$986
·
$110/night
$110/night
Celebrity Apex • Celebrity Cruises
7-night Eastern Caribbean Loop: Grand Turk Island & San Juan
Dec 11, 2027 → Dec 18, 2027 • Port Canaveral ↔
From $928
$928
·
$133/night
$133/night
MSC World America • MSC Cruises
13-night Eastern Caribbean Loop via Puerto Plata, Ocean Cay & Cozumel
Dec 11, 2027 → Dec 24, 2027 • Miami ↔
From $1,664
$1,664
Sun Princess • Princess Cruises
7-night Bahamas Loop via Princess Cays & Saint Thomas
Dec 11, 2027 → Dec 18, 2027 • Fort Lauderdale ↔
From $847
$847
Rhapsody of the Seas • Royal Caribbean International
7-night Eastern Caribbean Loop via Charlotte Amalie, Saint Thomas, Frederiksted, Saint Croix & Philipsburg
Dec 11, 2027 → Dec 18, 2027 • San Juan ↔
From $730
$730
·
$104/night
$104/night
Silver Dawn • Silversea Cruises
10-night Eastern Caribbean Loop via Jost Van Dyke, Basseterre, Saint Kitts & Saint-Barthélemy
Dec 11, 2027 → Dec 21, 2027 • San Juan ↔
From $5,800
$5,800
MSC Seashore • MSC Cruises
14-night Eastern Caribbean Loop via Ocean Cay, Puerto Plata & Philipsburg
Dec 12, 2027 → Dec 26, 2027 • Miami ↔
From $1,568
$1,568
Sky Princess • Princess Cruises
7-night Eastern Caribbean Loop via Princess Cays & San Juan
Dec 12, 2027 → Dec 19, 2027 • Fort Lauderdale ↔
From $721
$721
Star Princess • Princess Cruises
10-night Eastern Caribbean Loop via San Juan, Basseterre, Saint Kitts & Castries
Dec 12, 2027 → Dec 22, 2027 • Port Canaveral ↔
From $937
$937
Explorer of the Seas • Royal Caribbean International
6-night Eastern Caribbean Loop via Labadee & Coco Cay
Dec 12, 2027 → Dec 18, 2027 • Fort Lauderdale ↔
From $710
$710
·
$118/night
$118/night
Emerald Princess • Princess Cruises
14-night Eastern Caribbean Arc via Tortola, Basseterre, Saint Kitts & Fort-de-France
Dec 12, 2027 → Dec 26, 2027 • San Juan ↔
From $1,516
$1,516