Seven Seas Prestige • Regent Seven Seas Cruises
10-night Eastern Caribbean Loop via Puerto Plata, San Juan & Basseterre, Saint Kitts
Dec 18, 2027 → Dec 28, 2027 • Miami ↔
From $7,168
$7,168
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2,215 total
Symphony of the Seas • Royal Caribbean International
8-night Eastern Caribbean Loop via Nassau & San Juan
Dec 18, 2027 → Dec 26, 2027 • Fort Lauderdale ↔
From $1,676
$1,676
·
$210/night
$210/night
Silver Nova • Silversea Cruises
11-night Eastern Caribbean Loop via Basseterre, Saint Kitts & Deshaies
Dec 18, 2027 → Dec 29, 2027 • Miami ↔
From $8,400
$8,400
Celebrity Silhouette • Celebrity Cruises
9-night Eastern Caribbean Loop via Charlotte Amalie, Saint Thomas & Saint John's
Dec 19, 2027 → Dec 28, 2027 • Fort Lauderdale ↔
From $1,089
$1,089
·
$121/night
$121/night
Regal Princess • Princess Cruises
8-night Itinerary DOPOP-PRSJU-SXPHI-VGTOV
Dec 19, 2027 → Dec 27, 2027 • Miami ↔
From $1,487
$1,487
MSC Meraviglia • MSC Cruises
7-night Eastern Caribbean Loop via Philipsburg, Saint John's & Basseterre, Saint Kitts
Dec 19, 2027 → Dec 26, 2027 • Pointe-à-Pitre ↔
From $1,622
$1,622
Emerald Princess • Princess Cruises
14-night Eastern Caribbean Loop via Saint Thomas, Philipsburg & Antigua
Dec 19, 2027 → Jan 2, 2028 • San Juan ↔
From $1,791
$1,791
Vision of the Seas • Royal Caribbean International
8-night Eastern Caribbean Loop via Charlotte Amalie, Saint Thomas, Cruz Bay, Saint John & Roseau
Dec 19, 2027 → Dec 27, 2027 • San Juan ↔
From $1,129
$1,129
·
$141/night
$141/night
Emerald Princess • Princess Cruises
7-night Eastern Caribbean Loop via Saint Thomas, Philipsburg & Antigua
Dec 19, 2027 → Dec 26, 2027 • San Juan ↔
From $792
$792
Regal Princess • Princess Cruises
14-night Itinerary DOPOP-PRSJU-SXPHI-VGTOV-USMIA-P221398-DOPOP-TCGDT
Dec 19, 2027 → Jan 2, 2028 • Miami ↔
From $2,990
$2,990
Sky Princess • Princess Cruises
14-night Western Caribbean Loop via Princess Cays, Falmouth & Cozumel
Dec 19, 2027 → Jan 2, 2028 • Fort Lauderdale ↔
From $2,295
$2,295
MSC Opera • MSC Cruises
14-night Eastern Caribbean Loop via Catalina Island, Oranjestad & Willemstad
Dec 20, 2027 → Jan 3, 2028 • La Romana ↔
From $3,638
$3,638
Le Ponant • Ponant Cruises
7-night Eastern Caribbean Arc via Charlestown & Falmouth
Dec 20, 2027 → Dec 27, 2027 • Saint-Barthélemy → Pointe-à-Pitre
From $7,910
$7,910
Silver Dawn • Silversea Cruises
7-night Eastern Caribbean Loop via Basseterre, Saint Kitts & Castries
Dec 21, 2027 → Dec 28, 2027 • San Juan ↔
From $5,400
$5,400
Star Princess • Princess Cruises
14-night Eastern Caribbean Loop via Princess Cays, Tortola & Philipsburg
Dec 22, 2027 → Jan 5, 2028 • Port Canaveral ↔
From $1,966
$1,966
Le Champlain • Ponant Cruises
7-night Eastern Caribbean Loop via Antigua, Jost Van Dyke & Saint-Barthélemy
Dec 22, 2027 → Dec 29, 2027 • Fort-de-France ↔
From $4,525
$4,525
Celebrity Ascent • Celebrity Cruises
11-night Eastern Caribbean Loop via Philipsburg, Castries & Saint George's
Dec 23, 2027 → Jan 3, 2028 • Fort Lauderdale ↔
From $2,247
$2,247
·
$204/night
$204/night
Hero Of The Seas • Royal Caribbean International
7-night Eastern Caribbean Loop via Coco Cay & San Juan
Dec 23, 2027 → Dec 30, 2027 • Miami ↔
From $2,418
$2,418
·
$345/night
$345/night
Enchanted Princess • Princess Cruises
11-night Eastern Caribbean Loop via Basseterre, Saint Kitts, Roseau & Bridgetown
Dec 24, 2027 → Jan 4, 2028 • Fort Lauderdale ↔
From $1,607
$1,607
Iona • P&O Cruises
14-night Eastern Caribbean Loop via Basseterre, Saint Kitts, Tortola & Philipsburg
Dec 24, 2027 → Jan 7, 2028 • Bridgetown ↔
From $2,701
$2,701