Valiant Lady
San Juan → Oranjestad → Basseterre, Saint Kitts → San Juan
Jan 9, 2027 · 7 nights
$1,253 balcony · $179/night
10% below typical
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829 total
Celebrity Silhouette
Fort Lauderdale → Oranjestad → Kralendijk → Fort Lauderdale
Dec 11, 2027 · 8 nights
$753 interior · $94/night
12% below typical
Oceania Vista
Miami → Georgetown, Grand Cayman → Falmouth → Miami
Nov 11, 2026 · 14 nights
$4,875 balcony · $348/night
Vista
Miami → Georgetown, Grand Cayman → Falmouth → Miami
Nov 11, 2026 · 14 nights
$4,875 balcony · $348/night
3% below typical
Zuiderdam
Miami → Bonaire → Cozumel → Miami
Nov 11, 2026 · 17 nights
$1,489 oceanview · $88/night
2% below typical
Britannia
Bridgetown → Philipsburg → Oranjestad → Bridgetown
Nov 13, 2026 · 14 nights
$1,755 interior · $125/night
Britannia
Bridgetown → Philipsburg → Oranjestad → Bridgetown
Nov 14, 2026 · 14 nights
$2,026 interior · $145/night
Explora I
Miami → Willemstad → Georgetown, Grand Cayman → Miami
Nov 25, 2026 · 10 nights
$5,200 suite · $520/night
2% below typical
Star Legend
Bridgetown → Les Anses-d'Arlet → Willemstad → Oranjestad
Nov 27, 2026 · 15 nights
$5,234 oceanview · $349/night
MSC Poesia
Miami → Willemstad → Kralendijk → Miami
Dec 3, 2026 · 20 nights
$1,266 interior · $63/night
5% below typical
MSC Poesia
Miami → Willemstad → George Town, Great Exuma Island → Miami
Dec 3, 2026 · 10 nights
$629 interior · $63/night
6% below typical
Star Legend
Bridgetown → Rodney Bay → Panama Canal → Balboa
Dec 4, 2026 · 16 nights
$5,742 oceanview · $359/night
Celebrity Silhouette
Fort Lauderdale → Oranjestad → Kralendijk → Fort Lauderdale
Dec 5, 2026 · 8 nights
$4,237 suite · $530/night
57% below typical
Norwegian Gem
Tampa → Great Stirrup Cay → Georgetown, Grand Cayman → Tampa
Dec 10, 2026 · 11 nights
$1,859 suite · $169/night
48% below typical
Britannia
Bridgetown → Oranjestad → Saint George's → Bridgetown
Dec 11, 2026 · 28 nights
$3,512 interior · $125/night
Star Legend
Oranjestad → Cartagena → Quepos → Puerto Caldera
Dec 12, 2026 · 16 nights
$5,628 oceanview · $352/night
Oceania Insignia
Miami → Key West → Guayaquil → Lima
Dec 19, 2026 · 15 nights
$4,399 interior · $293/night
Carnival Horizon
Miami → Curaçao → Oranjestad → Miami
Dec 19, 2026 · 8 nights
$930 interior · $116/night
4% below typical
Oceania Marina
Miami → Georgetown, Grand Cayman → Philipsburg → Miami
Dec 22, 2026 · 14 nights
$4,699 interior · $336/night
Oceania Marina
Miami → Georgetown, Grand Cayman → Philipsburg → Miami
Dec 22, 2026 · 14 nights
$4,699 interior · $336/night
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