Jibhop

Seabourn Ovation • Seabourn

10-night Eastern Caribbean Arc via Saint George's, South Friars Bay & Road Bay

Dec 18, 2027 → Dec 28, 2027 • Bridgetown → Philipsburg

Lowest in 180 days $640 below typical ↘

From $4,929

$4,929 · $493/night · good value · ↓11% below typical

$493/night

Good value

↓11% below typical

Seabourn Ovation • Seabourn

7-night Eastern Caribbean Arc via Castries, Little Bay & South Friars Bay

Feb 12, 2028 → Feb 19, 2028 • Bridgetown → Philipsburg

Lowest in 180 days $520 below typical ↘

From $4,079

$4,079 · $583/night · good value · ↓11% below typical

$583/night

Good value

↓11% below typical

Seabourn Ovation • Seabourn

7-night Eastern Caribbean Arc via Tortola, South Friars Bay & Les Trois-Îlets

Feb 19, 2028 → Feb 26, 2028 • Philipsburg → Bridgetown

Lowest in 180 days $520 below typical ↘

From $4,079

$4,079 · $583/night · good value · ↓11% below typical

$583/night

Good value

↓11% below typical

Icon of the Seas • Royal Caribbean International

7-night Eastern Caribbean Loop via Philipsburg & Coco Cay

Jan 30, 2027 → Feb 6, 2027 • Miami ↔

$280 below typical

From $1,334

$1,334 · $191/night · good value · ↓17% below typical

$191/night

Good value

↓17% below typical

Norwegian Epic • Norwegian Cruise Line

7-night Eastern Caribbean Loop via Puerto Plata & Great Stirrup Cay

Nov 12, 2027 → Nov 19, 2027 • Port Canaveral ↔

Lowest in 30 days $140 below typical

From $889

$889 · $127/night · good value · ↓14% below typical

$127/night

Good value

↓14% below typical

Seabourn Ovation • Seabourn

11-night Eastern Caribbean Arc via Tortola, Road Bay & South Friars Bay

Dec 28, 2027 → Jan 8, 2028 • Philipsburg → Bridgetown

Lowest in 180 days $686 below typical ↘

From $5,439

$5,439 · $494/night · good value · ↓11% below typical

$494/night

Good value

↓11% below typical

MSC Meraviglia • MSC Cruises

8-night Eastern Caribbean Loop via Nassau & San Juan

Jan 30, 2027 → Feb 7, 2027 • Miami ↔

Great balance

From $579

$579 · $72/night · great deal · ↓43% below typical

$72/night

Great deal

↓43% below typical

Freedom of the Seas • Royal Caribbean International

4-night Eastern Caribbean Loop via Labadee

Feb 11, 2027 → Feb 15, 2027 • Miami ↔

Lowest in 180 days $59 below typical ↘

From $429

$429 · $107/night · good value · ↓12% below typical

$107/night

Good value

↓12% below typical

MSC Meraviglia • MSC Cruises

14-night Eastern Caribbean Loop via Grand Turk Island, Ocean Cay & Philipsburg

Mar 7, 2027 → Mar 21, 2027 • Miami ↔

From $1,226

$1,226 · $88/night · great deal · ↓42% below typical

$88/night

Great deal

↓42% below typical

Independence of the Seas • Royal Caribbean International

7-night Eastern Caribbean Loop via Coco Cay & San Juan

Dec 13, 2026 → Dec 20, 2026 • Miami ↔

$190 below typical ↗

From $672

$672 · $96/night · great deal · ↓22% below typical

$96/night

Great deal

↓22% below typical

Vision of the Seas • Royal Caribbean International

7-night Eastern Caribbean Loop via Charlotte Amalie, Saint Thomas, Frederiksted, Saint Croix & Philipsburg

Nov 29, 2026 → Dec 6, 2026 • San Juan ↔

$123 below typical ↗

From $550

$550 · $79/night · good value · ↓18% below typical

$79/night

Good value

↓18% below typical

Resilient Lady • Virgin Voyages

5-night Eastern Caribbean Loop: Grand Turk Island & Bimini

Aug 19, 2028 → Aug 24, 2028 • Miami ↔

Lowest in 180 days $100 below typical

From $795

$795 · $159/night · good value · ↓11% below typical

$159/night

Good value

↓11% below typical

Resilient Lady • Virgin Voyages

5-night Eastern Caribbean Loop: Grand Turk Island & Bimini

Aug 28, 2028 → Sep 2, 2028 • Miami ↔

Lowest in 180 days $100 below typical

From $795

$795 · $159/night · good value · ↓11% below typical

$159/night

Good value

↓11% below typical

MSC Meraviglia • MSC Cruises

8-night Eastern Caribbean Arc via Philipsburg & Saint John's

Mar 13, 2027 → Mar 21, 2027 • Miami ↔

From $709

$709 · $89/night · great deal · ↓42% below typical

$89/night

Great deal

↓42% below typical

MSC Opera • MSC Cruises

7-night Eastern Caribbean Loop: Catalina Island, Bridgetown & Fort-de-France

Feb 8, 2027 → Feb 15, 2027 • La Romana ↔

Great balance

From $579

$579 · $83/night · great deal · ↓34% below typical

$83/night

Great deal

↓34% below typical

MSC Opera • MSC Cruises

7-night Eastern Caribbean Loop via Spanish Town, Philipsburg & Basseterre, Saint Kitts

Feb 15, 2027 → Feb 22, 2027 • La Romana ↔

Great balance

From $579

$579 · $83/night · great deal · ↓34% below typical

$83/night

Great deal

↓34% below typical

MSC Opera • MSC Cruises

7-night Eastern Caribbean Loop via Catalina Island, Bridgetown & Fort-de-France

Feb 22, 2027 → Mar 1, 2027 • La Romana ↔

Great balance

From $579

$579 · $83/night · great deal · ↓34% below typical

$83/night

Great deal

↓34% below typical

MSC Opera • MSC Cruises

14-night Eastern Caribbean Loop via Catalina Island, Oranjestad & Willemstad

Dec 6, 2027 → Dec 20, 2027 • La Romana ↔

56% below typical

From $729

$729 · $52/night · great deal · ↓56% below typical

$52/night

Great deal

↓56% below typical

Star of the Seas • Royal Caribbean International

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

Feb 21, 2027 → Feb 28, 2027 • Port Canaveral ↔

Lowest in 180 days $169 below typical

From $1,301

$1,301 · $186/night · good value · ↓11% below typical

$186/night

Good value

↓11% below typical

Silver Dawn • Silversea Cruises

11-night Eastern Caribbean Loop via San Juan, Saint-Barthélemy & Saint John's

Mar 3, 2028 → Mar 14, 2028 • Miami ↔

From $6,300

$6,300 · $573/night · great deal · ↓37% below typical

$573/night

Great deal

↓37% below typical