Jibhop

Icon of the Seas • Royal Caribbean International

7-night Eastern Caribbean Loop via Philipsburg & Coco Cay

Apr 10, 2027 → Apr 17, 2027 • Miami ↔

Lowest in 180 days $233 below typical ↘

From $1,374

$1,374 · $196/night · good value · ↓15% below typical

$196/night

Good value

↓15% below typical

Seabourn Ovation • Seabourn

14-night Eastern Caribbean Loop via Castries, Little Bay & South Friars Bay

Nov 27, 2027 → Dec 11, 2027 • Bridgetown ↔

Lowest in 180 days $1,429 below typical ↘

From $6,969

$6,969 · $498/night · good value · ↓17% below typical

$498/night

Good value

↓17% below typical

Queen Elizabeth • Cunard Line

12-night Southern Caribbean Arc via San Juan, Cruz Bay, Saint John & Castries

Dec 17, 2026 → Dec 29, 2026 • Miami ↔

Lowest in 180 days $254 below typical

From $1,198

$1,198 · $100/night · good value · ↓18% below typical

$100/night

Good value

↓18% below typical

Seabourn Ovation • Seabourn

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

Jan 15, 2028 → Jan 22, 2028 • Bridgetown → Philipsburg

Lowest in 180 days $690 below typical ↘

From $3,909

$3,909 · $558/night · good value · ↓15% below typical

$558/night

Good value

↓15% below typical

Seabourn Ovation • Seabourn

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

Jan 22, 2028 → Jan 29, 2028 • Philipsburg → Bridgetown

Lowest in 180 days $690 below typical ↘

From $3,909

$3,909 · $558/night · good value · ↓15% below typical

$558/night

Good value

↓15% below typical

Seabourn Ovation • Seabourn

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

Jan 29, 2028 → Feb 5, 2028 • Bridgetown → Philipsburg

Lowest in 180 days $690 below typical ↘

From $3,909

$3,909 · $558/night · good value · ↓15% below typical

$558/night

Good value

↓15% below typical

MSC Opera • MSC Cruises

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

Feb 28, 2028 → Mar 13, 2028 • La Romana ↔

48% below typical

From $909

$909 · $65/night · great deal · ↓48% below typical

$65/night

Great deal

↓48% below typical

MSC Opera • MSC Cruises

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

Mar 27, 2028 → Apr 10, 2028 • La Romana ↔

49% below typical

From $939

$939 · $67/night · great deal · ↓49% below typical

$67/night

Great deal

↓49% below typical

MSC Opera • MSC Cruises

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

Jan 17, 2028 → Jan 31, 2028 • La Romana ↔

55% below typical

From $709

$709 · $51/night · great deal · ↓55% below typical

$51/night

Great deal

↓55% below typical

MSC Opera • MSC Cruises

14-night Eastern Caribbean Loop via Catalina Island, Spanish Town & Philipsburg

Jan 10, 2028 → Jan 24, 2028 • La Romana ↔

59% below typical

From $649

$649 · $46/night · great deal · ↓59% below typical

$46/night

Great deal

↓59% below typical

MSC Opera • MSC Cruises

14-night Eastern Caribbean Loop via Catalina Island, Spanish Town & Philipsburg

Feb 21, 2028 → Mar 6, 2028 • La Romana ↔

45% below typical

From $969

$969 · $69/night · great deal · ↓45% below typical

$69/night

Great deal

↓45% below typical

Queen Mary 2 • Cunard Line

23-night Southern Caribbean Arc via Road Town, Tortola, Philipsburg & Bridgetown

Dec 19, 2026 → Jan 11, 2027 • New York → Southampton

$909 below typical

From $3,049

$3,049 · $133/night · great deal · ↓23% below typical

$133/night

Great deal

↓23% below typical

Carnival Firenze • Carnival Cruise Line

14-night Eastern Caribbean Loop via Saint Thomas, Antigua & Castries

Mar 19, 2028 → Apr 2, 2028 • Port Canaveral ↔

Lowest in 30 days $196 below typical

From $1,035

$1,035 · $74/night · good value · ↓16% below typical

$74/night

Good value

↓16% below typical

Nieuw Amsterdam • Holland America

9-night Eastern Caribbean Loop via Philipsburg, Antigua & Tortola

Dec 11, 2026 → Dec 20, 2026 • Fort Lauderdale ↔

Lowest in 30 days $163 below typical ↘

From $854

$854 · $95/night · good value · ↓16% below typical

$95/night

Good value

↓16% below typical

Carnival Magic • Carnival Cruise Line

8-night Eastern Caribbean Loop via Half Moon Cay & San Juan

Jan 23, 2027 → Jan 31, 2027 • Miami ↔

Lowest in 180 days $73 below typical ↘

From $487

$487 · $61/night · good value · ↓13% below typical

$61/night

Good value

↓13% below typical

MSC Opera • MSC Cruises

14-night Eastern Caribbean Loop via Catalina Island, Spanish Town & Philipsburg

Mar 20, 2028 → Apr 3, 2028 • La Romana ↔

49% below typical

From $939

$939 · $67/night · great deal · ↓49% below typical

$67/night

Great deal

↓49% below typical

Seven Seas Splendor • Regent Seven Seas Cruises

17-night Eastern Caribbean Loop via Montego Bay, Ocho Rios & San Juan

Dec 11, 2026 → Dec 28, 2026 • Houston ↔

From $7,334

$7,334 · $431/night · great deal · ↓49% below typical

$431/night

Great deal

↓49% below typical

MSC Opera • MSC Cruises

14-night Eastern Caribbean Loop via Catalina Island, Spanish Town & Philipsburg

Mar 6, 2028 → Mar 20, 2028 • La Romana ↔

52% below typical

From $879

$879 · $63/night · great deal · ↓52% below typical

$63/night

Great deal

↓52% below typical

MSC Opera • MSC Cruises

14-night Eastern Caribbean Loop via Catalina Island, Spanish Town & Philipsburg

Jan 24, 2028 → Feb 7, 2028 • La Romana ↔

55% below typical

From $709

$709 · $51/night · great deal · ↓55% below typical

$51/night

Great deal

↓55% below typical

Celebrity Ascent • Celebrity Cruises

10-night Southern Caribbean Loop via Philipsburg, Castries & Saint George's

Apr 9, 2027 → Apr 19, 2027 • Fort Lauderdale ↔

Lowest in 90 days $308 below typical ↘

From $1,553

$1,553 · $155/night · good value · ↓17% below typical

$155/night

Good value

↓17% below typical