Jibhop

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

Carnival Firenze • Carnival Cruise Line

5-night Eastern Caribbean Loop via Puerto Plata & Grand Turk Island

Nov 14, 2027 → Nov 19, 2027 • Port Canaveral ↔

$133 below typical

From $379

$379 · $76/night · great deal · ↓26% below typical

$76/night

Great deal

↓26% below typical

Icon of the Seas • Royal Caribbean International

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

Aug 29, 2026 → Sep 5, 2026 • Miami ↔

$332 below typical

From $1,265

$1,265 · $181/night · great deal · ↓21% below typical

$181/night

Great deal

↓21% below typical

Star of the Seas • Royal Caribbean International

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

Sep 13, 2026 → Sep 20, 2026 • Port Canaveral ↔

Lowest in 180 days $229 below typical ↘

From $1,321

$1,321 · $189/night · good value · ↓15% below typical

$189/night

Good value

↓15% below typical

Star of the Seas • Royal Caribbean International

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

Jan 24, 2027 → Jan 31, 2027 • Port Canaveral ↔

Lowest in 180 days $220 below typical ↘

From $1,251

$1,251 · $179/night · good value · ↓15% below typical

$179/night

Good value

↓15% below typical

Icon of the Seas • Royal Caribbean International

7-night Eastern Caribbean Loop via Philipsburg & Coco Cay

Nov 7, 2026 → Nov 14, 2026 • Miami ↔

$318 below typical

From $1,289

$1,289 · $184/night · good value · ↓20% below typical

$184/night

Good value

↓20% 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

Seabourn Ovation • Seabourn

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

Mar 13, 2027 → Mar 20, 2027 • Bridgetown → Philipsburg

Lowest in 180 days $665 below typical ↘

From $3,484

$3,484 · $498/night · good value · ↓16% below typical

$498/night

Good value

↓16% below typical

Seabourn Ovation • Seabourn

14-night Southern Caribbean Arc via South Friars Bay, Rodney Bay & Little Bay

Mar 4, 2028 → Mar 18, 2028 • Philipsburg ↔

Lowest in 180 days $1,329 below typical ↘

From $6,969

$6,969 · $498/night · good value · ↓16% below typical

$498/night

Good value

↓16% below typical

Eurodam • Holland America

7-night Eastern Caribbean Loop: Grand Turk Island & San Juan

Jan 30, 2027 → Feb 6, 2027 • Fort Lauderdale ↔

Lowest in 180 days $150 below typical ↘

From $794

$794 · $113/night · good value · ↓16% below typical

$113/night

Good value

↓16% below typical

Explora III

7-night Eastern Caribbean Arc via Cruz Bay, Saint John & Terre-de-Haut

Mar 29, 2027 → Apr 5, 2027 • Miami → San Juan

Lowest in 30 days $797 below typical ↘

From $4,650

$4,650 · $664/night · good value · ↓15% below typical

$664/night

Good value

↓15% 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

Seven Seas Mariner • Regent Seven Seas Cruises

20-night Eastern Caribbean Loop via Nassau, Montego Bay & Cruz Bay, Saint John

Mar 26, 2027 → Apr 15, 2027 • Miami ↔

From $6,381

$6,381 · $319/night · great deal · ↓56% below typical

$319/night

Great deal

↓56% below typical

MSC Opera • MSC Cruises

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

Feb 14, 2028 → Feb 28, 2028 • La Romana ↔

45% below typical

From $969

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

$69/night

Great deal

↓45% below typical

Explorer of the Seas • Royal Caribbean International

4-night Eastern Caribbean Loop via Labadee

Mar 29, 2027 → Apr 2, 2027 • Port Canaveral ↔

Lowest in 180 days $78 below typical ↘

From $484

$484 · $121/night · good value · ↓14% below typical

$121/night

Good value

↓14% below typical

Brilliant Lady • Virgin Voyages

9-night Eastern Caribbean Loop via Philipsburg & Saint Thomas

Dec 14, 2026 → Dec 23, 2026 • Miami ↔

Lowest in 90 days $180 below typical

From $981

$981 · $109/night · good value · ↓16% below typical

$109/night

Good value

↓16% below typical