Jibhop

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

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 $1,229 below typical ↘

From $6,969

$6,969 · $498/night · good value · ↓15% below typical

$498/night

Good value

↓15% below typical

Seven Seas Splendor • Regent Seven Seas Cruises

16-night Eastern Caribbean Arc via Quebec, Sydney & Philipsburg

Oct 30, 2026 → Nov 15, 2026 • Montreal → Miami

From $7,897

$7,897 · $494/night · great deal · ↓42% below typical

$494/night

Great deal

↓42% below typical

Seabourn Ovation • Seabourn

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

Jan 23, 2027 → Feb 6, 2027 • Bridgetown ↔

Lowest in 30 days $1,209 below typical ↘

From $7,989

$7,989 · $571/night · good value · ↓13% below typical

$571/night

Good value

↓13% below typical

Queen Mary 2 • Cunard Line

20-night Southern Caribbean Arc via New York, Saint Thomas & Basseterre, Saint Kitts

Nov 12, 2027 → Dec 2, 2027 • Southampton → New York

Lowest in 180 days $481 below typical

From $2,647

$2,647 · $132/night · good value · ↓15% below typical

$132/night

Good value

↓15% below typical

Seabourn Quest • Seabourn

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

Dec 6, 2026 → Dec 20, 2026 • Miami ↔

Lowest in 30 days $924 below typical

From $6,374

$6,374 · $455/night · good value · ↓13% below typical

$455/night

Good value

↓13% below typical

Seabourn Ovation • Seabourn

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

Feb 13, 2027 → Feb 27, 2027 • Bridgetown ↔

Lowest in 30 days $1,124 below typical ↘

From $8,074

$8,074 · $577/night · good value · ↓12% below typical

$577/night

Good value

↓12% below typical

MSC Meraviglia • MSC Cruises

14-night Eastern Caribbean Loop via Philipsburg, Basseterre, Saint Kitts & Ocean Cay

Feb 13, 2027 → Feb 27, 2027 • Miami ↔

From $1,116

$1,116 · $80/night · great deal · ↓52% below typical

$80/night

Great deal

↓52% below typical

MSC Opera • MSC Cruises

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

Nov 29, 2027 → Dec 13, 2027 • La Romana ↔

50% below typical

From $649

$649 · $46/night · great deal · ↓50% below typical

$46/night

Great deal

↓50% 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

Caribbean Princess • Princess Cruises

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

Jul 26, 2026 → Aug 9, 2026 • Port Canaveral ↔

37% below typical

From $1,396

$1,396 · $100/night · great deal · ↓37% below typical

$100/night

Great deal

↓37% 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

Queen Mary 2 • Cunard Line

30-night Eastern Caribbean Arc via New York, Road Town, Tortola & Philipsburg

Dec 12, 2026 → Jan 11, 2027 • Southampton ↔

$993 below typical

From $4,169

$4,169 · $139/night · good value · ↓19% below typical

$139/night

Good value

↓19% below typical

MSC Meraviglia • MSC Cruises

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

Nov 15, 2026 → Nov 29, 2026 • Miami ↔

68% below typical

From $398

$398 · $28/night · great deal · ↓68% below typical

$28/night

Great deal

↓68% below typical

MSC Meraviglia • MSC Cruises

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

Feb 21, 2027 → Mar 7, 2027 • Miami ↔

From $1,116

$1,116 · $80/night · great deal · ↓52% below typical

$80/night

Great deal

↓52% below typical