Jibhop

Zuiderdam • Holland America

14-night Eastern Caribbean Loop via Grand Turk Island & San Juan

Dec 5, 2026 → Dec 19, 2026 • Miami ↔

Lowest in 30 days $454 below typical ↘

From $1,244

$1,244 · $89/night · great deal · ↓27% below typical

$89/night

Great deal

↓27% below typical

Eurodam • Holland America

14-night Bahamas Loop via Nassau & Grand Turk Island

Dec 12, 2026 → Dec 26, 2026 • Fort Lauderdale ↔

Lowest in 30 days $445 below typical ↘

From $1,224

$1,224 · $87/night · great deal · ↓27% below typical

$87/night

Great deal

↓27% below typical

Nieuw Amsterdam • Holland America

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

Dec 11, 2026 → Dec 27, 2026 • Fort Lauderdale ↔

Lowest in 180 days $375 below typical ↘

From $1,434

$1,434 · $90/night · great deal · ↓21% below typical

$90/night

Great deal

↓21% below typical

Queen Mary 2 • Cunard Line

14-night Eastern Caribbean Loop via Road Town, Tortola, Philipsburg & Bridgetown

Dec 19, 2026 → Jan 2, 2027 • New York ↔

Lowest in 180 days $450 below typical

From $1,959

$1,959 · $140/night · good value · ↓19% below typical

$140/night

Good value

↓19% 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

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

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

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 Philipsburg, Basseterre, Saint Kitts & Ocean Cay

Dec 19, 2026 → Jan 2, 2027 • Miami ↔

50% below typical

From $958

$958 · $68/night · great deal · ↓50% below typical

$68/night

Great deal

↓50% below typical

MSC Meraviglia • MSC Cruises

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

Dec 5, 2026 → Dec 19, 2026 • Miami ↔

From $1,116

$1,116 · $80/night · great deal · ↓42% below typical

$80/night

Great deal

↓42% below typical

Queen Mary 2 • Cunard Line

21-night Southern Caribbean Arc via New York, Road Town, Tortola & Philipsburg

Dec 12, 2026 → Jan 2, 2027 • Southampton → New York

Lowest in 180 days $324 below typical

From $3,289

$3,289 · $157/night · typical price · ↓9% below typical

$157/night

Typical price

↓9% below typical

Seabourn Ovation • Seabourn

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

Dec 19, 2026 → Jan 2, 2027 • Bridgetown ↔

Lowest in 180 days $572 below typical ↘

From $7,224

$7,224 · $516/night · typical price · ↓7% below typical

$516/night

Typical price

↓7% below typical

Arvia • P&O Cruises

14-night Eastern Caribbean Loop via Fort-de-France, Basseterre, Saint Kitts & Philipsburg

Dec 4, 2026 → Dec 18, 2026 • Bridgetown ↔

From $1,890

$1,890 · $135/night · great deal · ↓26% below typical

$135/night

Great deal

↓26% below typical

Sun Princess • Princess Cruises

14-night Eastern Caribbean Arc via Princess Cays, San Juan & Cozumel

Dec 6, 2026 → Dec 20, 2026 • Fort Lauderdale ↔

28% below typical

From $1,252

$1,252 · $89/night · great deal · ↓28% below typical

$89/night

Great deal

↓28% below typical

Arvia • P&O Cruises

14-night Eastern Caribbean Loop via Fort-de-France, Basseterre, Saint Kitts & Philipsburg

Dec 5, 2026 → Dec 19, 2026 • Bridgetown ↔

From $1,931

$1,931 · $138/night · great deal · ↓25% below typical

$138/night

Great deal

↓25% below typical

Zuiderdam • Holland America

14-night Eastern Caribbean Loop via Puerto Plata, Grand Turk Island & Half Moon Cay

Dec 19, 2026 → Jan 2, 2027 • Miami ↔

Lowest in 30 days ↘

From $1,659

$1,659 · $119/night · typical price · ↓2% below typical

$119/night

Typical price

↓2% below typical

Sun Princess • Princess Cruises

14-night Western Caribbean Loop via Princess Cays, Cozumel & Roatán

Dec 13, 2026 → Dec 27, 2026 • Fort Lauderdale ↔

12% below typical

From $1,542

$1,542 · $110/night · good value · ↓12% below typical

$110/night

Good value

↓12% below typical

Nieuw Statendam • Holland America

14-night Bahamas Loop via Nassau & Grand Turk Island

Dec 27, 2026 → Jan 10, 2027 • Fort Lauderdale ↔

Lowest in 30 days $201 above typical

From $1,889

$1,889 · $135/night · priced high · ↑12% above typical

$135/night

Priced high

↑12% above typical

Rotterdam • Holland America

21-night Eastern Caribbean Loop via Philipsburg, Basseterre, Saint Kitts & Cozumel

Dec 22, 2026 → Jan 12, 2027 • Fort Lauderdale ↔

Lowest in 30 days $210 above typical

From $2,709

$2,709 · $129/night · typical price · ↑8% above typical

$129/night

Typical price

↑8% above typical

Eurodam • Holland America

14-night Eastern Caribbean Loop via Grand Turk Island, San Juan & Cozumel

Dec 19, 2026 → Jan 2, 2027 • Fort Lauderdale ↔

Lowest in 180 days $85 above typical

From $1,754

$1,754 · $125/night · typical price · ↑5% above typical

$125/night

Typical price

↑5% above typical