Jibhop

Emerald Princess • Princess Cruises

7-night Eastern Caribbean Loop via Saint Thomas & Basseterre, Saint Kitts

Jan 23, 2028 → Jan 30, 2028 • San Juan ↔

Great balance

From $819

$819 · $117/night · good value · ↓11% below typical

$117/night

Good value

↓11% below typical

MS Europa • Hapag-Lloyd Cruises

16-night US East Coast Repositioning via Hamilton, Saint-Barthélemy & Roseau

Nov 2, 2028 → Nov 18, 2028 • New York → Miami

From $8,361

$8,361 · $523/night · typical price · ↓9% below typical

$523/night

Typical price

↓9% below typical

Emerald Princess • Princess Cruises

7-night Eastern Caribbean Loop via Tortola, Basseterre, Saint Kitts & Roseau

Feb 6, 2028 → Feb 13, 2028 • San Juan ↔

11% below typical

From $865

$865 · $124/night · good value · ↓11% below typical

$124/night

Good value

↓11% below typical

Seven Seas Grandeur • Regent Seven Seas Cruises

10-night Southern Caribbean Loop via Saint George's, Oranjestad & Willemstad

Feb 4, 2028 → Feb 14, 2028 • Bridgetown ↔

From $5,960

$5,960 · $596/night · good value · ↓16% below typical

$596/night

Good value

↓16% below typical

Vision of the Seas • Royal Caribbean International

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

Mar 21, 2027 → Mar 28, 2027 • San Juan ↔

Great balance

From $629

$629 · $90/night · typical price · ↓7% below typical

$90/night

Typical price

↓7% below typical

Celebrity Ascent • Celebrity Cruises

11-night Eastern Caribbean Loop via Philipsburg, Saint John's & Castries

Mar 29, 2027 → Apr 9, 2027 • Fort Lauderdale ↔

$106 below typical ↗

From $1,612

$1,612 · $147/night · typical price · ↓6% below typical

$147/night

Typical price

↓6% below typical

Queen Mary 2 • Cunard Line

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

Dec 14, 2027 → Jan 3, 2028 • Southampton → New York

$240 below typical ↗

From $3,201

$3,201 · $160/night · typical price · ↓7% below typical

$160/night

Typical price

↓7% below typical

Crown Princess • Princess Cruises

7-night Eastern Caribbean Loop via Saint Thomas, Basseterre, Saint Kitts & Roseau

Mar 14, 2027 → Mar 21, 2027 • San Juan ↔

Great balance

From $859

$859 · $123/night · good value · ↓15% below typical

$123/night

Good value

↓15% below typical

Emerald Princess • Princess Cruises

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

Jan 16, 2028 → Jan 30, 2028 • San Juan ↔

9% below typical

From $1,666

$1,666 · $119/night · typical price · ↓9% below typical

$119/night

Typical price

↓9% below typical

Eurodam • Holland America

11-night Eastern Caribbean Arc: Half Moon Cay, Philipsburg & Antigua

Dec 22, 2027 → Jan 2, 2028 • Fort Lauderdale ↔

Lowest in 180 days $829 above typical

From $2,109

$2,109 · $192/night · priced high · ↑65% above typical

$192/night

Priced high

↑65% above typical

Eurodam • Holland America

21-night Western Caribbean Loop: Half Moon Cay, Ocho Rios & Cozumel

Nov 21, 2027 → Dec 12, 2027 • Fort Lauderdale ↔

Lowest in 180 days $1,217 above typical

From $3,319

$3,319 · $158/night · priced high · ↑58% above typical

$158/night

Priced high

↑58% above typical

Rotterdam • Holland America

11-night Eastern Caribbean Arc via Philipsburg, Basseterre, Saint Kitts & Roseau

Dec 22, 2026 → Jan 2, 2027 • Fort Lauderdale ↔

Lowest in 30 days $725 above typical

From $2,034

$2,034 · $185/night · priced high · ↑55% above typical

$185/night

Priced high

↑55% above typical

Eurodam • Holland America

11-night Eastern Caribbean Loop: Philipsburg, Antigua & Roseau

Feb 12, 2028 → Feb 23, 2028 • Fort Lauderdale ↔

Lowest in 180 days $613 above typical

From $1,924

$1,924 · $175/night · priced high · ↑47% above typical

$175/night

Priced high

↑47% above typical

Queen Mary 2 • Cunard Line

14-night Southern Caribbean Arc via Saint Thomas, Bridgetown & Castries

Nov 24, 2028 → Dec 8, 2028 • New York ↔

Lowest in 180 days $988 above typical

From $3,177

$3,177 · $227/night · priced high · ↑45% above typical

$227/night

Priced high

↑45% above typical

Eurodam • Holland America

21-night Eastern Caribbean Arc: Half Moon Cay, Montego Bay & Cozumel

Dec 22, 2027 → Jan 12, 2028 • Fort Lauderdale ↔

Lowest in 180 days $1,060 above typical

From $3,504

$3,504 · $167/night · priced high · ↑43% above typical

$167/night

Priced high

↑43% above typical

Eurodam • Holland America

11-night Eastern Caribbean Loop: Philipsburg, Antigua & Roseau

Dec 1, 2027 → Dec 12, 2027 • Fort Lauderdale ↔

Lowest in 180 days $544 above typical

From $1,824

$1,824 · $166/night · priced high · ↑43% above typical

$166/night

Priced high

↑43% above typical

Eurodam • Holland America

21-night Western Caribbean Arc: Half Moon Cay, Falmouth & Cozumel

Dec 12, 2027 → Jan 2, 2028 • Fort Lauderdale ↔

Lowest in 180 days $960 above typical

From $3,404

$3,404 · $162/night · priced high · ↑39% above typical

$162/night

Priced high

↑39% above typical

Queen Mary 2 • Cunard Line

21-night Southern Caribbean Arc via New York, Saint Thomas & Bridgetown

Nov 17, 2028 → Dec 8, 2028 • Southampton → New York

Lowest in 180 days $1,236 above typical

From $4,520

$4,520 · $215/night · priced high · ↑38% above typical

$215/night

Priced high

↑38% above typical

Eurodam • Holland America

21-night Eastern Caribbean Arc: Philipsburg, Antigua & Roseau

Feb 12, 2028 → Mar 4, 2028 • Fort Lauderdale ↔

Lowest in 180 days $836 above typical

From $3,339

$3,339 · $159/night · priced high · ↑33% above typical

$159/night

Priced high

↑33% above typical

Eurodam • Holland America

11-night Eastern Caribbean Loop: Philipsburg, Antigua & Roseau

Mar 15, 2028 → Mar 26, 2028 • Fort Lauderdale ↔

Lowest in 180 days $451 above typical

From $1,919

$1,919 · $174/night · priced high · ↑31% above typical

$174/night

Priced high

↑31% above typical