Jibhop

MS Europa • Hapag-Lloyd Cruises

17-night Southern Caribbean Loop via Saint-Barthélemy, Saint John's & Fort-de-France

Dec 20, 2026 → Jan 6, 2027 • Miami ↔

From $8,528

$8,528 · $502/night · good value · ↓15% below typical

$502/night

Good value

↓15% below typical

Enchanted Princess • Princess Cruises

10-night Eastern Caribbean Loop via Princess Cays, Puerto Plata & San Juan

Jan 16, 2027 → Jan 26, 2027 • Fort Lauderdale ↔

18% below typical

From $973

$973 · $97/night · good value · ↓18% below typical

$97/night

Good value

↓18% below typical

Celebrity Beyond • Celebrity Cruises

7-night Eastern Caribbean Loop via Puerto Plata & Charlotte Amalie, Saint Thomas

Apr 25, 2027 → May 2, 2027 • Fort Lauderdale ↔

$85 below typical ↗

From $914

$914 · $131/night · typical price · ↓9% below typical

$131/night

Typical price

↓9% below typical

Island Princess • Princess Cruises

7-night Eastern Caribbean Loop via Puerto Plata & San Juan

Oct 29, 2027 → Nov 5, 2027 • Fort Lauderdale ↔

Great balance

From $856

$856 · $122/night · good value · ↓17% below typical

$122/night

Good value

↓17% below typical

Grandeur of the Seas • Royal Caribbean International

7-night Eastern Caribbean Loop via Tortola, Philipsburg & Saint John's

Jul 3, 2027 → Jul 10, 2027 • San Juan ↔

Lowest in 180 days ↘

From $946

$946 · $135/night · typical price · ↓2% below typical

$135/night

Typical price

↓2% below typical

Crown Princess • Princess Cruises

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

Mar 7, 2027 → Mar 21, 2027 • San Juan ↔

20% below typical

From $1,619

$1,619 · $116/night · great deal · ↓20% below typical

$116/night

Great deal

↓20% below typical

Emerald Sakara • Emerald Cruises

7-night Eastern Caribbean Loop: Basseterre, Saint Kitts & Road Bay

Dec 16, 2028 → Dec 23, 2028 • Philipsburg ↔

4% below typical

From $6,040

$6,040 · $863/night · typical price · ↓4% below typical

$863/night

Typical price

↓4% below typical

Emerald Sakara • Emerald Cruises

7-night Eastern Caribbean Loop: Basseterre, Saint Kitts & Road Bay

Dec 23, 2028 → Dec 30, 2028 • Philipsburg ↔

4% below typical

From $6,040

$6,040 · $863/night · typical price · ↓4% below typical

$863/night

Typical price

↓4% below typical

MSC Poesia • MSC Cruises

10-night Eastern Caribbean Arc via Charlotte Amalie, Saint Thomas, Basseterre, Saint Kitts & Philipsburg

Nov 12, 2026 → Nov 22, 2026 • Miami ↔

From $798

$798 · $80/night · good value · ↓15% below typical

$80/night

Good value

↓15% below typical

Arvia • P&O Cruises

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

Jan 1, 2027 → Jan 15, 2027 • Bridgetown ↔

11% below typical

From $2,228

$2,228 · $159/night · good value · ↓11% below typical

$159/night

Good value

↓11% below typical

Arvia • P&O Cruises

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

Jan 2, 2027 → Jan 16, 2027 • Bridgetown ↔

11% below typical

From $2,228

$2,228 · $159/night · good value · ↓11% below typical

$159/night

Good value

↓11% below typical

Emerald Sakara • Emerald Cruises

14-night Eastern Caribbean Arc via Basseterre, Saint Kitts, Road Bay & Spanish Town

Mar 25, 2028 → Apr 8, 2028 • Philipsburg → Bridgetown

$745 below typical

From $11,525

$11,525 · $823/night · typical price · ↓6% below typical

$823/night

Typical price

↓6% below typical

Vision of the Seas • Royal Caribbean International

7-night Eastern Caribbean Loop via Tortola, Cruz Bay, Saint John & Roseau

Dec 20, 2026 → Dec 27, 2026 • San Juan ↔

$69 below typical ↗

From $679

$679 · $97/night · typical price · ↓9% below typical

$97/night

Typical price

↓9% below typical

Norwegian Prima • Norwegian Cruise Line

7-night Eastern Caribbean Loop via Philipsburg, Castries & Bridgetown

Dec 6, 2026 → Dec 13, 2026 • San Juan ↔

Lowest in 30 days

From $1,459

$1,459 · $208/night · typical price · ↓2% below typical

$208/night

Typical price

↓2% below typical

Crown Princess • Princess Cruises

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

Feb 7, 2027 → Feb 21, 2027 • San Juan ↔

15% below typical

From $1,615

$1,615 · $115/night · good value · ↓15% below typical

$115/night

Good value

↓15% below typical

Seven Seas Grandeur • Regent Seven Seas Cruises

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

Feb 14, 2028 → Feb 24, 2028 • Bridgetown ↔

19% below typical

From $5,743

$5,743 · $574/night · good value · ↓19% below typical

$574/night

Good value

↓19% below typical

Grandeur of the Seas • Royal Caribbean International

7-night Eastern Caribbean Loop via Tortola, Philipsburg & Saint John's

Nov 6, 2027 → Nov 13, 2027 • San Juan ↔

Lowest in 180 days

From $686

$686 · $98/night · typical price · ↓2% below typical

$98/night

Typical price

↓2% below typical

MSC World Europa • MSC Cruises

7-night Eastern Caribbean Loop via Pointe-à-Pitre, Antigua & Philipsburg

Dec 5, 2026 → Dec 12, 2026 • Fort-de-France ↔

Great balance

From $1,001

$1,001 · $143/night · good value · ↓16% below typical

$143/night

Good value

↓16% below typical

Iona • P&O Cruises

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

Feb 18, 2028 → Mar 3, 2028 • Bridgetown ↔

11% below typical

From $2,296

$2,296 · $164/night · good value · ↓11% below typical

$164/night

Good value

↓11% below typical

Iona • P&O Cruises

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

Feb 19, 2028 → Mar 4, 2028 • Bridgetown ↔

11% below typical

From $2,296

$2,296 · $164/night · good value · ↓11% below typical

$164/night

Good value

↓11% below typical