Jibhop

Crown Princess • Princess Cruises

14-night Southern Caribbean Loop via Philipsburg, Fort-de-France & Roseau

Feb 28, 2027 → Mar 14, 2027 • San Juan ↔

From $1,516

$1,516 · $108/night · great deal · ↓20% below typical

$108/night

Great deal

↓20% below typical

Star of the Seas • Royal Caribbean International

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

Feb 21, 2027 → Feb 28, 2027 • Port Canaveral ↔

$122 below typical

From $1,341

$1,341 · $192/night · typical price · ↓8% below typical

$192/night

Typical price

↓8% 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

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

Star of the Seas • Royal Caribbean International

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

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

$151 below typical

From $1,394

$1,394 · $199/night · typical price · ↓10% below typical

$199/night

Typical price

↓10% 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

Hero Of The Seas • Royal Caribbean International

7-night Eastern Caribbean Loop via Philipsburg & Coco Cay

Jan 22, 2028 → Jan 29, 2028 • Miami ↔

Lowest in 180 days

From $1,644

$1,644 · $235/night · typical price · ↓2% below typical

$235/night

Typical price

↓2% below typical

Norwegian Pearl • Norwegian Cruise Line

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

Jan 15, 2028 → Jan 27, 2028 • Philadelphia ↔

Lowest in 30 days

From $1,119

$1,119 · $93/night · typical price · ↓2% below typical

$93/night

Typical price

↓2% 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

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

$749 below typical

From $11,525

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

$823/night

Typical price

↓6% 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

MSC Opera • MSC Cruises

7-night Eastern Caribbean Loop: Catalina Island, Spanish Town & Philipsburg

Sep 6, 2027 → Sep 13, 2027 • La Romana ↔

Great balance

From $629

$629 · $90/night · good value · ↓15% below typical

$90/night

Good value

↓15% 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

Vision of the Seas • Royal Caribbean International

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

Dec 13, 2026 → Dec 20, 2026 • San Juan ↔

$59 below typical

From $641

$641 · $92/night · typical price · ↓8% below typical

$92/night

Typical price

↓8% below typical

Iona • P&O Cruises

13-night Eastern Caribbean Arc via Santa Cruz de Tenerife & Philipsburg

Oct 30, 2027 → Nov 12, 2027 • Southampton → Bridgetown

$121 below typical ↗

From $1,458

$1,458 · $112/night · typical price · ↓8% below typical

$112/night

Typical price

↓8% below typical

Emerald Princess • Princess Cruises

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

Dec 5, 2027 → Dec 12, 2027 • San Juan ↔

Great balance

From $842

$842 · $120/night · good value · ↓14% below typical

$120/night

Good value

↓14% below typical