Jibhop

Crown Princess • Princess Cruises

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

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

From $1,426

$1,426 · $102/night · great deal · ↓25% below typical

$102/night

Great deal

↓25% below typical

Star Princess • Princess Cruises

10-night Eastern Caribbean Loop via San Juan, Basseterre, Saint Kitts & Castries

Dec 12, 2027 → Dec 22, 2027 • Port Canaveral ↔

25% below typical

From $937

$937 · $94/night · great deal · ↓25% below typical

$94/night

Great deal

↓25% below typical

Emerald Princess • Princess Cruises

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

Dec 5, 2027 → Dec 19, 2027 • San Juan ↔

20% below typical

From $1,566

$1,566 · $112/night · great deal · ↓20% below typical

$112/night

Great deal

↓20% below typical

Crown Princess • Princess Cruises

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

Jan 10, 2027 → Jan 17, 2027 • San Juan ↔

20% below typical

From $738

$738 · $105/night · good value · ↓20% below typical

$105/night

Good value

↓20% below typical

Crown Princess • Princess Cruises

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

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

20% below typical

From $738

$738 · $105/night · good value · ↓20% below typical

$105/night

Good value

↓20% below typical

Zuiderdam • Holland America

20-night Eastern Caribbean Loop via Half Moon Cay, Cabo Rojo & Bonaire

Mar 28, 2027 → Apr 17, 2027 • Miami ↔

$339 below typical

From $2,489

$2,489 · $124/night · good value · ↓12% below typical

$124/night

Good value

↓12% below typical

Emerald Sakara • Emerald Cruises

14-night Eastern Caribbean Arc via Soufriere, Antigua & Road Bay

Apr 8, 2028 → Apr 22, 2028 • Bridgetown → Philipsburg

$661 below typical

From $11,359

$11,359 · $811/night · typical price · ↓6% below typical

$811/night

Typical price

↓6% below typical

Arvia • P&O Cruises

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

Nov 21, 2026 → Dec 5, 2026 • Bridgetown ↔

16% below typical

From $1,823

$1,823 · $130/night · good value · ↓16% below typical

$130/night

Good value

↓16% below typical

Arvia • P&O Cruises

14-night Southern Caribbean Loop via Fort-de-France, Castries & Bridgetown

Dec 11, 2027 → Dec 25, 2027 • Antigua ↔

From $2,134

$2,134 · $152/night · good value · ↓17% below typical

$152/night

Good value

↓17% below typical

MSC Opera • MSC Cruises

3-night Eastern Caribbean Arc via Antigua & Road Town, Tortola

Mar 12, 2027 → Mar 15, 2027 • Fort-de-France → La Romana

From $719

$719 · $240/night · good value · ↓20% below typical

$240/night

Good value

↓20% below typical

Iona • P&O Cruises

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

Jan 7, 2028 → Jan 21, 2028 • Bridgetown ↔

8% below typical

From $2,363

$2,363 · $169/night · typical price · ↓8% below typical

$169/night

Typical price

↓8% below typical

Crown Princess • Princess Cruises

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

Feb 7, 2027 → Feb 14, 2027 • San Juan ↔

From $785

$785 · $112/night · good value · ↓17% below typical

$112/night

Good value

↓17% below typical

Emerald Princess • Princess Cruises

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

Dec 19, 2027 → Dec 26, 2027 • San Juan ↔

Great balance

From $792

$792 · $113/night · good value · ↓14% below typical

$113/night

Good value

↓14% below typical

Crown Princess • Princess Cruises

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

Jan 22, 2027 → Jan 29, 2027 • Bridgetown ↔

Great balance

From $1,294

$1,294 · $185/night · great deal · ↓22% below typical

$185/night

Great deal

↓22% below typical

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

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

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

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

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