Jibhop

Zuiderdam • Holland America

10-night Eastern Caribbean Loop via Philipsburg, Antigua & Castries

Apr 7, 2027 → Apr 17, 2027 • Miami ↔

Lowest in 30 days

From $1,399

$1,399 · $140/night · typical price · ↓1% below typical

$140/night

Typical price

↓1% below typical

Iona • P&O Cruises

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

Feb 4, 2028 → Feb 18, 2028 • Bridgetown ↔

9% below typical

From $2,336

$2,336 · $167/night · typical price · ↓9% below typical

$167/night

Typical price

↓9% below typical

Iona • P&O Cruises

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

Feb 5, 2028 → Feb 19, 2028 • Bridgetown ↔

9% below typical

From $2,336

$2,336 · $167/night · typical price · ↓9% below typical

$167/night

Typical price

↓9% below typical

Iona • P&O Cruises

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

Jan 8, 2028 → Jan 22, 2028 • Bridgetown ↔

6% below typical

From $2,431

$2,431 · $174/night · typical price · ↓6% below typical

$174/night

Typical price

↓6% below typical

Iona • P&O Cruises

14-night Eastern Caribbean Loop via Saint George's, Castries & Bridgetown

Jan 29, 2028 → Feb 12, 2028 • Antigua ↔

6% below typical

From $2,431

$2,431 · $174/night · typical price · ↓6% below typical

$174/night

Typical price

↓6% below typical

Enchanted Princess • Princess Cruises

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

Feb 5, 2028 → Feb 15, 2028 • Fort Lauderdale ↔

12% below typical

From $1,055

$1,055 · $106/night · good value · ↓12% below typical

$106/night

Good value

↓12% below typical

MSC Opera • MSC Cruises

7-night Eastern Caribbean Loop via Catalina Island, Bridgetown & Fort-de-France

Jan 25, 2027 → Feb 1, 2027 • La Romana ↔

Great balance

From $709

$709 · $101/night · good value · ↓11% below typical

$101/night

Good value

↓11% below typical

Azamara Journey • Azamara Cruises

7-night Southern Caribbean Arc via Spanish Town, Antigua & Saint-Pierre

Dec 5, 2026 → Dec 12, 2026 • San Juan → Bridgetown

Great balance

From $1,429

$1,429 · $204/night · good value · ↓15% below typical

$204/night

Good value

↓15% below typical

MSC Opera • MSC Cruises

14-night Eastern Caribbean Loop via Fort-de-France, Pointe-à-Pitre & Road Town, Tortola

Aug 5, 2027 → Aug 19, 2027 • Bridgetown ↔

16% below typical

From $1,998

$1,998 · $143/night · good value · ↓16% below typical

$143/night

Good value

↓16% below typical

MSC Opera • MSC Cruises

7-night Eastern Caribbean Loop: Antigua & La Romana

Jul 2, 2027 → Jul 9, 2027 • Fort-de-France ↔

Great balance

From $919

$919 · $131/night · good value · ↓15% below typical

$131/night

Good value

↓15% below typical

MSC Opera • MSC Cruises

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

Sep 20, 2027 → Sep 27, 2027 • La Romana ↔

Great balance

From $629

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

$90/night

Good value

↓15% below typical

MSC Opera • MSC Cruises

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

Oct 4, 2027 → Oct 11, 2027 • La Romana ↔

Great balance

From $629

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

$90/night

Good value

↓15% below typical

MSC Opera • MSC Cruises

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

Oct 2, 2028 → Oct 9, 2028 • La Romana ↔

11% below typical

From $658

$658 · $94/night · good value · ↓11% below typical

$94/night

Good value

↓11% 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

Norwegian Pearl • Norwegian Cruise Line

11-night Eastern Caribbean Loop via Basseterre, Saint Kitts, Castries & Antigua

Dec 23, 2027 → Jan 3, 2028 • Philadelphia ↔

Lowest in 30 days $850 above typical

From $1,899

$1,899 · $173/night · priced high · ↑81% above typical

$173/night

Priced high

↑81% above typical

Scarlet Lady • Virgin Voyages

7-night Eastern Caribbean Loop via Philipsburg, Bridgetown & Fort-de-France

Dec 26, 2027 → Jan 2, 2028 • San Juan ↔

Lowest in 180 days $690 above typical

From $1,673

$1,673 · $239/night · priced high · ↑70% above typical

$239/night

Priced high

↑70% above typical

Valiant Lady • Virgin Voyages

7-night Southern Caribbean Loop via Philipsburg, Fort-de-France & Bridgetown

Dec 26, 2026 → Jan 2, 2027 • San Juan ↔

Lowest in 30 days $724 above typical

From $1,837

$1,837 · $262/night · priced high · ↑65% above typical

$262/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 $1,213 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