Jibhop

Arvia • P&O Cruises

14-night Southern Caribbean Loop via Philipsburg, Tortola & Roseau

Dec 6, 2027 → Dec 20, 2027 • Basseterre, Saint Kitts ↔

From $2,269

$2,269 · $162/night · good value · ↓12% below typical

$162/night

Good value

↓12% below typical

Oceania Sonata • Oceania Cruises

11-night Southern Caribbean Loop via Philipsburg, Fort-de-France & Castries

Jan 22, 2028 → Feb 2, 2028 • Miami ↔

Lowest in 180 days

From $5,399

$5,399 · $491/night · typical price · ↓1% below typical

$491/night

Typical price

↓1% below typical

Arvia • P&O Cruises

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

Jan 15, 2027 → Jan 29, 2027 • Bridgetown ↔

9% below typical

From $2,269

$2,269 · $162/night · typical price · ↓9% below typical

$162/night

Typical price

↓9% below typical

Arvia • P&O Cruises

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

Jan 16, 2027 → Jan 30, 2027 • Bridgetown ↔

9% below typical

From $2,269

$2,269 · $162/night · typical price · ↓9% below typical

$162/night

Typical price

↓9% below typical

Arvia • P&O Cruises

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

Jan 30, 2027 → Feb 13, 2027 • Bridgetown ↔

9% below typical

From $2,269

$2,269 · $162/night · typical price · ↓9% below typical

$162/night

Typical price

↓9% below typical

Carnival Pride • Carnival Cruise Line

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

Jan 9, 2028 → Jan 23, 2028 • Baltimore ↔

Lowest in 30 days

From $1,505

$1,505 · $108/night · typical price · ↓1% below typical

$108/night

Typical price

↓1% below typical

Vista

18-night Southern Caribbean Arc: San Juan, Cruz Bay, Saint John & Cozumel

Mar 2, 2029 → Mar 20, 2029 • Miami ↔

Lowest in 180 days

From $7,799

$7,799 · $433/night · typical price · ↓1% below typical

$433/night

Typical price

↓1% below typical

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 Seaview • MSC Cruises

7-night Southern Caribbean Loop via Pointe-à-Pitre, Castries & Bridgetown

Dec 12, 2026 → Dec 19, 2026 • Fort-de-France ↔

Great balance

From $799

$799 · $114/night · good value · ↓18% below typical

$114/night

Good value

↓18% 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

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

Oceania Insignia • Oceania Cruises

47-night Transatlantic Crossing via Palma de Mallorca, Portimao & Cruz Bay, Saint John

Nov 2, 2026 → Dec 19, 2026 • Barcelona → Miami

$1,456 below typical

From $21,099

$21,099 · $449/night · typical price · ↓6% below typical

$449/night

Typical price

↓6% 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

Norwegian Prima • Norwegian Cruise Line

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

Dec 27, 2026 → Jan 3, 2027 • San Juan ↔

Lowest in 30 days $1,030 above typical

From $2,519

$2,519 · $360/night · priced high · ↑69% above typical

$360/night

Priced high

↑69% above typical

Queen Mary 2 • Cunard Line

13-night Southern Caribbean Arc via Road Town, Tortola, Basseterre, Saint Kitts & Castries

Dec 22, 2028 → Jan 4, 2029 • New York ↔

Lowest in 180 days $1,511 above typical

From $3,748

$3,748 · $288/night · priced high · ↑68% above typical

$288/night

Priced high

↑68% above typical