Jibhop

Scarlet Lady • Virgin Voyages

7-night Southern Caribbean Loop via Tortola, Bridgetown & Castries

Nov 27, 2027 → Dec 4, 2027 • San Juan ↔

Lowest in 180 days $70 below typical

From $763

$763 · $109/night · typical price · ↓8% below typical

$109/night

Typical price

↓8% below typical

Scarlet Lady • Virgin Voyages

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

Mar 11, 2028 → Mar 18, 2028 • San Juan ↔

Lowest in 180 days $70 below typical

From $903

$903 · $129/night · typical price · ↓7% below typical

$129/night

Typical price

↓7% below typical

MSC World Europa • MSC Cruises

7-night Southern Caribbean Loop via Castries, Bridgetown & Kingstown

Dec 13, 2026 → Dec 20, 2026 • Pointe-à-Pitre ↔

Great balance

From $847

$847 · $121/night · great deal · ↓29% below typical

$121/night

Great deal

↓29% below typical

Seven Seas Mariner • Regent Seven Seas Cruises

22-night Southern Caribbean Loop via Bridgetown, Port-of-Spain & Santarém

Nov 9, 2026 → Dec 1, 2026 • Miami ↔

From $11,242

$11,242 · $511/night · great deal · ↓28% below typical

$511/night

Great deal

↓28% below typical

MSC World Europa • MSC Cruises

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

Mar 6, 2027 → Mar 13, 2027 • Fort-de-France ↔

Great balance

From $911

$911 · $130/night · good value · ↓17% below typical

$130/night

Good value

↓17% below typical

Iona • P&O Cruises

14-night Southern Caribbean Loop via Basseterre, Saint Kitts, Philipsburg & Fort-de-France

Dec 10, 2027 → Dec 24, 2027 • Bridgetown ↔

From $1,796

$1,796 · $128/night · great deal · ↓20% below typical

$128/night

Great deal

↓20% below typical

Crown Princess • Princess Cruises

7-night Southern Caribbean Arc via Philipsburg, Fort-de-France & Roseau

Feb 28, 2027 → Mar 7, 2027 • San Juan ↔

22% below typical

From $743

$743 · $106/night · great deal · ↓22% below typical

$106/night

Great deal

↓22% below typical

Silver Spirit • Silversea Cruises

12-night Southern Caribbean Loop via Port Elizabeth, Bequia, Fort-de-France & Saint-Barthélemy

Feb 5, 2028 → Feb 17, 2028 • Bridgetown ↔

From $7,100

$7,100 · $592/night · great deal · ↓21% below typical

$592/night

Great deal

↓21% below typical

Silver Spirit • Silversea Cruises

12-night Southern Caribbean Loop via Port Elizabeth, Bequia, Castries & Oranjestad

Feb 17, 2028 → Feb 29, 2028 • Bridgetown ↔

From $7,100

$7,100 · $592/night · great deal · ↓21% below typical

$592/night

Great deal

↓21% below typical

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

Celebrity Summit • Celebrity Cruises

7-night Southern Caribbean Loop via Roseau, Bridgetown & Castries

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

$84 below typical

From $626

$626 · $89/night · good value · ↓12% below typical

$89/night

Good value

↓12% below typical

Emerald Princess • Princess Cruises

7-night Southern Caribbean Loop via Tortola, Basseterre, Saint Kitts & Fort-de-France

Dec 12, 2027 → Dec 19, 2027 • San Juan ↔

From $790

$790 · $113/night · good value · ↓19% below typical

$113/night

Good value

↓19% below typical

Vista

14-night Southern Caribbean Loop via Georgetown, South Carolina, Falmouth & Oranjestad

Nov 11, 2026 → Nov 25, 2026 • Miami ↔

$631 below typical ↗

From $5,399

$5,399 · $386/night · good value · ↓10% below typical

$386/night

Good value

↓10% below typical

Silver Spirit • Silversea Cruises

11-night Southern Caribbean Loop via Port Elizabeth, Bequia, Saint George's & Willemstad

Feb 29, 2028 → Mar 11, 2028 • Bridgetown ↔

From $6,600

$6,600 · $600/night · great deal · ↓20% below typical

$600/night

Great deal

↓20% below typical

MSC World Europa • MSC Cruises

7-night Persian Gulf Loop via Sir Bani Yas Island & Abu Dhabi

Feb 20, 2027 → Feb 27, 2027 • Fort-de-France ↔

Great balance

From $904

$904 · $129/night · good value · ↓18% below typical

$129/night

Good value

↓18% below typical

Coral Princess • Princess Cruises

14-night Southern Caribbean Loop via Philipsburg, Basseterre, Saint Kitts & Roseau

Dec 6, 2027 → Dec 20, 2027 • Fort Lauderdale ↔

23% below typical

From $1,537

$1,537 · $110/night · great deal · ↓23% below typical

$110/night

Great deal

↓23% 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

Majestic Princess • Princess Cruises

18-night Southern Caribbean Arc via Philipsburg, Philipsburg & Castries

Nov 19, 2026 → Dec 7, 2026 • Fort Lauderdale → Buenos Aires

From $2,480

$2,480 · $138/night · great deal · ↓22% below typical

$138/night

Great deal

↓22% below typical

Silver Spirit • Silversea Cruises

12-night Southern Caribbean Loop via Port Elizabeth, Bequia, Castries & Kralendijk

Jan 10, 2028 → Jan 22, 2028 • Bridgetown ↔

From $7,400

$7,400 · $617/night · good value · ↓18% below typical

$617/night

Good value

↓18% below typical

Scenic Eclipse I

11-night Southern Caribbean Arc via Soufriere, Port Elizabeth & Panama Canal

Oct 20, 2027 → Oct 31, 2027 • Bridgetown → Panamá, Ciudad de

$1,015 below typical

From $9,523

$9,523 · $866/night · typical price · ↓10% below typical

$866/night

Typical price

↓10% below typical