Jibhop

Seabourn Ovation • Seabourn

7-night Southern Caribbean Loop via South Friars Bay, Terre-de-Haut & Rodney Bay

Dec 12, 2026 → Dec 19, 2026 • Bridgetown ↔

Lowest in 180 days $1,009 below typical ↘

From $2,889

$2,889 · $413/night · great deal · ↓26% below typical

$413/night

Great deal

↓26% below typical

MSC World Europa • 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 $743

$743 · $106/night · great deal · ↓38% below typical

$106/night

Great deal

↓38% 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

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

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

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

Valiant Lady • Virgin Voyages

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

Dec 12, 2026 → Dec 19, 2026 • San Juan ↔

Lowest in 30 days $70 above typical

From $1,183

$1,183 · $169/night · typical price · ↑6% above typical

$169/night

Typical price

↑6% above typical

MSC World Europa • MSC Cruises

7-night Southern Caribbean Loop via Bridgetown, Kingstown & Saint George

Dec 27, 2026 → Jan 3, 2027 • Pointe-à-Pitre ↔

Great balance

From $1,974

$1,974 · $282/night · priced high · ↑66% above typical

$282/night

Priced high

↑66% above typical

MSC Seaview • MSC Cruises

7-night Southern Caribbean Loop via Bridgetown, Kingstown & Saint George

Dec 27, 2026 → Jan 3, 2027 • Pointe-à-Pitre ↔

Great balance

From $1,399

$1,399 · $200/night · priced high · ↑43% above typical

$200/night

Priced high

↑43% above typical

Sea Cloud II

7-night Southern Caribbean Loop via Port Elizabeth & Saint George's

Dec 8, 2026 → Dec 15, 2026 • Bridgetown ↔

Great balance

From $4,336

$4,336 · $619/night · typical price

$619/night

Typical price

Sea Cloud II

7-night Southern Caribbean Loop via Port Elizabeth & Saint George's

Dec 15, 2026 → Dec 22, 2026 • Bridgetown ↔

Great balance

From $4,336

$4,336 · $619/night · typical price

$619/night

Typical price

MSC Seaview • MSC Cruises

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

Dec 26, 2026 → Jan 2, 2027 • Fort-de-France ↔

Great balance

From $1,803

$1,803 · $258/night · priced high · ↑85% above typical

$258/night

Priced high

↑85% above typical

MSC World Europa • MSC Cruises

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

Dec 26, 2026 → Jan 2, 2027 • Fort-de-France ↔

Great balance

From $1,916

$1,916 · $274/night · priced high · ↑61% above typical

$274/night

Priced high

↑61% above typical

Celebrity Constellation • Celebrity Cruises

7-night Southern Caribbean Loop via Tortola, Basseterre, Saint Kitts & Roseau

Dec 19, 2026 → Dec 26, 2026 • San Juan ↔

$125 above typical ↗

From $874

$874 · $125/night · priced high · ↑17% above typical

$125/night

Priced high

↑17% above typical

Grandeur of the Seas • Royal Caribbean International

7-night Southern Caribbean Loop via Cartagena & Oranjestad

Dec 19, 2026 → Dec 26, 2026 • Colón (Panama Canal) ↔

$80 above typical

From $1,157

$1,157 · $165/night · typical price · ↑7% above typical

$165/night

Typical price

↑7% above typical

Star Pride • Windstar Cruises

7-night Southern Caribbean Loop via Saint George's, Port Elizabeth, Bequia & Terre-de-Haut

Dec 6, 2026 → Dec 13, 2026 • San Juan ↔

Great balance

Price unavailable

Celebrity Constellation • Celebrity Cruises

7-night Southern Caribbean Loop via Tortola, Basseterre, Saint Kitts & Roseau

Dec 12, 2026 → Dec 19, 2026 • San Juan ↔

From $613

$613 · $88/night

$88/night

Star Pride • Windstar Cruises

7-night Southern Caribbean Loop via Saint George's, Port Elizabeth, Bequia & Terre-de-Haut

Dec 20, 2026 → Dec 27, 2026 • San Juan ↔

Great balance

Price unavailable