Jibhop

Enchanted Princess • Princess Cruises

10-night Eastern Caribbean Loop via Princess Cays, Puerto Plata & San Juan

Feb 5, 2027 → Feb 15, 2027 • Fort Lauderdale ↔

Lowest in 180 days $110 below typical

From $1,083

$1,083 · $108/night · typical price · ↓9% below typical

$108/night

Typical price

↓9% below typical

Regal Princess • Princess Cruises

14-night Western Caribbean Loop via Princess Cays, Saint Thomas & Cozumel

Dec 5, 2027 → Dec 19, 2027 • Miami ↔

$406 below typical ↗

From $1,859

$1,859 · $133/night · good value · ↓18% below typical

$133/night

Good value

↓18% below typical

Britannia • P&O Cruises

14-night Southern Caribbean Loop via Oranjestad, Curaçao & Kingstown

Dec 12, 2026 → Dec 26, 2026 • Bridgetown ↔

Lowest in 90 days $143 below typical

From $2,228

$2,228 · $159/night · typical price · ↓6% below typical

$159/night

Typical price

↓6% below typical

Carnival Venezia • Carnival Cruise Line

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

Nov 29, 2026 → Dec 13, 2026 • Port Canaveral ↔

$120 below typical

From $1,025

$1,025 · $73/night · good value · ↓10% below typical

$73/night

Good value

↓10% below typical

Enchanted Princess • Princess Cruises

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

Jan 15, 2028 → Jan 25, 2028 • Fort Lauderdale ↔

Lowest in 30 days $109 below typical

From $1,084

$1,084 · $108/night · typical price · ↓9% below typical

$108/night

Typical price

↓9% below typical

Grandeur of the Seas • Royal Caribbean International

7-night Eastern Caribbean Loop via Tortola, Philipsburg & Saint John's

Nov 6, 2027 → Nov 13, 2027 • San Juan ↔

Lowest in 180 days

From $686

$686 · $98/night · typical price · ↓5% below typical

$98/night

Typical price

↓5% 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 · ↓22% below typical

$592/night

Great deal

↓22% below typical

Vision of the Seas • Royal Caribbean International

7-night Eastern Caribbean Loop via Tortola, Cruz Bay, Saint John & Philipsburg

Feb 14, 2027 → Feb 21, 2027 • San Juan ↔

$82 below typical

From $649

$649 · $93/night · good value · ↓11% below typical

$93/night

Good value

↓11% below typical

Disney Fantasy • Disney Cruise Line

10-night Eastern Caribbean Loop via Philipsburg, Castries & Disney Castaway Cay

Jul 11, 2027 → Jul 21, 2027 • Port Canaveral ↔

Lowest in 180 days

From $4,049

$4,049 · $405/night · typical price · ↓3% below typical

$405/night

Typical price

↓3% below typical

Rhapsody of the Seas • Royal Caribbean International

7-night Eastern Caribbean Loop via Tortola, Philipsburg & Saint John's

Oct 24, 2026 → Oct 31, 2026 • San Juan ↔

$86 below typical ↗

From $639

$639 · $91/night · good value · ↓12% below typical

$91/night

Good value

↓12% below typical

Emerald Sakara • Emerald Cruises

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

Jan 29, 2028 → Feb 12, 2028 • Bridgetown → Philipsburg

Lowest in 30 days

From $11,774

$11,774 · $841/night · typical price · ↓4% below typical

$841/night

Typical price

↓4% below typical

Emerald Princess • Princess Cruises

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

Feb 6, 2028 → Feb 20, 2028 • San Juan ↔

$260 below typical ↘

From $1,691

$1,691 · $121/night · good value · ↓13% below typical

$121/night

Good value

↓13% below typical

Icon of the Seas • Royal Caribbean International

7-night Eastern Caribbean Loop via Philipsburg & Coco Cay

Aug 22, 2026 → Aug 29, 2026 • Miami ↔

$215 below typical

From $1,847

$1,847 · $264/night · good value · ↓10% below typical

$264/night

Good value

↓10% below typical

Iona • P&O Cruises

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

Jan 15, 2028 → Jan 29, 2028 • Antigua ↔

Lowest in 180 days ↘

From $2,499

$2,499 · $179/night · typical price · ↓3% below typical

$179/night

Typical price

↓3% below typical

Vision of the Seas • Royal Caribbean International

7-night Eastern Caribbean Loop via Charlotte Amalie, Saint Thomas, Frederiksted, Saint Croix & Philipsburg

Jan 24, 2027 → Jan 31, 2027 • San Juan ↔

$72 below typical

From $599

$599 · $86/night · good value · ↓11% below typical

$86/night

Good value

↓11% below typical

Britannia • P&O Cruises

14-night Eastern Caribbean Loop via Saint George's, Curaçao & Ocho Rios

Nov 27, 2026 → Dec 11, 2026 • Bridgetown ↔

Lowest in 180 days ↘

From $2,134

$2,134 · $152/night · typical price · ↓5% below typical

$152/night

Typical price

↓5% below typical

Enchanted Princess • Princess Cruises

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

Dec 5, 2027 → Dec 14, 2027 • Fort Lauderdale ↔

Lowest in 30 days $89 below typical

From $985

$985 · $109/night · typical price · ↓8% below typical

$109/night

Typical price

↓8% below typical

Arvia • P&O Cruises

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

Nov 20, 2027 → Dec 4, 2027 • Bridgetown ↔

Lowest in 30 days ↘

From $2,066

$2,066 · $148/night · typical price · ↓4% below typical

$148/night

Typical price

↓4% below typical

Seabourn Ovation • Seabourn

7-night Eastern Caribbean Arc via Castries, Little Bay & South Friars Bay

Jan 15, 2028 → Jan 22, 2028 • Bridgetown → Philipsburg

Lowest in 30 days

From $4,598

$4,598 · $657/night · typical price · ↓4% below typical

$657/night

Typical price

↓4% below typical

Seabourn Ovation • Seabourn

7-night Southern Caribbean Arc via Tortola, South Friars Bay & Les Trois-Îlets

Jan 22, 2028 → Jan 29, 2028 • Philipsburg → Bridgetown

Lowest in 30 days

From $4,598

$4,598 · $657/night · typical price · ↓4% below typical

$657/night

Typical price

↓4% below typical