Jibhop

Arvia • P&O Cruises

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

Nov 7, 2026 → Nov 21, 2026 • Bridgetown ↔

Lowest in 180 days $203 below typical ↘

From $1,958

$1,958 · $140/night · typical price · ↓9% below typical

$140/night

Typical price

↓9% below typical

Oceania Sonata • Oceania Cruises

44-night Eastern Caribbean Arc via Puerto Quetzal, Panama Canal & Cozumel

Jan 6, 2028 → Feb 19, 2028 • Los Angeles → Miami

Lowest in 180 days

From $20,599

$20,599 · $468/night · typical price · ↓5% below typical

$468/night

Typical price

↓5% below typical

Carnival Magic • Carnival Cruise Line

6-night Eastern Caribbean Loop via Celebration Key & Puerto Plata

Sep 13, 2026 → Sep 19, 2026 • Miami ↔

$72 below typical

From $362

$362 · $60/night · good value · ↓17% below typical

$60/night

Good value

↓17% below typical

Seabourn Ovation • Seabourn

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

Feb 20, 2027 → Mar 6, 2027 • Philipsburg ↔

Lowest in 30 days $801 below typical ↘

From $8,698

$8,698 · $621/night · typical price · ↓8% below typical

$621/night

Typical price

↓8% below typical

Seabourn Ovation • Seabourn

14-night Eastern Caribbean Loop via Castries, Little Bay & South Friars Bay

Feb 27, 2027 → Mar 13, 2027 • Bridgetown ↔

Lowest in 180 days $801 below typical ↘

From $8,698

$8,698 · $621/night · typical price · ↓8% below typical

$621/night

Typical price

↓8% below typical

MSC World Europa • MSC Cruises

7-night Eastern Caribbean Loop via Pointe-à-Pitre, Philipsburg & Saint John's

Jan 30, 2027 → Feb 6, 2027 • Fort-de-France ↔

Great balance

From $643

$643 · $92/night · great deal · ↓32% below typical

$92/night

Great deal

↓32% below typical

MS Aurelia • Phoenix Reisen

12-night Eastern Caribbean Arc: Charlotte Amalie, Saint Thomas, Tortola & Philipsburg

Oct 27, 2028 → Nov 8, 2028 • Miami → Bridgetown

Lowest in 180 days $592 below typical

From $5,749

$5,749 · $479/night · typical price · ↓9% below typical

$479/night

Typical price

↓9% below typical

Queen Elizabeth • Cunard Line

12-night Western Caribbean Loop via Cruz Bay, Saint John, Montego Bay & Cozumel

Nov 26, 2026 → Dec 8, 2026 • Miami ↔

$216 below typical ↗

From $1,093

$1,093 · $91/night · good value · ↓17% below typical

$91/night

Good value

↓17% below typical

MSC Opera • MSC Cruises

4-night Eastern Caribbean Arc via Fort-de-France & Pointe-à-Pitre

Nov 11, 2027 → Nov 15, 2027 • Bridgetown → La Romana

Lowest in 90 days $163 below typical

From $939

$939 · $235/night · good value · ↓15% below typical

$235/night

Good value

↓15% below typical

Rhapsody of the Seas • Royal Caribbean International

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

Jan 16, 2027 → Jan 23, 2027 • San Juan ↔

$103 below typical ↘

From $568

$568 · $81/night · good value · ↓15% below typical

$81/night

Good value

↓15% below typical

Allure of the Seas • Royal Caribbean International

7-night Eastern Caribbean Loop via Coco Cay & Labadee

Dec 12, 2027 → Dec 19, 2027 • Miami ↔

Lowest in 180 days $112 below typical

From $975

$975 · $139/night · good value · ↓10% below typical

$139/night

Good value

↓10% below typical

Norwegian Prima • Norwegian Cruise Line

7-night Eastern Caribbean Loop via Puerto Plata & Great Stirrup Cay

Aug 9, 2026 → Aug 16, 2026 • Port Canaveral ↔

$180 below typical ↗

From $929

$929 · $133/night · good value · ↓16% below typical

$133/night

Good value

↓16% below typical

Brilliant Lady • Virgin Voyages

10-night Eastern Caribbean Loop via Philipsburg, Road Town, Tortola & Basseterre, Saint Kitts

Jan 25, 2027 → Feb 4, 2027 • Miami ↔

Lowest in 30 days $99 below typical

From $1,191

$1,191 · $119/night · typical price · ↓8% below typical

$119/night

Typical price

↓8% below typical

Arvia • P&O Cruises

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

Jan 29, 2027 → Feb 12, 2027 • Bridgetown ↔

Lowest in 30 days $203 below typical

From $2,296

$2,296 · $164/night · typical price · ↓8% below typical

$164/night

Typical price

↓8% below typical

Seabourn Ovation • Seabourn

14-night Eastern Caribbean Loop via Tortola, South Friars Bay & Les Trois-Îlets

Mar 6, 2027 → Mar 20, 2027 • Philipsburg ↔

Lowest in 30 days $801 below typical ↘

From $7,898

$7,898 · $564/night · typical price · ↓9% below typical

$564/night

Typical price

↓9% below typical

Carnival Festivale • Carnival Cruise Line

8-night Eastern Caribbean Loop via Puerto Plata & Celebration Key

Aug 7, 2027 → Aug 15, 2027 • Port Canaveral ↔

Lowest in 180 days $116 below typical

From $1,298

$1,298 · $162/night · typical price · ↓8% below typical

$162/night

Typical price

↓8% below typical

Scarlet Lady • Virgin Voyages

7-night Eastern Caribbean Loop via Saint Thomas, Bridgetown & Kingstown

Jan 15, 2028 → Jan 22, 2028 • 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 Eastern Caribbean Loop via Oranjestad & Castries

Jan 22, 2028 → Jan 29, 2028 • 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 Eastern Caribbean Loop via Philipsburg, Bridgetown & Fort-de-France

Jan 29, 2028 → Feb 5, 2028 • 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

MSC Poesia • MSC Cruises

10-night Eastern Caribbean Arc via Charlotte Amalie, Saint Thomas, Basseterre, Saint Kitts & Philipsburg

Nov 12, 2026 → Nov 22, 2026 • Miami ↔

Lowest in 180 days $141 below typical ↘

From $798

$798 · $80/night · good value · ↓15% below typical

$80/night

Good value

↓15% below typical