Jibhop

Queen Mary 2 • Cunard Line

14-night Eastern Caribbean Loop via Road Town, Tortola, Philipsburg & Bridgetown

Dec 19, 2026 → Jan 2, 2027 • New York ↔

Lowest in 180 days $450 below typical

From $1,959

$1,959 · $140/night · good value · ↓19% below typical

$140/night

Good value

↓19% below typical

Grandeur of the Seas • Royal Caribbean International

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

Sep 4, 2027 → Sep 11, 2027 • San Juan ↔

Lowest in 180 days $136 below typical

From $681

$681 · $97/night · good value · ↓17% below typical

$97/night

Good value

↓17% below typical

Scenic Eclipse II

11-night Southern Caribbean Arc via Cartagena & Willemstad

Apr 3, 2027 → Apr 14, 2027 • Panamá, Ciudad de → Bridgetown

$3,416 below typical

From $9,617

$9,617 · $874/night · great deal · ↓26% below typical

$874/night

Great deal

↓26% below typical

Seabourn Ovation • Seabourn

21-night Eastern Caribbean Loop via Saint George's, South Friars Bay & Road Bay

Dec 18, 2027 → Jan 8, 2028 • Bridgetown ↔

Lowest in 30 days $1,835 below typical ↘

From $9,859

$9,859 · $469/night · good value · ↓16% below typical

$469/night

Good value

↓16% 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 $1,484 below typical ↘

From $6,714

$6,714 · $480/night · good value · ↓18% below typical

$480/night

Good value

↓18% below typical

Seabourn Ovation • Seabourn

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

Feb 5, 2028 → Feb 12, 2028 • Philipsburg → Bridgetown

Lowest in 180 days $690 below typical ↘

From $3,909

$3,909 · $558/night · good value · ↓15% below typical

$558/night

Good value

↓15% below typical

Seabourn Ovation • Seabourn

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

Feb 12, 2028 → Feb 26, 2028 • Bridgetown ↔

Lowest in 30 days $1,379 below typical ↘

From $7,819

$7,819 · $559/night · good value · ↓15% below typical

$559/night

Good value

↓15% below typical

Queen Mary 2 • Cunard Line

21-night Southern Caribbean Arc via Basseterre, Saint Kitts, Castries & Bridgetown

Dec 21, 2027 → Jan 11, 2028 • New York → Southampton

Lowest in 180 days $622 below typical

From $2,991

$2,991 · $142/night · good value · ↓17% below typical

$142/night

Good value

↓17% below typical

Seabourn Ovation • Seabourn

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

Nov 27, 2027 → Dec 11, 2027 • Bridgetown ↔

Lowest in 180 days $1,429 below typical ↘

From $6,969

$6,969 · $498/night · good value · ↓17% below typical

$498/night

Good value

↓17% below typical

Queen Elizabeth • Cunard Line

12-night Southern Caribbean Arc via San Juan, Cruz Bay, Saint John & Castries

Dec 17, 2026 → Dec 29, 2026 • Miami ↔

Lowest in 180 days $254 below typical

From $1,198

$1,198 · $100/night · good value · ↓18% below typical

$100/night

Good value

↓18% 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 180 days $690 below typical ↘

From $3,909

$3,909 · $558/night · good value · ↓15% below typical

$558/night

Good value

↓15% 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 180 days $690 below typical ↘

From $3,909

$3,909 · $558/night · good value · ↓15% below typical

$558/night

Good value

↓15% below typical

Seabourn Ovation • Seabourn

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

Jan 29, 2028 → Feb 5, 2028 • Bridgetown → Philipsburg

Lowest in 180 days $690 below typical ↘

From $3,909

$3,909 · $558/night · good value · ↓15% below typical

$558/night

Good value

↓15% below typical

Queen Mary 2 • Cunard Line

23-night Southern Caribbean Arc via Road Town, Tortola, Philipsburg & Bridgetown

Dec 19, 2026 → Jan 11, 2027 • New York → Southampton

$909 below typical

From $3,049

$3,049 · $133/night · great deal · ↓23% below typical

$133/night

Great deal

↓23% below typical

Carnival Firenze • Carnival Cruise Line

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

Mar 19, 2028 → Apr 2, 2028 • Port Canaveral ↔

Lowest in 30 days $196 below typical

From $1,035

$1,035 · $74/night · good value · ↓16% below typical

$74/night

Good value

↓16% below typical

Explora III

7-night Eastern Caribbean Arc via Providenciales & Cruz Bay, Saint John

Mar 14, 2027 → Mar 21, 2027 • Miami → Bridgetown

Lowest in 30 days $797 below typical ↘

From $4,650

$4,650 · $664/night · good value · ↓15% below typical

$664/night

Good value

↓15% below typical

Celebrity Ascent • Celebrity Cruises

10-night Southern Caribbean Loop via Philipsburg, Castries & Saint George's

Apr 9, 2027 → Apr 19, 2027 • Fort Lauderdale ↔

Lowest in 90 days $308 below typical ↘

From $1,553

$1,553 · $155/night · good value · ↓17% below typical

$155/night

Good value

↓17% below typical

Carnival Conquest • Carnival Cruise Line

11-night Southern Caribbean Loop via Saint Thomas, Roseau & Celebration Key

Nov 1, 2027 → Nov 12, 2027 • Miami ↔

Lowest in 180 days $138 below typical ↘

From $812

$812 · $74/night · good value · ↓14% below typical

$74/night

Good value

↓14% 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 ↔

Lowest in 30 days $182 below typical

From $1,046

$1,046 · $87/night · good value · ↓15% below typical

$87/night

Good value

↓15% below typical

Seabourn Ovation • Seabourn

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

Mar 13, 2027 → Mar 20, 2027 • Bridgetown → Philipsburg

Lowest in 180 days $615 below typical ↘

From $3,484

$3,484 · $498/night · good value · ↓15% below typical

$498/night

Good value

↓15% below typical