Jibhop

MSC Opera • MSC Cruises

14-night Eastern Caribbean Loop via Catalina Island, Oranjestad & Willemstad

Feb 14, 2028 → Feb 28, 2028 • La Romana ↔

45% below typical

From $969

$969 · $69/night · great deal · ↓45% below typical

$69/night

Great deal

↓45% below typical

Carnival Magic • Carnival Cruise Line

8-night Eastern Caribbean Loop via Half Moon Cay & San Juan

Jan 23, 2027 → Jan 31, 2027 • Miami ↔

Lowest in 180 days $72 below typical ↘

From $488

$488 · $61/night · good value · ↓13% below typical

$61/night

Good value

↓13% below typical

Brilliant Lady • Virgin Voyages

9-night Eastern Caribbean Loop via Philipsburg & Saint Thomas

Dec 14, 2026 → Dec 23, 2026 • Miami ↔

Lowest in 90 days $180 below typical

From $981

$981 · $109/night · good value · ↓16% below typical

$109/night

Good value

↓16% below typical

Icon of the Seas • Royal Caribbean International

7-night Eastern Caribbean Loop via Philipsburg & Coco Cay

Apr 10, 2027 → Apr 17, 2027 • Miami ↔

Lowest in 180 days $214 below typical

From $1,393

$1,393 · $199/night · good value · ↓13% below typical

$199/night

Good value

↓13% below typical

Independence of the Seas • Royal Caribbean International

9-night Eastern Caribbean Loop via Kings Wharf & Labadee

Jul 8, 2027 → Jul 17, 2027 • Cape Liberty, NJ (NYC) ↔

$391 below typical

From $1,457

$1,457 · $162/night · great deal · ↓21% below typical

$162/night

Great deal

↓21% below typical

Norwegian Bliss • Norwegian Cruise Line

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

Nov 29, 2026 → Dec 11, 2026 • New York ↔

$344 below typical

From $1,129

$1,129 · $94/night · great deal · ↓23% below typical

$94/night

Great deal

↓23% below typical

Majestic Princess • Princess Cruises

12-night ABC Islands One-Way via Philipsburg, Basseterre, Saint Kitts & Castries

Nov 7, 2026 → Nov 19, 2026 • New York → Fort Lauderdale

From $1,072

$1,072 · $89/night · great deal · ↓50% below typical

$89/night

Great deal

↓50% 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

Explora III

7-night Eastern Caribbean Arc via Cruz Bay, Saint John & Terre-de-Haut

Oct 25, 2026 → Nov 1, 2026 • Miami → San Juan

Lowest in 90 days $850 below typical ↘

From $4,335

$4,335 · $619/night · good value · ↓16% below typical

$619/night

Good value

↓16% below typical

Seabourn Ovation • Seabourn

14-night Southern Caribbean Arc via South Friars Bay, Rodney Bay & Little Bay

Mar 4, 2028 → Mar 18, 2028 • Philipsburg ↔

Lowest in 180 days $1,229 below typical ↘

From $6,969

$6,969 · $498/night · good value · ↓15% below typical

$498/night

Good value

↓15% below typical

Seven Seas Splendor • Regent Seven Seas Cruises

16-night Eastern Caribbean Arc via Quebec, Sydney & Philipsburg

Oct 30, 2026 → Nov 15, 2026 • Montreal → Miami

From $7,897

$7,897 · $494/night · great deal · ↓42% below typical

$494/night

Great deal

↓42% below typical

MSC World Europa • MSC Cruises

18-night Transatlantic Crossing: Barcelona, Puerto del Rosario-Fuerteventura & Philipsburg

Nov 17, 2026 → Dec 5, 2026 • Marseille → Fort-de-France

62% below typical

From $1,028

$1,028 · $57/night · great deal · ↓62% below typical

$57/night

Great deal

↓62% below typical

Queen Mary 2 • Cunard Line

20-night Southern Caribbean Arc via New York, Basseterre, Saint Kitts & Castries

Feb 27, 2028 → Mar 18, 2028 • Southampton → New York

Lowest in 180 days $454 below typical

From $2,678

$2,678 · $134/night · good value · ↓15% below typical

$134/night

Good value

↓15% below typical

Seabourn Ovation • Seabourn

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

Jan 23, 2027 → Feb 6, 2027 • Bridgetown ↔

Lowest in 30 days $1,209 below typical ↘

From $7,989

$7,989 · $571/night · good value · ↓13% below typical

$571/night

Good value

↓13% below typical

Arvia • P&O Cruises

15-night Transatlantic Crossing via Fort-de-France, Basseterre, Saint Kitts & Philipsburg

Mar 13, 2027 → Mar 28, 2027 • Bridgetown → Southampton

$340 below typical

From $1,539

$1,539 · $103/night · good value · ↓18% below typical

$103/night

Good value

↓18% below typical

MSC World Europa • MSC Cruises

14-night Transatlantic Crossing via Puerto del Rosario-Fuerteventura, Santa Cruz de Tenerife & Philipsburg

Nov 18, 2026 → Dec 2, 2026 • Barcelona → Bridgetown

From $882

$882 · $63/night · great deal · ↓58% below typical

$63/night

Great deal

↓58% below typical

MSC World Europa • MSC Cruises

17-night Transatlantic Crossing via Puerto del Rosario-Fuerteventura, Santa Cruz de Tenerife & Philipsburg

Nov 18, 2026 → Dec 5, 2026 • Barcelona → Fort-de-France

58% below typical

From $1,075

$1,075 · $63/night · great deal · ↓58% below typical

$63/night

Great deal

↓58% below typical

Celebrity Ascent • Celebrity Cruises

10-night Eastern Caribbean Loop via Philipsburg, Castries & Bridgetown

Apr 7, 2028 → Apr 17, 2028 • Fort Lauderdale ↔

$418 below typical

From $1,440

$1,440 · $144/night · great deal · ↓23% below typical

$144/night

Great deal

↓23% below typical

Queen Mary 2 • Cunard Line

20-night Southern Caribbean Arc via New York, Saint Thomas & Basseterre, Saint Kitts

Nov 12, 2027 → Dec 2, 2027 • Southampton → New York

Lowest in 180 days $481 below typical

From $2,647

$2,647 · $132/night · good value · ↓15% below typical

$132/night

Good value

↓15% below typical