Jibhop

Oceania Marina • Oceania Cruises

10-night Eastern Caribbean Loop via Puerto Plata, San Juan & Frederiksted, Saint Croix

Feb 17, 2028 → Feb 27, 2028 • Miami ↔

Lowest in 180 days

From $3,099

$3,099 · $310/night · typical price · ↓5% below typical

$310/night

Typical price

↓5% below typical

Queen Mary 2 • Cunard Line

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

Dec 14, 2027 → Jan 3, 2028 • Southampton → New York

Lowest in 30 days $240 below typical

From $3,201

$3,201 · $160/night · typical price · ↓7% below typical

$160/night

Typical price

↓7% below typical

Rhapsody of the Seas • Royal Caribbean International

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

Aug 29, 2026 → Sep 5, 2026 • San Juan ↔

$129 below typical ↗

From $839

$839 · $120/night · good value · ↓13% below typical

$120/night

Good value

↓13% below typical

Arvia • P&O Cruises

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

Dec 5, 2026 → Dec 19, 2026 • Bridgetown ↔

From $1,931

$1,931 · $138/night · great deal · ↓25% below typical

$138/night

Great deal

↓25% below typical

Seabourn Ovation • Seabourn

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

Mar 4, 2028 → Mar 11, 2028 • Philipsburg → Bridgetown

Lowest in 180 days $275 below typical ↘

From $3,824

$3,824 · $546/night · typical price · ↓7% below typical

$546/night

Typical price

↓7% below typical

Norwegian Bliss • Norwegian Cruise Line

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

Nov 9, 2026 → Nov 21, 2026 • New York ↔

Lowest in 30 days $104 below typical

From $1,369

$1,369 · $114/night · typical price · ↓7% below typical

$114/night

Typical price

↓7% below typical

Enchanted Princess • Princess Cruises

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

Mar 27, 2027 → Apr 6, 2027 • Fort Lauderdale ↔

32% below typical

From $1,143

$1,143 · $114/night · great deal · ↓32% below typical

$114/night

Great deal

↓32% below typical

Coral Princess • Princess Cruises

10-night Eastern Caribbean Loop via Saint Thomas, Basseterre, Saint Kitts & Roseau

Nov 18, 2026 → Nov 28, 2026 • Fort Lauderdale ↔

From $1,044

$1,044 · $104/night · great deal · ↓29% below typical

$104/night

Great deal

↓29% below typical

Silver Spirit • Silversea Cruises

7-night Eastern Caribbean Loop via Castries, Terre-de-Haut & Philipsburg

Mar 11, 2028 → Mar 18, 2028 • Bridgetown ↔

From $5,400

$5,400 · $771/night · great deal · ↓25% below typical

$771/night

Great deal

↓25% below typical

Explora I • Explora Journeys

16-night Eastern Caribbean Arc via Ocho Rios, Puerto Santo Tomás de Castilla & Roatán

Jan 20, 2027 → Feb 5, 2027 • Miami → San Juan

Lowest in 30 days

From $9,240

$9,240 · $578/night · typical price · ↓4% below typical

$578/night

Typical price

↓4% below typical

Emerald Sakara • Emerald Cruises

7-night Eastern Caribbean Loop: Basseterre, Saint Kitts & Road Bay

Nov 20, 2027 → Nov 27, 2027 • Philipsburg ↔

$443 below typical

From $5,763

$5,763 · $823/night · typical price · ↓7% below typical

$823/night

Typical price

↓7% below typical

Rhapsody of the Seas • Royal Caribbean International

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

Feb 27, 2027 → Mar 6, 2027 • San Juan ↔

$81 below typical ↘

From $563

$563 · $80/night · good value · ↓13% below typical

$80/night

Good value

↓13% below typical

Celebrity Xcel • Celebrity Cruises

8-night Eastern Caribbean Loop via Puerto Plata & Charlotte Amalie, Saint Thomas

Nov 20, 2027 → Nov 28, 2027 • Fort Lauderdale ↔

$194 below typical

From $1,261

$1,261 · $158/night · good value · ↓13% below typical

$158/night

Good value

↓13% below typical

Queen Elizabeth • Cunard Line

14-night Eastern Caribbean Loop via Saint Thomas, Basseterre, Saint Kitts & Kingstown

Dec 9, 2027 → Dec 23, 2027 • Miami ↔

Lowest in 180 days $107 below typical

From $1,587

$1,587 · $113/night · typical price · ↓6% below typical

$113/night

Typical price

↓6% below typical

Rhapsody of the Seas • Royal Caribbean International

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

Jan 30, 2027 → Feb 6, 2027 • San Juan ↔

$80 below typical

From $564

$564 · $81/night · good value · ↓12% below typical

$81/night

Good value

↓12% below typical

Carnival Magic • Carnival Cruise Line

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

Oct 3, 2026 → Oct 11, 2026 • Miami ↔

$77 below typical

From $597

$597 · $75/night · good value · ↓11% below typical

$75/night

Good value

↓11% below typical

Oceania Sirena • Oceania Cruises

31-night Eastern Caribbean Arc via Cozumel, Roatán & Harvest Caye

Nov 21, 2027 → Dec 22, 2027 • Miami ↔

Lowest in 180 days

From $8,299

$8,299 · $268/night · typical price · ↓3% below typical

$268/night

Typical price

↓3% below typical

Star of the Seas • Royal Caribbean International

7-night Eastern Caribbean Loop via Coco Cay & Charlotte Amalie, Saint Thomas

Apr 2, 2028 → Apr 9, 2028 • Port Canaveral ↔

Lowest in 180 days $94 below typical

From $1,517

$1,517 · $217/night · typical price · ↓6% below typical

$217/night

Typical price

↓6% below typical

MSC Opera • MSC Cruises

7-night Eastern Caribbean Loop: Catalina Island, Spanish Town & Philipsburg

Aug 9, 2027 → Aug 16, 2027 • La Romana ↔

Great balance

From $879

$879 · $126/night · great deal · ↓26% below typical

$126/night

Great deal

↓26% below typical

Grandeur of the Seas • Royal Caribbean International

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

Jul 31, 2027 → Aug 7, 2027 • San Juan ↔

Lowest in 30 days $53 below typical

From $916

$916 · $131/night · typical price · ↓5% below typical

$131/night

Typical price

↓5% below typical