Jibhop

Regal Princess • Princess Cruises

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

Dec 5, 2027 → Dec 19, 2027 • Miami ↔

From $1,859

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

$133/night

Good value

↓18% below typical

Enchanted Princess • Princess Cruises

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

Feb 5, 2028 → Feb 15, 2028 • Fort Lauderdale ↔

12% below typical

From $1,055

$1,055 · $106/night · good value · ↓12% below typical

$106/night

Good value

↓12% below typical

Star of the Seas • Royal Caribbean International

7-night Eastern Caribbean Loop via Coco Cay & San Juan

Oct 25, 2026 → Nov 1, 2026 • Port Canaveral ↔

$93 below typical

From $1,311

$1,311 · $187/night · typical price · ↓7% below typical

$187/night

Typical price

↓7% below typical

Coral Princess • Princess Cruises

7-night Eastern Caribbean Loop via Princess Cays & San Juan

Dec 19, 2026 → Dec 26, 2026 • Fort Lauderdale ↔

Great balance

From $840

$840 · $120/night · good value · ↓16% below typical

$120/night

Good value

↓16% below typical

Celebrity Xcel • Celebrity Cruises

7-night Eastern Caribbean Loop via Philipsburg & Tortola

Apr 4, 2027 → Apr 11, 2027 • Miami ↔

Lowest in 180 days ↘

From $1,052

$1,052 · $150/night · typical price

$150/night

Typical price

Explora III

14-night Eastern Caribbean Loop via Cruz Bay, Saint John, Terre-de-Haut & Philipsburg

Nov 22, 2026 → Dec 6, 2026 • Miami ↔

$600 below typical

From $9,160

$9,160 · $654/night · typical price · ↓6% below typical

$654/night

Typical price

↓6% below typical

Oceania Vista • Oceania Cruises

12-night Miami → Charlotte Amalie, Saint Thomas → Philipsburg → Saint-Barthélemy + 5 more

Nov 25, 2026 → Dec 7, 2026 • Miami ↔

14% below typical

From $4,749

$4,749 · $396/night · good value · ↓14% below typical

$396/night

Good value

↓14% below typical

Explora III

8-night Eastern Caribbean Arc via Ocho Rios, Catalina Island & Jost Van Dyke

Dec 20, 2026 → Dec 28, 2026 • Miami → San Juan

$339 below typical ↘

From $5,240

$5,240 · $655/night · typical price · ↓6% below typical

$655/night

Typical price

↓6% below typical

Norwegian Viva • Norwegian Cruise Line

13-night Transatlantic Crossing via Las Palmas de Gran Canaria & Mindelo

Nov 1, 2027 → Nov 14, 2027 • Lisboa → San Juan

From $1,489

$1,489 · $115/night · good value · ↓16% below typical

$115/night

Good value

↓16% below typical

MSC Opera • MSC Cruises

14-night Eastern Caribbean Loop via Fort-de-France, Pointe-à-Pitre & Road Town, Tortola

Aug 5, 2027 → Aug 19, 2027 • Bridgetown ↔

16% below typical

From $1,998

$1,998 · $143/night · good value · ↓16% below typical

$143/night

Good value

↓16% below typical

Costa Fascinosa • Costa Cruises

17-night Itinerary SXPHI-ESSCT-MATNG-ESAGP-ESBCN-FRAJA-ITGOA

Mar 7, 2027 → Mar 24, 2027 • La Romana → Marseille

$155 below typical

From $2,051

$2,051 · $121/night · typical price · ↓7% below typical

$121/night

Typical price

↓7% below typical

Emerald Sakara • Emerald Cruises

9-night Eastern Caribbean Loop via South Friars Bay, Deshaies & Little Bay

Dec 18, 2027 → Dec 27, 2027 • Philipsburg ↔

4% below typical

From $7,094

$7,094 · $788/night · typical price · ↓4% below typical

$788/night

Typical price

↓4% below typical

MSC Opera • MSC Cruises

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

Dec 20, 2027 → Jan 3, 2028 • La Romana ↔

17% below typical

From $1,379

$1,379 · $99/night · good value · ↓17% below typical

$99/night

Good value

↓17% below typical

MSC Opera • MSC Cruises

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

Sep 20, 2027 → Sep 27, 2027 • La Romana ↔

Great balance

From $629

$629 · $90/night · good value · ↓15% below typical

$90/night

Good value

↓15% below typical

MSC Opera • MSC Cruises

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

Oct 4, 2027 → Oct 11, 2027 • La Romana ↔

Great balance

From $629

$629 · $90/night · good value · ↓15% below typical

$90/night

Good value

↓15% below typical

MSC Opera • MSC Cruises

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

Oct 2, 2028 → Oct 9, 2028 • La Romana ↔

11% below typical

From $658

$658 · $94/night · good value · ↓11% below typical

$94/night

Good value

↓11% below typical

Explora I • Explora Journeys

15-night Western Caribbean Arc via Cozumel, Puerto Santo Tomás de Castilla & Cruz Bay, Saint John

Dec 5, 2026 → Dec 20, 2026 • Miami → San Juan

$581 below typical

From $8,360

$8,360 · $557/night · typical price · ↓7% below typical

$557/night

Typical price

↓7% below typical

Resilient Lady • Virgin Voyages

8-night Eastern Caribbean Loop via Philipsburg & San Juan

Feb 26, 2028 → Mar 5, 2028 • Miami ↔

Lowest in 180 days

From $1,032

$1,032 · $129/night · typical price

$129/night

Typical price

Resilient Lady • Virgin Voyages

8-night Eastern Caribbean Loop via Philipsburg & San Juan

Jan 29, 2028 → Feb 6, 2028 • Miami ↔

Lowest in 180 days

From $952

$952 · $119/night · typical price

$119/night

Typical price

MSC Opera • MSC Cruises

7-night Eastern Caribbean Loop: Pointe-à-Pitre, Road Town, Tortola & La Romana

Sep 3, 2027 → Sep 10, 2027 • Fort-de-France ↔

Great balance

From $630

$630 · $90/night · good value · ↓11% below typical

$90/night

Good value

↓11% below typical