Jibhop

Brilliant Lady • Virgin Voyages

10-night Eastern Caribbean Loop via Philipsburg, Road Town, Tortola & Frederiksted, Saint Croix

Mar 8, 2027 → Mar 18, 2027 • Miami ↔

Lowest in 90 days $100 below typical

From $1,091

$1,091 · $109/night · typical price · ↓8% below typical

$109/night

Typical price

↓8% below typical

Independence of the Seas • Royal Caribbean International

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

Jan 10, 2027 → Jan 17, 2027 • Miami ↔

$100 below typical

From $630

$630 · $90/night · good value · ↓14% below typical

$90/night

Good value

↓14% below typical

Carnival Firenze • Carnival Cruise Line

14-night Eastern Caribbean Loop via Saint Thomas, Antigua & Fort-de-France

Jan 23, 2028 → Feb 6, 2028 • Port Canaveral ↔

Lowest in 30 days $107 below typical

From $1,032

$1,032 · $74/night · typical price · ↓9% below typical

$74/night

Typical price

↓9% below typical

Vision of the Seas • Royal Caribbean International

7-night Eastern Caribbean Loop via Charlotte Amalie, Saint Thomas, Cruz Bay, Saint John & Philipsburg

Nov 15, 2026 → Nov 22, 2026 • San Juan ↔

$95 below typical ↗

From $599

$599 · $86/night · good value · ↓14% below typical

$86/night

Good value

↓14% below typical

Grandeur of the Seas • Royal Caribbean International

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

Jun 5, 2027 → Jun 12, 2027 • San Juan ↔

Lowest in 180 days $83 below typical ↘

From $886

$886 · $127/night · typical price · ↓9% below typical

$127/night

Typical price

↓9% below typical

Norwegian Pearl • Norwegian Cruise Line

11-night Eastern Caribbean Loop via Kings Wharf, Tortola & Saint Thomas

Mar 28, 2027 → Apr 8, 2027 • Philadelphia ↔

Lowest in 30 days $125 below typical

From $1,319

$1,319 · $120/night · typical price · ↓9% below typical

$120/night

Typical price

↓9% below typical

Carnival Miracle • Carnival Cruise Line

9-night Eastern Caribbean Loop via Puerto Plata & San Juan

Jan 27, 2028 → Feb 5, 2028 • Baltimore ↔

Lowest in 180 days $91 below typical

From $898

$898 · $100/night · typical price · ↓9% below typical

$100/night

Typical price

↓9% below typical

Scarlet Lady • Virgin Voyages

7-night ABC Islands Loop via Oranjestad & Cruz Bay, Saint John

Mar 4, 2028 → Mar 11, 2028 • San Juan ↔

Lowest in 180 days $70 below typical

From $903

$903 · $129/night · typical price · ↓7% below typical

$129/night

Typical price

↓7% below typical

Scarlet Lady • Virgin Voyages

7-night Southern Caribbean Loop via Saint Thomas, Bridgetown & Fort-de-France

Mar 11, 2028 → Mar 18, 2028 • San Juan ↔

Lowest in 180 days $70 below typical

From $903

$903 · $129/night · typical price · ↓7% below typical

$129/night

Typical price

↓7% below typical

Scarlet Lady • Virgin Voyages

7-night Eastern Caribbean Loop via Oranjestad & Castries

Mar 18, 2028 → Mar 25, 2028 • San Juan ↔

Lowest in 180 days $70 below typical

From $903

$903 · $129/night · typical price · ↓7% below typical

$129/night

Typical price

↓7% below typical

Scarlet Lady • Virgin Voyages

7-night Eastern Caribbean Loop via Philipsburg, Bridgetown & Fort-de-France

Mar 25, 2028 → Apr 1, 2028 • San Juan ↔

Lowest in 180 days $70 below typical

From $903

$903 · $129/night · typical price · ↓7% below typical

$129/night

Typical price

↓7% below typical

Crown Princess • Princess Cruises

8-night ABC Islands One-Way via Oranjestad & Curaçao

Dec 19, 2026 → Dec 27, 2026 • Fort Lauderdale → San Juan

From $686

$686 · $86/night · great deal · ↓31% below typical

$86/night

Great deal

↓31% below typical

Vision of the Seas • Royal Caribbean International

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

Feb 7, 2027 → Feb 14, 2027 • San Juan ↔

$96 below typical

From $549

$549 · $78/night · good value · ↓15% below typical

$78/night

Good value

↓15% below typical

Harmony of the Seas • Royal Caribbean International

7-night Eastern Caribbean Loop via Basseterre, Saint Kitts & Coco Cay

Mar 20, 2027 → Mar 27, 2027 • Port Canaveral ↔

Lowest in 180 days $79 below typical ↘

From $1,098

$1,098 · $157/night · typical price · ↓7% below typical

$157/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

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

$95 below typical

From $549

$549 · $78/night · good value · ↓15% below typical

$78/night

Good value

↓15% below typical

MSC World America • MSC Cruises

14-night Western Caribbean Loop via Roatán, Cozumel & Ocean Cay

Oct 10, 2026 → Oct 24, 2026 • Miami ↔

33% below typical

From $738

$738 · $53/night · great deal · ↓33% below typical

$53/night

Great deal

↓33% below typical

Carnival Vista • Carnival Cruise Line

7-night Eastern Caribbean Loop via Celebration Key & San Juan

Jul 31, 2027 → Aug 7, 2027 • Port Canaveral ↔

$130 below typical

From $826

$826 · $118/night · good value · ↓14% below typical

$118/night

Good value

↓14% below typical

Seven Seas Prestige • Regent Seven Seas Cruises

14-night Southern Caribbean Arc via Oranjestad, Willemstad & Kralendijk

Apr 9, 2027 → Apr 23, 2027 • Miami → New York

From $9,643

$9,643 · $689/night · great deal · ↓30% below typical

$689/night

Great deal

↓30% below typical

Explora III

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

Feb 12, 2027 → Feb 28, 2027 • San Juan → Miami

$1,440 below typical

From $10,240

$10,240 · $640/night · good value · ↓12% below typical

$640/night

Good value

↓12% below typical

Enchanted Princess • Princess Cruises

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

Apr 6, 2027 → Apr 16, 2027 • Fort Lauderdale ↔

31% below typical

From $1,153

$1,153 · $115/night · great deal · ↓31% below typical

$115/night

Great deal

↓31% below typical