Jibhop

Enchanted Princess • Princess Cruises

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

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

From $823

$823 · $82/night · great deal · ↓31% below typical

$82/night

Great deal

↓31% below typical

Arvia • P&O Cruises

16-night Transatlantic Crossing via Bridgetown, Fort-de-France & Basseterre, Saint Kitts

Mar 12, 2027 → Mar 28, 2027 • Bridgetown → Southampton

$290 below typical ↗

From $1,715

$1,715 · $107/night · good value · ↓14% below typical

$107/night

Good value

↓14% below typical

MSC Opera • MSC Cruises

18-night Transatlantic Crossing via Civitavecchia, Livorno & Marseille

Oct 29, 2026 → Nov 16, 2026 • Civitavecchia (Rome) → La Romana

From $1,045

$1,045 · $58/night · great deal · ↓38% below typical

$58/night

Great deal

↓38% 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 1, 2026 → Nov 8, 2026 • San Juan ↔

$101 below typical

From $592

$592 · $85/night · good value · ↓15% below typical

$85/night

Good value

↓15% below typical

Allure of the Seas • Royal Caribbean International

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

Aug 22, 2026 → Aug 30, 2026 • Fort Lauderdale ↔

$207 below typical ↗

From $1,097

$1,097 · $137/night · good value · ↓16% below typical

$137/night

Good value

↓16% below typical

MSC Meraviglia • MSC Cruises

14-night Eastern Caribbean Loop via San Juan, Basseterre, Saint Kitts & Ocean Cay

Dec 5, 2026 → Dec 19, 2026 • Miami ↔

From $1,116

$1,116 · $80/night · great deal · ↓42% below typical

$80/night

Great deal

↓42% 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 ↔

$154 below typical ↗

From $814

$814 · $116/night · good value · ↓16% below typical

$116/night

Good value

↓16% below typical

Explora III

7-night Eastern Caribbean Arc via Road Bay & Saint John's

Dec 13, 2026 → Dec 20, 2026 • San Juan → Miami

Lowest in 90 days $401 below typical ↘

From $4,480

$4,480 · $640/night · typical price · ↓8% below typical

$640/night

Typical price

↓8% below typical

Grandeur of the Seas • Royal Caribbean International

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

Sep 11, 2027 → Sep 18, 2027 • San Juan ↔

Lowest in 180 days $67 below typical

From $632

$632 · $90/night · typical price · ↓10% below typical

$90/night

Typical price

↓10% below typical

Carnival Firenze • Carnival Cruise Line

10-night Eastern Caribbean Loop via Philipsburg, Basseterre, Saint Kitts & Castries

Mar 8, 2027 → Mar 18, 2027 • Miami ↔

$140 below typical

From $739

$739 · $74/night · good value · ↓16% below typical

$74/night

Good value

↓16% below typical

Arvia • P&O Cruises

27-night Transatlantic Crossing via Philipsburg, Fort-de-France & Roseau

Feb 28, 2028 → Mar 26, 2028 • Basseterre, Saint Kitts → Southampton

$728 below typical

From $4,053

$4,053 · $150/night · good value · ↓15% below typical

$150/night

Good value

↓15% below typical

Queen Mary 2 • Cunard Line

21-night Southern Caribbean Arc via New York, Road Town, Tortola & Philipsburg

Dec 12, 2026 → Jan 2, 2027 • Southampton → New York

Lowest in 180 days $324 below typical

From $3,289

$3,289 · $157/night · typical price · ↓9% below typical

$157/night

Typical price

↓9% below typical

Rhapsody of the Seas • Royal Caribbean International

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

Oct 24, 2026 → Oct 31, 2026 • San Juan ↔

$109 below typical

From $590

$590 · $84/night · good value · ↓16% below typical

$84/night

Good value

↓16% below typical

Brilliant Lady • Virgin Voyages

10-night Eastern Caribbean Loop via Philipsburg, Road Town, Tortola & Basseterre, Saint Kitts

Jan 25, 2027 → Feb 4, 2027 • Miami ↔

Lowest in 30 days $99 below typical

From $1,191

$1,191 · $119/night · typical price · ↓8% below typical

$119/night

Typical price

↓8% 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

MSC World Europa • MSC Cruises

7-night Eastern Caribbean Loop via Pointe-à-Pitre, Philipsburg & Saint John's

Jan 30, 2027 → Feb 6, 2027 • Fort-de-France ↔

Great balance

From $643

$643 · $92/night · great deal · ↓32% below typical

$92/night

Great deal

↓32% below typical

Vista

22-night Eastern Caribbean Arc: Charlotte Amalie, Saint Thomas, Saint-Barthélemy & Cozumel

Nov 13, 2028 → Dec 5, 2028 • Miami ↔

Lowest in 180 days $777 below typical

From $8,699

$8,699 · $395/night · typical price · ↓8% below typical

$395/night

Typical price

↓8% below typical

MSC Meraviglia • MSC Cruises

8-night Eastern Caribbean Loop via Philipsburg & Basseterre, Saint Kitts

Mar 27, 2027 → Apr 4, 2027 • Miami ↔

Great balance

From $784

$784 · $98/night · great deal · ↓35% below typical

$98/night

Great deal

↓35% 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

Queen Mary 2 • Cunard Line

13-night Eastern Caribbean Loop via Saint Thomas, Basseterre, Saint Kitts & Castries

Nov 19, 2027 → Dec 2, 2027 • New York ↔

Lowest in 180 days $170 below typical

From $1,863

$1,863 · $143/night · typical price · ↓8% below typical

$143/night

Typical price

↓8% below typical