Jibhop

Explora III

16-night Eastern Caribbean Arc via Puerto Plata, Road Bay & Cruz Bay, Saint John

Feb 19, 2027 → Mar 7, 2027 • Miami → San Juan

$1,720 below typical

From $9,960

$9,960 · $623/night · good value · ↓15% below typical

$623/night

Good value

↓15% below typical

Emerald Sakara • Emerald Cruises

7-night Eastern Caribbean Arc via Cruz Bay, Saint John & Nevis

Feb 6, 2027 → Feb 13, 2027 • Saint Thomas → San Juan

$910 below typical

From $5,208

$5,208 · $744/night · good value · ↓15% below typical

$744/night

Good value

↓15% below typical

Emerald Sakara • Emerald Cruises

7-night Eastern Caribbean Arc via Cruz Bay, Saint John & Nevis

Feb 13, 2027 → Feb 20, 2027 • San Juan → Saint Thomas

$910 below typical

From $5,208

$5,208 · $744/night · good value · ↓15% below typical

$744/night

Good value

↓15% below typical

Carnival Venezia • Carnival Cruise Line

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

Nov 15, 2026 → Nov 22, 2026 • Port Canaveral ↔

$94 below typical

From $525

$525 · $75/night · good value · ↓15% below typical

$75/night

Good value

↓15% below typical

Carnival Magic • Carnival Cruise Line

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

Oct 31, 2026 → Nov 8, 2026 • Miami ↔

$107 below typical ↘

From $567

$567 · $71/night · good value · ↓16% below typical

$71/night

Good value

↓16% below typical

Grandeur of the Seas • Royal Caribbean International

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

Oct 30, 2027 → Nov 6, 2027 • San Juan ↔

Lowest in 180 days $80 below typical

From $738

$738 · $105/night · typical price · ↓10% below typical

$105/night

Typical price

↓10% below typical

Grandeur of the Seas • Royal Caribbean International

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

Jun 19, 2027 → Jun 26, 2027 • San Juan ↔

Lowest in 180 days $102 below typical ↘

From $866

$866 · $124/night · good value · ↓11% below typical

$124/night

Good value

↓11% below typical

Carnival Magic • Carnival Cruise Line

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

Nov 28, 2026 → Dec 6, 2026 • Miami ↔

$106 below typical ↗

From $568

$568 · $71/night · good value · ↓16% below typical

$71/night

Good value

↓16% below typical

Allure of the Seas • Royal Caribbean International

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

Sep 19, 2026 → Sep 27, 2026 • Fort Lauderdale ↔

$114 below typical

From $909

$909 · $114/night · good value · ↓11% below typical

$114/night

Good value

↓11% below typical

Eurodam • Holland America

7-night Eastern Caribbean Loop: Grand Turk Island & San Juan

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

Lowest in 180 days $100 below typical ↘

From $844

$844 · $121/night · good value · ↓11% below typical

$121/night

Good value

↓11% below typical

Nieuw Statendam • Holland America

7-night Eastern Caribbean Loop: Grand Turk Island & San Juan

Jan 3, 2027 → Jan 10, 2027 • Fort Lauderdale ↔

Lowest in 30 days $100 below typical

From $844

$844 · $121/night · good value · ↓11% below typical

$121/night

Good value

↓11% below typical

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

Vision of the Seas • Royal Caribbean International

7-night Southern Caribbean Loop via Bridgetown, Saint George's & Kingstown

Apr 2, 2028 → Apr 9, 2028 • San Juan ↔

Lowest in 180 days $53 below typical

From $851

$851 · $122/night · typical price · ↓6% below typical

$122/night

Typical price

↓6% below typical

Regal Princess • Princess Cruises

8-night Eastern Caribbean Loop via Philipsburg & San Juan

Oct 31, 2026 → Nov 8, 2026 • Fort Lauderdale ↔

Great balance

From $807

$807 · $101/night · great deal · ↓41% below typical

$101/night

Great deal

↓41% below typical

Emerald Sakara • Emerald Cruises

6-night Eastern Caribbean Arc via Cruz Bay, Saint John & Nevis

Dec 7, 2026 → Dec 13, 2026 • San Juan → Saint Thomas

$751 below typical

From $5,764

$5,764 · $961/night · good value · ↓12% below typical

$961/night

Good value

↓12% below typical

Grandeur of the Seas • Royal Caribbean International

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

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

Lowest in 180 days $99 below typical

From $887

$887 · $127/night · good value · ↓10% below typical

$127/night

Good value

↓10% below typical

Queen Elizabeth • Cunard Line

21-night Western Caribbean Loop via Cruz Bay, Saint John, Montego Bay & Cozumel

Nov 26, 2026 → Dec 17, 2026 • Miami ↔

$353 below typical ↗

From $1,797

$1,797 · $86/night · good value · ↓16% below typical

$86/night

Good value

↓16% below typical

MSC Grandiosa • MSC Cruises

10-night Eastern Caribbean Arc via San Juan

Nov 3, 2026 → Nov 13, 2026 • Funchal, Madeira → Miami

From $571

$571 · $57/night · great deal · ↓36% below typical

$57/night

Great deal

↓36% below typical

Grandeur of the Seas • Royal Caribbean International

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

Jun 12, 2027 → Jun 19, 2027 • San Juan ↔

Lowest in 180 days $99 below typical ↘

From $906

$906 · $129/night · typical price · ↓10% below typical

$129/night

Typical price

↓10% below typical

Scarlet Lady • Virgin Voyages

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

Nov 20, 2027 → Nov 27, 2027 • San Juan ↔

Lowest in 180 days $70 below typical

From $763

$763 · $109/night · typical price · ↓8% below typical

$109/night

Typical price

↓8% below typical