Jibhop

Disney Dream • Disney Cruise Line

7-night Eastern Caribbean Loop via Lighthouse Point, Florida & San Juan

Jan 22, 2027 → Jan 29, 2027 • Fort Lauderdale ↔

$149 below typical

From $2,016

$2,016 · $288/night · typical price · ↓7% below typical

$288/night

Typical price

↓7% below typical

MSC World America • MSC Cruises

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

Aug 8, 2026 → Aug 22, 2026 • Miami ↔

17% below typical

From $824

$824 · $59/night · good value · ↓17% below typical

$59/night

Good value

↓17% 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

Grandeur of the Seas • Royal Caribbean International

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

Nov 6, 2027 → Nov 13, 2027 • San Juan ↔

Lowest in 180 days

From $686

$686 · $98/night · typical price · ↓1% below typical

$98/night

Typical price

↓1% below typical

Explora II • Explora Journeys

7-night Eastern Caribbean Arc via Saint-Barthélemy & Ocean Cay

Feb 27, 2028 → Mar 5, 2028 • San Juan → Miami

Lowest in 30 days

From $4,020

$4,020 · $574/night · typical price · ↓1% below typical

$574/night

Typical price

↓1% 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

Explora II • Explora Journeys

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

Dec 12, 2027 → Dec 19, 2027 • Miami → San Juan

Lowest in 30 days

From $4,020

$4,020 · $574/night · typical price · ↓1% below typical

$574/night

Typical price

↓1% below typical

Explora IV

7-night Eastern Caribbean Arc via Charlotte Amalie, Saint Thomas, Catalina Island & Ocean Cay

Nov 13, 2027 → Nov 20, 2027 • San Juan → Miami

$325 below typical

From $4,200

$4,200 · $600/night · typical price · ↓7% below typical

$600/night

Typical price

↓7% below typical

Explora IV

7-night Eastern Caribbean Arc via Saint-Barthélemy, Spanish Town & Ocean Cay

Nov 27, 2027 → Dec 4, 2027 • San Juan → Miami

$325 below typical

From $4,200

$4,200 · $600/night · typical price · ↓7% below typical

$600/night

Typical price

↓7% below typical

Explora IV

7-night Eastern Caribbean Arc via Charlotte Amalie, Saint Thomas, Cayo Levantado & Ocean Cay

Apr 1, 2028 → Apr 8, 2028 • San Juan → Miami

$325 below typical

From $4,200

$4,200 · $600/night · typical price · ↓7% below typical

$600/night

Typical price

↓7% 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

$597 below typical

From $8,360

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

$557/night

Typical price

↓7% below typical

Azamara Journey • Azamara Cruises

7-night Southern Caribbean Arc via Spanish Town, Antigua & Saint-Pierre

Dec 5, 2026 → Dec 12, 2026 • San Juan → Bridgetown

Great balance

From $1,429

$1,429 · $204/night · good value · ↓15% below typical

$204/night

Good value

↓15% 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

Vision of the Seas • Royal Caribbean International

7-night ABC Islands Loop via Charlotte Amalie, Saint Thomas & Kralendijk

Apr 9, 2028 → Apr 16, 2028 • San Juan ↔

Lowest in 180 days

From $901

$901 · $129/night · typical price

$129/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

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

Eurodam • Holland America

14-night 7-Day Eastern Caribbean: Amber Cove & Bahamas

Nov 21, 2026 → Dec 5, 2026 • Fort Lauderdale ↔

Lowest in 30 days ↘

From $1,404

$1,404 · $100/night · typical price

$100/night

Typical price

Regal Princess • Princess Cruises

14-night Western Caribbean Loop via Cozumel, Belize City & Princess Cays

Aug 8, 2026 → Aug 22, 2026 • Fort Lauderdale ↔

12% below typical

From $1,393

$1,393 · $100/night · good value · ↓12% below typical

$100/night

Good value

↓12% below typical

MSC World America • MSC Cruises

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

Mar 13, 2027 → Mar 27, 2027 • Miami ↔

17% below typical

From $907

$907 · $65/night · good value · ↓17% below typical

$65/night

Good value

↓17% below typical

MSC World America • MSC Cruises

7-night Eastern Caribbean Loop via Puerto Plata & Ocean Cay

Oct 3, 2026 → Oct 10, 2026 • Miami ↔

Great balance

From $594

$594 · $85/night · good value · ↓15% below typical

$85/night

Good value

↓15% below typical