Jibhop

Disney Dream • Disney Cruise Line

4-night Bahamas Loop via Disney Castaway Cay & Lighthouse Point, Florida

Apr 12, 2027 → Apr 16, 2027 • Fort Lauderdale → San Juan

$158 below typical

From $1,238

$1,238 · $310/night · good value · ↓11% below typical

$310/night

Good value

↓11% below typical

Grandeur of the Seas • Royal Caribbean International

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

Oct 23, 2027 → Oct 30, 2027 • San Juan ↔

Lowest in 180 days

From $663

$663 · $95/night · typical price · ↓4% below typical

$95/night

Typical price

↓4% below typical

Carnival Vista • Carnival Cruise Line

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

Jan 15, 2028 → Jan 22, 2028 • Port Canaveral ↔

Lowest in 180 days

From $548

$548 · $78/night · typical price · ↓4% below typical

$78/night

Typical price

↓4% below typical

Crown Princess • Princess Cruises

7-night Eastern Caribbean Loop via Saint Thomas, Philipsburg & Antigua

Jan 10, 2027 → Jan 17, 2027 • San Juan ↔

20% below typical

From $738

$738 · $105/night · good value · ↓20% below typical

$105/night

Good value

↓20% below typical

Crown Princess • Princess Cruises

7-night Eastern Caribbean Loop via Saint Thomas, Philipsburg & Antigua

Feb 21, 2027 → Feb 28, 2027 • San Juan ↔

20% below typical

From $738

$738 · $105/night · good value · ↓20% below typical

$105/night

Good value

↓20% below typical

Celebrity Summit • Celebrity Cruises

7-night Southern Caribbean Loop via Roseau, Bridgetown & Castries

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

$83 below typical

From $626

$626 · $89/night · good value · ↓12% below typical

$89/night

Good value

↓12% below typical

MS Europa 2 • Hapag-Lloyd Cruises

14-night Eastern Caribbean Loop via San Juan, Saint-Barthélemy & Saint John's

Dec 7, 2027 → Dec 21, 2027 • Miami ↔

From $9,419

$9,419 · $673/night · good value · ↓15% below typical

$673/night

Good value

↓15% below typical

Emerald Princess • Princess Cruises

14-night Eastern Caribbean Loop via Saint Thomas, Philipsburg & Antigua

Dec 5, 2027 → Dec 19, 2027 • San Juan ↔

20% below typical

From $1,566

$1,566 · $112/night · good value · ↓20% below typical

$112/night

Good value

↓20% below typical

Grandeur of the Seas • Royal Caribbean International

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

Jul 24, 2027 → Jul 31, 2027 • San Juan ↔

Lowest in 180 days

From $1,036

$1,036 · $148/night · typical price · ↓4% below typical

$148/night

Typical price

↓4% 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 ↔

$66 below typical

From $608

$608 · $76/night · typical price · ↓10% below typical

$76/night

Typical price

↓10% below typical

Rhapsody of the Seas • Royal Caribbean International

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

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

Lowest in 180 days

From $787

$787 · $112/night · typical price · ↓4% below typical

$112/night

Typical price

↓4% below typical

Rhapsody of the Seas • Royal Caribbean International

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

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

Lowest in 180 days

From $787

$787 · $112/night · typical price · ↓4% below typical

$112/night

Typical price

↓4% below typical

Emerald Princess • Princess Cruises

7-night Southern Caribbean Loop via Tortola, Basseterre, Saint Kitts & Fort-de-France

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

From $790

$790 · $113/night · good value · ↓19% below typical

$113/night

Good value

↓19% below typical

Carnival Festivale • Carnival Cruise Line

8-night Eastern Caribbean Loop via Saint Thomas & Celebration Key

Feb 5, 2028 → Feb 13, 2028 • Port Canaveral ↔

Lowest in 180 days

From $913

$913 · $114/night · typical price · ↓3% below typical

$114/night

Typical price

↓3% below typical

Disney Destiny • Disney Cruise Line

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

Jan 30, 2027 → Feb 6, 2027 • Fort Lauderdale ↔

Lowest in 90 days

From $2,177

$2,177 · $311/night · typical price · ↓4% below typical

$311/night

Typical price

↓4% below typical

Norwegian Pearl • Norwegian Cruise Line

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

Dec 8, 2026 → Dec 18, 2026 • Philadelphia ↔

$105 below typical ↘

From $849

$849 · $85/night · good value · ↓11% below typical

$85/night

Good value

↓11% below typical

Emerald Sakara • Emerald Cruises

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

Apr 3, 2027 → Apr 10, 2027 • Saint Thomas → San Juan

Great balance

From $5,275

$5,275 · $754/night · good value · ↓12% below typical

$754/night

Good value

↓12% below typical

Disney Destiny • Disney Cruise Line

7-night Bahamas Loop via Lighthouse Point, Florida & Disney Castaway Cay

Oct 17, 2026 → Oct 24, 2026 • Fort Lauderdale ↔

Lowest in 180 days

From $2,369

$2,369 · $338/night · typical price · ↓4% below typical

$338/night

Typical price

↓4% below typical

Explora III

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

Feb 28, 2027 → Mar 7, 2027 • Miami → San Juan

Lowest in 30 days

From $4,960

$4,960 · $709/night · typical price · ↓3% below typical

$709/night

Typical price

↓3% below typical

MSC World America • MSC Cruises

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

Nov 28, 2026 → Dec 5, 2026 • Miami ↔

Great balance

From $568

$568 · $81/night · good value · ↓19% below typical

$81/night

Good value

↓19% below typical