Jibhop

Oceania Marina • Oceania Cruises

10-night Eastern Caribbean Loop via San Juan, Basseterre, Saint Kitts & Great Stirrup Cay

Feb 23, 2027 → Mar 5, 2027 • Miami ↔

From $3,399

$3,399 · $340/night · typical price · ↑5% above typical

$340/night

Typical price

↑5% above typical

Oceania Marina • Oceania Cruises

17-night Eastern Caribbean Loop via Costa Maya, Belize City & Cozumel

Dec 20, 2027 → Jan 6, 2028 • Miami ↔

From $5,499

$5,499 · $323/night · typical price · ↑4% above typical

$323/night

Typical price

↑4% above typical

Explora III

14-night Eastern Caribbean Arc via Tortola, Basseterre, Saint Kitts & Cruz Bay, Saint John

Nov 29, 2026 → Dec 13, 2026 • San Juan ↔

From $10,120

$10,120 · $723/night · typical price · ↑4% above typical

$723/night

Typical price

↑4% above typical

Oceania Sonata • Oceania Cruises

13-night Southern Caribbean Arc via Oranjestad, Willemstad & Panama Canal

Dec 6, 2027 → Dec 19, 2027 • Miami ↔

From $6,649

$6,649 · $511/night · typical price · ↑4% above typical

$511/night

Typical price

↑4% above typical

Celebrity Xcel • Celebrity Cruises

7-night Eastern Caribbean Loop via Philipsburg & Tortola

Jan 31, 2027 → Feb 7, 2027 • Miami ↔

Great balance

From $1,051

$1,051 · $150/night · typical price · ↑3% above typical

$150/night

Typical price

↑3% above typical

Grandeur of the Seas • Royal Caribbean International

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

May 8, 2027 → May 15, 2027 • San Juan ↔

↗

From $722

$722 · $103/night · typical price · ↑3% above typical

$103/night

Typical price

↑3% above typical

Seven Seas Mariner • Regent Seven Seas Cruises

14-night Eastern Caribbean Arc via Georgetown, Grand Cayman, Ocho Rios & Oranjestad

Dec 21, 2026 → Jan 4, 2027 • Tampa → Miami

From $9,561

$9,561 · $683/night · typical price · ↑3% above typical

$683/night

Typical price

↑3% above typical

Disney Treasure • Disney Cruise Line

7-night Eastern Caribbean Loop via Charlotte Amalie, Saint Thomas & Disney Castaway Cay

Jan 2, 2027 → Jan 9, 2027 • Port Canaveral ↔

Great balance

From $2,457

$2,457 · $351/night · typical price · ↑3% above typical

$351/night

Typical price

↑3% above typical

Seven Seas Prestige • Regent Seven Seas Cruises

10-night Eastern Caribbean Loop via Philipsburg, Basseterre, Saint Kitts & Saint John's

Jan 7, 2028 → Jan 17, 2028 • Miami ↔

From $7,373

$7,373 · $737/night · typical price · ↑3% above typical

$737/night

Typical price

↑3% above typical

Seven Seas Grandeur • Regent Seven Seas Cruises

12-night Eastern Caribbean Loop via Puerto Plata, Cayo Levantado & San Juan

Mar 20, 2028 → Apr 1, 2028 • Miami ↔

From $7,669

$7,669 · $639/night · typical price · ↑2% above typical

$639/night

Typical price

↑2% above typical

Seven Seas Grandeur • Regent Seven Seas Cruises

10-night Eastern Caribbean Loop via Puerto Plata, San Juan & Charlotte Amalie, Saint Thomas

Nov 28, 2027 → Dec 8, 2027 • Miami ↔

From $5,755

$5,755 · $576/night · typical price · ↑2% above typical

$576/night

Typical price

↑2% above typical

Celebrity Constellation • Celebrity Cruises

7-night Southern Caribbean Loop via Tortola, Basseterre, Saint Kitts & Roseau

Feb 27, 2027 → Mar 6, 2027 • San Juan ↔

↗

From $761

$761 · $109/night · typical price · ↑1% above typical

$109/night

Typical price

↑1% above typical

Seven Seas Prestige • Regent Seven Seas Cruises

10-night Eastern Caribbean Arc via Tortola, Basseterre, Saint Kitts & Saint John's

Mar 30, 2027 → Apr 9, 2027 • San Juan → Miami

From $7,168

$7,168 · $717/night · typical price · ↑1% above typical

$717/night

Typical price

↑1% above typical

Norwegian Pearl • Norwegian Cruise Line

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

Feb 2, 2027 → Feb 12, 2027 • Philadelphia ↔

From $959

$959 · $96/night · typical price · ↑1% above typical

$96/night

Typical price

↑1% above typical

Seven Seas Prestige • Regent Seven Seas Cruises

10-night Eastern Caribbean Loop via Puerto Plata, San Juan & Basseterre, Saint Kitts

Dec 18, 2027 → Dec 28, 2027 • Miami ↔

From $7,168

$7,168 · $717/night · typical price

$717/night

Typical price

Celebrity Beyond • Celebrity Cruises

7-night Eastern Caribbean Loop via Puerto Plata & Tortola

Aug 30, 2026 → Sep 6, 2026 • Miami ↔

Great balance

From $952

$952 · $136/night · typical price

$136/night

Typical price

Rotterdam • Holland America

21-night Western Caribbean Arc via Philipsburg, Antigua & Cozumel

Feb 2, 2027 → Feb 23, 2027 • Fort Lauderdale ↔

From $2,729

$2,729 · $130/night · typical price

$130/night

Typical price

Norwegian Prima • Norwegian Cruise Line

7-night Eastern Caribbean Loop via Puerto Plata & Great Stirrup Cay

Jul 26, 2026 → Aug 2, 2026 • Port Canaveral ↔

Great balance

From $4,679

$4,679 · $668/night

$668/night

Celebrity Beyond • Celebrity Cruises

7-night Eastern Caribbean Loop via Puerto Plata & Tortola

Sep 13, 2026 → Sep 20, 2026 • Miami ↔

Great balance

From $894

$894 · $128/night

$128/night

Celebrity Beyond • Celebrity Cruises

7-night Eastern Caribbean Loop via Puerto Plata & Tortola

Sep 27, 2026 → Oct 4, 2026 • Miami ↔

Great balance

From $902

$902 · $129/night

$129/night