Jibhop

Norwegian Prima • Norwegian Cruise Line

7-night Eastern Caribbean Arc via Tortola & Basseterre, Saint Kitts

Apr 22, 2028 → Apr 29, 2028 • San Juan → New York

From $1,289

$1,289 · $184/night · typical price · ↑8% above typical

$184/night

Typical price

↑8% above typical

Explora III

15-night Eastern Caribbean Arc via Road Bay, Saint John's & Basseterre, Saint Kitts

Dec 13, 2026 → Dec 28, 2026 • San Juan ↔

$700 above typical ↗

From $11,160

$11,160 · $744/night · typical price · ↑7% above typical

$744/night

Typical price

↑7% above typical

Rhapsody of the Seas • Royal Caribbean International

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

Dec 19, 2026 → Dec 26, 2026 • San Juan ↔

↗

From $679

$679 · $97/night · typical price · ↑5% above typical

$97/night

Typical price

↑5% above typical

Emerald Kaia • Emerald Cruises

5-night Eastern Caribbean Loop via Jost Van Dyke & Spanish Town

Jan 3, 2028 → Jan 8, 2028 • San Juan ↔

$247 above typical

From $4,986

$4,986 · $997/night · typical price · ↑5% above typical

$997/night

Typical price

↑5% above typical

Norwegian Prima • Norwegian Cruise Line

7-night Eastern Caribbean Loop via Tortola, Castries & Bridgetown

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

From $1,339

$1,339 · $191/night · typical price · ↑5% above typical

$191/night

Typical price

↑5% above typical

Crown Princess • Princess Cruises

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

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

Great balance

From $1,138

$1,138 · $163/night · typical price · ↑4% above typical

$163/night

Typical price

↑4% above typical

Emerald Kaia • Emerald Cruises

5-night Eastern Caribbean Loop via Jost Van Dyke & Spanish Town

Feb 5, 2028 → Feb 10, 2028 • San Juan ↔

From $4,986

$4,986 · $997/night · typical price · ↑4% above typical

$997/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

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

SeaDream I • SeaDream Yacht Club

7-night Eastern Caribbean Arc: Road Bay, Charlestown & Saint-Barthélemy

Dec 16, 2028 → Dec 23, 2028 • San Juan ↔

From $4,698

$4,698 · $671/night · typical price · ↑3% above typical

$671/night

Typical price

↑3% above typical

Explora III

16-night Eastern Caribbean Loop via Philipsburg, Terre-de-Haut & Road Bay

Jan 13, 2027 → Jan 29, 2027 • San Juan ↔

More sea days than typical

From $12,070

$12,070 · $754/night · typical price · ↑2% above typical

$754/night

Typical price

↑2% above typical

Crown Princess • Princess Cruises

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

Jan 10, 2027 → Jan 24, 2027 • San Juan ↔

From $1,639

$1,639 · $117/night · typical price · ↑2% above typical

$117/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

SeaDream II • SeaDream Yacht Club

5-night Eastern Caribbean Loop via Cruz Bay, Saint John & Saint-Barthélemy

Jan 3, 2028 → Jan 8, 2028 • San Juan ↔

From $3,211

$3,211 · $642/night · typical price · ↑1% above typical

$642/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

Vision of the Seas • Royal Caribbean International

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

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

↗

From $674

$674 · $96/night · typical price

$96/night

Typical price

Grandeur of the Seas • Royal Caribbean International

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

May 15, 2027 → May 22, 2027 • San Juan ↔

↗

From $819

$819 · $117/night · typical price

$117/night

Typical price

Emerald Kaia • Emerald Cruises

9-night Eastern Caribbean Arc: Saint-John, Ponce & Grand Turk Island

Jan 19, 2029 → Jan 28, 2029 • San Juan → Miami

From $8,536

$8,536 · $948/night · typical price

$948/night

Typical price

Rhapsody of the Seas • Royal Caribbean International

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

Jul 25, 2026 → Aug 1, 2026 • San Juan ↔

Great balance

From $1,709

$1,709 · $244/night

$244/night

Rhapsody of the Seas • Royal Caribbean International

7-night Eastern Caribbean Loop via Charlotte Amalie, Saint Thomas, Tortola & Cruz Bay, Saint John

Oct 17, 2026 → Oct 24, 2026 • San Juan ↔

Great balance

From $649

$649 · $93/night

$93/night