Jibhop

Celebrity Constellation • Celebrity Cruises

7-night Southern Caribbean Loop via Charlotte Amalie, Saint Thomas, Basseterre, Saint Kitts & Roseau

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

$88 above typical ↗

From $912

$912 · $130/night · priced high · ↑11% above typical

$130/night

Priced high

↑11% above typical

Grandeur of the Seas • Royal Caribbean International

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

May 29, 2027 → Jun 5, 2027 • San Juan ↔

$78 above typical

From $896

$896 · $128/night · typical price · ↑10% above typical

$128/night

Typical price

↑10% above typical

Crown Princess • Princess Cruises

14-night Southern Caribbean Loop via Philipsburg, Fort-de-France & Saint George's

Jan 17, 2027 → Jan 31, 2027 • San Juan ↔

From $1,739

$1,739 · $124/night · typical price · ↑8% above typical

$124/night

Typical price

↑8% above typical

Rhapsody of the Seas • Royal Caribbean International

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

Jan 2, 2027 → Jan 9, 2027 • San Juan ↔

$54 above typical ↗

From $699

$699 · $100/night · typical price · ↑8% above typical

$100/night

Typical price

↑8% above typical

Emerald Sakara • Emerald Cruises

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

Mar 20, 2027 → Mar 27, 2027 • San Juan → Saint Thomas

$630 above typical

From $8,652

$8,652 · $1,236/night · typical price · ↑8% above typical

$1,236/night

Typical price

↑8% above typical

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

Celebrity Constellation • Celebrity Cruises

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

Mar 27, 2027 → Apr 3, 2027 • San Juan ↔

$57 above typical ↗

From $831

$831 · $119/night · typical price · ↑7% above typical

$119/night

Typical price

↑7% above typical

Norwegian Prima • Norwegian Cruise Line

17-night Western Mediterranean Circuit: Ponta Delgada, Funchal, Madeira & Motril

Apr 4, 2027 → Apr 21, 2027 • San Juan → Civitavecchia (Rome)

$207 above typical

From $3,119

$3,119 · $183/night · typical price · ↑7% above typical

$183/night

Typical price

↑7% above typical

Explora III

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

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

$826 above typical

From $12,620

$12,620 · $789/night · typical price · ↑7% above typical

$789/night

Typical price

↑7% 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

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

Rhapsody of the Seas • Royal Caribbean International

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

Sep 5, 2026 → Sep 12, 2026 • San Juan ↔

↗

From $706

$706 · $101/night · typical price · ↑5% above typical

$101/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

Explora IV

7-night Eastern Caribbean Arc via Road Bay & Ocean Cay

Feb 19, 2028 → Feb 26, 2028 • San Juan → Miami

From $4,200

$4,200 · $600/night · typical price · ↑5% above typical

$600/night

Typical price

↑5% above typical

Azamara Journey • Azamara Cruises

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

Nov 7, 2026 → Nov 14, 2026 • San Juan → Bridgetown

Great balance

From $1,859

$1,859 · $266/night · typical price · ↑5% above typical

$266/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

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

Celebrity Constellation • Celebrity Cruises

7-night Eastern Caribbean Loop via Charlotte Amalie, Saint Thomas, Philipsburg & Saint John's

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

↗

From $775

$775 · $111/night · typical price · ↑3% above typical

$111/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