Jibhop

Crown Princess • Princess Cruises

14-night Eastern Caribbean Arc via Saint Thomas, Pointe-à-Pitre & Roseau

Jan 31, 2027 → Feb 14, 2027 • San Juan ↔

5% below typical

From $1,523

$1,523 · $109/night · typical price · ↓5% below typical

$109/night

Typical price

↓5% below typical

Emerald Princess • Princess Cruises

14-night Eastern Caribbean Loop via Saint Thomas & Basseterre, Saint Kitts

Jan 23, 2028 → Feb 6, 2028 • San Juan ↔

3% below typical

From $1,786

$1,786 · $128/night · typical price · ↓3% below typical

$128/night

Typical price

↓3% below typical

Emerald Princess • Princess Cruises

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

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

Great balance

From $897

$897 · $128/night · typical price · ↓2% below typical

$128/night

Typical price

↓2% below typical

Norwegian Viva • Norwegian Cruise Line

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

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

From $1,099

$1,099 · $157/night · typical price · ↓9% below typical

$157/night

Typical price

↓9% below typical

Rhapsody of the Seas • Royal Caribbean International

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

Oct 31, 2026 → Nov 7, 2026 • San Juan ↔

↗

From $649

$649 · $93/night · typical price · ↓3% below typical

$93/night

Typical price

↓3% below typical

Silver Dawn • Silversea Cruises

11-night Eastern Caribbean Loop via Jost Van Dyke, Saint-Barthélemy & Basseterre, Saint Kitts

Jan 4, 2028 → Jan 15, 2028 • San Juan ↔

From $6,700

$6,700 · $609/night · typical price · ↓3% below typical

$609/night

Typical price

↓3% below typical

Silver Dawn • Silversea Cruises

11-night Southern Caribbean Loop via Jost Van Dyke, Saint-Barthélemy & Roseau

Jan 25, 2028 → Feb 5, 2028 • San Juan ↔

From $6,700

$6,700 · $609/night · typical price · ↓3% below typical

$609/night

Typical price

↓3% below typical

Silver Dawn • Silversea Cruises

10-night Eastern Caribbean Arc via Saint-Barthélemy, Roseau & Fort-de-France

Feb 22, 2028 → Mar 3, 2028 • San Juan → Miami

From $6,100

$6,100 · $610/night · typical price · ↓3% below typical

$610/night

Typical price

↓3% below typical

Emerald Princess • Princess Cruises

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

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

Great balance

From $915

$915 · $131/night · typical price

$131/night

Typical price

Oceania Allura • Oceania Cruises

8-night Eastern Caribbean Arc via Saint-Barthélemy, Philipsburg & Basseterre, Saint Kitts

Feb 19, 2027 → Feb 27, 2027 • San Juan → Miami

From $3,299

$3,299 · $412/night · priced high · ↑20% above typical

$412/night

Priced high

↑20% above typical

Emerald Princess • Princess Cruises

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

Jan 30, 2028 → Feb 6, 2028 • San Juan ↔

Great balance

From $1,017

$1,017 · $145/night · priced high · ↑10% above typical

$145/night

Priced high

↑10% above typical

Emerald Princess • Princess Cruises

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

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

Great balance

From $1,017

$1,017 · $145/night · priced high · ↑10% above typical

$145/night

Priced high

↑10% above typical

Emerald Princess • Princess Cruises

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

Dec 26, 2027 → Jan 2, 2028 • San Juan ↔

Great balance

From $1,065

$1,065 · $152/night · typical price · ↑9% above typical

$152/night

Typical price

↑9% above typical

Emerald Princess • Princess Cruises

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

Feb 27, 2028 → Mar 12, 2028 • San Juan ↔

From $2,091

$2,091 · $149/night · typical price · ↑8% above typical

$149/night

Typical price

↑8% above typical

Emerald Princess • Princess Cruises

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

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

Great balance

From $1,022

$1,022 · $146/night · typical price · ↑8% above typical

$146/night

Typical price

↑8% above typical

Emerald Princess • Princess Cruises

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

Jan 2, 2028 → Jan 9, 2028 • San Juan ↔

Great balance

From $987

$987 · $141/night · typical price · ↑7% above typical

$141/night

Typical price

↑7% above typical

Emerald Princess • Princess Cruises

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

Mar 12, 2028 → Mar 19, 2028 • San Juan ↔

Great balance

From $1,117

$1,117 · $160/night · typical price · ↑6% above typical

$160/night

Typical price

↑6% above typical

Emerald Princess • Princess Cruises

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

Mar 5, 2028 → Mar 12, 2028 • San Juan ↔

From $1,115

$1,115 · $159/night · typical price · ↑5% above typical

$159/night

Typical price

↑5% above typical

Emerald Princess • Princess Cruises

5-night Eastern Caribbean Arc via Saint Thomas & Philipsburg

Nov 21, 2027 → Nov 26, 2027 • San Juan → Bridgetown

From $712

$712 · $142/night · typical price · ↑5% above typical

$142/night

Typical price

↑5% above typical

Emerald Princess • Princess Cruises

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

Mar 19, 2028 → Mar 26, 2028 • San Juan ↔

Great balance

From $1,105

$1,105 · $158/night · typical price · ↑4% above typical

$158/night

Typical price

↑4% above typical