Jibhop

Emerald Princess • Princess Cruises

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

Feb 4, 2028 → Feb 11, 2028 • Bridgetown ↔

Great balance

From $1,694

$1,694 · $242/night · priced high · ↑75% above typical

$242/night

Priced high

↑75% above typical

Emerald Princess • Princess Cruises

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

Feb 18, 2028 → Feb 25, 2028 • Bridgetown ↔

From $1,680

$1,680 · $240/night · priced high · ↑73% above typical

$240/night

Priced high

↑73% above typical

Star of the Seas • Royal Caribbean International

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

Aug 16, 2026 → Aug 23, 2026 • Port Canaveral ↔

$1,476 above typical ↗

From $3,536

$3,536 · $505/night · priced high · ↑72% above typical

$505/night

Priced high

↑72% above typical

MSC Meraviglia • MSC Cruises

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

Dec 19, 2027 → Dec 26, 2027 • Pointe-à-Pitre ↔

Great balance

From $1,622

$1,622 · $232/night · priced high · ↑70% above typical

$232/night

Priced high

↑70% above typical

Crown Princess • Princess Cruises

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

Dec 27, 2026 → Jan 10, 2027 • San Juan ↔

From $3,084

$3,084 · $220/night · priced high · ↑62% above typical

$220/night

Priced high

↑62% above typical

MSC Meraviglia • MSC Cruises

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

Nov 21, 2027 → Nov 28, 2027 • Pointe-à-Pitre ↔

Great balance

From $1,002

$1,002 · $143/night · priced high · ↑61% above typical

$143/night

Priced high

↑61% above typical

MSC Seaview • MSC Cruises

14-night Eastern Caribbean Loop via Saint George, Kingstown & Fort-de-France

Mar 23, 2027 → Apr 6, 2027 • Bridgetown ↔

From $2,243

$2,243 · $160/night · priced high · ↑59% above typical

$160/night

Priced high

↑59% above typical

Emerald Princess • Princess Cruises

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

Dec 10, 2027 → Dec 17, 2027 • Bridgetown ↔

From $1,538

$1,538 · $220/night · priced high · ↑58% above typical

$220/night

Priced high

↑58% above typical

Oceania Allura • Oceania Cruises

10-night Eastern Caribbean Loop via Charlotte Amalie, Saint Thomas, Philipsburg & Saint-Barthélemy

Dec 28, 2026 → Jan 7, 2027 • Miami ↔

$2,206 above typical ↗

From $6,149

$6,149 · $615/night · priced high · ↑56% above typical

$615/night

Priced high

↑56% above typical

MSC Seaview • MSC Cruises

7-night Eastern Caribbean Loop via Pointe-à-Pitre, Philipsburg & Saint John's

Dec 19, 2026 → Dec 26, 2026 • Fort-de-France ↔

Great balance

From $1,459

$1,459 · $208/night · priced high · ↑54% above typical

$208/night

Priced high

↑54% above typical

Enchanted Princess • Princess Cruises

10-night Eastern Caribbean Loop via Grand Turk Island, Puerto Plata & San Juan

Dec 27, 2026 → Jan 6, 2027 • Fort Lauderdale ↔

From $1,793

$1,793 · $179/night · priced high · ↑50% above typical

$179/night

Priced high

↑50% above typical

Crown Princess • Princess Cruises

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

Jan 3, 2027 → Jan 8, 2027 • San Juan → Bridgetown

From $857

$857 · $171/night · priced high · ↑50% above typical

$171/night

Priced high

↑50% above typical

Emerald Princess • Princess Cruises

8-night Eastern Caribbean Loop via Castries, San Juan & Saint Thomas

Jan 20, 2028 → Jan 28, 2028 • Bridgetown ↔

From $1,539

$1,539 · $192/night · priced high · ↑47% above typical

$192/night

Priced high

↑47% above typical

MSC Seaview • MSC Cruises

7-night Eastern Caribbean Loop via Pointe-à-Pitre, Philipsburg & Saint John's

Mar 27, 2027 → Apr 3, 2027 • Fort-de-France ↔

Great balance

From $1,035

$1,035 · $148/night · priced high · ↑47% above typical

$148/night

Priced high

↑47% above typical

Star of the Seas • Royal Caribbean International

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

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

$1,209 above typical ↗

From $3,810

$3,810 · $544/night · priced high · ↑46% above typical

$544/night

Priced high

↑46% above typical

Oceania Allura • Oceania Cruises

9-night Eastern Caribbean Loop via Charlotte Amalie, Saint Thomas & Philipsburg

Jan 27, 2027 → Feb 5, 2027 • Miami ↔

$1,521 above typical

From $4,799

$4,799 · $533/night · priced high · ↑46% above typical

$533/night

Priced high

↑46% above typical

Oceania Allura • Oceania Cruises

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

Dec 21, 2026 → Jan 7, 2027 • Miami ↔

$3,150 above typical

From $10,799

$10,799 · $635/night · priced high · ↑41% above typical

$635/night

Priced high

↑41% above typical

MSC Seaview • MSC Cruises

14-night Eastern Caribbean Loop via Kingstown, Saint George & Fort-de-France

Mar 9, 2027 → Mar 23, 2027 • Bridgetown ↔

From $1,981

$1,981 · $142/night · priced high · ↑40% above typical

$142/night

Priced high

↑40% above typical

Grandeur of the Seas • Royal Caribbean International

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

May 22, 2027 → May 29, 2027 • San Juan ↔

$265 above typical

From $960

$960 · $137/night · priced high · ↑38% above typical

$137/night

Priced high

↑38% above typical

Carnival Firenze • Carnival Cruise Line

9-night Eastern Caribbean Loop via Philipsburg & Basseterre, Saint Kitts

Dec 17, 2027 → Dec 26, 2027 • Port Canaveral ↔

$297 above typical

From $1,077

$1,077 · $120/night · priced high · ↑38% above typical

$120/night

Priced high

↑38% above typical