Jibhop

Emerald Princess • Princess Cruises

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

Mar 17, 2028 → Mar 24, 2028 • Bridgetown ↔

Great balance

From $2,034

$2,034 · $291/night · priced high · ↑92% above typical

$291/night

Priced high

↑92% above typical

Emerald Princess • Princess Cruises

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

Jan 7, 2028 → Jan 14, 2028 • Bridgetown ↔

Great balance

From $1,714

$1,714 · $245/night · priced high · ↑87% above typical

$245/night

Priced high

↑87% above typical

Emerald Princess • Princess Cruises

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

Mar 3, 2028 → Mar 10, 2028 • Bridgetown ↔

Great balance

From $1,944

$1,944 · $278/night · priced high · ↑84% above typical

$278/night

Priced high

↑84% above typical

Celebrity Ascent • Celebrity Cruises

11-night Eastern Caribbean Loop via Philipsburg, Saint John's & Castries

Dec 24, 2026 → Jan 4, 2027 • Fort Lauderdale ↔

$1,750 above typical ↗

From $3,971

$3,971 · $361/night · priced high · ↑79% above typical

$361/night

Priced high

↑79% above typical

MSC Seashore • MSC Cruises

14-night Eastern Caribbean Loop via Philipsburg, Basseterre, Saint Kitts & Ocean Cay

Jan 15, 2028 → Jan 29, 2028 • Miami ↔

From $2,218

$2,218 · $158/night · priced high · ↑76% above typical

$158/night

Priced high

↑76% above typical

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

Celebrity Eclipse • Celebrity Cruises

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

Dec 22, 2026 → Jan 3, 2027 • Fort Lauderdale ↔

$1,052 above typical ↗

From $2,557

$2,557 · $213/night · priced high · ↑70% above typical

$213/night

Priced high

↑70% 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

Celebrity Eclipse • Celebrity Cruises

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

Jan 17, 2027 → Jan 29, 2027 • Fort Lauderdale ↔

$851 above typical ↗

From $2,355

$2,355 · $196/night · priced high · ↑57% above typical

$196/night

Priced high

↑57% 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

Norwegian Viva • Norwegian Cruise Line

7-night ABC Islands Loop via Basseterre, Saint Kitts & Philipsburg

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

Great balance

From $1,869

$1,869 · $267/night · priced high · ↑54% above typical

$267/night

Priced high

↑54% 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