Jibhop

MSC Seaview • MSC Cruises

14-night Eastern Caribbean Loop via Kingstown, Saint George & Castries

Dec 29, 2026 → Jan 12, 2027 • Bridgetown ↔

From $2,621

$2,621 · $187/night · priced high · ↑34% above typical

$187/night

Priced high

↑34% above typical

MSC Opera • MSC Cruises

7-night Eastern Caribbean Loop: Pointe-à-Pitre, Road Town, Tortola & La Romana

Apr 30, 2027 → May 7, 2027 • Fort-de-France ↔

Great balance

From $949

$949 · $136/night · priced high · ↑34% above typical

$136/night

Priced high

↑34% above typical

MSC World Europa • 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 $1,251

$1,251 · $179/night · priced high · ↑32% above typical

$179/night

Priced high

↑32% above typical

Norwegian Prima • Norwegian Cruise Line

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

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

$410 above typical

From $1,719

$1,719 · $246/night · priced high · ↑31% above typical

$246/night

Priced high

↑31% above typical

Crown Princess • Princess Cruises

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

Feb 5, 2027 → Feb 12, 2027 • Bridgetown ↔

From $1,238

$1,238 · $177/night · priced high · ↑31% above typical

$177/night

Priced high

↑31% above typical

MSC Opera • MSC Cruises

14-night Eastern Caribbean Loop via Fort-de-France, Pointe-à-Pitre & Road Town, Tortola

Apr 29, 2027 → May 13, 2027 • Bridgetown ↔

From $1,908

$1,908 · $136/night · priced high · ↑30% above typical

$136/night

Priced high

↑30% above typical

MSC Opera • MSC Cruises

7-night Eastern Caribbean Loop: Catalina Island, Spanish Town & Philipsburg

Apr 19, 2027 → Apr 26, 2027 • La Romana ↔

Great balance

From $959

$959 · $137/night · priced high · ↑30% above typical

$137/night

Priced high

↑30% above typical

Regal Princess • Princess Cruises

8-night Itinerary DOPOP-PRSJU-SXPHI-VGTOV

Dec 19, 2027 → Dec 27, 2027 • Miami ↔

Great balance

From $1,487

$1,487 · $186/night · priced high · ↑29% above typical

$186/night

Priced high

↑29% above typical

Rotterdam • Holland America

11-night Eastern Caribbean Loop via Philipsburg, Antigua & Roseau

Jan 12, 2027 → Jan 23, 2027 • Fort Lauderdale ↔

$388 above typical ↗

From $1,734

$1,734 · $158/night · priced high · ↑29% above typical

$158/night

Priced high

↑29% above typical

Norwegian Viva • Norwegian Cruise Line

7-night Eastern Caribbean Loop via Philipsburg & Willemstad

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

From $1,169

$1,169 · $167/night · priced high · ↑29% above typical

$167/night

Priced high

↑29% above typical

Seven Seas Grandeur • Regent Seven Seas Cruises

10-night Eastern Caribbean Loop via San Juan, Saint-Barthélemy & Philipsburg

Nov 29, 2026 → Dec 9, 2026 • Miami ↔

From $7,259

$7,259 · $726/night · priced high · ↑28% above typical

$726/night

Priced high

↑28% above typical

Regal Princess • Princess Cruises

14-night Itinerary P221398-DOPOP-PRSJU-TCGDT-USMIA-P221398-VISTT-SXPHI

Apr 2, 2028 → Apr 16, 2028 • Miami ↔

From $2,278

$2,278 · $163/night · priced high · ↑28% above typical

$163/night

Priced high

↑28% above typical

MSC Seashore • MSC Cruises

14-night Itinerary DOPOP-BSOCE-BSNAS-USMIA-SXPHI-KNBAS-VICHA-DOPOP

Jan 23, 2028 → Feb 6, 2028 • Miami ↔

From $1,608

$1,608 · $115/night · priced high · ↑28% above typical

$115/night

Priced high

↑28% above typical

Rhapsody of the Seas • Royal Caribbean International

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

Aug 8, 2026 → Aug 15, 2026 • San Juan ↔

$260 above typical ↗

From $1,201

$1,201 · $172/night · priced high · ↑28% above typical

$172/night

Priced high

↑28% above typical

Star of the Seas • Royal Caribbean International

7-night Eastern Caribbean Loop via Coco Cay & San Juan

Aug 2, 2026 → Aug 9, 2026 • Port Canaveral ↔

$460 above typical ↗

From $2,136

$2,136 · $305/night · priced high · ↑27% above typical

$305/night

Priced high

↑27% above typical

Norwegian Prima • Norwegian Cruise Line

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

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

$340 above typical

From $1,599

$1,599 · $228/night · priced high · ↑27% above typical

$228/night

Priced high

↑27% above typical

Rhapsody of the Seas • Royal Caribbean International

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

Aug 15, 2026 → Aug 22, 2026 • San Juan ↔

$257 above typical ↗

From $1,225

$1,225 · $175/night · priced high · ↑27% above typical

$175/night

Priced high

↑27% above typical

Celebrity Ascent • Celebrity Cruises

10-night Eastern Caribbean Loop via Philipsburg, Castries & Bridgetown

Feb 25, 2028 → Mar 6, 2028 • Fort Lauderdale ↔

$376 above typical ↗

From $1,851

$1,851 · $185/night · priced high · ↑26% above typical

$185/night

Priced high

↑26% above typical

Oceania Allura • Oceania Cruises

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

Feb 19, 2027 → Mar 11, 2027 • San Juan → Miami

$1,990 above typical ↗

From $10,099

$10,099 · $505/night · priced high · ↑25% above typical

$505/night

Priced high

↑25% above typical

Regal Princess • Princess Cruises

14-night Itinerary DOPOP-PRSJU-SXPHI-TCGDT-USFLL-P221398-TCGDT-BSNAS

Dec 26, 2026 → Jan 9, 2027 • Fort Lauderdale ↔

From $2,500

$2,500 · $179/night · priced high · ↑24% above typical

$179/night

Priced high

↑24% above typical