Jibhop

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 ↔

$261 above typical

From $960

$960 · $137/night · priced high · ↑37% above typical

$137/night

Priced high

↑37% above typical

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 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

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

Vision of the Seas • Royal Caribbean International

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

Dec 27, 2026 → Jan 3, 2027 • San Juan ↔

$183 above typical ↘

From $882

$882 · $126/night · priced high · ↑26% above typical

$126/night

Priced high

↑26% 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 · ↑25% above typical

$185/night

Priced high

↑25% 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

MSC Poesia • MSC Cruises

21-night Itinerary VICHA-KNBAS-SXPHI-AGSJO-PRSJU-DOPOP-USMIA-JMOCJ-COCTG-PAONX-CRLIO-HNRTB-BZBZE

Nov 12, 2026 → Dec 3, 2026 • Miami ↔

From $2,445

$2,445 · $116/night · priced high · ↑24% above typical

$116/night

Priced high

↑24% above typical

MSC Seaview • MSC Cruises

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

Mar 14, 2027 → Mar 21, 2027 • Pointe-à-Pitre ↔

Great balance

From $863

$863 · $123/night · priced high · ↑22% above typical

$123/night

Priced high

↑22% above typical

Emerald Sakara • Emerald Cruises

14-night Eastern Caribbean Arc: Basseterre, Saint Kitts, Road Bay & Spanish Town

Apr 14, 2029 → Apr 28, 2029 • Philipsburg → Bridgetown

$2,611 above typical

From $14,631

$14,631 · $1,045/night · priced high · ↑22% above typical

$1,045/night

Priced high

↑22% above typical

Celebrity Summit • Celebrity Cruises

7-night Southern Caribbean Loop via Roseau, Bridgetown & Castries

Dec 19, 2027 → Dec 26, 2027 • San Juan ↔

$129 above typical

From $839

$839 · $120/night · priced high · ↑18% above typical

$120/night

Priced high

↑18% above typical

Celebrity Summit • Celebrity Cruises

7-night Southern Caribbean Loop via Roseau, Bridgetown & Castries

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

$103 above typical

From $697

$697 · $100/night · priced high · ↑17% above typical

$100/night

Priced high

↑17% above typical

Emerald Kaia • Emerald Cruises

11-night Eastern Caribbean Arc via Bimini, Grand Turk Island & Road Bay

Feb 19, 2028 → Mar 1, 2028 • Miami → Saint John's

$1,683 above typical

From $12,252

$12,252 · $1,114/night · priced high · ↑16% above typical

$1,114/night

Priced high

↑16% above typical

MSC Seaview • MSC Cruises

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

Dec 15, 2026 → Dec 29, 2026 • Bridgetown ↔

From $2,254

$2,254 · $161/night · priced high · ↑16% above typical

$161/night

Priced high

↑16% above typical

Celebrity Eclipse • Celebrity Cruises

9-night Eastern Caribbean Loop via Philipsburg & Saint John's

Feb 19, 2028 → Feb 28, 2028 • Fort Lauderdale ↔

$170 above typical ↗

From $1,303

$1,303 · $145/night · priced high · ↑15% above typical

$145/night

Priced high

↑15% above typical

MSC Poesia • MSC Cruises

21-night Eastern Caribbean Loop via Ocho Rios, Cartagena & Colón

Nov 1, 2026 → Nov 22, 2026 • Miami ↔

From $2,255

$2,255 · $107/night · priced high · ↑14% above typical

$107/night

Priced high

↑14% above typical

Explora I • Explora Journeys

5-night Eastern Caribbean Arc: Road Bay & San Juan

Nov 12, 2026 → Nov 17, 2026 • Saint John's → Miami

$392 above typical

From $3,225

$3,225 · $645/night · priced high · ↑14% above typical

$645/night

Priced high

↑14% above typical

Celebrity Constellation • Celebrity Cruises

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

Jan 23, 2027 → Jan 30, 2027 • San Juan ↔

$102 above typical ↘

From $870

$870 · $124/night · priced high · ↑13% above typical

$124/night

Priced high

↑13% above typical

Celebrity Ascent • Celebrity Cruises

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

Feb 15, 2027 → Feb 26, 2027 • Fort Lauderdale ↔

$214 above typical

From $1,836

$1,836 · $167/night · priced high · ↑13% above typical

$167/night

Priced high

↑13% above typical