Jibhop

Emerald Kaia • Emerald Cruises

7-night Eastern Caribbean Arc via Basseterre, Saint Kitts, Deshaies & Saint-Barthélemy

Mar 25, 2028 → Apr 1, 2028 • Saint John's → San Juan

Great balance

From $6,572

$6,572 · $939/night · typical price

$939/night

Typical price

Rhapsody of the Seas • Royal Caribbean International

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

Jul 18, 2026 → Jul 25, 2026 • San Juan ↔

$1,454 above typical ↗

From $2,443

$2,443 · $349/night · priced high · ↑147% above typical

$349/night

Priced high

↑147% above typical

Rhapsody of the Seas • Royal Caribbean International

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

Aug 1, 2026 → Aug 8, 2026 • San Juan ↔

$1,067 above typical ↗

From $2,056

$2,056 · $294/night · priced high · ↑108% above typical

$294/night

Priced high

↑108% 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

Rhapsody of the Seas • Royal Caribbean International

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

Jun 20, 2026 → Jun 27, 2026 • San Juan ↔

Great balance

From $1,549

$1,549 · $221/night · priced high · ↑57% above typical

$221/night

Priced high

↑57% 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

Celebrity Ascent • Celebrity Cruises

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

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

$847 above typical

From $2,473

$2,473 · $225/night · priced high · ↑52% above typical

$225/night

Priced high

↑52% above typical

Celebrity Xcel • Celebrity Cruises

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

Dec 27, 2026 → Jan 3, 2027 • Miami ↔

$575 above typical

From $1,699

$1,699 · $243/night · priced high · ↑51% above typical

$243/night

Priced high

↑51% above typical

Celebrity Constellation • Celebrity Cruises

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

Dec 26, 2026 → Jan 2, 2027 • San Juan ↔

$335 above typical

From $1,104

$1,104 · $158/night · priced high · ↑44% above typical

$158/night

Priced high

↑44% above typical

Rhapsody of the Seas • Royal Caribbean International

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

Jul 11, 2026 → Jul 18, 2026 • San Juan ↔

$511 above typical ↗

From $1,726

$1,726 · $247/night · priced high · ↑42% above typical

$247/night

Priced high

↑42% 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

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 ↔

$261 above typical ↘

From $934

$934 · $133/night · priced high · ↑39% above typical

$133/night

Priced high

↑39% above typical

Rhapsody of the Seas • Royal Caribbean International

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

Jun 27, 2026 → Jul 4, 2026 • San Juan ↔

$394 above typical

From $1,504

$1,504 · $215/night · priced high · ↑35% above typical

$215/night

Priced high

↑35% 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

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 ↔

$234 above typical ↗

From $960

$960 · $137/night · priced high · ↑32% above typical

$137/night

Priced high

↑32% 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 ↔

$301 above typical ↘

From $1,251

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

$179/night

Priced high

↑32% 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

$2,810 above typical

From $14,830

$14,830 · $1,059/night · priced high · ↑23% above typical

$1,059/night

Priced high

↑23% 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

Celebrity Summit • Celebrity Cruises

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

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

$118 above typical

From $697

$697 · $100/night · priced high · ↑20% above typical

$100/night

Priced high

↑20% 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

$1,799 above typical

From $12,419

$12,419 · $1,129/night · priced high · ↑17% above typical

$1,129/night

Priced high

↑17% above typical