Jibhop

MSC World America • MSC Cruises

7-night Eastern Caribbean Loop via Puerto Plata & Ocean Cay

Mar 4, 2028 → Mar 11, 2028 • Miami ↔

Great balance

From $928

$928 · $133/night · priced high · ↑33% above typical

$133/night

Priced high

↑33% above typical

Explora I • Explora Journeys

24-night Southern Caribbean Loop via Saint-Barthélemy, Saint-Pierre & Bridgetown

Feb 5, 2027 → Mar 1, 2027 • San Juan ↔

$4,810 above typical

From $19,570

$19,570 · $815/night · priced high · ↑33% above typical

$815/night

Priced high

↑33% above typical

MSC World America • MSC Cruises

7-night Eastern Caribbean Loop via Puerto Plata & Ocean Cay

Jul 24, 2027 → Jul 31, 2027 • Miami ↔

Great balance

From $1,174

$1,174 · $168/night · priced high · ↑32% above typical

$168/night

Priced high

↑32% above typical

Regal Princess • Princess Cruises

7-night Eastern Caribbean Loop via Princess Cays & Puerto Plata

Apr 2, 2028 → Apr 9, 2028 • Miami ↔

Great balance

From $1,171

$1,171 · $167/night · priced high · ↑31% above typical

$167/night

Priced high

↑31% 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

Celebrity Constellation • Celebrity Cruises

7-night Southern Caribbean Loop via Charlotte Amalie, Saint Thomas, Basseterre, Saint Kitts & Roseau

Jan 16, 2027 → Jan 23, 2027 • San Juan ↔

$213 above typical ↗

From $916

$916 · $131/night · priced high · ↑30% above typical

$131/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

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

Nieuw Statendam • Holland America

7-night Eastern Caribbean Loop: Grand Turk Island & San Juan

Mar 7, 2027 → Mar 14, 2027 • Fort Lauderdale ↔

$245 above typical ↗

From $1,144

$1,144 · $163/night · priced high · ↑27% above typical

$163/night

Priced high

↑27% above typical

Norwegian Viva • Norwegian Cruise Line

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

Nov 14, 2027 → Nov 21, 2027 • San Juan ↔

From $1,219

$1,219 · $174/night · priced high · ↑27% above typical

$174/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

SeaDream II • SeaDream Yacht Club

7-night Eastern Caribbean Arc via Samana & Grand Turk Island

Mar 13, 2027 → Mar 20, 2027 • San Juan → Freeport, Grand Bahama

$1,472 above typical

From $7,025

$7,025 · $1,004/night · priced high · ↑27% above typical

$1,004/night

Priced high

↑27% above typical

Star Princess • Princess Cruises

7-night Eastern Caribbean Loop via Princess Cays & Puerto Plata

Nov 28, 2027 → Dec 5, 2027 • Port Canaveral ↔

Great balance

From $897

$897 · $128/night · priced high · ↑25% above typical

$128/night

Priced high

↑25% above typical