Jibhop

Regal Princess • Princess Cruises

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

Dec 19, 2027 → Jan 2, 2028 • Miami ↔

$976 above typical

From $2,990

$2,990 · $214/night · priced high · ↑48% above typical

$214/night

Priced high

↑48% above typical

MSC Opera • MSC Cruises

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

Sep 16, 2027 → Sep 30, 2027 • Bridgetown ↔

From $2,160

$2,160 · $154/night · priced high · ↑47% above typical

$154/night

Priced high

↑47% above typical

Norwegian Prima • Norwegian Cruise Line

7-night Eastern Caribbean Loop via Tortola, Cruz Bay, Saint John & Bridgetown

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

$564 above typical ↗

From $1,809

$1,809 · $258/night · priced high · ↑45% above typical

$258/night

Priced high

↑45% above typical

Norwegian Prima • Norwegian Cruise Line

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

Dec 18, 2027 → Dec 25, 2027 • San Juan ↔

$550 above typical ↗

From $1,809

$1,809 · $258/night · priced high · ↑44% above typical

$258/night

Priced high

↑44% 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

Norwegian Escape • Norwegian Cruise Line

9-night Eastern Caribbean Loop via Puerto Plata, San Juan & Great Stirrup Cay

Jan 6, 2027 → Jan 15, 2027 • Port Canaveral ↔

$380 above typical ↗

From $1,279

$1,279 · $142/night · priced high · ↑42% above typical

$142/night

Priced high

↑42% above typical

Celebrity Beyond • Celebrity Cruises

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

Nov 22, 2026 → Nov 29, 2026 • Fort Lauderdale ↔

$374 above typical

From $1,261

$1,261 · $180/night · priced high · ↑42% above typical

$180/night

Priced high

↑42% 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

Star of the Seas • Royal Caribbean International

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

Jun 21, 2026 → Jun 28, 2026 • Port Canaveral ↔

$986 above typical ↗

From $3,344

$3,344 · $478/night · priced high · ↑42% above typical

$478/night

Priced high

↑42% above typical

Celebrity Beyond • Celebrity Cruises

7-night Eastern Caribbean Loop via Puerto Plata & Tortola

Oct 25, 2026 → Nov 1, 2026 • Miami ↔

$373 above typical

From $1,269

$1,269 · $181/night · priced high · ↑42% above typical

$181/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

Carnival Firenze • Carnival Cruise Line

16-night Southern Caribbean Arc via Rio de Janeiro, Maceió & Saint George's

Feb 2, 2027 → Feb 18, 2027 • Buenos Aires → Miami

$524 above typical

From $1,826

$1,826 · $114/night · priced high · ↑40% above typical

$114/night

Priced high

↑40% above typical

Regal Princess • Princess Cruises

14-night Eastern Caribbean Loop via Roatán, Belize City & Cozumel

Sep 5, 2026 → Sep 19, 2026 • Fort Lauderdale ↔

$540 above typical

From $1,882

$1,882 · $134/night · priced high · ↑40% above typical

$134/night

Priced high

↑40% above typical

Star of the Seas • Royal Caribbean International

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

May 23, 2027 → May 30, 2027 • Port Canaveral ↔

$562 above typical ↗

From $1,966

$1,966 · $281/night · priced high · ↑40% above typical

$281/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

Norwegian Prima • Norwegian Cruise Line

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

Nov 22, 2026 → Nov 29, 2026 • San Juan ↔

$490 above typical ↗

From $1,769

$1,769 · $253/night · priced high · ↑38% above typical

$253/night

Priced high

↑38% 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 · ↑37% above typical

$726/night

Priced high

↑37% above typical

Oceania Allura • Oceania Cruises

17-night Eastern Caribbean Loop via Costa Maya, Roatán & Cozumel

Dec 21, 2026 → Jan 7, 2027 • Miami ↔

$2,750 above typical ↗

From $10,399

$10,399 · $612/night · priced high · ↑36% above typical

$612/night

Priced high

↑36% 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

Regal Princess • Princess Cruises

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

Dec 20, 2026 → Jan 3, 2027 • Fort Lauderdale ↔

$706 above typical

From $2,720

$2,720 · $194/night · priced high · ↑35% above typical

$194/night

Priced high

↑35% above typical