Jibhop

Explora III

14-night Eastern Caribbean Loop via Tortola, Cruz Bay, Saint John & Providenciales

Jan 29, 2027 → Feb 12, 2027 • San Juan ↔

$1,155 above typical

From $11,475

$11,475 · $820/night · priced high · ↑11% above typical

$820/night

Priced high

↑11% above typical

Oceania Marina • Oceania Cruises

12-night Eastern Caribbean Loop via Charlotte Amalie, Saint Thomas, Saint-Barthélemy & Saint John's

Dec 10, 2026 → Dec 22, 2026 • Miami ↔

$408 above typical ↗

From $4,149

$4,149 · $346/night · priced high · ↑11% above typical

$346/night

Priced high

↑11% above typical

Norwegian Luna • Norwegian Cruise Line

7-night Eastern Caribbean Loop via Puerto Plata & Great Stirrup Cay

Aug 1, 2026 → Aug 8, 2026 • Miami ↔

$100 above typical

From $1,209

$1,209 · $173/night · typical price · ↑9% above typical

$173/night

Typical price

↑9% above typical

Seven Seas Prestige • Regent Seven Seas Cruises

10-night Eastern Caribbean Loop via Puerto Plata, San Juan & Philipsburg

Jan 17, 2028 → Jan 27, 2028 • Miami ↔

From $7,772

$7,772 · $777/night · typical price · ↑9% above typical

$777/night

Typical price

↑9% above typical

Rhapsody of the Seas • Royal Caribbean International

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

Oct 10, 2026 → Oct 17, 2026 • San Juan ↔

$57 above typical ↗

From $755

$755 · $108/night · typical price · ↑8% above typical

$108/night

Typical price

↑8% above typical

Norwegian Prima • Norwegian Cruise Line

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

Apr 22, 2028 → Apr 29, 2028 • San Juan → New York

From $1,289

$1,289 · $184/night · typical price · ↑8% above typical

$184/night

Typical price

↑8% above typical

Regal Princess • Princess Cruises

15-night Itinerary BZBZE-HNRTB-MXCZM-P221398-USMIA-DOPOP-PRSJU-SXPHI-VGTOV

Dec 12, 2027 → Dec 27, 2027 • Miami ↔

From $2,311

$2,311 · $154/night · typical price · ↑7% above typical

$154/night

Typical price

↑7% above typical

Regal Princess • Princess Cruises

8-night Itinerary DOPOP-PRSJU-SXPHI-VGTOV

Nov 27, 2027 → Dec 5, 2027 • Miami ↔

Great balance

From $1,007

$1,007 · $126/night · typical price · ↑7% above typical

$126/night

Typical price

↑7% above typical

Vista

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

Dec 21, 2026 → Dec 28, 2026 • Miami ↔

↗

From $3,149

$3,149 · $450/night · typical price · ↑5% above typical

$450/night

Typical price

↑5% above typical

Regal Princess • Princess Cruises

15-night Itinerary BZBZE-HNRTB-MXCZM-P221398-USMIA-DOPOP-PRSJU-SXPHI-VGTOV

Nov 20, 2027 → Dec 5, 2027 • Miami ↔

From $1,851

$1,851 · $123/night · typical price · ↑5% above typical

$123/night

Typical price

↑5% above typical

Norwegian Prima • Norwegian Cruise Line

7-night Eastern Caribbean Loop via Tortola, Castries & Bridgetown

Nov 13, 2027 → Nov 20, 2027 • San Juan ↔

From $1,339

$1,339 · $191/night · typical price · ↑5% above typical

$191/night

Typical price

↑5% above typical

Oceania Marina • Oceania Cruises

10-night Eastern Caribbean Loop via San Juan, Basseterre, Saint Kitts & Great Stirrup Cay

Feb 23, 2027 → Mar 5, 2027 • Miami ↔

From $3,399

$3,399 · $340/night · typical price · ↑5% above typical

$340/night

Typical price

↑5% above typical

Oceania Marina • Oceania Cruises

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

Dec 20, 2027 → Jan 6, 2028 • Miami ↔

From $5,499

$5,499 · $323/night · typical price · ↑4% above typical

$323/night

Typical price

↑4% above typical

Explora III

14-night Eastern Caribbean Arc via Tortola, Basseterre, Saint Kitts & Cruz Bay, Saint John

Nov 29, 2026 → Dec 13, 2026 • San Juan ↔

From $10,120

$10,120 · $723/night · typical price · ↑4% above typical

$723/night

Typical price

↑4% above typical

Celebrity Xcel • Celebrity Cruises

7-night Eastern Caribbean Loop via Philipsburg & Tortola

Jan 31, 2027 → Feb 7, 2027 • Miami ↔

Great balance

From $1,051

$1,051 · $150/night · typical price · ↑3% above typical

$150/night

Typical price

↑3% above typical

Grandeur of the Seas • Royal Caribbean International

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

May 8, 2027 → May 15, 2027 • San Juan ↔

↗

From $722

$722 · $103/night · typical price · ↑3% above typical

$103/night

Typical price

↑3% above typical

Seven Seas Mariner • Regent Seven Seas Cruises

14-night Eastern Caribbean Arc via Georgetown, Grand Cayman, Ocho Rios & Oranjestad

Dec 21, 2026 → Jan 4, 2027 • Tampa → Miami

From $9,561

$9,561 · $683/night · typical price · ↑3% above typical

$683/night

Typical price

↑3% above typical

Disney Treasure • Disney Cruise Line

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

Jan 2, 2027 → Jan 9, 2027 • Port Canaveral ↔

Great balance

From $2,457

$2,457 · $351/night · typical price · ↑3% above typical

$351/night

Typical price

↑3% above typical

Seven Seas Prestige • Regent Seven Seas Cruises

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

Jan 7, 2028 → Jan 17, 2028 • Miami ↔

From $7,373

$7,373 · $737/night · typical price · ↑3% above typical

$737/night

Typical price

↑3% above typical

Seven Seas Grandeur • Regent Seven Seas Cruises

12-night Eastern Caribbean Loop via Puerto Plata, Cayo Levantado & San Juan

Mar 20, 2028 → Apr 1, 2028 • Miami ↔

From $7,669

$7,669 · $639/night · typical price · ↑2% above typical

$639/night

Typical price

↑2% above typical