Jibhop

Oceania Marina • Oceania Cruises

10-night Eastern Caribbean Loop via Cruz Bay, Saint John, Philipsburg & Great Stirrup Cay

Feb 13, 2027 → Feb 23, 2027 • Miami ↔

$250 above typical

From $3,499

$3,499 · $350/night · typical price · ↑8% above typical

$350/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

Emerald Sakara • Emerald Cruises

7-night Eastern Caribbean Arc via Cruz Bay, Saint John & Nevis

Mar 20, 2027 → Mar 27, 2027 • San Juan → Saint Thomas

$458 above typical

From $6,595

$6,595 · $942/night · typical price · ↑7% above typical

$942/night

Typical price

↑7% above typical

Carnival Vista • Carnival Cruise Line

8-night Eastern Caribbean Loop via Saint Thomas & Celebration Key

Mar 20, 2027 → Mar 28, 2027 • Port Canaveral ↔

$59 above typical

From $853

$853 · $107/night · typical price · ↑7% above typical

$107/night

Typical price

↑7% above typical

MSC World America • MSC Cruises

14-night Western Caribbean Loop via Roatán, Cozumel & Ocean Cay

Aug 26, 2028 → Sep 9, 2028 • Miami ↔

From $1,554

$1,554 · $111/night · typical price · ↑7% above typical

$111/night

Typical price

↑7% 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

14-night Itinerary BZBZE-HNRTB-MXCZM-P221398-USMIA-DOPOP-PRSJU-TCGDT-P221398

Feb 13, 2028 → Feb 27, 2028 • Miami ↔

From $2,066

$2,066 · $148/night · typical price · ↑7% above typical

$148/night

Typical price

↑7% above typical

Rotterdam • Holland America

21-night Western Caribbean Loop via Philipsburg, Antigua & Cozumel

Jan 12, 2027 → Feb 2, 2027 • Fort Lauderdale ↔

$180 above typical ↗

From $2,749

$2,749 · $131/night · typical price · ↑7% above typical

$131/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

Explora III

15-night Eastern Caribbean Arc via Road Bay, Saint John's & Basseterre, Saint Kitts

Dec 13, 2026 → Dec 28, 2026 • San Juan ↔

$700 above typical

From $11,160

$11,160 · $744/night · typical price · ↑7% above typical

$744/night

Typical price

↑7% above typical

Carnival Breeze • Carnival Cruise Line

14-night Eastern Caribbean Loop via Key West, Celebration Key & San Juan

Oct 16, 2027 → Oct 30, 2027 • Galveston ↔

$84 above typical

From $1,407

$1,407 · $101/night · typical price · ↑6% above typical

$101/night

Typical price

↑6% above typical

Carnival Celebration • Carnival Cruise Line

7-night Eastern Caribbean Loop via Celebration Key & San Juan

Jul 18, 2027 → Jul 25, 2027 • Miami ↔

$58 above typical

From $1,014

$1,014 · $145/night · typical price · ↑6% above typical

$145/night

Typical price

↑6% above typical

Sky Princess • Princess Cruises

14-night Western Caribbean Loop via Princess Cays, Falmouth & Cozumel

Jan 30, 2028 → Feb 13, 2028 • Fort Lauderdale ↔

From $1,540

$1,540 · $110/night · typical price · ↑6% above typical

$110/night

Typical price

↑6% above typical

MSC World America • MSC Cruises

14-night Western Caribbean Loop via Roatán, Cozumel & Ocean Cay

Sep 26, 2026 → Oct 10, 2026 • Miami ↔

From $1,160

$1,160 · $83/night · typical price · ↑6% above typical

$83/night

Typical price

↑6% above typical

Regal Princess • Princess Cruises

14-night Itinerary P221398-JMFMH-KYGEC-MXCZM-USMIA-P221398-DOPOP-PRSJU-TCGDT

Mar 5, 2028 → Mar 19, 2028 • Miami ↔

From $2,058

$2,058 · $147/night · typical price · ↑6% above typical

$147/night

Typical price

↑6% above typical

Regal Princess • Princess Cruises

8-night Eastern Caribbean Loop via Philipsburg & San Juan

Feb 20, 2027 → Feb 28, 2027 • Fort Lauderdale ↔

Great balance

From $1,164

$1,164 · $146/night · typical price · ↑6% above typical

$146/night

Typical price

↑6% above typical

Carnival Magic • Carnival Cruise Line

8-night Eastern Caribbean Loop via Half Moon Cay & San Juan

Jul 3, 2027 → Jul 11, 2027 • Miami ↔

$53 above typical

From $1,018

$1,018 · $127/night · typical price · ↑5% above typical

$127/night

Typical price

↑5% above typical

Grandeur of the Seas • Royal Caribbean International

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

May 15, 2027 → May 22, 2027 • San Juan ↔

↗

From $861

$861 · $123/night · typical price · ↑5% above typical

$123/night

Typical price

↑5% above typical

Emerald Kaia • Emerald Cruises

5-night Eastern Caribbean Loop via Jost Van Dyke & Spanish Town

Jan 3, 2028 → Jan 8, 2028 • San Juan ↔

$247 above typical

From $4,986

$4,986 · $997/night · typical price · ↑5% above typical

$997/night

Typical price

↑5% above typical

Star Princess • Princess Cruises

9-night Eastern Caribbean Loop via Grand Turk Island, Puerto Plata & San Juan

Mar 5, 2028 → Mar 14, 2028 • Port Canaveral ↔

From $1,310

$1,310 · $146/night · typical price · ↑5% above typical

$146/night

Typical price

↑5% above typical