Jibhop

Norwegian Prima • Norwegian Cruise Line

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

Dec 25, 2027 → Jan 1, 2028 • San Juan ↔

Lowest in 30 days $420 above typical

From $1,909

$1,909 · $273/night · priced high · ↑28% above typical

$273/night

Priced high

↑28% above typical

Rhapsody of the Seas • Royal Caribbean International

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

Dec 24, 2027 → Dec 31, 2027 • San Juan ↔

Lowest in 90 days $237 above typical

From $1,079

$1,079 · $154/night · priced high · ↑28% above typical

$154/night

Priced high

↑28% above typical

Explora II • Explora Journeys

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

Dec 19, 2027 → Dec 26, 2027 • San Juan → Miami

Lowest in 30 days $1,118 above typical

From $5,160

$5,160 · $737/night · priced high · ↑28% above typical

$737/night

Priced high

↑28% above typical

Rotterdam • Holland America

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

Feb 5, 2028 → Feb 12, 2028 • Fort Lauderdale ↔

Lowest in 180 days $260 above typical

From $1,204

$1,204 · $172/night · priced high · ↑28% above typical

$172/night

Priced high

↑28% above typical

Rotterdam • Holland America

14-night Eastern Caribbean Arc: Grand Turk Island, San Juan & Saint Thomas

Jan 22, 2028 → Feb 5, 2028 • Fort Lauderdale ↔

Lowest in 180 days $451 above typical

From $2,164

$2,164 · $155/night · priced high · ↑26% above typical

$155/night

Priced high

↑26% above typical

Rotterdam • Holland America

14-night Bahamas One-Way: Grand Turk Island, San Juan & Saint Thomas

Feb 5, 2028 → Feb 19, 2028 • Fort Lauderdale ↔

Lowest in 180 days $445 above typical

From $2,264

$2,264 · $162/night · priced high · ↑24% above typical

$162/night

Priced high

↑24% above typical

Rotterdam • Holland America

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

Mar 4, 2028 → Mar 11, 2028 • Fort Lauderdale ↔

Lowest in 180 days $246 above typical

From $1,254

$1,254 · $179/night · priced high · ↑24% above typical

$179/night

Priced high

↑24% above typical

Rotterdam • Holland America

14-night Eastern Caribbean Loop: Half Moon Cay, Puerto Plata & Grand Turk Island

Jan 15, 2028 → Jan 29, 2028 • Fort Lauderdale ↔

Lowest in 180 days $401 above typical

From $2,114

$2,114 · $151/night · priced high · ↑23% above typical

$151/night

Priced high

↑23% above typical

Valiant Lady • Virgin Voyages

7-night Eastern Caribbean Loop via Saint Thomas, Road Town, Tortola & Basseterre, Saint Kitts

Nov 28, 2026 → Dec 5, 2026 • San Juan ↔

Lowest in 30 days $210 above typical

From $1,113

$1,113 · $159/night · priced high · ↑23% above typical

$159/night

Priced high

↑23% above typical

Rotterdam • Holland America

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

Jan 22, 2028 → Jan 29, 2028 • Fort Lauderdale ↔

Lowest in 180 days $215 above typical

From $1,159

$1,159 · $166/night · priced high · ↑23% above typical

$166/night

Priced high

↑23% above typical

Eurodam • Holland America

7-night Eastern Caribbean Loop via Grand Turk Island, San Juan & Cozumel

Nov 28, 2026 → Dec 5, 2026 • Fort Lauderdale ↔

Lowest in 30 days $160 above typical

From $864

$864 · $123/night · priced high · ↑23% above typical

$123/night

Priced high

↑23% above typical

Explora IV

7-night Eastern Caribbean Arc via Charlotte Amalie, Saint Thomas & Cruz Bay, Saint John

Dec 23, 2027 → Dec 30, 2027 • Miami → San Juan

Lowest in 30 days $880 above typical

From $4,900

$4,900 · $700/night · priced high · ↑22% above typical

$700/night

Priced high

↑22% above typical

Brilliant Lady • Virgin Voyages

10-night Itinerary SXPHI-VGTOV-VIFRD-PRSJU-DOPOP-BSBIM

Feb 8, 2027 → Feb 18, 2027 • Miami ↔

Lowest in 30 days $298 above typical

From $1,791

$1,791 · $179/night · priced high · ↑20% above typical

$179/night

Priced high

↑20% above typical

Rotterdam • Holland America

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

Mar 18, 2028 → Mar 25, 2028 • Fort Lauderdale ↔

Lowest in 180 days $196 above typical

From $1,204

$1,204 · $172/night · priced high · ↑19% above typical

$172/night

Priced high

↑19% above typical

Norwegian Prima • Norwegian Cruise Line

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

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

Lowest in 30 days $240 above typical

From $1,499

$1,499 · $214/night · priced high · ↑19% above typical

$214/night

Priced high

↑19% above typical

Hero Of The Seas • Royal Caribbean International

7-night Eastern Caribbean Loop via Philipsburg & Coco Cay

Apr 1, 2028 → Apr 8, 2028 • Miami ↔

Lowest in 180 days $319 above typical

From $2,025

$2,025 · $289/night · priced high · ↑19% above typical

$289/night

Priced high

↑19% above typical

Rhapsody of the Seas • Royal Caribbean International

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

Jan 15, 2028 → Jan 22, 2028 • San Juan ↔

Lowest in 180 days $116 above typical

From $756

$756 · $108/night · priced high · ↑18% above typical

$108/night

Priced high

↑18% above typical

Carnival Magic • Carnival Cruise Line

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

Feb 12, 2028 → Feb 20, 2028 • Miami ↔

Lowest in 180 days $107 above typical

From $706

$706 · $88/night · priced high · ↑18% above typical

$88/night

Priced high

↑18% above typical

Rotterdam • Holland America

14-night Eastern Caribbean Arc: Grand Turk Island, San Juan & Saint Thomas

Jan 8, 2028 → Jan 22, 2028 • Fort Lauderdale ↔

Lowest in 180 days $301 above typical

From $2,014

$2,014 · $144/night · priced high · ↑18% above typical

$144/night

Priced high

↑18% above typical

Rotterdam • Holland America

14-night Eastern Caribbean Arc: Grand Turk Island, San Juan & Saint Thomas

Mar 4, 2028 → Mar 18, 2028 • Fort Lauderdale ↔

Lowest in 180 days $348 above typical

From $2,364

$2,364 · $169/night · priced high · ↑17% above typical

$169/night

Priced high

↑17% above typical