Jibhop

Sky Princess • Princess Cruises

7-night Eastern Caribbean Loop via Princess Cays & San Juan

Dec 12, 2027 → Dec 19, 2027 • Fort Lauderdale ↔

$229 below typical

From $721

$721 · $103/night · great deal · ↓24% below typical

$103/night

Great deal

↓24% below typical

Seabourn Ovation • Seabourn

14-night Eastern Caribbean Loop via Castries, Little Bay & South Friars Bay

Jan 15, 2028 → Jan 29, 2028 • Bridgetown ↔

Lowest in 180 days $798 below typical

From $8,798

$8,798 · $628/night · typical price · ↓8% below typical

$628/night

Typical price

↓8% below typical

Seabourn Ovation • Seabourn

14-night Eastern Caribbean Loop via Castries, Little Bay & South Friars Bay

Jan 29, 2028 → Feb 12, 2028 • Bridgetown ↔

Lowest in 30 days $798 below typical

From $8,798

$8,798 · $628/night · typical price · ↓8% below typical

$628/night

Typical price

↓8% below typical

Emerald Sakara • Emerald Cruises

7-night Eastern Caribbean Loop: Basseterre, Saint Kitts & Road Bay

Nov 20, 2027 → Nov 27, 2027 • Philipsburg ↔

Lowest in 180 days $346 below typical

From $5,776

$5,776 · $825/night · typical price · ↓6% below typical

$825/night

Typical price

↓6% below typical

Carnival Magic • Carnival Cruise Line

6-night Eastern Caribbean Loop via Celebration Key & Puerto Plata

Aug 16, 2026 → Aug 22, 2026 • Miami ↔

$82 below typical

From $642

$642 · $107/night · good value · ↓11% below typical

$107/night

Good value

↓11% below typical

MSC Opera • MSC Cruises

7-night Eastern Caribbean Loop: Catalina Island, Spanish Town & Philipsburg

Sep 6, 2027 → Sep 13, 2027 • La Romana ↔

Lowest in 180 days $110 below typical

From $629

$629 · $90/night · good value · ↓15% below typical

$90/night

Good value

↓15% below typical

Iona • P&O Cruises

14-night Eastern Caribbean Loop via Saint George's, Castries & Bridgetown

Jan 29, 2028 → Feb 12, 2028 • Antigua ↔

Lowest in 180 days $143 below typical ↘

From $2,431

$2,431 · $174/night · typical price · ↓6% below typical

$174/night

Typical price

↓6% below typical

Crown Princess • Princess Cruises

14-night Eastern Caribbean Loop via Saint Thomas, Basseterre, Saint Kitts & Roseau

Feb 14, 2027 → Feb 28, 2027 • San Juan ↔

Lowest in 30 days $275 below typical

From $1,559

$1,559 · $111/night · good value · ↓15% below typical

$111/night

Good value

↓15% below typical

Carnival Firenze • Carnival Cruise Line

14-night Itinerary DOPOP-AWORJ-CWCUR-GDSTG-BBBGI-DMRSU-SXPHI-VISTT

Jan 9, 2028 → Jan 23, 2028 • Port Canaveral ↔

Lowest in 180 days $110 below typical

From $1,029

$1,029 · $74/night · typical price · ↓10% below typical

$74/night

Typical price

↓10% below typical

Brilliant Lady • Virgin Voyages

10-night Eastern Caribbean Loop via Philipsburg, Road Town, Tortola & Frederiksted, Saint Croix

Jan 11, 2027 → Jan 21, 2027 • Miami ↔

Lowest in 90 days $100 below typical

From $1,390

$1,390 · $139/night · typical price · ↓7% below typical

$139/night

Typical price

↓7% below typical

Resilient Lady • Virgin Voyages

8-night Eastern Caribbean Loop via Philipsburg & San Juan

Nov 20, 2027 → Nov 28, 2027 • Miami ↔

Lowest in 180 days $80 below typical

From $952

$952 · $119/night · typical price · ↓8% below typical

$119/night

Typical price

↓8% below typical

Disney Dream • Disney Cruise Line

7-night Eastern Caribbean Loop via Lighthouse Point, Florida & San Juan

Jan 22, 2027 → Jan 29, 2027 • Fort Lauderdale ↔

Lowest in 30 days $179 below typical

From $1,982

$1,982 · $283/night · typical price · ↓8% below typical

$283/night

Typical price

↓8% below typical

Carnival Firenze • Carnival Cruise Line

14-night Eastern Caribbean Loop via Saint Thomas, Antigua & Fort-de-France

Jan 23, 2028 → Feb 6, 2028 • Port Canaveral ↔

Lowest in 180 days $109 below typical

From $1,030

$1,030 · $74/night · typical price · ↓10% below typical

$74/night

Typical price

↓10% below typical

MSC World America • MSC Cruises

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

Dec 12, 2026 → Dec 19, 2026 • Miami ↔

Great balance

From $614

$614 · $88/night · great deal · ↓31% below typical

$88/night

Great deal

↓31% below typical

Norwegian Prima • Norwegian Cruise Line

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

Oct 4, 2026 → Oct 11, 2026 • Port Canaveral ↔

$150 below typical ↗

From $839

$839 · $120/night · good value · ↓15% below typical

$120/night

Good value

↓15% below typical

Allure of the Seas • Royal Caribbean International

7-night Eastern Caribbean Loop via Coco Cay & Labadee

Jan 9, 2028 → Jan 16, 2028 • Miami ↔

Lowest in 180 days $75 below typical

From $922

$922 · $132/night · typical price · ↓8% below typical

$132/night

Typical price

↓8% below typical

Allure of the Seas • Royal Caribbean International

7-night Eastern Caribbean Loop via Coco Cay & Labadee

Jan 23, 2028 → Jan 30, 2028 • Miami ↔

Lowest in 180 days $75 below typical

From $922

$922 · $132/night · typical price · ↓8% below typical

$132/night

Typical price

↓8% below typical

Emerald Princess • Princess Cruises

7-night Eastern Caribbean Loop via Saint Thomas, Philipsburg & Antigua

Dec 5, 2027 → Dec 12, 2027 • San Juan ↔

$176 below typical

From $842

$842 · $120/night · good value · ↓17% below typical

$120/night

Good value

↓17% below typical

Caribbean Princess • Princess Cruises

7-night Eastern Caribbean Loop via Grand Turk Island & Puerto Plata

Jul 5, 2026 → Jul 12, 2026 • Port Canaveral ↔

Lowest in 30 days $90 below typical ↘

From $857

$857 · $122/night · typical price · ↓10% below typical

$122/night

Typical price

↓10% below typical

Rhapsody of the Seas • Royal Caribbean International

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

Nov 21, 2026 → Nov 28, 2026 • San Juan ↔

$101 below typical ↘

From $604

$604 · $86/night · good value · ↓14% below typical

$86/night

Good value

↓14% below typical