Jibhop

Seabourn Ovation • Seabourn

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

Jan 9, 2027 → Jan 16, 2027 • Bridgetown → Philipsburg

Lowest in 180 days $350 below typical ↘

From $4,249

$4,249 · $607/night · typical price · ↓8% below typical

$607/night

Typical price

↓8% below typical

Scarlet Lady • Virgin Voyages

7-night Eastern Caribbean Loop via Oranjestad & Castries

Mar 18, 2028 → Mar 25, 2028 • San Juan ↔

Lowest in 180 days $70 below typical

From $903

$903 · $129/night · typical price · ↓7% below typical

$129/night

Typical price

↓7% below typical

Scarlet Lady • Virgin Voyages

7-night Eastern Caribbean Loop via Philipsburg, Bridgetown & Fort-de-France

Mar 25, 2028 → Apr 1, 2028 • San Juan ↔

Lowest in 180 days $70 below typical

From $903

$903 · $129/night · typical price · ↓7% below typical

$129/night

Typical price

↓7% below typical

MSC World Europa • MSC Cruises

7-night Eastern Caribbean Loop via Pointe-à-Pitre, Philipsburg & Saint John's

Jan 30, 2027 → Feb 6, 2027 • Fort-de-France ↔

Great balance

From $643

$643 · $92/night · great deal · ↓32% below typical

$92/night

Great deal

↓32% below typical

Carnival Vista • Carnival Cruise Line

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

Jul 31, 2027 → Aug 7, 2027 • Port Canaveral ↔

$130 below typical

From $826

$826 · $118/night · good value · ↓14% below typical

$118/night

Good value

↓14% below typical

Vision of the Seas • Royal Caribbean International

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

Jan 10, 2027 → Jan 17, 2027 • San Juan ↔

$94 below typical

From $550

$550 · $79/night · good value · ↓15% below typical

$79/night

Good value

↓15% below typical

Resilient Lady • Virgin Voyages

5-night Eastern Caribbean Loop: Puerto Plata & Bimini

Apr 24, 2028 → Apr 29, 2028 • Miami ↔

Lowest in 180 days $50 below typical

From $645

$645 · $129/night · typical price · ↓7% below typical

$129/night

Typical price

↓7% below typical

Rhapsody of the Seas • Royal Caribbean International

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

Mar 25, 2028 → Apr 1, 2028 • San Juan ↔

Lowest in 180 days

From $787

$787 · $112/night · typical price · ↓4% below typical

$112/night

Typical price

↓4% 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

Eurodam • Holland America

7-night Eastern Caribbean Loop via Key West & Puerto Plata

Jan 2, 2027 → Jan 9, 2027 • Fort Lauderdale ↔

Lowest in 30 days $50 below typical

From $744

$744 · $106/night · typical price · ↓6% below typical

$106/night

Typical price

↓6% below typical

MSC Opera • MSC Cruises

7-night Eastern Caribbean Loop: Catalina Island, Bridgetown & Fort-de-France

Aug 16, 2027 → Aug 23, 2027 • La Romana ↔

Great balance

From $819

$819 · $117/night · great deal · ↓31% below typical

$117/night

Great deal

↓31% below typical

Grandeur of the Seas • Royal Caribbean International

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

Oct 16, 2027 → Oct 23, 2027 • San Juan ↔

Lowest in 180 days $57 below typical

From $761

$761 · $109/night · typical price · ↓7% below typical

$109/night

Typical price

↓7% below typical

Celebrity Xcel • Celebrity Cruises

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

Feb 28, 2027 → Mar 7, 2027 • Miami ↔

$138 below typical ↘

From $949

$949 · $136/night · good value · ↓13% below typical

$136/night

Good value

↓13% below typical

MSC Opera • MSC Cruises

7-night Eastern Caribbean Loop via Samana, Spanish Town & Basseterre, Saint Kitts

Jan 4, 2027 → Jan 11, 2027 • La Romana ↔

Great balance

From $590

$590 · $84/night · great deal · ↓26% below typical

$84/night

Great deal

↓26% below typical

MSC Opera • MSC Cruises

7-night Eastern Caribbean Loop: Pointe-à-Pitre, Road Town, Tortola & La Romana

Aug 20, 2027 → Aug 27, 2027 • Fort-de-France ↔

Great balance

From $799

$799 · $114/night · great deal · ↓33% below typical

$114/night

Great deal

↓33% below typical

Rhapsody of the Seas • Royal Caribbean International

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

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

$131 below typical

From $810

$810 · $116/night · good value · ↓14% below typical

$116/night

Good value

↓14% below typical

MSC World Europa • MSC Cruises

7-night Eastern Caribbean Loop via Pointe-à-Pitre, Philipsburg & Saint John's

Mar 13, 2027 → Mar 20, 2027 • Fort-de-France ↔

Great balance

From $869

$869 · $124/night · great deal · ↓21% below typical

$124/night

Great deal

↓21% below typical

Rhapsody of the Seas • Royal Caribbean International

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

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

$98 below typical ↗

From $596

$596 · $85/night · good value · ↓14% below typical

$85/night

Good value

↓14% below typical

Star of the Seas • Royal Caribbean International

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

Apr 18, 2027 → Apr 25, 2027 • Port Canaveral ↔

Lowest in 180 days $119 below typical ↘

From $1,491

$1,491 · $213/night · typical price · ↓7% below typical

$213/night

Typical price

↓7% below typical

Carnival Magic • Carnival Cruise Line

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

Aug 16, 2026 → Aug 22, 2026 • Miami ↔

$70 below typical

From $654

$654 · $109/night · typical price · ↓10% below typical

$109/night

Typical price

↓10% below typical