Jibhop

MSC Opera • MSC Cruises

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

Aug 23, 2027 → Aug 30, 2027 • La Romana ↔

Great balance

From $709

$709 · $101/night · great deal · ↓41% below typical

$101/night

Great deal

↓41% below typical

Disney Treasure • Disney Cruise Line

7-night Eastern Caribbean Loop via Tortola & Disney Castaway Cay

Aug 1, 2026 → Aug 8, 2026 • Port Canaveral ↔

Lowest in 180 days $300 below typical

From $2,118

$2,118 · $303/night · good value · ↓12% below typical

$303/night

Good value

↓12% below typical

Resilient Lady • Virgin Voyages

5-night Eastern Caribbean Loop: Grand Turk Island & Bimini

Apr 29, 2028 → May 4, 2028 • Miami ↔

Lowest in 180 days $100 below typical

From $695

$695 · $139/night · good value · ↓13% below typical

$139/night

Good value

↓13% below typical

Crown Princess • Princess Cruises

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

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

Lowest in 180 days $174 below typical

From $738

$738 · $105/night · good value · ↓19% below typical

$105/night

Good value

↓19% below typical

Crown Princess • Princess Cruises

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

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

Lowest in 180 days $174 below typical

From $738

$738 · $105/night · good value · ↓19% below typical

$105/night

Good value

↓19% below typical

Adventure of the Seas • Royal Caribbean International

8-night Eastern Caribbean Loop via Coco Cay & San Juan

Oct 16, 2026 → Oct 24, 2026 • Port Canaveral ↔

Lowest in 30 days $104 below typical

From $742

$742 · $93/night · good value · ↓12% below typical

$93/night

Good value

↓12% below typical

Vision of the Seas • Royal Caribbean International

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

Mar 14, 2027 → Mar 21, 2027 • San Juan ↔

$137 below typical

From $659

$659 · $94/night · good value · ↓17% below typical

$94/night

Good value

↓17% below typical

Crown Princess • Princess Cruises

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

Jan 8, 2027 → Jan 15, 2027 • Bridgetown ↔

$462 below typical

From $1,194

$1,194 · $171/night · great deal · ↓28% below typical

$171/night

Great deal

↓28% below typical

Crown Princess • Princess Cruises

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

Feb 19, 2027 → Feb 26, 2027 • Bridgetown ↔

$462 below typical

From $1,194

$1,194 · $171/night · great deal · ↓28% below typical

$171/night

Great deal

↓28% below typical

Arvia • P&O Cruises

14-night Eastern Caribbean Loop via Fort-de-France, Basseterre, Saint Kitts & Tortola

Feb 12, 2027 → Feb 26, 2027 • Bridgetown ↔

Lowest in 30 days $311 below typical ↘

From $2,228

$2,228 · $159/night · good value · ↓12% below typical

$159/night

Good value

↓12% below typical

Arvia • P&O Cruises

14-night Eastern Caribbean Loop via Basseterre, Saint Kitts, Tortola & Philipsburg

Feb 11, 2028 → Feb 25, 2028 • Bridgetown ↔

Lowest in 180 days $311 below typical ↘

From $2,228

$2,228 · $159/night · good value · ↓12% below typical

$159/night

Good value

↓12% below typical

Arvia • P&O Cruises

14-night Eastern Caribbean Loop via Basseterre, Saint Kitts, Tortola & Philipsburg

Feb 12, 2028 → Feb 26, 2028 • Bridgetown ↔

Lowest in 180 days $311 below typical ↘

From $2,228

$2,228 · $159/night · good value · ↓12% below typical

$159/night

Good value

↓12% below typical

Icon of the Seas • Royal Caribbean International

7-night Eastern Caribbean Loop via Philipsburg & Coco Cay

Apr 10, 2027 → Apr 17, 2027 • Miami ↔

Lowest in 30 days $170 below typical

From $1,463

$1,463 · $209/night · good value · ↓10% below typical

$209/night

Good value

↓10% below typical

Crown Princess • Princess Cruises

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

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

$284 below typical

From $788

$788 · $113/night · great deal · ↓26% below typical

$113/night

Great deal

↓26% below typical

Explora III

16-night Eastern Caribbean Arc via Puerto Plata, Road Bay & Cruz Bay, Saint John

Feb 19, 2027 → Mar 7, 2027 • Miami → San Juan

$1,914 below typical

From $9,560

$9,560 · $598/night · good value · ↓17% below typical

$598/night

Good value

↓17% 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 ↔

$123 below typical ↘

From $581

$581 · $83/night · good value · ↓17% below typical

$83/night

Good value

↓17% below typical

Resilient Lady • Virgin Voyages

5-night Eastern Caribbean Loop: Grand Turk Island & Bimini

Jun 10, 2028 → Jun 15, 2028 • Miami ↔

Lowest in 180 days $100 below typical

From $845

$845 · $169/night · good value · ↓11% below typical

$169/night

Good value

↓11% below typical

Resilient Lady • Virgin Voyages

5-night Eastern Caribbean Loop: Grand Turk Island & Bimini

Jul 17, 2028 → Jul 22, 2028 • Miami ↔

Lowest in 180 days $100 below typical

From $845

$845 · $169/night · good value · ↓11% below typical

$169/night

Good value

↓11% below typical

Resilient Lady • Virgin Voyages

5-night Eastern Caribbean Loop: Grand Turk Island & Bimini

Jul 31, 2028 → Aug 5, 2028 • Miami ↔

Lowest in 180 days $100 below typical

From $845

$845 · $169/night · good value · ↓11% below typical

$169/night

Good value

↓11% below typical

Seabourn Ovation • Seabourn

14-night Eastern Caribbean Loop via Tortola, South Friars Bay & Les Trois-Îlets

Feb 5, 2028 → Feb 19, 2028 • Philipsburg ↔

Lowest in 30 days $1,001 below typical

From $8,498

$8,498 · $607/night · good value · ↓11% below typical

$607/night

Good value

↓11% below typical