Jibhop

Grandeur of the Seas • Royal Caribbean International

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

Jun 26, 2027 → Jul 3, 2027 • San Juan ↔

Lowest in 180 days $139 below typical ↘

From $866

$866 · $124/night · good value · ↓14% below typical

$124/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

Feb 7, 2027 → Feb 14, 2027 • Port Canaveral ↔

Lowest in 180 days $189 below typical ↘

From $1,281

$1,281 · $183/night · good value · ↓13% below typical

$183/night

Good value

↓13% below typical

MSC Meraviglia • MSC Cruises

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

Feb 13, 2027 → Feb 27, 2027 • Miami ↔

From $1,116

$1,116 · $80/night · great deal · ↓52% below typical

$80/night

Great deal

↓52% below typical

MSC Opera • MSC Cruises

14-night Eastern Caribbean Loop via Catalina Island, Spanish Town & Philipsburg

Nov 29, 2027 → Dec 13, 2027 • La Romana ↔

50% below typical

From $649

$649 · $46/night · great deal · ↓50% below typical

$46/night

Great deal

↓50% below typical

MSC Opera • MSC Cruises

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

Mar 1, 2027 → Mar 8, 2027 • La Romana ↔

Great balance

From $579

$579 · $83/night · great deal · ↓37% below typical

$83/night

Great deal

↓37% below typical

MSC Opera • MSC Cruises

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

Mar 15, 2027 → Mar 22, 2027 • La Romana ↔

Great balance

From $579

$579 · $83/night · great deal · ↓37% below typical

$83/night

Great deal

↓37% below typical

Norwegian Bliss • Norwegian Cruise Line

12-night Eastern Caribbean Loop via Puerto Plata, San Juan & Philipsburg

Nov 28, 2027 → Dec 10, 2027 • New York ↔

Lowest in 30 days $214 below typical ↘

From $1,259

$1,259 · $105/night · good value · ↓14% below typical

$105/night

Good value

↓14% below typical

Rhapsody of the Seas • Royal Caribbean International

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

Dec 5, 2026 → Dec 12, 2026 • San Juan ↔

$140 below typical

From $559

$559 · $80/night · great deal · ↓20% below typical

$80/night

Great deal

↓20% below typical

Carnival Conquest • Carnival Cruise Line

11-night Eastern Caribbean Loop via Saint Thomas, Castries & Celebration Key

Nov 29, 2027 → Dec 10, 2027 • Miami ↔

Lowest in 180 days $120 below typical ↘

From $830

$830 · $75/night · good value · ↓13% below typical

$75/night

Good value

↓13% below typical

Rhapsody of the Seas • Royal Caribbean International

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

Dec 12, 2026 → Dec 19, 2026 • San Juan ↔

$181 below typical ↗

From $662

$662 · $95/night · great deal · ↓21% below typical

$95/night

Great deal

↓21% below typical

Celebrity Ascent • Celebrity Cruises

10-night Eastern Caribbean Loop via Philipsburg, Castries & Bridgetown

Apr 7, 2028 → Apr 17, 2028 • Fort Lauderdale ↔

$396 below typical

From $1,465

$1,465 · $147/night · great deal · ↓21% below typical

$147/night

Great deal

↓21% below typical

Seabourn Ovation • Seabourn

10-night Eastern Caribbean Arc via Saint George's, South Friars Bay & Road Bay

Dec 18, 2027 → Dec 28, 2027 • Bridgetown → Philipsburg

Lowest in 180 days $640 below typical ↘

From $4,929

$4,929 · $493/night · good value · ↓11% below typical

$493/night

Good value

↓11% below typical

Seabourn Ovation • Seabourn

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

Feb 12, 2028 → Feb 19, 2028 • Bridgetown → Philipsburg

Lowest in 180 days $520 below typical ↘

From $4,079

$4,079 · $583/night · good value · ↓11% below typical

$583/night

Good value

↓11% below typical

Seabourn Ovation • Seabourn

7-night Eastern Caribbean Arc via Tortola, South Friars Bay & Les Trois-Îlets

Feb 19, 2028 → Feb 26, 2028 • Philipsburg → Bridgetown

Lowest in 180 days $520 below typical ↘

From $4,079

$4,079 · $583/night · good value · ↓11% below typical

$583/night

Good value

↓11% below typical

Icon of the Seas • Royal Caribbean International

7-night Eastern Caribbean Loop via Philipsburg & Coco Cay

Jan 30, 2027 → Feb 6, 2027 • Miami ↔

$280 below typical

From $1,334

$1,334 · $191/night · good value · ↓17% below typical

$191/night

Good value

↓17% below typical

Seabourn Ovation • Seabourn

11-night Eastern Caribbean Arc via Tortola, Road Bay & South Friars Bay

Dec 28, 2027 → Jan 8, 2028 • Philipsburg → Bridgetown

Lowest in 180 days $686 below typical ↘

From $5,439

$5,439 · $494/night · good value · ↓11% below typical

$494/night

Good value

↓11% below typical

MSC Meraviglia • MSC Cruises

8-night Eastern Caribbean Loop via Nassau & San Juan

Jan 30, 2027 → Feb 7, 2027 • Miami ↔

Great balance

From $579

$579 · $72/night · great deal · ↓43% below typical

$72/night

Great deal

↓43% below typical

MSC Meraviglia • MSC Cruises

14-night Eastern Caribbean Loop via Grand Turk Island, Ocean Cay & Philipsburg

Mar 7, 2027 → Mar 21, 2027 • Miami ↔

From $1,226

$1,226 · $88/night · great deal · ↓42% below typical

$88/night

Great deal

↓42% below typical

Vision of the Seas • Royal Caribbean International

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

Nov 29, 2026 → Dec 6, 2026 • San Juan ↔

$123 below typical ↗

From $550

$550 · $79/night · good value · ↓18% below typical

$79/night

Good value

↓18% below typical

Queen Elizabeth • Cunard Line

21-night Western Caribbean Loop via Cruz Bay, Saint John, Montego Bay & Cozumel

Nov 5, 2026 → Nov 26, 2026 • Miami ↔

Lowest in 30 days $266 below typical ↘

From $1,884

$1,884 · $90/night · good value · ↓12% below typical

$90/night

Good value

↓12% below typical