Jibhop

Scarlet Lady • Virgin Voyages

7-night Southern Caribbean Loop via Saint Thomas, Bridgetown & Fort-de-France

Mar 11, 2028 → Mar 18, 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

Vista

22-night Eastern Caribbean Arc: Charlotte Amalie, Saint Thomas, Saint-Barthélemy & Cozumel

Nov 13, 2028 → Dec 5, 2028 • Miami ↔

Lowest in 180 days $777 below typical

From $8,699

$8,699 · $395/night · typical price · ↓8% below typical

$395/night

Typical price

↓8% below typical

Vision of the Seas • Royal Caribbean International

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

Feb 7, 2027 → Feb 14, 2027 • San Juan ↔

$96 below typical

From $549

$549 · $78/night · good value · ↓15% below typical

$78/night

Good value

↓15% below typical

Rhapsody of the Seas • Royal Caribbean International

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

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

$95 below typical

From $549

$549 · $78/night · good value · ↓15% below typical

$78/night

Good value

↓15% below typical

Queen Mary 2 • Cunard Line

13-night Eastern Caribbean Loop via Saint Thomas, Basseterre, Saint Kitts & Castries

Nov 19, 2027 → Dec 2, 2027 • New York ↔

Lowest in 180 days $170 below typical

From $1,863

$1,863 · $143/night · typical price · ↓8% below typical

$143/night

Typical price

↓8% below typical

Arvia • P&O Cruises

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

Dec 3, 2027 → Dec 17, 2027 • Bridgetown ↔

From $1,890

$1,890 · $135/night · great deal · ↓26% below typical

$135/night

Great deal

↓26% below typical

Arvia • P&O Cruises

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

Dec 4, 2027 → Dec 18, 2027 • Bridgetown ↔

From $1,890

$1,890 · $135/night · great deal · ↓26% below typical

$135/night

Great deal

↓26% 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 Charlotte Amalie, Saint Thomas, Frederiksted, Saint Croix & Philipsburg

Oct 31, 2026 → Nov 7, 2026 • San Juan ↔

$86 below typical

From $586

$586 · $84/night · good value · ↓13% below typical

$84/night

Good value

↓13% below typical

Silver Spirit • Silversea Cruises

7-night Eastern Caribbean Loop via Castries, Terre-de-Haut & Philipsburg

Mar 11, 2028 → Mar 18, 2028 • Bridgetown ↔

From $5,400

$5,400 · $771/night · great deal · ↓25% below typical

$771/night

Great deal

↓25% below typical

Coral Princess • Princess Cruises

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

Nov 18, 2026 → Nov 28, 2026 • Fort Lauderdale ↔

From $1,044

$1,044 · $104/night · great deal · ↓29% below typical

$104/night

Great deal

↓29% below typical

MS Aurelia • Phoenix Reisen

12-night Eastern Caribbean Arc: Charlotte Amalie, Saint Thomas, Tortola & Philipsburg

Oct 27, 2028 → Nov 8, 2028 • Miami → Bridgetown

Lowest in 180 days $370 below typical

From $5,749

$5,749 · $479/night · typical price · ↓6% below typical

$479/night

Typical price

↓6% below typical

Rhapsody of the Seas • Royal Caribbean International

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

Feb 27, 2027 → Mar 6, 2027 • San Juan ↔

$81 below typical ↘

From $563

$563 · $80/night · good value · ↓13% below typical

$80/night

Good value

↓13% below typical

Emerald Princess • Princess Cruises

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

Dec 12, 2027 → Dec 26, 2027 • San Juan ↔

From $1,516

$1,516 · $108/night · great deal · ↓23% below typical

$108/night

Great deal

↓23% below typical

Silver Ray • Silversea Cruises

12-night Eastern Caribbean Arc via Port Elizabeth, Bequia, Castries & Fort-de-France

Mar 20, 2028 → Apr 1, 2028 • Bridgetown → Miami

From $8,200

$8,200 · $683/night · great deal · ↓25% below typical

$683/night

Great deal

↓25% below typical

Vista

12-night Eastern Caribbean Arc: Charlotte Amalie, Saint Thomas, Saint-Barthélemy & Saint John's

Nov 13, 2028 → Nov 25, 2028 • Miami ↔

Lowest in 180 days $270 below typical

From $4,899

$4,899 · $408/night · typical price · ↓5% below typical

$408/night

Typical price

↓5% below typical

Crown Princess • Princess Cruises

7-night Southern Caribbean Arc via Philipsburg, Fort-de-France & Roseau

Feb 28, 2027 → Mar 7, 2027 • San Juan ↔

22% below typical

From $743

$743 · $106/night · great deal · ↓22% below typical

$106/night

Great deal

↓22% below typical

Coral Princess • Princess Cruises

10-night Eastern Caribbean Loop via Antigua, Philipsburg & Roseau

Nov 8, 2026 → Nov 18, 2026 • Fort Lauderdale ↔

From $1,094

$1,094 · $109/night · great deal · ↓26% below typical

$109/night

Great deal

↓26% below typical