Jibhop

Iona • P&O Cruises

15-night Transatlantic Crossing via Bridgetown, Roseau & Antigua

Mar 17, 2028 → Apr 1, 2028 • Bridgetown → Southampton

Lowest in 30 days $337 below typical

From $1,863

$1,863 · $124/night · good value · ↓15% below typical

$124/night

Good value

↓15% below typical

Seabourn Ovation • Seabourn

15-night Eastern Caribbean Arc via South Friars Bay, Rodney Bay & Little Bay

Nov 20, 2026 → Dec 5, 2026 • Miami → Philipsburg

$1,801 below typical

From $7,198

$7,198 · $480/night · great deal · ↓20% below typical

$480/night

Great deal

↓20% below typical

Rotterdam • Holland America

21-night Western Caribbean Loop via Half Moon Cay, Falmouth & Cozumel

Nov 21, 2026 → Dec 12, 2026 • Fort Lauderdale ↔

$607 below typical ↗

From $2,064

$2,064 · $98/night · great deal · ↓23% below typical

$98/night

Great deal

↓23% below typical

Vision of the Seas • Royal Caribbean International

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

Nov 8, 2026 → Nov 15, 2026 • San Juan ↔

$130 below typical ↘

From $574

$574 · $82/night · good value · ↓19% below typical

$82/night

Good value

↓19% 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 ↔

$130 below typical ↘

From $574

$574 · $82/night · good value · ↓19% below typical

$82/night

Good value

↓19% below typical

Carnival Venezia • Carnival Cruise Line

14-night Eastern Caribbean Loop via Grand Turk Island, Oranjestad & Curaçao

Jan 10, 2027 → Jan 24, 2027 • Port Canaveral ↔

Lowest in 30 days $131 below typical

From $996

$996 · $71/night · good value · ↓12% below typical

$71/night

Good value

↓12% below typical

Iona • P&O Cruises

14-night Southern Caribbean Arc via Santa Cruz de Tenerife & Philipsburg

Oct 30, 2027 → Nov 13, 2027 • Southampton → Bridgetown

Lowest in 180 days $205 below typical ↘

From $1,485

$1,485 · $106/night · good value · ↓12% below typical

$106/night

Good value

↓12% below typical

Iona • P&O Cruises

21-night Transatlantic Crossing via Antigua, Castries & Saint George's

Mar 11, 2028 → Apr 1, 2028 • Antigua → Southampton

Lowest in 180 days $446 below typical ↘

From $2,634

$2,634 · $125/night · good value · ↓14% below typical

$125/night

Good value

↓14% 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 ↔

$446 below typical

From $1,591

$1,591 · $114/night · great deal · ↓22% below typical

$114/night

Great deal

↓22% 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 ↔

$387 below typical

From $1,044

$1,044 · $104/night · great deal · ↓27% below typical

$104/night

Great deal

↓27% 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

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

MSC World Europa • MSC Cruises

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

Jan 31, 2027 → Feb 7, 2027 • Pointe-à-Pitre ↔

Lowest in 180 days $163 below typical ↘

From $759

$759 · $108/night · good value · ↓18% below typical

$108/night

Good value

↓18% 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 ↔

Lowest in 180 days $174 below typical

From $743

$743 · $106/night · good value · ↓19% below typical

$106/night

Good value

↓19% below typical

Seabourn Ovation • Seabourn

7-night Southern Caribbean Loop via South Friars Bay, Terre-de-Haut & Rodney Bay

Dec 12, 2026 → Dec 19, 2026 • Bridgetown ↔

Lowest in 90 days $401 below typical ↘

From $3,598

$3,598 · $514/night · good value · ↓10% below typical

$514/night

Good value

↓10% below typical

Emerald Princess • Princess Cruises

7-night Southern Caribbean Loop via Tortola, Basseterre, Saint Kitts & Fort-de-France

Dec 12, 2027 → Dec 19, 2027 • San Juan ↔

$204 below typical ↗

From $815

$815 · $116/night · good value · ↓20% below typical

$116/night

Good value

↓20% below typical

Queen Mary 2 • Cunard Line

21-night Southern Caribbean Arc via New York, Road Town, Tortola & Philipsburg

Dec 12, 2026 → Jan 2, 2027 • Southampton → New York

Lowest in 180 days $400 below typical

From $3,289

$3,289 · $157/night · good value · ↓11% below typical

$157/night

Good value

↓11% 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 ↔

$113 below typical ↘

From $560

$560 · $80/night · good value · ↓17% below typical

$80/night

Good value

↓17% below typical

Vision of the Seas • Royal Caribbean International

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

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

$113 below typical ↘

From $561

$561 · $80/night · good value · ↓17% below typical

$80/night

Good value

↓17% below typical