Jibhop

Enchanted Princess • Princess Cruises

10-night Eastern Caribbean Loop via Princess Cays, Puerto Plata & San Juan

Mar 27, 2027 → Apr 6, 2027 • Fort Lauderdale ↔

32% below typical

From $1,143

$1,143 · $114/night · great deal · ↓32% below typical

$114/night

Great deal

↓32% below typical

Valiant Lady • Virgin Voyages

7-night ABC Islands Loop via Basseterre, Saint Kitts & Fort-de-France

Dec 19, 2026 → Dec 26, 2026 • San Juan ↔

Lowest in 90 days $70 below typical

From $1,043

$1,043 · $149/night · typical price · ↓6% below typical

$149/night

Typical price

↓6% 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

Britannia • P&O Cruises

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

Mar 20, 2027 → Apr 2, 2027 • Bridgetown → Southampton

$219 below typical

From $1,445

$1,445 · $111/night · good value · ↓13% below typical

$111/night

Good value

↓13% below typical

Explora I • Explora Journeys

16-night Eastern Caribbean Arc via Ocho Rios, Puerto Santo Tomás de Castilla & Roatán

Jan 20, 2027 → Feb 5, 2027 • Miami → San Juan

Lowest in 30 days

From $9,240

$9,240 · $578/night · typical price · ↓4% below typical

$578/night

Typical price

↓4% below typical

Emerald Sakara • Emerald Cruises

7-night Eastern Caribbean Loop: Basseterre, Saint Kitts & Road Bay

Nov 20, 2027 → Nov 27, 2027 • Philipsburg ↔

$443 below typical

From $5,763

$5,763 · $823/night · typical price · ↓7% below typical

$823/night

Typical price

↓7% 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

Queen Elizabeth • Cunard Line

14-night Eastern Caribbean Loop via Saint Thomas, Basseterre, Saint Kitts & Kingstown

Dec 9, 2027 → Dec 23, 2027 • Miami ↔

Lowest in 180 days $107 below typical

From $1,587

$1,587 · $113/night · typical price · ↓6% below typical

$113/night

Typical price

↓6% below typical

Vision of the Seas • Royal Caribbean International

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

Dec 20, 2026 → Dec 27, 2026 • San Juan ↔

$104 below typical

From $654

$654 · $93/night · good value · ↓14% below typical

$93/night

Good value

↓14% below typical

Oceania Sonata • Oceania Cruises

10-night Eastern Caribbean Loop via San Juan, Charlotte Amalie, Saint Thomas & Basseterre, Saint Kitts

Feb 2, 2028 → Feb 12, 2028 • Miami ↔

Lowest in 180 days

From $4,799

$4,799 · $480/night · typical price · ↓3% below typical

$480/night

Typical price

↓3% below typical

Explora IV

8-night Eastern Caribbean Arc via Providenciales, Saint-Barthélemy & Cruz Bay, Saint John

Nov 5, 2027 → Nov 13, 2027 • Miami → San Juan

Lowest in 30 days $305 below typical

From $4,835

$4,835 · $604/night · typical price · ↓6% below typical

$604/night

Typical price

↓6% below typical

MSC Opera • MSC Cruises

14-night Transatlantic Crossing: Tangier, Antigua & Philipsburg

Nov 2, 2026 → Nov 16, 2026 • Barcelona → La Romana

From $932

$932 · $67/night · great deal · ↓28% below typical

$67/night

Great deal

↓28% below typical

Oceania Sirena • Oceania Cruises

31-night Eastern Caribbean Arc via Cozumel, Roatán & Harvest Caye

Nov 21, 2027 → Dec 22, 2027 • Miami ↔

Lowest in 180 days

From $8,299

$8,299 · $268/night · typical price · ↓3% below typical

$268/night

Typical price

↓3% below typical

Silver Shadow • Silversea Cruises

11-night Eastern Caribbean Loop via San Juan, Saint-Barthélemy & Little Bay

Nov 7, 2026 → Nov 18, 2026 • Miami ↔

From $7,000

$7,000 · $636/night · great deal · ↓24% below typical

$636/night

Great deal

↓24% below typical

Grandeur of the Seas • Royal Caribbean International

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

Jul 31, 2027 → Aug 7, 2027 • San Juan ↔

Lowest in 30 days $53 below typical

From $916

$916 · $131/night · typical price · ↓5% below typical

$131/night

Typical price

↓5% 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

Harmony of the Seas • Royal Caribbean International

7-night Eastern Caribbean Loop via Basseterre, Saint Kitts & Coco Cay

Mar 20, 2027 → Mar 27, 2027 • Port Canaveral ↔

Lowest in 180 days ↘

From $1,127

$1,127 · $161/night · typical price · ↓4% below typical

$161/night

Typical price

↓4% 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