Jibhop

Explora III

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

Mar 14, 2027 → Mar 21, 2027 • Miami → Bridgetown

$572 below typical ↘

From $4,875

$4,875 · $696/night · good value · ↓11% below typical

$696/night

Good value

↓11% below typical

Seabourn Ovation • Seabourn

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

Mar 6, 2027 → Mar 13, 2027 • Philipsburg → Bridgetown

Lowest in 180 days ↘

From $3,909

$3,909 · $558/night · typical price · ↓5% below typical

$558/night

Typical price

↓5% below typical

Seabourn Ovation • Seabourn

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

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

Lowest in 180 days ↘

From $3,909

$3,909 · $558/night · typical price · ↓5% below typical

$558/night

Typical price

↓5% below typical

Seabourn Ovation • Seabourn

14-night Eastern Caribbean Loop via Rodney Bay, Little Bay & South Friars Bay

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

Lowest in 30 days ↘

From $7,819

$7,819 · $559/night · typical price · ↓5% below typical

$559/night

Typical price

↓5% below typical

Silver Spirit • Silversea Cruises

12-night Southern Caribbean Loop via Port Elizabeth, Bequia, Fort-de-France & Saint-Barthélemy

Feb 5, 2028 → Feb 17, 2028 • Bridgetown ↔

From $7,100

$7,100 · $592/night · great deal · ↓21% below typical

$592/night

Great deal

↓21% below typical

Silver Spirit • Silversea Cruises

12-night Southern Caribbean Loop via Port Elizabeth, Bequia, Castries & Oranjestad

Feb 17, 2028 → Feb 29, 2028 • Bridgetown ↔

From $7,100

$7,100 · $592/night · great deal · ↓21% below typical

$592/night

Great deal

↓21% below typical

Crown Princess • Princess Cruises

14-night Southern Caribbean Loop via Saint Thomas, Philipsburg & Antigua

Feb 21, 2027 → Mar 7, 2027 • San Juan ↔

From $1,426

$1,426 · $102/night · great deal · ↓25% below typical

$102/night

Great deal

↓25% below typical

Norwegian Prima • Norwegian Cruise Line

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

Dec 13, 2026 → Dec 20, 2026 • San Juan ↔

Lowest in 30 days

From $1,419

$1,419 · $203/night · typical price · ↓5% below typical

$203/night

Typical price

↓5% below typical

MSC Opera • MSC Cruises

7-night Eastern Caribbean Loop: Catalina Island, Bridgetown & Fort-de-France

Dec 14, 2026 → Dec 21, 2026 • La Romana ↔

Great balance

From $639

$639 · $91/night · great deal · ↓23% below typical

$91/night

Great deal

↓23% below typical

Crown Princess • Princess Cruises

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

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

20% below typical

From $738

$738 · $105/night · good value · ↓20% below typical

$105/night

Good value

↓20% below typical

Crown Princess • Princess Cruises

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

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

20% below typical

From $738

$738 · $105/night · good value · ↓20% below typical

$105/night

Good value

↓20% below typical

Celebrity Summit • Celebrity Cruises

7-night Southern Caribbean Loop via Roseau, Bridgetown & Castries

Dec 5, 2027 → Dec 12, 2027 • San Juan ↔

$83 below typical

From $626

$626 · $89/night · good value · ↓12% below typical

$89/night

Good value

↓12% below typical

Emerald Princess • Princess Cruises

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

Dec 5, 2027 → Dec 19, 2027 • San Juan ↔

20% below typical

From $1,566

$1,566 · $112/night · good value · ↓20% below typical

$112/night

Good value

↓20% below typical

Grandeur of the Seas • Royal Caribbean International

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

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

Lowest in 180 days

From $1,036

$1,036 · $148/night · typical price · ↓4% below typical

$148/night

Typical price

↓4% below typical

Vista

14-night Southern Caribbean Loop via Georgetown, South Carolina, Falmouth & Oranjestad

Nov 11, 2026 → Nov 25, 2026 • Miami ↔

$631 below typical ↗

From $5,399

$5,399 · $386/night · good value · ↓10% below typical

$386/night

Good value

↓10% below typical

MSC Opera • MSC Cruises

7-night Eastern Caribbean Loop: Catalina Island, Bridgetown & Fort-de-France

Jul 5, 2027 → Jul 12, 2027 • La Romana ↔

Great balance

From $849

$849 · $121/night · great deal · ↓21% below typical

$121/night

Great deal

↓21% below typical

Silver Spirit • Silversea Cruises

11-night Southern Caribbean Loop via Port Elizabeth, Bequia, Saint George's & Willemstad

Feb 29, 2028 → Mar 11, 2028 • Bridgetown ↔

From $6,600

$6,600 · $600/night · great deal · ↓20% below typical

$600/night

Great deal

↓20% below typical

Rhapsody of the Seas • Royal Caribbean International

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

Mar 4, 2028 → Mar 11, 2028 • San Juan ↔

Lowest in 180 days

From $787

$787 · $112/night · typical price · ↓4% below typical

$112/night

Typical price

↓4% below typical

Rhapsody of the Seas • Royal Caribbean International

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

Mar 18, 2028 → Mar 25, 2028 • San Juan ↔

Lowest in 180 days

From $787

$787 · $112/night · typical price · ↓4% below typical

$112/night

Typical price

↓4% 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 ↔

From $790

$790 · $113/night · good value · ↓19% below typical

$113/night

Good value

↓19% below typical