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Sea Cloud Cruises

Sea Cloud Spirit • Sea Cloud Cruises

8-night Eastern Caribbean Loop via Saint-Pierre, Soufriere & Road Bay

Dec 6, 2026 → Dec 14, 2026 • Philipsburg ↔

Lowest in 30 days

From $5,883

$735/night

Typical price
Seabourn

Seabourn Ovation • Seabourn

7-night Southern Caribbean Loop via South Friars Bay, Saint-Pierre & Rodney Bay

Feb 6, 2027 → Feb 13, 2027 • Bridgetown ↔

Lowest in 30 days $1,244 above typical

From $5,998

$857/night

Priced high

↑26% above typical

Sea Cloud II

10-night Eastern Caribbean Loop via Saint-Pierre, Port Elizabeth & Soufriere

Mar 5, 2027 → Mar 15, 2027 • Philipsburg ↔

Lowest in 30 days

From $6,900

$690/night

Typical price

↑5% above typical

Sea Cloud II

10-night Eastern Caribbean Arc via Soufriere, Port Elizabeth & Saint-Pierre

Mar 7, 2028 → Mar 17, 2028 • Bridgetown → Philipsburg

Lowest in 30 days

From $6,611

$661/night

Typical price
Seabourn

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 30 days

From $6,398

$582/night

Typical price
Seabourn

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

From $5,798

$580/night

Typical price

Explora III

14-night Eastern Caribbean Loop via Cruz Bay, Saint John & Terre-de-Haut

Dec 6, 2026 → Dec 20, 2026 • Miami ↔

$590 below typical

From $9,040

$646/night

Typical price

↓6% below typical

Emerald Cruises

Emerald Kaia • Emerald Cruises

7-night Eastern Caribbean Arc via Basseterre, Saint Kitts, Deshaies & Saint-Barthélemy

Nov 27, 2027 → Dec 4, 2027 • Saint John's → San Juan

Great balance

From $6,261

$894/night

Typical price

↓4% below typical

Explora Journeys

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

From $9,240

$578/night

Typical price

↓4% below typical

Ponant Cruises

Le Ponant • Ponant Cruises

7-night Eastern Caribbean Arc via Charlestown & Falmouth

Apr 3, 2028 → Apr 10, 2028 • Saint-Barthélemy → Pointe-à-Pitre

Great balance

From $7,910

$1,130/night

Explora III

16-night Eastern Caribbean Arc via Cruz Bay, Saint John, Saint-Barthélemy & Saint John's

Jan 5, 2027 → Jan 21, 2027 • Miami ↔

From $11,260

$704/night

Typical price

↓3% below typical

Ponant Cruises

Le Ponant • Ponant Cruises

7-night Eastern Caribbean Arc via Charlestown & Falmouth

Mar 6, 2028 → Mar 13, 2028 • Saint-Barthélemy → Pointe-à-Pitre

Great balance

From $7,910

$1,130/night

Explora III

14-night Eastern Caribbean Loop via Cruz Bay, Saint John, Terre-de-Haut & Philipsburg

Nov 22, 2026 → Dec 6, 2026 • Miami ↔

From $9,160

$654/night

Typical price

↓3% below typical

Emerald Cruises

Emerald Sakara • Emerald Cruises

9-night Eastern Caribbean Loop via South Friars Bay, Deshaies & Little Bay

Dec 18, 2027 → Dec 27, 2027 • Philipsburg ↔

2% below typical

From $7,221

$802/night

Typical price

↓2% below typical

Explora Journeys

Explora I • Explora Journeys

15-night Western Caribbean Arc via Cozumel, Puerto Santo Tomás de Castilla & Cruz Bay, Saint John

Dec 5, 2026 → Dec 20, 2026 • Miami → San Juan

From $8,360

$557/night

Typical price

↓3% below typical

Silversea Cruises

Silver Shadow • Silversea Cruises

10-night Eastern Caribbean Arc via Jost Van Dyke, Saint-Barthélemy & Little Bay

Jan 10, 2027 → Jan 20, 2027 • San Juan → Bridgetown

From $7,100

$710/night

Silversea Cruises

Silver Shadow • Silversea Cruises

10-night Eastern Caribbean Arc via Jost Van Dyke, Saint-Barthélemy & Little Bay

Feb 6, 2027 → Feb 16, 2027 • San Juan → Bridgetown

From $7,100

$710/night

Emerald Cruises

Emerald Sakara • Emerald Cruises

7-night Eastern Caribbean Arc via Soufriere, Antigua & Charlestown

Nov 13, 2027 → Nov 20, 2027 • Bridgetown → Philipsburg

Great balance

From $5,810

$830/night

Typical price

↓2% below typical

Emerald Cruises

Emerald Sakara • Emerald Cruises

14-night Eastern Caribbean Arc via Basseterre, Saint Kitts, Road Bay & Spanish Town

Mar 25, 2028 → Apr 8, 2028 • Philipsburg → Bridgetown

2% below typical

From $11,732

$838/night

Typical price

↓2% below typical

Silversea Cruises

Silver Spirit • Silversea Cruises

7-night Eastern Caribbean Loop via Castries, Fort-de-France & Deshaies

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

From $5,400

$771/night

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