Departure months
Trip length
Search
Seabourn

Seabourn Ovation • Seabourn

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

Jan 23, 2027 → Feb 6, 2027 • Bridgetown ↔

Lowest in 30 days

From $9,398

$671/night

Typical price

↓2% below typical

Silversea Cruises

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

$771/night

Silversea Cruises

Silver Shadow • Silversea Cruises

10-night Eastern Caribbean Arc via Philipsburg, Basseterre, Saint Kitts & Little Bay

Dec 10, 2026 → Dec 20, 2026 • Miami → San Juan

From $6,300

$630/night

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
Silversea Cruises

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

$683/night

Seabourn

Seabourn Ovation • Seabourn

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

Jan 23, 2027 → Jan 30, 2027 • Bridgetown → Philipsburg

Lowest in 180 days $800 above typical

From $5,598

$800/night

Priced high

↑17% above typical

Seabourn

Seabourn Ovation • Seabourn

14-night Eastern Caribbean Arc via Castries, Little Bay & South Friars Bay

Feb 13, 2027 → Feb 27, 2027 • Bridgetown ↔

Lowest in 30 days $880 above typical

From $10,398

$743/night

Typical price

↑9% above typical

Seabourn

Seabourn Ovation • Seabourn

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

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

Lowest in 180 days $439 above typical

From $5,198

$743/night

Typical price

↑9% above typical

Seabourn

Seabourn Ovation • Seabourn

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

Jan 9, 2027 → Jan 23, 2027 • Bridgetown ↔

Lowest in 180 days $502 above typical

From $10,098

$721/night

Typical price

↑5% above typical

Seabourn

Seabourn Ovation • Seabourn

14-night Eastern Caribbean Loop via Tortola, South Friars Bay & Les Trois-Îlets

Jan 16, 2027 → Jan 30, 2027 • Philipsburg ↔

Lowest in 30 days $502 above typical

From $10,098

$721/night

Typical price

↑5% above typical

Seabourn

Seabourn Ovation • Seabourn

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

Nov 27, 2027 → Dec 4, 2027 • Bridgetown → Philipsburg

Lowest in 30 days

From $4,398

$628/night

Typical price

↑5% above typical

Seabourn

Seabourn Ovation • Seabourn

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

Dec 19, 2026 → Jan 2, 2027 • Bridgetown ↔

Lowest in 180 days

From $8,498

$607/night

Typical price

↑5% above typical

Seabourn

Seabourn Ovation • Seabourn

7-night Eastern Caribbean Loop via Castries, Little Bay & South Friars Bay

Jan 9, 2027 → Jan 16, 2027 • Bridgetown → Philipsburg

Lowest in 90 days

From $4,998

$714/night

Typical price

↑4% above typical

Seabourn

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 $9,198

$657/night

Typical price

↑3% above typical

Seabourn

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 $4,598

$657/night

Typical price

↑3% above typical

Seabourn

Seabourn Ovation • Seabourn

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

Feb 12, 2028 → Feb 19, 2028 • Bridgetown → Philipsburg

Lowest in 180 days

From $4,798

$685/night

Typical price

↑1% above typical

Seabourn

Seabourn Quest • Seabourn

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

Dec 4, 2027 → Dec 18, 2027 • Miami ↔

Lowest in 30 days

From $7,298

$521/night

Typical price
Hapag-Lloyd Cruises

MS Europa 2 • Hapag-Lloyd Cruises

13-night Southern Caribbean Arc via Key West, Jost Van Dyke & Saint-Barthélemy

Feb 23, 2028 → Mar 7, 2028 • Miami → Curaçao

Lowest in 180 days

From $10,339

$795/night

Typical price
Silversea Cruises

Silver Ray • Silversea Cruises

12-night Eastern Caribbean Loop via San Juan, Saint-Barthélemy & Saint John's

Jan 3, 2028 → Jan 15, 2028 • Miami ↔

From $8,100

$675/night

Silversea Cruises

Silver Dawn • Silversea Cruises

10-night Eastern Caribbean Loop via Jost Van Dyke, Basseterre, Saint Kitts & Saint-Barthélemy

Dec 11, 2027 → Dec 21, 2027 • San Juan ↔

From $5,800

$580/night

Filters

Filters

Reset
Deal Signals
Trip Style
Cabin Type
Ports Visited
Cruise Line & Ship
Price

Per person