Departure months
Trip length
Search
SeaDream Yacht Club

SeaDream II • SeaDream Yacht Club

7-night Eastern Caribbean Arc via Terre-de-Haut & Charlestown

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

$989 below typical

From $4,554

$651/night

Good value

↓18% below typical

Seabourn

Seabourn Ovation • Seabourn

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

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

Lowest in 180 days $801 below typical

From $8,698

$621/night

Typical price

↓8% below typical

Seabourn

Seabourn Ovation • Seabourn

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

Jan 15, 2028 → Jan 29, 2028 • Bridgetown ↔

Lowest in 180 days $798 below typical

From $8,798

$628/night

Typical price

↓8% below typical

Seabourn

Seabourn Ovation • Seabourn

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

Jan 29, 2028 → Feb 12, 2028 • Bridgetown ↔

Lowest in 30 days $798 below typical

From $8,798

$628/night

Typical price

↓8% below typical

Seabourn

Seabourn Quest • Seabourn

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

Nov 22, 2026 → Dec 6, 2026 • Miami ↔

$1,501 below typical

From $7,498

$536/night

Good value

↓17% below typical

Seabourn

Seabourn Ovation • Seabourn

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

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

Lowest in 180 days $351 below typical

From $4,098

$585/night

Typical price

↓8% below typical

Seabourn

Seabourn Ovation • Seabourn

14-night Southern Caribbean Arc via South Friars Bay, Rodney Bay & Little Bay

Mar 4, 2028 → Mar 18, 2028 • Philipsburg ↔

Lowest in 180 days $701 below typical

From $8,198

$586/night

Typical price

↓8% below typical

Silversea Cruises

Silver Shadow • Silversea Cruises

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

Nov 18, 2026 → Nov 30, 2026 • Miami ↔

From $7,400

$617/night

Seabourn

Seabourn Ovation • Seabourn

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

Feb 27, 2027 → Mar 6, 2027 • Bridgetown → Philipsburg

Lowest in 90 days $252 below typical

From $4,498

$643/night

Typical price

↓5% below typical

Seabourn

Seabourn Ovation • Seabourn

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

Feb 26, 2028 → Mar 4, 2028 • Bridgetown → Philipsburg

Lowest in 30 days $252 below typical

From $4,498

$643/night

Typical price

↓5% below typical

Hapag-Lloyd Cruises

MS Europa • Hapag-Lloyd Cruises

14-night Southern Caribbean Arc via Cockburn Town, Saint-Barthélemy & Cruz Bay, Saint John

Dec 3, 2028 → Dec 17, 2028 • Miami → Colón (Panama Canal)

$1,056 below typical ↗ Trending up

From $7,061

$504/night

Good value

↓13% below typical

Seabourn

Seabourn Ovation • Seabourn

21-night Eastern Caribbean Loop via Saint George's, South Friars Bay & Road Bay

Dec 18, 2027 → Jan 8, 2028 • Bridgetown ↔

Lowest in 30 days

From $11,598

$552/night

Typical price

↓5% below typical

Silversea Cruises

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

$636/night

Seabourn

Seabourn Ovation • Seabourn

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

Jan 15, 2028 → Jan 22, 2028 • Bridgetown → Philipsburg

Lowest in 30 days

From $4,598

$657/night

Typical price

↓4% below typical

Seabourn

Seabourn Ovation • Seabourn

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

Jan 29, 2028 → Feb 5, 2028 • Bridgetown → Philipsburg

Lowest in 180 days

From $4,598

$657/night

Typical price

↓4% below typical

Seabourn

Seabourn Ovation • Seabourn

14-night Southern Caribbean Arc via Tortola, South Friars Bay & Les Trois-Îlets

Feb 20, 2027 → Mar 6, 2027 • Philipsburg ↔

Lowest in 30 days

From $9,198

$657/night

Typical price

↓3% below typical

Seabourn

Seabourn Ovation • Seabourn

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

Feb 12, 2028 → Feb 26, 2028 • Bridgetown ↔

Lowest in 30 days

From $9,198

$657/night

Typical price

↓3% below typical

Silversea Cruises

Silver Shadow • Silversea Cruises

10-night Eastern Caribbean Loop via San Juan & Saint-Barthélemy

Nov 30, 2026 → Dec 10, 2026 • Miami ↔

From $6,500

$650/night

Seabourn

Seabourn Ovation • Seabourn

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

Nov 27, 2027 → Dec 11, 2027 • Bridgetown ↔

Lowest in 180 days

From $8,198

$586/night

Typical price

↓2% below typical

Seabourn

Seabourn Ovation • Seabourn

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

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

Lowest in 30 days

From $8,698

$621/night

Typical price

↓2% below typical

Filters

Filters

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

Per person