SeaDream I • SeaDream Yacht Club
14-night Eastern Caribbean Arc via Jost Van Dyke
Oct 24, 2027 → Nov 7, 2027 • Málaga → San Juan
From $5,366
$383/night
Great deal
↓63% below typical
View by
105 total
SeaDream I • SeaDream Yacht Club
14-night Transatlantic Crossing via Málaga & San Juan
Oct 28, 2028 → Nov 11, 2028 • Málaga → San Juan
From $4,883
$349/night
Great deal
↓66% below typical
SeaDream I • SeaDream Yacht Club
14-night Transatlantic Crossing: Funchal, Madeira
Apr 17, 2027 → May 1, 2027 • San Juan → Lisboa
From $4,401
$314/night
Great deal
↓44% below typical
Seabourn Quest • Seabourn
10-night Eastern Caribbean Loop via San Juan, South Friars Bay & Little Bay
Nov 13, 2027 → Nov 23, 2027 • Miami ↔
From $4,498
$450/night
Great deal
↓30% below typical
Seabourn Quest • Seabourn
14-night Eastern Caribbean Loop via South Friars Bay, Little Bay & Road Bay
Dec 6, 2026 → Dec 20, 2026 • Miami ↔
From $5,498
$393/night
Great deal
↓25% below typical
Silver Shadow • Silversea Cruises
14-night Transatlantic Crossing via Jost Van Dyke & Cruz Bay, Saint John
Mar 9, 2027 → Mar 23, 2027 • San Juan → Lisboa
From $7,500
$536/night
Great deal
↓36% below typical
Seabourn Quest • Seabourn
11-night Eastern Caribbean Loop via San Juan, Little Bay & South Friars Bay
Nov 23, 2027 → Dec 4, 2027 • Miami ↔
From $5,098
$463/night
Great deal
↓28% below typical
Seabourn Ovation • Seabourn
15-night Eastern Caribbean Arc via South Friars Bay, Rodney Bay & Little Bay
Nov 20, 2026 → Dec 5, 2026 • Miami → Philipsburg
From $6,798
$453/night
Great deal
↓24% below typical
MS Europa 2 • Hapag-Lloyd Cruises
14-night Eastern Caribbean Loop via San Juan, Saint-Barthélemy & Saint John's
Dec 7, 2027 → Dec 21, 2027 • Miami ↔
From $9,419
$673/night
Good value
↓15% below typical
Seabourn Ovation • Seabourn
8-night Eastern Caribbean Arc via South Friars Bay, Rodney Bay & Little Bay
Nov 20, 2026 → Nov 28, 2026 • Miami → Bridgetown
From $3,998
$500/night
Good value
↓17% below typical
SeaDream I • SeaDream Yacht Club
7-night Eastern Caribbean Arc via Port Elizabeth, Bequia, Soufriere & Terre-de-Haut
Dec 12, 2027 → Dec 19, 2027 • Bridgetown → Charlotte Amalie, Saint Thomas
From $3,590
$513/night
Great deal
↓23% below typical
Seabourn Ovation • Seabourn
7-night Eastern Caribbean Arc via Castries, Little Bay & South Friars Bay
Dec 19, 2026 → Dec 26, 2026 • Bridgetown → Philipsburg
From $3,598
$514/night
Good value
↓11% below typical
Seabourn Ovation • Seabourn
14-night Southern Caribbean Arc via Tortola, South Friars Bay & Les Trois-Îlets
Feb 19, 2028 → Mar 4, 2028 • Philipsburg ↔
From $8,398
$600/night
Good value
↓12% below typical
Seabourn Ovation • Seabourn
17-night Transatlantic Crossing via Rodney Bay, South Friars Bay & Road Bay
Dec 11, 2027 → Dec 28, 2027 • Bridgetown → Philipsburg
From $8,798
$518/night
Good value
↓11% below typical
Seabourn Ovation • Seabourn
14-night Eastern Caribbean Arc via Rodney Bay, Little Bay & South Friars Bay
Jan 8, 2028 → Jan 22, 2028 • Bridgetown → Philipsburg
From $8,498
$607/night
Good value
↓11% below typical
Seabourn Ovation • Seabourn
14-night Eastern Caribbean Loop via Tortola, South Friars Bay & Les Trois-Îlets
Feb 5, 2028 → Feb 19, 2028 • Philipsburg ↔
From $8,498
$607/night
Good value
↓11% below typical
Seabourn Ovation • Seabourn
14-night Eastern Caribbean Loop via Tortola, South Friars Bay & Les Trois-Îlets
Mar 6, 2027 → Mar 20, 2027 • Philipsburg ↔
From $7,898
$564/night
Good value
↓11% below typical
Silver Dawn • Silversea Cruises
11-night Eastern Caribbean Loop via San Juan, Saint-Barthélemy & Saint John's
Mar 3, 2028 → Mar 14, 2028 • Miami ↔
From $6,300
$573/night
Silver Dawn • Silversea Cruises
11-night Eastern Caribbean Loop via San Juan, Basseterre, Saint Kitts & Saint John's
Mar 14, 2028 → Mar 25, 2028 • Miami ↔
From $6,300
$573/night
Seabourn Ovation • Seabourn
14-night Eastern Caribbean Loop via Castries, Little Bay & South Friars Bay
Feb 26, 2028 → Mar 11, 2028 • Bridgetown ↔
From $8,598
$614/night
Typical price
↓10% below typical