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Departures Itineraries
Seabourn

Seabourn Ovation

Miami → San Juan → Spanish Town (Virgin Gorda) → Philipsburg

Nov 20, 2026 · 15 nights

$5,919 suite · $395/night

54% below typical · 3-month low
Seabourn

Seabourn Quest

Miami → San Juan → Great Harbour, Peter Island → Miami

Nov 22, 2026 · 14 nights

$5,599 suite · $400/night

43% below typical · 3-month low
Seabourn

Seabourn Ovation

Bridgetown → Rodney Bay → Saint George's → Bridgetown

Nov 28, 2026 · 14 nights

$4,959 suite · $354/night

59% below typical · 3-month low
Seabourn

Seabourn Ovation

Bridgetown → Rodney Bay → Spanish Town (Virgin Gorda) → Philipsburg

Nov 28, 2026 · 7 nights

$3,119 suite · $446/night

54% below typical · 3-month low
Seabourn

Seabourn Quest

Miami → San Juan → Great Harbour, Peter Island → Miami

Dec 6, 2026 · 14 nights

$5,599 suite · $400/night

51% below typical · 3-month low
Seabourn

Seabourn Ovation

Bridgetown → Port Elizabeth, Bequia → Saint George's → Bridgetown

Dec 23, 2028 · 14 nights

$9,898 suite · $707/night

24% below typical · 3-month low
Seabourn

Seabourn Ovation

Philipsburg → Spanish Town (Virgin Gorda) → Saint John's → Philipsburg

Dec 30, 2028 · 14 nights

$9,798 suite · $700/night

24% below typical · 3-month low
Seabourn

Seabourn Ovation

Philipsburg → Spanish Town (Virgin Gorda) → Saint George's → Bridgetown

Dec 30, 2028 · 7 nights

$5,498 suite · $785/night

24% below typical · 3-month low
Azamara Cruises

Azamara Journey

San Juan → Spanish Town (Virgin Gorda) → Scarborough → Bridgetown

Dec 5, 2026 · 7 nights

$1,389 balcony · $198/night

47% below typical · 3-month low
Windstar Cruises

Wind Surf

Philipsburg → Saint-Barthélemy → Road Bay → Philipsburg

Dec 19, 2026 · 7 nights

$2,658 oceanview · $380/night

22% below typical · 3-month low
Azamara Cruises

Azamara Journey

San Juan → Spanish Town (Virgin Gorda) → Scarborough → Bridgetown

Nov 21, 2026 · 7 nights

$1,489 balcony · $213/night

15% below typical · 3-month low
Windstar Cruises

Star Pride

San Juan → Saint-Barthélemy → Basseterre, Saint Kitts → San Juan

Dec 27, 2026 · 7 nights

$4,158 oceanview · $594/night

13% below typical · 3-month low
MSC Cruises

MSC Opera

La Romana → Catalina Island → Philipsburg → La Romana

Jan 11, 2027 · 14 nights

$1,170 interior · $84/night

16% below typical · 3-month low
Windstar Cruises

Wind Surf

Philipsburg → Sopers Hole → Road Bay → Philipsburg

Feb 27, 2027 · 7 nights

$2,763 oceanview · $395/night

16% below typical · 3-month low
Emerald Cruises

Emerald Kaia

San Juan → Esperanza → Spanish Town (Virgin Gorda) → San Juan

Jan 3, 2028 · 5 nights

$4,059 oceanview · $812/night

20% below typical · Price trending down
Emerald Cruises

Emerald Kaia

San Juan → Esperanza → Spanish Town (Virgin Gorda) → San Juan

Feb 5, 2028 · 5 nights

$4,059 oceanview · $812/night

20% below typical · Price trending down
Azamara Cruises

Azamara Journey

San Juan → Spanish Town (Virgin Gorda) → Scarborough → Bridgetown

Nov 7, 2026 · 7 nights

$1,839 balcony · $263/night

8% below typical · 3-month low
MSC Cruises

MSC Opera

Bridgetown → Fort-de-France → Catalina Island → Bridgetown

Nov 19, 2026 · 14 nights

$1,358 interior · $97/night

9% below typical · 3-month low
Azamara Cruises

Azamara Journey

San Juan → Spanish Town (Virgin Gorda) → Philipsburg → San Juan

Dec 5, 2026 · 13 nights

$7,129 suite · $548/night

9% below typical · 3-month low
Windstar Cruises

Star Pride

San Juan → Saint-Barthélemy → Marmaris → San Juan

Dec 27, 2026 · 14 nights

$6,534 oceanview · $467/night

9% below typical · 3-month low

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