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Departures Itineraries
MSC Cruises

MSC Opera

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

Dec 31, 2026 · 14 nights

$2,268 interior · $162/night

SeaDream Yacht Club

SeaDream II

Charlotte Amalie, Saint Thomas → Philipsburg → Jost Van Dyke → San Juan

Dec 12, 2026 · 7 nights

$5,052 oceanview · $722/night

SeaDream Yacht Club

SeaDream II

San Juan → Saint-Barthélemy → Jost Van Dyke → San Juan

Dec 19, 2026 · 8 nights

$6,852 oceanview · $857/night

1% above typical
SeaDream Yacht Club

SeaDream I

Charlotte Amalie, Saint Thomas → Cruz Bay, Saint John → Saint-Barthélemy → Charlotte Amalie, Saint Thomas

Dec 19, 2026 · 8 nights

$6,367 oceanview · $796/night

SeaDream Yacht Club

SeaDream I

Charlotte Amalie, Saint Thomas → Spanish Town (Virgin Gorda) → Jost Van Dyke → San Juan

Dec 27, 2026 · 7 nights

$10,372 oceanview · $1,482/night

Windstar Cruises

Star Pride

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

Dec 13, 2026 · 7 nights

$5,243 suite · $749/night

3% above typical
Windstar Cruises

Star Pride

San Juan → Saint George's → Spanish Town (Virgin Gorda) → San Juan

Dec 6, 2026 · 14 nights

$6,534 oceanview · $467/night

7% above typical
Windstar Cruises

Star Pride

San Juan → Saint-Barthélemy → Marmaris → San Juan

Dec 13, 2026 · 14 nights

$8,074 oceanview · $577/night

20% above typical
Azamara Cruises

Azamara Journey

Bridgetown → Castries → Mayreau Island → Bridgetown

Dec 12, 2026 · 16 nights

$3,979 · $249/night

Azamara Cruises

Azamara Journey

San Juan → Charlotte Amalie, Saint Thomas → Scarborough → Bridgetown

Dec 18, 2026 · 10 nights

$1,979 · $198/night

Azamara Cruises

Azamara Journey

San Juan → Charlotte Amalie, Saint Thomas → Castries → San Juan

Dec 18, 2026 · 18 nights

No pricing

Windstar Cruises

Star Pride

San Juan → Saint George's → Spanish Town (Virgin Gorda) → San Juan

Dec 20, 2026 · 14 nights

No pricing

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