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Departures Itineraries
MSC Cruises

MSC Meraviglia • MSC Cruises

7-night Southern Caribbean Loop via Castries, Bridgetown & Kingstown

Mar 19, 2028 → Mar 26, 2028 • Pointe-à-Pitre ↔

Great balance
$1,122 · $160/night · typical price · ↑6% above typical
MSC Cruises

MSC Meraviglia • MSC Cruises

7-night Southern Caribbean Loop via Pointe-à-Pitre, Castries & Bridgetown

Dec 11, 2027 → Dec 18, 2027 • Fort-de-France ↔

Great balance
$969 · $138/night · typical price · ↑1% above typical
Celebrity Cruises

Celebrity Constellation • Celebrity Cruises

7-night Southern Caribbean Loop via Tortola, Basseterre, Saint Kitts & Roseau

Feb 27, 2027 → Mar 6, 2027 • San Juan ↔

↗
$761 · $109/night · typical price · ↑1% above typical
MSC Cruises

MSC Meraviglia • MSC Cruises

7-night Southern Caribbean Loop via Castries, Bridgetown & Kingstown

Dec 12, 2027 → Dec 19, 2027 • Pointe-à-Pitre ↔

Great balance
$962 · $137/night · typical price · ↑1% above typical
Windstar Cruises

Star Pride • Windstar Cruises

7-night Southern Caribbean Loop via Saint George's, Port Elizabeth, Bequia & Terre-de-Haut

Nov 8, 2026 → Nov 15, 2026 • San Juan ↔

Great balance
Price unavailable
Windstar Cruises

Star Pride • Windstar Cruises

7-night Southern Caribbean Loop via Saint George's, Port Elizabeth, Bequia & Terre-de-Haut

Nov 22, 2026 → Nov 29, 2026 • San Juan ↔

Great balance
Price unavailable
Celebrity Cruises

Celebrity Constellation • Celebrity Cruises

7-night Southern Caribbean Loop via Tortola, Basseterre, Saint Kitts & Roseau

Nov 28, 2026 → Dec 5, 2026 • San Juan ↔

Great balance
$733 · $105/night
Windstar Cruises

Star Pride • Windstar Cruises

7-night Southern Caribbean Loop via Saint George's, Port Elizabeth, Bequia & Terre-de-Haut

Dec 6, 2026 → Dec 13, 2026 • San Juan ↔

Great balance
Price unavailable
Celebrity Cruises

Celebrity Constellation • Celebrity Cruises

7-night Southern Caribbean Loop via Tortola, Basseterre, Saint Kitts & Roseau

Dec 12, 2026 → Dec 19, 2026 • San Juan ↔

$613 · $88/night
Windstar Cruises

Star Pride • Windstar Cruises

7-night Southern Caribbean Loop via Saint George's, Port Elizabeth, Bequia & Terre-de-Haut

Dec 20, 2026 → Dec 27, 2026 • San Juan ↔

Great balance
Price unavailable
Celebrity Cruises

Celebrity Constellation • Celebrity Cruises

7-night Southern Caribbean Loop via Charlotte Amalie, Saint Thomas, Basseterre, Saint Kitts & Roseau

Jan 2, 2027 → Jan 9, 2027 • San Juan ↔

Great balance
$833 · $119/night
Celebrity Cruises

Celebrity Constellation • Celebrity Cruises

7-night Southern Caribbean Loop via Charlotte Amalie, Saint Thomas, Saint John's & Roseau

Feb 6, 2027 → Feb 13, 2027 • San Juan ↔

$842 · $120/night
Royal Caribbean International

Grandeur of the Seas • Royal Caribbean International

7-night Southern Caribbean Loop via Cartagena & Oranjestad

Feb 13, 2027 → Feb 20, 2027 • Colón (Panama Canal) ↔

Great balance
$825 · $118/night
Royal Caribbean International

Vision of the Seas • Royal Caribbean International

7-night Southern Caribbean Loop via Charlotte Amalie, Saint Thomas, Cruz Bay, Saint John & Fort-de-France

Feb 28, 2027 → Mar 7, 2027 • San Juan ↔

Great balance
$629 · $90/night
Celebrity Cruises

Celebrity Constellation • Celebrity Cruises

7-night Southern Caribbean Loop via Charlotte Amalie, Saint Thomas, Saint John's & Roseau

Mar 20, 2027 → Mar 27, 2027 • San Juan ↔

$815 · $116/night
Celebrity Cruises

Celebrity Summit • Celebrity Cruises

7-night Southern Caribbean Loop via Roseau, Bridgetown & Castries

Nov 7, 2027 → Nov 14, 2027 • San Juan ↔

Great balance
$619 · $88/night
Celebrity Cruises

Celebrity Summit • Celebrity Cruises

7-night Southern Caribbean Loop via Kingstown, Bridgetown & Castries

Nov 14, 2027 → Nov 21, 2027 • San Juan ↔

$619 · $88/night
Royal Caribbean International

Vision of the Seas • Royal Caribbean International

7-night Southern Caribbean Loop via Bridgetown, Saint George's & Roseau

Dec 5, 2027 → Dec 12, 2027 • San Juan ↔

$636 · $91/night
Celebrity Cruises

Celebrity Summit • Celebrity Cruises

7-night Southern Caribbean Loop via Kingstown, Bridgetown & Fort-de-France

Dec 12, 2027 → Dec 19, 2027 • San Juan ↔

$643 · $92/night
Royal Caribbean International

Vision of the Seas • Royal Caribbean International

7-night Southern Caribbean Loop via Bridgetown, Saint George's & Castries

Jan 16, 2028 → Jan 23, 2028 • San Juan ↔

Great balance
$761 · $109/night