Jibhop

MSC Meraviglia • MSC Cruises

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

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

Great balance

From $962

$962 · $137/night · typical price · ↑1% above typical

$137/night

Typical price

↑1% above typical

Vasco Da Gama • Nicko Cruises

20-night Southern Caribbean Arc via Mindelo, Belém & Fort-de-France

Nov 12, 2026 → Dec 2, 2026 • Santa Cruz de Tenerife → Bridgetown

From $4,536

$4,536 · $227/night · typical price

$227/night

Typical price

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

Celebrity Constellation • Celebrity Cruises

11-night Southern Caribbean Loop via Tortola, Saint John's & Castries

Nov 17, 2026 → Nov 28, 2026 • San Juan ↔

From $993

$993 · $90/night

$90/night

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

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 Constellation • Celebrity Cruises

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

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

From $669

$669 · $96/night

$96/night

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 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

From $858

$858 · $123/night

$123/night

Celebrity Ascent • Celebrity Cruises

10-night Southern Caribbean Loop via Philipsburg, Castries & Saint George's

Feb 5, 2027 → Feb 15, 2027 • Fort Lauderdale ↔

From $1,325

$1,325 · $133/night

$133/night

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 ↔

From $911

$911 · $130/night

$130/night

Celebrity Eclipse • Celebrity Cruises

11-night Southern Caribbean Loop via Basseterre, Saint Kitts, Castries & Bridgetown

Feb 8, 2027 → Feb 19, 2027 • Fort Lauderdale ↔

From $1,755

$1,755 · $160/night

$160/night

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

From $835

$835 · $119/night

$119/night

Celebrity Ascent • Celebrity Cruises

10-night Southern Caribbean Loop via Philipsburg, Castries & Saint George's

Feb 26, 2027 → Mar 8, 2027 • Fort Lauderdale ↔

From $1,138

$1,138 · $114/night

$114/night

Celebrity Constellation • Celebrity Cruises

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

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

Great balance

From $786

$786 · $112/night

$112/night

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

From $629

$629 · $90/night

$90/night

Celebrity Eclipse • Celebrity Cruises

10-night Southern Caribbean Loop via Saint John's, Castries & Bridgetown

Mar 12, 2027 → Mar 22, 2027 • Fort Lauderdale ↔

From $1,287

$1,287 · $129/night

$129/night

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 ↔

From $790

$790 · $113/night

$113/night

Celebrity Eclipse • Celebrity Cruises

11-night Southern Caribbean Loop via Basseterre, Saint Kitts, Castries & Bridgetown

Mar 22, 2027 → Apr 2, 2027 • Fort Lauderdale ↔

From $1,272

$1,272 · $116/night

$116/night

Celebrity Eclipse • Celebrity Cruises

12-night Southern Caribbean Loop via Basseterre, Saint Kitts, Castries & Bridgetown

Apr 11, 2027 → Apr 23, 2027 • Fort Lauderdale ↔

From $1,530

$1,530 · $128/night

$128/night