Virgin Voyages

Scarlet Lady • Virgin Voyages

6-night Southern Caribbean Loop via Kingstown & Bridgetown

Jan 2, 2028 → Jan 8, 2028 • San Juan ↔

Lowest in 180 days
$654 · $109/night · typical price
Royal Caribbean International

Vision of the Seas • Royal Caribbean International

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

Feb 13, 2028 → Feb 20, 2028 • San Juan ↔

Lowest in 180 days
$731 · $104/night · typical price
Virgin Voyages

Scarlet Lady • Virgin Voyages

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

Apr 8, 2028 → Apr 15, 2028 • San Juan ↔

Lowest in 180 days
$903 · $129/night · typical price
P&O Cruises

Britannia • P&O Cruises

14-night Southern Caribbean Loop via Oranjestad, Curaçao & Kingstown

Dec 12, 2026 → Dec 26, 2026 • Bridgetown ↔

$2,228 · $159/night · typical price · ↓5% below typical
P&O Cruises

Arvia • P&O Cruises

14-night Southern Caribbean Loop via Basseterre, Saint Kitts, Philipsburg & Fort-de-France

Feb 25, 2028 → Mar 10, 2028 • Bridgetown ↔

$2,404 · $172/night · typical price · ↓3% below typical
Princess Cruises

Island Princess • Princess Cruises

14-night Southern Caribbean Loop via Philipsburg, Basseterre, Saint Kitts & Roseau

Nov 15, 2027 → Nov 29, 2027 • Fort Lauderdale ↔

9% below typical
$1,497 · $107/night · typical price · ↓9% below typical
Princess Cruises

Emerald Princess • Princess Cruises

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

Nov 28, 2027 → Dec 5, 2027 • San Juan ↔

Great balance
$840 · $120/night · typical price · ↓3% below typical
Princess Cruises

Coral Princess • Princess Cruises

14-night Southern Caribbean Loop via Philipsburg, Basseterre, Saint Kitts & Roseau

Dec 20, 2027 → Jan 3, 2028 • Fort Lauderdale ↔

9% below typical
$1,947 · $139/night · typical price · ↓9% below typical
P&O Cruises

Arvia • P&O Cruises

14-night Southern Caribbean Loop via Castries, Fort-de-France & Bridgetown

Feb 19, 2028 → Mar 4, 2028 • Antigua ↔

$2,431 · $174/night · typical price · ↓2% below typical
P&O Cruises

Britannia • P&O Cruises

28-night Southern Caribbean Loop via Oranjestad, Curaçao & Kingstown

Dec 11, 2026 → Jan 8, 2027 • Bridgetown ↔

$4,593 · $164/night · typical price · ↓2% below typical
P&O Cruises

Britannia • P&O Cruises

11-night Southern Caribbean Arc via Oranjestad, Curaçao & Kingstown

Dec 11, 2026 → Dec 22, 2026 • Bridgetown → Antigua

$1,823 · $166/night · typical price · ↓1% below typical
Silversea Cruises

Silver Dawn • Silversea Cruises

11-night Southern Caribbean Loop via Jost Van Dyke, Saint-Barthélemy & Roseau

Jan 25, 2028 → Feb 5, 2028 • San Juan ↔

$6,700 · $609/night · typical price · ↓3% below typical
Princess Cruises

Emerald Princess • Princess Cruises

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

Jan 9, 2028 → Jan 16, 2028 • San Juan ↔

Great balance
$915 · $131/night · typical price
P&O Cruises

Arvia • P&O Cruises

14-night Southern Caribbean Loop via Philipsburg, Roseau & Antigua

Dec 20, 2027 → Jan 3, 2028 • Basseterre, Saint Kitts ↔

$4,161 · $297/night · priced high · ↑62% above typical
P&O Cruises

Iona • P&O Cruises

14-night Southern Caribbean Loop via Basseterre, Saint Kitts, Philipsburg & Fort-de-France

Mar 3, 2028 → Mar 17, 2028 • Bridgetown ↔

$2,769 · $198/night · priced high · ↑58% above typical
P&O Cruises

Iona • P&O Cruises

14-night Southern Caribbean Loop via Basseterre, Saint Kitts, Philipsburg & Fort-de-France

Mar 4, 2028 → Mar 18, 2028 • Bridgetown ↔

$2,674 · $191/night · priced high · ↑52% above typical
P&O Cruises

Britannia • P&O Cruises

14-night Southern Caribbean Loop via Saint George's, Curaçao & Oranjestad

Feb 19, 2027 → Mar 5, 2027 • Bridgetown ↔

$2,945 · $210/night · priced high · ↑28% above typical
P&O Cruises

Arvia • P&O Cruises

14-night Southern Caribbean Loop via Roseau, Castries & Saint George's

Dec 26, 2026 → Jan 9, 2027 • Antigua ↔

$3,282 · $234/night · priced high · ↑28% above typical
P&O Cruises

Britannia • P&O Cruises

14-night Southern Caribbean Loop via Saint George's, Curaçao & Oranjestad

Feb 20, 2027 → Mar 6, 2027 • Bridgetown ↔

$2,904 · $207/night · priced high · ↑26% above typical
P&O Cruises

Arvia • P&O Cruises

14-night Southern Caribbean Loop via Fort-de-France, Basseterre, Saint Kitts & Philipsburg

Dec 19, 2026 → Jan 2, 2027 • Bridgetown ↔

$3,147 · $225/night · priced high · ↑23% above typical