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Departures Itineraries
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
P&O Cruises

Iona • P&O Cruises

14-night Southern Caribbean Loop via Tortola, Philipsburg & Fort-de-France

Jan 10, 2028 → Jan 24, 2028 • Basseterre, Saint Kitts ↔

0% below typical
$2,566 · $183/night · typical price
Celebrity Cruises

Celebrity Ascent • Celebrity Cruises

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

Nov 13, 2026 → Nov 23, 2026 • Fort Lauderdale ↔

↗
$2,042 · $204/night · typical price · ↓3% below typical
P&O Cruises

Iona • P&O Cruises

14-night Eastern Caribbean Loop via Castries, Saint George's & Bridgetown

Feb 12, 2028 → Feb 26, 2028 • Antigua ↔

0% below typical
$2,566 · $183/night · typical price
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
Princess Cruises

Emerald Princess • Princess Cruises

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

Nov 26, 2027 → Dec 3, 2027 • Bridgetown ↔

Great balance
$1,699 · $243/night · priced high · ↑96% above typical
Princess Cruises

Emerald Princess • Princess Cruises

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

Mar 17, 2028 → Mar 24, 2028 • Bridgetown ↔

Great balance
$2,034 · $291/night · priced high · ↑92% above typical
Princess Cruises

Emerald Princess • Princess Cruises

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

Jan 7, 2028 → Jan 14, 2028 • Bridgetown ↔

Great balance
$1,714 · $245/night · priced high · ↑87% above typical
Princess Cruises

Emerald Princess • Princess Cruises

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

Mar 3, 2028 → Mar 10, 2028 • Bridgetown ↔

Great balance
$1,944 · $278/night · priced high · ↑84% above typical
Princess Cruises

Emerald Princess • Princess Cruises

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

Feb 4, 2028 → Feb 11, 2028 • Bridgetown ↔

Great balance
$1,694 · $242/night · priced high · ↑75% above typical
Princess Cruises

Emerald Princess • Princess Cruises

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

Dec 24, 2027 → Dec 31, 2027 • Bridgetown ↔

Great balance
$1,709 · $244/night · priced high · ↑74% above typical
Princess Cruises

Emerald Princess • Princess Cruises

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

Feb 18, 2028 → Feb 25, 2028 • Bridgetown ↔

$1,680 · $240/night · priced high · ↑73% above typical
P&O Cruises

Iona • P&O Cruises

14-night Southern Caribbean Loop via Philipsburg, Fort-de-France & Antigua

Dec 13, 2027 → Dec 27, 2027 • Basseterre, Saint Kitts ↔

$3,755 · $268/night · priced high · ↑67% above typical
P&O Cruises

Britannia • P&O Cruises

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

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

$2,836 · $203/night · priced high · ↑58% above typical
P&O Cruises

Britannia • P&O Cruises

14-night Eastern Caribbean Loop via Tortola, Antigua & Grand Turk Island

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

$3,580 · $256/night · priced high · ↑53% above typical
P&O Cruises

Britannia • P&O Cruises

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

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

$2,701 · $193/night · priced high · ↑51% above typical
Princess Cruises

Emerald Princess • Princess Cruises

8-night Eastern Caribbean Loop via Castries, San Juan & Saint Thomas

Jan 20, 2028 → Jan 28, 2028 • Bridgetown ↔

$1,539 · $192/night · priced high · ↑47% above typical
P&O Cruises

Iona • P&O Cruises

14-night Southern Caribbean Loop via Tortola, Philipsburg & Fort-de-France

Nov 15, 2027 → Nov 29, 2027 • Basseterre, Saint Kitts ↔

$2,566 · $183/night · priced high · ↑43% above typical
P&O Cruises

Iona • P&O Cruises

14-night Eastern Caribbean Loop via Castries, Saint George's & Bridgetown

Dec 18, 2027 → Jan 1, 2028 • Antigua ↔

$3,174 · $227/night · priced high · ↑41% above typical
P&O Cruises

Iona • P&O Cruises

14-night Eastern Caribbean Loop via Tortola, Philipsburg & Antigua

Dec 27, 2027 → Jan 10, 2028 • Basseterre, Saint Kitts ↔

$3,174 · $227/night · priced high · ↑41% above typical