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Departures Itineraries
Princess Cruises

Caribbean Princess

Fort Lauderdale → Oranjestad → Georgetown, Grand Cayman → Fort Lauderdale

Nov 11, 2026 · 12 nights

$2,599 suite · $217/night

31% below typical · 3-month low
Seabourn

Seabourn Ovation

Philipsburg → Sopers Hole → Rodney Bay → Bridgetown

Dec 5, 2026 · 14 nights

$4,719 suite · $337/night

56% below typical · 3-month low
Seabourn

Seabourn Ovation

Bridgetown → Basseterre, Saint Kitts → Rodney Bay → Bridgetown

Dec 12, 2026 · 7 nights

$2,879 suite · $411/night

38% below typical · 3-month low
Seabourn

Seabourn Ovation

Bridgetown → Basseterre, Saint Kitts → Rodney Bay → Bridgetown

Feb 6, 2027 · 7 nights

$4,719 suite · $674/night

42% below typical · 3-month low
Seabourn

Seabourn Ovation

Philipsburg → Basseterre, Saint Kitts → Saint-Barthélemy → Philipsburg

Dec 16, 2028 · 14 nights

$9,198 suite · $657/night

29% below typical · 3-month low
Seabourn

Seabourn Ovation

Philipsburg → Spanish Town (Virgin Gorda) → Saint John's → Philipsburg

Dec 30, 2028 · 14 nights

$9,798 suite · $700/night

24% below typical · 3-month low
Seabourn

Seabourn Ovation

Philipsburg → Basseterre, Saint Kitts → Oranjestad → Philipsburg

Jan 13, 2029 · 14 nights

$9,398 suite · $671/night

27% below typical · 3-month low
Seabourn

Seabourn Ovation

Philipsburg → Basseterre, Saint Kitts → Kralendijk → Bridgetown

Jan 27, 2029 · 14 nights

$9,398 suite · $671/night

27% below typical · 3-month low
Seabourn

Seabourn Ovation

Bridgetown → Rodney Bay → Great Harbour, Peter Island → Philipsburg

Feb 3, 2029 · 14 nights

$9,398 suite · $671/night

27% below typical · 3-month low
Seabourn

Seabourn Ovation

Philipsburg → Basseterre, Saint Kitts → Saint-Barthélemy → Philipsburg

Mar 3, 2029 · 14 nights

$9,398 suite · $671/night

27% below typical · 3-month low

Scenic Eclipse II

Bridgetown → Rio de Janeiro

Oct 23, 2027 · 11 nights

$4,872 suite · $443/night

34% below typical
Windstar Cruises

Wind Surf

Philipsburg → Jeju → Saint-Barthélemy → Philipsburg

Jan 23, 2027 · 7 nights

$4,497 suite · $642/night

36% below typical · 3-month low
Windstar Cruises

Wind Surf

Philipsburg → Jeju → Saint-Barthélemy → Philipsburg

Feb 20, 2027 · 7 nights

$2,817 oceanview · $402/night

23% below typical · 3-month low
Celebrity Cruises

Celebrity Constellation

San Juan → Tortola → Bridgetown → San Juan

Feb 13, 2027 · 7 nights

$636 oceanview · $91/night

28% below typical · 3-month low
Virgin Voyages

Valiant Lady

San Juan → Philipsburg → Basseterre, Saint Kitts → San Juan

Dec 12, 2026 · 7 nights

$973 oceanview · $139/night

26% below typical · 3-month low
Emerald Cruises

Emerald Azzurra

Bridgetown → Kingstown → Union Island → Bridgetown

Nov 27, 2027 · 7 nights

$5,305 oceanview · $758/night

21% below typical · Price trending down
Emerald Cruises

Emerald Azzurra

Bridgetown → Kingstown → Union Island → Bridgetown

Dec 4, 2027 · 7 nights

$5,305 oceanview · $758/night

21% below typical · Price trending down
Emerald Cruises

Emerald Azzurra

Bridgetown → Kingstown → Union Island → Bridgetown

Apr 1, 2028 · 7 nights

$5,468 oceanview · $781/night

20% below typical · Price trending down
Azamara Cruises

Azamara Journey

San Juan → Spanish Town (Virgin Gorda) → Scarborough → Bridgetown

Nov 21, 2026 · 7 nights

$1,489 balcony · $213/night

15% below typical · 3-month low
Royal Caribbean International

Odyssey of the Seas

Cape Liberty, NJ (NYC) → Philipsburg → Basseterre, Saint Kitts → Cape Liberty, NJ (NYC)

Jan 14, 2027 · 11 nights

$1,377 interior · $125/night

14% below typical · 3-month low

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