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Departures Itineraries
Emerald Cruises

Emerald Kaia

Saint John's → South Friars Bay → Norman Island → San Juan

Dec 11, 2027 · 9 nights

$7,743 oceanview · $860/night

15% below typical · Price trending down
Emerald Cruises

Emerald Kaia

San Juan → Esperanza → Little Bay → Antigua

Jan 8, 2028 · 7 nights

$6,172 oceanview · $882/night

18% below typical · Price trending down
Emerald Cruises

Emerald Kaia

Antigua → Terre-de-Haut (Les Saintes) → Soufriere → Saint John's

Mar 1, 2028 · 10 nights

$9,261 oceanview · $926/night

13% below typical · Price trending down
Oceania Cruises

Oceania Vista

Miami → Charlotte Amalie, Saint Thomas → Tortola → Miami

Nov 25, 2026 · 12 nights

$5,880 suite · $490/night

72% below typical · 3-month low
Regent Seven Seas Cruises

Seven Seas Splendor

Houston → Montego Bay → Georgetown → Houston

Dec 11, 2026 · 17 nights

$11,999 suite · $706/night

8% below typical · 3-month low
Silversea Cruises

Silver Ray

Miami → San Juan → Road Town → Miami

Dec 11, 2026 · 11 nights

$5,700 suite · $518/night

5% below typical · 3-month low
Explora Journeys

Explora I

San Juan → Basseterre, Saint Kitts → Road Bay → Miami

Dec 20, 2026 · 7 nights

$5,600 suite · $800/night

6% below typical · 3-month low
Windstar Cruises

Star Pride

San Juan → Saint-Barthélemy → Marmaris → San Juan

Dec 27, 2026 · 14 nights

$6,534 oceanview · $467/night

9% below typical · 3-month low
Explora Journeys

Explora I

San Juan → Saint-Barthélemy → Boca da Valeria → Manaus

Feb 5, 2027 · 12 nights

$7,680 suite · $640/night

6% below typical · 3-month low
Silversea Cruises

Silver Shadow

San Juan → Jost Van Dyke → Saint George's → Bridgetown

Feb 6, 2027 · 10 nights

$4,450 suite · $445/night

7% below typical · 3-month low
Windstar Cruises

Wind Surf

Philipsburg → Jeju → Saint-Barthélemy → Philipsburg

Mar 6, 2027 · 7 nights

$3,097 oceanview · $442/night

9% below typical · 3-month low
Windstar Cruises

Wind Surf

Philipsburg → Jeju → Saint-Barthélemy → Philipsburg

Mar 20, 2027 · 7 nights

$4,287 suite · $612/night

27% below typical · 3-month low
Explora Journeys

Explora IV

Miami → Providenciales → Basseterre, Saint Kitts → San Juan

Nov 5, 2027 · 8 nights

$4,355 suite · $544/night

8% below typical · 3-month low
Seabourn

Seabourn Quest

Miami → San Juan → Great Harbour, Peter Island → Miami

Nov 23, 2027 · 11 nights

$6,998 suite · $636/night

9% below typical · 3-month low
Explora Journeys

Explora IV

San Juan → Saint-Barthélemy → Ocean Cay → Miami

Nov 27, 2027 · 7 nights

$3,920 suite · $560/night

7% below typical · 3-month low
Explora Journeys

Explora II

San Juan → Road Town → Ocean Cay → Miami

Jan 23, 2028 · 7 nights

$3,655 suite · $522/night

9% below typical · 3-month low
Explora Journeys

Explora IV

Miami → Providenciales → Basseterre, Saint Kitts → San Juan

Mar 25, 2028 · 7 nights

$3,655 suite · $522/night

9% below typical · 3-month low
Explora Journeys

Explora IV

Miami → Providenciales → Road Bay → San Juan

Apr 8, 2028 · 7 nights

$3,545 suite · $506/night

6% below typical · 3-month low
Regent Seven Seas Cruises

Seven Seas Mariner

Lisbon → Lanzarote → Saint-Barthélemy → Miami

Oct 14, 2028 · 24 nights

$12,399 suite · $517/night

33% below typical · 3-month low
Explora Journeys

Explora I

San Juan → Saint-Barthélemy → Basseterre, Saint Kitts → San Juan

Feb 5, 2027 · 24 nights

$17,360 suite · $723/night

6% below typical · Price trending down

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