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Departures Itineraries
Explora Journeys

Explora III

San Juan → Road Town → Grand Turk Island → Miami

Nov 29, 2026 · 7 nights

$3,965 suite · $566/night

17% below typical · 3-month low
Explora Journeys

Explora III

San Juan → Road Town → Terre-de-Haut (Les Saintes) → San Juan

Nov 29, 2026 · 14 nights

$8,220 suite · $587/night

13% below typical · 3-month low
Explora Journeys

Explora III

Miami → Saint John's → Grand Turk Island → Miami

Dec 6, 2026 · 14 nights

$7,560 suite · $540/night

15% below typical · 3-month low
Explora Journeys

Explora I

Miami → Saint John's → Road Bay → Miami

Dec 13, 2026 · 14 nights

$8,090 suite · $578/night

13% below typical · 3-month low
Seabourn

Seabourn Quest

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

Dec 20, 2026 · 16 nights

$8,799 suite · $550/night

20% below typical · 3-month low
Holland America

Rotterdam

Fort Lauderdale → Philipsburg → Half Moon Cay → Fort Lauderdale

Dec 22, 2026 · 11 nights

$1,499 interior · $136/night

25% below typical
Windstar Cruises

Star Pride

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

Dec 27, 2026 · 7 nights

$4,158 oceanview · $594/night

13% below typical · 3-month low
Oceania Cruises

Oceania Allura

Miami → Charlotte Amalie, Saint Thomas → Tortola → Miami

Dec 28, 2026 · 10 nights

$6,499 balcony · $650/night

16% below typical · 3-month low
P&O Cruises

Aurora

Southampton → Funchal, Madeira → Praia da Vitória → Southampton

Jan 3, 2027 · 75 nights

$6,756 interior · $90/night

33% below typical · 3-month low
MSC Cruises

MSC Opera

La Romana → Catalina Island → Philipsburg → La Romana

Jan 11, 2027 · 14 nights

$1,170 interior · $84/night

16% 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

$4,156 suite · $378/night

25% below typical · 3-month low
Celebrity Cruises

Celebrity Constellation

San Juan → Charlotte Amalie, Saint Thomas → Bridgetown → San Juan

Jan 16, 2027 · 7 nights

$677 interior · $97/night

18% below typical · 3-month low
Princess Cruises

Enchanted Princess

Fort Lauderdale → Celebration Key → Basseterre, Saint Kitts → Fort Lauderdale

Jan 16, 2027 · 10 nights

$1,649 balcony · $165/night

11% below typical · 3-month low
Windstar Cruises

Wind Surf

Philipsburg → Jeju → Saint-Barthélemy → Philipsburg

Feb 20, 2027 · 7 nights

$3,132 oceanview · $447/night

14% below typical · 3-month low
Royal Caribbean International

Vision of the Seas

San Juan → Charlotte Amalie, Saint Thomas → Castries → Miami

Apr 4, 2027 · 10 nights

$1,101 interior · $110/night

11% below typical · 3-month low
Royal Caribbean International

Grandeur of the Seas

San Juan → Tortola → Frederiksted, Saint Croix → San Juan

May 8, 2027 · 7 nights

$563 interior · $80/night

16% below typical · 3-month low
Seabourn

Seabourn Venture

Halifax → Basseterre, Saint Kitts → Rodney Bay → Bridgetown

Oct 1, 2027 · 8 nights

$4,798 suite · $600/night

10% below typical · 3-month low
Seabourn

Seabourn Venture

Halifax → Basseterre, Saint Kitts → Paraty → Rio de Janeiro

Oct 1, 2027 · 24 nights

$13,898 suite · $579/night

15% below typical · 3-month low
Cunard Line

Queen Elizabeth

Barcelona → Seville → Road Town → Miami

Oct 29, 2027 · 27 nights

$3,099 oceanview · $115/night

16% below typical · 3-month low
Princess Cruises

Emerald Princess

San Juan → Saint Thomas → Roseau → San Juan

Dec 5, 2027 · 14 nights

$1,828 balcony · $131/night

19% below typical · 3-month low

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