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Departures Itineraries
Royal Caribbean International

Grandeur of the Seas

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

Aug 21, 2027 · 7 nights

$624 interior · $89/night

10% below typical · 3-month low
Princess Cruises

Emerald Princess

San Juan → Saint Thomas → Bridgetown → San Juan

Nov 21, 2027 · 7 nights

$684 interior · $98/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

San Juan → Jeju → Ocean Cay → Miami

Mar 4, 2028 · 7 nights

$3,655 suite · $522/night

9% below typical · 3-month low
Princess Cruises

Emerald Princess

San Juan → Tortola → Bridgetown → San Juan

Mar 19, 2028 · 7 nights

$954 interior · $136/night

15% below typical · 3-month low
Explora Journeys

Explora IV

San Juan → Pointe-à-Pitre → Ocean Cay → Miami

Apr 15, 2028 · 7 nights

$3,545 suite · $506/night

6% below typical · 3-month low
Explora Journeys

Explora IV

San Juan → Pointe-à-Pitre → Basseterre, Saint Kitts → Miami

Apr 29, 2028 · 7 nights

$3,485 suite · $498/night

7% below typical · 3-month low
Emerald Cruises

Emerald Kaia

San Juan → Saint-John → Spanish Town (Virgin Gorda) → San Juan

Dec 27, 2027 · 7 nights

$6,122 oceanview · $875/night

8% below typical · Price trending down
Norwegian Cruise Line

Norwegian Prima

San Juan → Philipsburg → Tortola → San Juan

Dec 6, 2026 · 7 nights

$1,559 suite · $223/night

28% below typical
Norwegian Cruise Line

Norwegian Prima

San Juan → Oranjestad → Tortola → San Juan

Dec 20, 2026 · 7 nights

$1,459 suite · $208/night

44% below typical · 3-month low
Princess Cruises

Emerald Princess

San Juan → Saint Thomas → Castries → Bridgetown

Nov 21, 2027 · 5 nights

$1,239 suite · $248/night

11% below typical · 3-month low
Princess Cruises

Emerald Princess

San Juan → Tortola → Bridgetown → San Juan

Dec 26, 2027 · 7 nights

$879 interior · $126/night

10% below typical · 3-month low
Princess Cruises

Emerald Princess

San Juan → Philipsburg → Bridgetown → San Juan

Jan 2, 2028 · 7 nights

$1,249 suite · $178/night

11% below typical · 3-month low
Windstar Cruises

Star Legend

San Juan → Philipsburg → Spanish Town (Virgin Gorda) → San Juan

Feb 14, 2028 · 7 nights

$3,493 balcony · $499/night

11% below typical · 3-month low
Princess Cruises

Emerald Princess

San Juan → Tortola → Bridgetown → San Juan

Feb 6, 2028 · 7 nights

$974 balcony · $139/night

16% below typical · Price trending down
Royal Caribbean International

Rhapsody of the Seas

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

Nov 7, 2026 · 7 nights

$1,348 suite · $193/night

9% below typical · Price trending down
Windstar Cruises

Star Pride

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

Nov 29, 2026 · 7 nights

$2,618 oceanview · $374/night

14% below typical · 3-month low
Virgin Voyages

Valiant Lady

San Juan → Philipsburg → Saint John's → San Juan

Dec 26, 2026 · 7 nights

$1,673 balcony · $239/night

25% below typical · 3-month low
Windstar Cruises

Star Pride

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

Jan 10, 2027 · 7 nights

$3,703 oceanview · $529/night

8% below typical · Price trending down
Celebrity Cruises

Celebrity Constellation

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

Mar 13, 2027 · 7 nights

$688 interior · $98/night

18% below typical · 3-month low

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