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Departures Itineraries
Virgin Voyages

Valiant Lady • Virgin Voyages

6-night Eastern Caribbean Loop via Tortola & Cruz Bay, Saint John

Nov 14, 2026 → Nov 20, 2026 • San Juan ↔

Lowest in 90 days $240 above typical
$1,014 · $169/night · priced high · ↑31% above typical
Norwegian Cruise Line

Norwegian Prima • Norwegian Cruise Line

7-night Eastern Caribbean Loop via Basseterre, Saint Kitts, Bridgetown & Antigua

Dec 25, 2027 → Jan 1, 2028 • San Juan ↔

Lowest in 30 days $420 above typical
$1,909 · $273/night · priced high · ↑28% above typical
Royal Caribbean International

Rhapsody of the Seas • Royal Caribbean International

7-night Eastern Caribbean Loop via Charlotte Amalie, Saint Thomas, Philipsburg & Saint John's

Dec 24, 2027 → Dec 31, 2027 • San Juan ↔

Lowest in 90 days $237 above typical
$1,079 · $154/night · priced high · ↑28% above typical
Explora Journeys

Explora II • Explora Journeys

7-night Eastern Caribbean Arc via Tortola & Cruz Bay, Saint John

Dec 19, 2027 → Dec 26, 2027 • San Juan → Miami

Lowest in 30 days $1,129 above typical
$5,160 · $737/night · priced high · ↑28% above typical
Explora Journeys

Explora II • Explora Journeys

11-night Amazon River One-Way via Little Bay & Bridgetown

Feb 6, 2028 → Feb 17, 2028 • San Juan → Manaus

Lowest in 30 days $1,768 above typical
$8,120 · $738/night · priced high · ↑28% above typical
Royal Caribbean International

Grandeur of the Seas • Royal Caribbean International

7-night Eastern Caribbean Loop via Tortola, Philipsburg & Saint John's

Nov 20, 2027 → Nov 27, 2027 • San Juan ↔

Lowest in 180 days $190 above typical
$889 · $127/night · priced high · ↑27% above typical
Norwegian Cruise Line

Norwegian Prima • Norwegian Cruise Line

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

Jan 10, 2027 → Jan 17, 2027 • San Juan ↔

Lowest in 30 days $300 above typical
$1,559 · $223/night · priced high · ↑24% above typical
Explora Journeys

Explora I • Explora Journeys

12-night Southern Caribbean Arc via Saint-Barthélemy, Saint-Pierre & Bridgetown

Feb 5, 2027 → Feb 17, 2027 • San Juan → Manaus

Lowest in 30 days $1,740 above typical ↘
$9,120 · $760/night · priced high · ↑24% above typical
Virgin Voyages

Valiant Lady • Virgin Voyages

7-night Eastern Caribbean Loop via Saint Thomas, Road Town, Tortola & Basseterre, Saint Kitts

Nov 28, 2026 → Dec 5, 2026 • San Juan ↔

Lowest in 30 days $210 above typical
$1,113 · $159/night · priced high · ↑23% above typical
Royal Caribbean International

Vision of the Seas • Royal Caribbean International

7-night Southern Caribbean Loop via Bridgetown, Saint George's & Kingstown

Nov 21, 2027 → Nov 28, 2027 • San Juan ↔

Lowest in 180 days $140 above typical
$834 · $119/night · priced high · ↑20% above typical
Norwegian Cruise Line

Norwegian Prima • Norwegian Cruise Line

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

Feb 21, 2027 → Feb 28, 2027 • San Juan ↔

Lowest in 30 days $240 above typical
$1,499 · $214/night · priced high · ↑19% above typical
Royal Caribbean International

Rhapsody of the Seas • Royal Caribbean International

7-night Eastern Caribbean Loop via Charlotte Amalie, Saint Thomas, Frederiksted, Saint Croix & Philipsburg

Jan 15, 2028 → Jan 22, 2028 • San Juan ↔

Lowest in 180 days $110 above typical
$756 · $108/night · priced high · ↑17% above typical
Norwegian Cruise Line

Norwegian Prima • Norwegian Cruise Line

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

Jan 24, 2027 → Jan 31, 2027 • San Juan ↔

Lowest in 30 days $200 above typical
$1,459 · $208/night · priced high · ↑16% above typical
Royal Caribbean International

Rhapsody of the Seas • Royal Caribbean International

7-night Eastern Caribbean Loop via Charlotte Amalie, Saint Thomas, Frederiksted, Saint Croix & Philipsburg

Feb 19, 2028 → Feb 26, 2028 • San Juan ↔

Lowest in 180 days $122 above typical
$901 · $129/night · priced high · ↑16% above typical
Norwegian Cruise Line

Norwegian Prima • Norwegian Cruise Line

7-night ABC Islands Loop via Willemstad & Oranjestad

Jan 31, 2027 → Feb 7, 2027 • San Juan ↔

Lowest in 30 days $190 above typical
$1,449 · $207/night · priced high · ↑15% above typical
Celebrity Cruises

Celebrity Summit • Celebrity Cruises

7-night Southern Caribbean Loop via Roseau, Bridgetown & Castries

Dec 19, 2027 → Dec 26, 2027 • San Juan ↔

Lowest in 30 days $104 above typical
$814 · $116/night · priced high · ↑15% above typical
Norwegian Cruise Line

Norwegian Prima • Norwegian Cruise Line

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

Nov 22, 2026 → Nov 29, 2026 • San Juan ↔

Lowest in 90 days $190 above typical ↘
$1,499 · $214/night · priced high · ↑15% above typical
Virgin Voyages

Valiant Lady • Virgin Voyages

7-night Southern Caribbean Loop via Philipsburg, Bridgetown & Castries

Jan 16, 2027 → Jan 23, 2027 • San Juan ↔

Lowest in 30 days $140 above typical
$1,113 · $159/night · priced high · ↑14% above typical
Virgin Voyages

Valiant Lady • Virgin Voyages

8-night ABC Islands Loop via Oranjestad, Willemstad & Kralendijk

Jan 29, 2027 → Feb 6, 2027 • San Juan ↔

Lowest in 30 days $160 above typical
$1,272 · $159/night · priced high · ↑14% above typical
Virgin Voyages

Valiant Lady • Virgin Voyages

8-night Southern Caribbean Loop via Saint Thomas, Bridgetown & Kingstown

Mar 19, 2027 → Mar 27, 2027 • San Juan ↔

Lowest in 30 days $160 above typical
$1,272 · $159/night · priced high · ↑14% above typical