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Departures Itineraries
Virgin Voyages

Valiant Lady • Virgin Voyages

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

Dec 12, 2026 → Dec 19, 2026 • San Juan ↔

Lowest in 30 days $70 above typical
$1,183 · $169/night · typical price · ↑6% above typical
Norwegian Cruise Line

Norwegian Prima • Norwegian Cruise Line

7-night ABC Islands Loop via Tortola & Saint Thomas

Mar 14, 2027 → Mar 21, 2027 • San Juan ↔

Lowest in 30 days $80 above typical
$1,389 · $198/night · typical price · ↑6% above typical
Royal Caribbean International

Vision of the Seas • Royal Caribbean International

7-night Eastern Caribbean Loop via Charlotte Amalie, Saint Thomas, Cruz Bay, Saint John & Philipsburg

Jan 9, 2028 → Jan 16, 2028 • San Juan ↔

Lowest in 180 days
$771 · $110/night · typical price · ↑6% above typical
Royal Caribbean International

Grandeur of the Seas • Royal Caribbean International

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

Jul 17, 2027 → Jul 24, 2027 • San Juan ↔

Lowest in 180 days $52 above typical
$1,021 · $146/night · typical price · ↑5% 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

Jan 29, 2028 → Feb 5, 2028 • San Juan ↔

Lowest in 180 days
$729 · $104/night · typical price · ↑4% above typical
Norwegian Cruise Line

Norwegian Prima • Norwegian Cruise Line

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

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

Lowest in 30 days
$1,309 · $187/night · typical price · ↑4% above typical
Norwegian Cruise Line

Norwegian Prima • Norwegian Cruise Line

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

Mar 18, 2028 → Mar 25, 2028 • San Juan ↔

Lowest in 30 days
$1,359 · $194/night · typical price · ↑4% above typical
Norwegian Cruise Line

Norwegian Prima • Norwegian Cruise Line

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

Mar 25, 2028 → Apr 1, 2028 • San Juan ↔

Lowest in 30 days
$1,359 · $194/night · typical price · ↑4% above typical
Norwegian Cruise Line

Norwegian Prima • Norwegian Cruise Line

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

Apr 8, 2028 → Apr 15, 2028 • San Juan ↔

Lowest in 30 days
$1,359 · $194/night · typical price · ↑4% above typical
Royal Caribbean International

Vision of the Seas • Royal Caribbean International

7-night ABC Islands Loop via Charlotte Amalie, Saint Thomas & Kralendijk

Mar 12, 2028 → Mar 19, 2028 • San Juan ↔

Lowest in 180 days
$824 · $118/night · typical price · ↑4% above typical

Explora III

7-night Eastern Caribbean Arc via Charlotte Amalie, Saint Thomas & Cruz Bay, Saint John

Feb 12, 2027 → Feb 19, 2027 • San Juan → Miami

Lowest in 30 days
$5,270 · $753/night · typical price · ↑3% above typical
Royal Caribbean International

Vision of the Seas • Royal Caribbean International

7-night ABC Islands Loop via Charlotte Amalie, Saint Thomas & Kralendijk

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

Lowest in 180 days
$811 · $116/night · typical price · ↑2% above typical
Explora Journeys

Explora II • Explora Journeys

7-night Eastern Caribbean Arc via Tortola & Ocean Cay

Mar 12, 2028 → Mar 19, 2028 • San Juan → Miami

Lowest in 30 days
$4,020 · $574/night · typical price · ↑2% 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

Feb 26, 2028 → Mar 4, 2028 • San Juan ↔

Lowest in 180 days
$792 · $113/night · typical price · ↑2% 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

Mar 11, 2028 → Mar 18, 2028 • San Juan ↔

Lowest in 180 days
$830 · $119/night · typical price · ↑2% above typical
Royal Caribbean International

Vision of the Seas • Royal Caribbean International

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

Mar 26, 2028 → Apr 2, 2028 • San Juan ↔

Lowest in 180 days
$805 · $115/night · typical price · ↑1% above typical
Disney Cruise Line

Disney Dream • Disney Cruise Line

4-night Bahamas Loop via Lighthouse Point, Florida & Disney Castaway Cay

Apr 23, 2027 → Apr 27, 2027 • San Juan → Port Canaveral

Lowest in 90 days ↘
$1,587 · $397/night · typical price · ↑1% above typical

Explora III

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

Nov 29, 2026 → Dec 6, 2026 • San Juan → Miami

Lowest in 30 days
$4,880 · $697/night · typical price
Virgin Voyages

Valiant Lady • Virgin Voyages

7-night ABC Islands Loop via Oranjestad & Willemstad

Dec 5, 2026 → Dec 12, 2026 • San Juan ↔

Lowest in 90 days
$1,113 · $159/night · typical price
Virgin Voyages

Valiant Lady • Virgin Voyages

7-night Eastern Caribbean Loop via Road Town, Tortola, Bridgetown & Castries

Jan 2, 2027 → Jan 9, 2027 • San Juan ↔

Lowest in 90 days
$973 · $139/night · typical price