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Departures Itineraries
Holland America

Nieuw Statendam • Holland America

14-night Eastern Caribbean Loop: Nassau, Puerto Plata & Grand Turk Island

Feb 7, 2027 → Feb 21, 2027 • Fort Lauderdale ↔

Lowest in 30 days $170 above typical
$1,794 · $128/night · priced high · ↑10% above typical
Norwegian Cruise Line

Norwegian Aqua • Norwegian Cruise Line

6-night Eastern Caribbean Loop via Puerto Plata & Great Stirrup Cay

Apr 18, 2027 → Apr 24, 2027 • Miami ↔

Lowest in 30 days $101 above typical
$1,069 · $178/night · priced high · ↑10% above typical
Carnival Cruise Line

Carnival Vista • Carnival Cruise Line

7-night Eastern Caribbean Loop via Celebration Key & San Juan

Feb 19, 2028 → Feb 26, 2028 • Port Canaveral ↔

Lowest in 180 days $59 above typical
$628 · $90/night · priced high · ↑10% above typical
Norwegian Cruise Line

Norwegian Prima • Norwegian Cruise Line

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

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

Lowest in 30 days $130 above typical
$1,409 · $201/night · priced high · ↑10% above typical
Norwegian Cruise Line

Norwegian Pearl • Norwegian Cruise Line

10-night Eastern Caribbean Loop via Puerto Plata & Cruz Bay, Saint John

Dec 13, 2027 → Dec 23, 2027 • Philadelphia ↔

Lowest in 30 days $95 above typical
$1,049 · $105/night · priced high · ↑10% above typical
Norwegian Cruise Line

Norwegian Prima • Norwegian Cruise Line

10-night Eastern Caribbean Arc via Kings Wharf, Tortola & Basseterre, Saint Kitts

Nov 3, 2027 → Nov 13, 2027 • New York → San Juan

Lowest in 30 days $182 above typical
$2,009 · $201/night · typical price · ↑10% above typical
Norwegian Cruise Line

Norwegian Prima • Norwegian Cruise Line

7-night Eastern Caribbean Loop via Tortola & Saint Thomas

Mar 28, 2027 → Apr 4, 2027 • San Juan ↔

Lowest in 30 days $130 above typical ↘
$1,439 · $206/night · typical price · ↑10% above typical
Explora Journeys

Explora I • Explora Journeys

9-night Eastern Caribbean Loop via Puerto Plata, Cayo Levantado & San Juan

Jan 11, 2027 → Jan 20, 2027 • Miami ↔

Lowest in 30 days $520 above typical
$5,920 · $658/night · typical price · ↑10% 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 22, 2028 → Jan 29, 2028 • San Juan ↔

Lowest in 180 days $67 above typical
$767 · $110/night · typical price · ↑10% above typical
Explora Journeys

Explora I • Explora Journeys

7-night Eastern Caribbean Arc via Puerto Plata & Philipsburg

Jan 29, 2027 → Feb 5, 2027 • Miami → San Juan

Lowest in 30 days $400 above typical
$4,600 · $657/night · typical price · ↑10% above typical
Norwegian Cruise Line

Norwegian Dawn • Norwegian Cruise Line

10-night Eastern Caribbean Loop via Freeport, Grand Bahama, Nassau & Puerto Plata

Nov 29, 2027 → Dec 9, 2027 • Jacksonville ↔

Lowest in 30 days $91 above typical
$1,089 · $109/night · typical price · ↑9% 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 180 days $110 above typical ↘
$1,419 · $203/night · typical price · ↑8% above typical
Norwegian Cruise Line

Norwegian Bliss • Norwegian Cruise Line

12-night Eastern Caribbean Loop via Puerto Plata, San Juan & Basseterre, Saint Kitts

Mar 1, 2027 → Mar 13, 2027 • New York ↔

Lowest in 30 days $140 above typical
$1,819 · $152/night · typical price · ↑8% above typical
Disney Cruise Line

Disney Dream • Disney Cruise Line

7-night Eastern Caribbean Loop via Philipsburg & Disney Castaway Cay

Feb 19, 2027 → Feb 26, 2027 • Fort Lauderdale ↔

Lowest in 90 days $176 above typical
$2,363 · $338/night · typical price · ↑8% above typical
Norwegian Cruise Line

Norwegian Dawn • Norwegian Cruise Line

12-night Eastern Caribbean Loop via Great Stirrup Cay, Puerto Plata & Cruz Bay, Saint John

Jan 2, 2028 → Jan 14, 2028 • Jacksonville ↔

Lowest in 30 days $102 above typical
$1,389 · $116/night · typical price · ↑8% above typical

Explora III

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

Jan 29, 2027 → Feb 5, 2027 • San Juan → Miami

Lowest in 30 days $405 above typical
$5,565 · $795/night · typical price · ↑8% above typical

Explora III

8-night Eastern Caribbean Loop via Charlotte Amalie, Saint Thomas, Road Bay & Saint-Pierre

Jan 21, 2027 → Jan 29, 2027 • Miami → San Juan

Lowest in 30 days $433 above typical
$6,330 · $791/night · typical price · ↑7% above typical
Royal Caribbean International

Vision of the Seas • Royal Caribbean International

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

Feb 27, 2028 → Mar 5, 2028 • San Juan ↔

Lowest in 180 days $53 above typical
$784 · $112/night · typical price · ↑7% above typical
Virgin Voyages

Valiant Lady • Virgin Voyages

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

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

Lowest in 90 days $70 above typical
$1,043 · $149/night · typical price · ↑7% above typical
Virgin Voyages

Valiant Lady • Virgin Voyages

7-night ABC Islands Loop via Oranjestad & Willemstad

Feb 27, 2027 → Mar 6, 2027 • San Juan ↔

Lowest in 90 days $70 above typical
$1,043 · $149/night · typical price · ↑7% above typical