Cunard Line

Queen Mary 2 • Cunard Line

13-night Southern Caribbean Arc via Road Town, Tortola, Basseterre, Saint Kitts & Castries

Dec 22, 2028 → Jan 4, 2029 • New York ↔

Lowest in 180 days $1,488 above typical
$3,748 · $288/night · priced high · ↑66% above typical
P&O Cruises

Iona • P&O Cruises

14-night Southern Caribbean Loop via Philipsburg, Fort-de-France & Antigua

Dec 13, 2027 → Dec 27, 2027 • Basseterre, Saint Kitts ↔

Lowest in 30 days $1,486 above typical
$3,755 · $268/night · priced high · ↑65% above typical
Carnival Cruise Line

Carnival Magic • Carnival Cruise Line

8-night Eastern Caribbean Loop via Half Moon Cay & San Juan

Dec 18, 2027 → Dec 26, 2027 • Miami ↔

Lowest in 180 days $397 above typical
$1,016 · $127/night · priced high · ↑64% above typical
Disney Cruise Line

Disney Dream • Disney Cruise Line

7-night ABC Islands Loop via Curaçao & Cruz Bay, Saint John

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

Lowest in 30 days $1,425 above typical
$3,749 · $536/night · priced high · ↑61% above typical
P&O Cruises

Arvia • P&O Cruises

14-night Southern Caribbean Loop via Philipsburg, Roseau & Antigua

Dec 20, 2027 → Jan 3, 2028 • Basseterre, Saint Kitts ↔

Lowest in 30 days $1,527 above typical
$4,093 · $292/night · priced high · ↑60% above typical
P&O Cruises

Britannia • P&O Cruises

14-night Southern Caribbean Loop via Philipsburg, Antigua & Basseterre, Saint Kitts

Mar 5, 2027 → Mar 19, 2027 • Bridgetown ↔

Lowest in 30 days $1,013 above typical
$2,836 · $203/night · priced high · ↑56% above typical
Virgin Voyages

Brilliant Lady • Virgin Voyages

10-night Eastern Caribbean Loop via Philipsburg, Basseterre, Saint Kitts & Cruz Bay, Saint John

Dec 28, 2026 → Jan 7, 2027 • Miami ↔

Lowest in 90 days $700 above typical
$1,990 · $199/night · priced high · ↑54% above typical
Royal Caribbean International

Star of the Seas • Royal Caribbean International

7-night Eastern Caribbean Loop via Coco Cay & Charlotte Amalie, Saint Thomas

Dec 27, 2026 → Jan 3, 2027 • Port Canaveral ↔

Lowest in 180 days $814 above typical
$2,394 · $342/night · priced high · ↑52% above typical
P&O Cruises

Britannia • P&O Cruises

14-night Southern Caribbean Loop via Philipsburg, Antigua & Basseterre, Saint Kitts

Mar 6, 2027 → Mar 20, 2027 • Bridgetown ↔

Lowest in 30 days $878 above typical
$2,701 · $193/night · priced high · ↑48% above typical
P&O Cruises

Iona • P&O Cruises

14-night Southern Caribbean Loop via Tortola, Philipsburg & Fort-de-France

Nov 15, 2027 → Nov 29, 2027 • Basseterre, Saint Kitts ↔

Lowest in 30 days $752 above typical
$2,566 · $183/night · priced high · ↑41% above typical
Royal Caribbean International

Hero Of The Seas • Royal Caribbean International

7-night Eastern Caribbean Loop via Philipsburg & Coco Cay

Nov 20, 2027 → Nov 27, 2027 • Miami ↔

Lowest in 180 days $654 above typical
$2,287 · $327/night · priced high · ↑40% above typical
P&O Cruises

Iona • P&O Cruises

14-night Eastern Caribbean Loop via Castries, Saint George's & Bridgetown

Dec 18, 2027 → Jan 1, 2028 • Antigua ↔

Lowest in 30 days $905 above typical
$3,174 · $227/night · priced high · ↑40% above typical
P&O Cruises

Iona • P&O Cruises

14-night Eastern Caribbean Loop via Tortola, Philipsburg & Antigua

Dec 27, 2027 → Jan 10, 2028 • Basseterre, Saint Kitts ↔

Lowest in 30 days $905 above typical
$3,174 · $227/night · priced high · ↑40% above typical
Virgin Voyages

Valiant Lady • Virgin Voyages

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

Nov 7, 2026 → Nov 14, 2026 • San Juan ↔

Lowest in 30 days $420 above typical
$1,533 · $219/night · priced high · ↑38% above typical
Cunard Line

Queen Mary 2 • Cunard Line

21-night Eastern Caribbean Arc via Road Town, Tortola, Basseterre, Saint Kitts & Castries

Dec 22, 2028 → Jan 12, 2029 • New York → Southampton

Lowest in 180 days $1,312 above typical
$4,963 · $236/night · priced high · ↑36% 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

Jun 27, 2026 → Jul 4, 2026 • San Juan ↔

Lowest in 30 days $396 above typical
$1,504 · $215/night · priced high · ↑36% above typical
Royal Caribbean International

Harmony of the Seas • Royal Caribbean International

7-night Eastern Caribbean Loop via Coco Cay & Charlotte Amalie, Saint Thomas

Aug 7, 2027 → Aug 14, 2027 • Port Canaveral ↔

Lowest in 180 days $357 above typical
$1,368 · $195/night · priced high · ↑35% above typical
Cunard Line

Queen Elizabeth • Cunard Line

14-night Transatlantic Crossing via Saint Thomas, Basseterre, Saint Kitts & Kingstown

Dec 23, 2027 → Jan 6, 2028 • Miami ↔

Lowest in 180 days $628 above typical
$2,405 · $172/night · priced high · ↑35% above typical
P&O Cruises

Iona • P&O Cruises

14-night Southern Caribbean Loop via Basseterre, Saint Kitts, Philipsburg & Fort-de-France

Mar 3, 2028 → Mar 17, 2028 • Bridgetown ↔

Lowest in 30 days $698 above typical
$2,674 · $191/night · priced high · ↑35% above typical
Cunard Line

Queen Mary 2 • Cunard Line

20-night Eastern Caribbean Arc via New York, Road Town, Tortola & Basseterre, Saint Kitts

Dec 15, 2028 → Jan 4, 2029 • Southampton → New York

Lowest in 180 days $1,196 above typical
$4,673 · $234/night · priced high · ↑34% above typical