Cunard Line

Queen Mary 2 • Cunard Line

13-night Southern Caribbean Loop via Basseterre, Saint Kitts, Castries & Bridgetown

Dec 21, 2027 → Jan 3, 2028 • New York ↔

Lowest in 180 days $144 above typical
$2,381 · $183/night · typical price · ↑6% above typical

Vista

22-night Eastern Caribbean Arc: Charlotte Amalie, Saint Thomas, Saint-Barthélemy & Cozumel

Dec 16, 2028 → Jan 7, 2029 • Miami ↔

Lowest in 180 days $572 above typical
$9,999 · $455/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
Oceania Cruises

Oceania Sonata • Oceania Cruises

12-night Eastern Caribbean Arc: Charlotte Amalie, Saint Thomas, Philipsburg & Saint John's

Jan 11, 2029 → Jan 23, 2029 • Miami ↔

Lowest in 180 days
$6,199 · $517/night · typical price · ↑5% above typical
Oceania Cruises

Oceania Sonata • Oceania Cruises

14-night Southern Caribbean Arc: Charlotte Amalie, Saint Thomas, Cruz Bay, Saint John & Roseau

Feb 22, 2029 → Mar 8, 2029 • Miami ↔

Lowest in 180 days
$7,199 · $514/night · typical price · ↑4% above typical

Vista

11-night Southern Caribbean Arc: San Juan, Cruz Bay, Saint John & Castries

Mar 2, 2029 → Mar 13, 2029 • Miami ↔

Lowest in 180 days
$4,999 · $454/night · typical price · ↑4% above typical

Vista

11-night Southern Caribbean Arc: San Juan, Cruz Bay, Saint John & Castries

Mar 20, 2029 → Mar 31, 2029 • Miami ↔

Lowest in 180 days
$4,999 · $454/night · typical price · ↑4% above typical

Vista

11-night Southern Caribbean Arc: Oranjestad, Willemstad & Kralendijk

Dec 5, 2028 → Dec 16, 2028 • Miami ↔

Lowest in 180 days
$4,799 · $436/night · typical price · ↑2% above typical
Oceania Cruises

Oceania Sonata • Oceania Cruises

19-night Eastern Caribbean Arc: Charlotte Amalie, Saint Thomas, Philipsburg & Cozumel

Jan 11, 2029 → Jan 30, 2029 • Miami ↔

Lowest in 180 days
$9,499 · $500/night · typical price · ↑1% above typical
Carnival Cruise Line

Carnival Firenze • Carnival Cruise Line

14-night Southern Caribbean Arc: Philipsburg, Antigua & Castries

Feb 20, 2028 → Mar 5, 2028 • Port Canaveral ↔

Lowest in 180 days
$1,143 · $82/night · typical price
Virgin Voyages

Scarlet Lady • Virgin Voyages

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

Nov 12, 2027 → Nov 20, 2027 • San Juan ↔

Lowest in 180 days
$952 · $119/night · typical price
Virgin Voyages

Scarlet Lady • Virgin Voyages

6-night Southern Caribbean Loop via Kingstown & Bridgetown

Jan 2, 2028 → Jan 8, 2028 • San Juan ↔

Lowest in 180 days
$654 · $109/night · typical price
Royal Caribbean International

Vision of the Seas • Royal Caribbean International

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

Feb 13, 2028 → Feb 20, 2028 • San Juan ↔

Lowest in 180 days
$731 · $104/night · typical price
Virgin Voyages

Scarlet Lady • Virgin Voyages

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

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

Lowest in 180 days
$903 · $129/night · typical price
Regent Seven Seas Cruises

Seven Seas Grandeur • Regent Seven Seas Cruises

10-night Eastern Caribbean Loop via Kingstown, Castries & Fort-de-France

Jan 25, 2028 → Feb 4, 2028 • Bridgetown ↔

$6,040 · $604/night · good value · ↓15% below typical
Princess Cruises

Emerald Princess • Princess Cruises

14-night Eastern Caribbean Loop via Saint Thomas, Philipsburg & Antigua

Dec 19, 2027 → Jan 2, 2028 • San Juan ↔

9% below typical
$1,791 · $128/night · typical price · ↓9% below typical
P&O Cruises

Arvia • P&O Cruises

14-night Eastern Caribbean Loop via Basseterre, Saint Kitts, Tortola & Philipsburg

Feb 11, 2028 → Feb 25, 2028 • Bridgetown ↔

$2,296 · $164/night · typical price · ↓7% below typical
P&O Cruises

Arvia • P&O Cruises

14-night Eastern Caribbean Loop via Basseterre, Saint Kitts, Tortola & Philipsburg

Feb 12, 2028 → Feb 26, 2028 • Bridgetown ↔

$2,296 · $164/night · typical price · ↓7% below typical
Carnival Cruise Line

Carnival Miracle • Carnival Cruise Line

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

Mar 25, 2028 → Apr 8, 2028 • Baltimore ↔

Lowest in 30 days
$1,602 · $114/night · typical price
Princess Cruises

Emerald Princess • Princess Cruises

14-night Eastern Caribbean Loop via Tortola, Basseterre, Saint Kitts & Roseau

Nov 28, 2027 → Dec 12, 2027 • San Juan ↔

7% below typical
$1,616 · $115/night · typical price · ↓7% below typical