Britannia • P&O Cruises
15-night Southern Caribbean Arc via Santa Cruz de Tenerife, Philipsburg & Roseau
Oct 30, 2026 → Nov 14, 2026 • Southampton → Bridgetown
From $1,458
$97/night
Good value
↓18% below typical
View by
638 total
Arvia • P&O Cruises
14-night Eastern Caribbean Loop via Fort-de-France, Basseterre, Saint Kitts & Philipsburg
Dec 5, 2026 → Dec 19, 2026 • Bridgetown ↔
From $1,890
$135/night
Great deal
↓26% below typical
Grandeur of the Seas • Royal Caribbean International
7-night Eastern Caribbean Loop via Charlotte Amalie, Saint Thomas, Frederiksted, Saint Croix & Philipsburg
Sep 4, 2027 → Sep 11, 2027 • San Juan ↔
From $681
$97/night
Good value
↓17% below typical
Crown Princess • Princess Cruises
7-night Eastern Caribbean Loop via Saint Thomas, Philipsburg & Antigua
Mar 7, 2027 → Mar 14, 2027 • San Juan ↔
From $828
$118/night
Good value
↓18% below typical
Queen Elizabeth • Cunard Line
21-night Western Caribbean Loop via Cruz Bay, Saint John, Montego Bay & Cozumel
Nov 26, 2026 → Dec 17, 2026 • Miami ↔
From $1,887
$90/night
Good value
↓18% below typical
Crown Princess • Princess Cruises
14-night Southern Caribbean Loop via Philipsburg, Fort-de-France & Roseau
Feb 28, 2027 → Mar 14, 2027 • San Juan ↔
From $1,516
$108/night
Good value
↓17% below typical
Celebrity Constellation • Celebrity Cruises
7-night Eastern Caribbean Loop via Charlotte Amalie, Saint Thomas, Philipsburg & Saint John's
Feb 20, 2027 → Feb 27, 2027 • San Juan ↔
From $648
$93/night
Good value
↓16% below typical
Arvia • P&O Cruises
14-night Eastern Caribbean Loop via Basseterre, Saint Kitts, Philipsburg & Tortola
Dec 4, 2027 → Dec 18, 2027 • Bridgetown ↔
From $2,093
$150/night
Good value
↓18% below typical
Coral Princess • Princess Cruises
14-night Southern Caribbean Loop via Philipsburg, Basseterre, Saint Kitts & Roseau
Dec 6, 2027 → Dec 20, 2027 • Fort Lauderdale ↔
From $1,462
$104/night
Great deal
↓25% below typical
Queen Mary 2 • Cunard Line
35-night Transatlantic Crossing via Santa Cruz de Tenerife, Philipsburg & Saint George's
Jan 11, 2028 → Feb 15, 2028 • Southampton ↔
From $4,986
$142/night
Good value
↓16% below typical
Emerald Princess • Princess Cruises
14-night Eastern Caribbean Arc via Tortola, Basseterre, Saint Kitts & Fort-de-France
Dec 12, 2027 → Dec 26, 2027 • San Juan ↔
From $1,516
$108/night
Great deal
↓26% below typical
Vista
14-night Eastern Caribbean Arc via Charlotte Amalie, Saint Thomas, Tortola & Cruz Bay, Saint John
Oct 28, 2026 → Nov 11, 2026 • New York → Miami
From $5,185
$370/night
Great deal
↓23% below typical
Queen Mary 2 • Cunard Line
30-night Eastern Caribbean Arc via New York, Road Town, Tortola & Philipsburg
Dec 12, 2026 → Jan 11, 2027 • Southampton ↔
From $4,446
$148/night
Good value
↓16% below typical
Carnival Firenze • Carnival Cruise Line
10-night Eastern Caribbean Loop via Philipsburg, Basseterre, Saint Kitts & Castries
Mar 8, 2027 → Mar 18, 2027 • Miami ↔
From $736
$74/night
Good value
↓16% below typical
Carnival Firenze • Carnival Cruise Line
14-night Eastern Caribbean Loop via Saint Thomas, Antigua & Castries
Mar 19, 2028 → Apr 2, 2028 • Port Canaveral ↔
From $1,033
$74/night
Good value
↓16% below typical
Celebrity Eclipse • Celebrity Cruises
9-night Eastern Caribbean Loop via Philipsburg & Saint John's
Mar 11, 2028 → Mar 20, 2028 • Fort Lauderdale ↔
From $1,087
$121/night
Good value
↓16% below typical
Queen Mary 2 • Cunard Line
23-night Southern Caribbean Arc via Road Town, Tortola, Philipsburg & Bridgetown
Dec 19, 2026 → Jan 11, 2027 • New York → Southampton
From $3,449
$150/night
Good value
↓15% below typical
Crown Princess • Princess Cruises
14-night Eastern Caribbean Loop via Saint Thomas, Basseterre, Saint Kitts & Roseau
Feb 14, 2027 → Feb 28, 2027 • San Juan ↔
From $1,559
$111/night
Good value
↓15% below typical
Queen Elizabeth • Cunard Line
21-night Western Caribbean Loop via Georgetown, Grand Cayman, Montego Bay & Cozumel
Dec 8, 2026 → Dec 29, 2026 • Miami ↔
From $2,261
$108/night
Good value
↓15% below typical
Celebrity Ascent • Celebrity Cruises
10-night Southern Caribbean Loop via Philipsburg, Castries & Saint George's
Nov 13, 2026 → Nov 23, 2026 • Fort Lauderdale ↔
From $1,422
$142/night
Great deal
↓23% below typical