MSC Opera • MSC Cruises
14-night Eastern Caribbean Loop via Catalina Island, Oranjestad & Willemstad
Feb 14, 2028 → Feb 28, 2028 • La Romana ↔
From $969
$69/night
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360 total
MSC Opera • MSC Cruises
14-night Eastern Caribbean Loop via Catalina Island, Spanish Town & Philipsburg
Feb 21, 2028 → Mar 6, 2028 • La Romana ↔
From $969
$69/night
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
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
↓25% below typical
Crown Princess • Princess Cruises
7-night Eastern Caribbean Loop via Saint Thomas, Basseterre, Saint Kitts & Roseau
Mar 14, 2027 → Mar 21, 2027 • San Juan ↔
From $839
$120/night
Good value
↓17% below typical
Seabourn Ovation • Seabourn
14-night Eastern Caribbean Loop via Rodney Bay, Little Bay & South Friars Bay
Nov 28, 2026 → Dec 12, 2026 • Bridgetown ↔
From $6,998
$500/night
Good value
↓17% 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
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
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
MSC Opera • MSC Cruises
14-night Eastern Caribbean Loop via Catalina Island, Spanish Town & Philipsburg
Nov 29, 2027 → Dec 13, 2027 • La Romana ↔
From $649
$46/night
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
Iona • P&O Cruises
14-night Eastern Caribbean Loop via Basseterre, Saint Kitts, Tortola & Philipsburg
Jan 7, 2028 → Jan 21, 2028 • Bridgetown ↔
From $2,363
$169/night
Typical price
↓8% below typical
Iona • P&O Cruises
14-night Eastern Caribbean Loop via Basseterre, Saint Kitts, Tortola & Philipsburg
Jan 8, 2028 → Jan 22, 2028 • Bridgetown ↔
From $2,363
$169/night
Typical price
↓8% below typical
Carnival Venezia • Carnival Cruise Line
14-night Eastern Caribbean Loop via Saint Thomas, Antigua & Roseau
Nov 29, 2026 → Dec 13, 2026 • Port Canaveral ↔
From $995
$71/night
Good value
↓13% below typical
Emerald Princess • Princess Cruises
14-night Eastern Caribbean Loop via Tortola, Basseterre, Saint Kitts & Roseau
Feb 6, 2028 → Feb 20, 2028 • San Juan ↔
From $1,616
$115/night
Good value
↓17% 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 $1,576
$113/night
Good value
↓14% below typical
Arvia • P&O Cruises
14-night Eastern Caribbean Loop via Fort-de-France, Basseterre, Saint Kitts & Tortola
Nov 21, 2026 → Dec 5, 2026 • Bridgetown ↔
From $1,863
$133/night
Good value
↓14% below typical
Seabourn Ovation • Seabourn
7-night Southern Caribbean Arc via Tortola, South Friars Bay & Les Trois-Îlets
Jan 30, 2027 → Feb 6, 2027 • Philipsburg → Bridgetown
From $4,198
$600/night
Good value
↓13% below typical
Crown Princess • Princess Cruises
7-night Southern Caribbean Arc via Philipsburg, Fort-de-France & Roseau
Feb 28, 2027 → Mar 7, 2027 • San Juan ↔
From $793
$113/night
Good value
↓14% 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 $1,589
$114/night
Good value
↓13% below typical