Crown Princess • Princess Cruises
7-night Eastern Caribbean Loop via San Juan, Saint Thomas & Philipsburg
Feb 19, 2027 → Feb 26, 2027 • Bridgetown ↔
From $1,194
$171/night
Great deal
↓28% below typical
View by
594 total
Coral Princess • Princess Cruises
10-night Eastern Caribbean Loop via Saint Thomas, Basseterre, Saint Kitts & Roseau
Nov 18, 2026 → Nov 28, 2026 • Fort Lauderdale ↔
From $1,044
$104/night
Great deal
↓27% below typical
Norwegian Sun • Norwegian Cruise Line
13-night Eastern Caribbean Arc via Kings Wharf, San Juan & Great Stirrup Cay
Oct 24, 2026 → Nov 6, 2026 • New York → Miami
From $1,469
$113/night
Great deal
↓29% below typical
Crown Princess • Princess Cruises
7-night Eastern Caribbean Loop via Saint Thomas, Philipsburg & Antigua
Jan 24, 2027 → Jan 31, 2027 • San Juan ↔
From $788
$113/night
Great deal
↓26% below typical
Crown Princess • Princess Cruises
7-night Eastern Caribbean Loop via Saint Thomas, Philipsburg & Antigua
Jan 10, 2027 → Jan 17, 2027 • San Juan ↔
From $738
$105/night
Good value
↓19% below typical
Crown Princess • Princess Cruises
7-night Eastern Caribbean Loop via Saint Thomas, Philipsburg & Antigua
Feb 21, 2027 → Feb 28, 2027 • San Juan ↔
From $738
$105/night
Good value
↓19% below typical
Regal Princess • Princess Cruises
7-night Bahamas Loop via Princess Cays & Saint Thomas
Feb 6, 2028 → Feb 13, 2028 • Miami ↔
From $900
$129/night
Great deal
↓25% below typical
Norwegian Prima • Norwegian Cruise Line
7-night Eastern Caribbean Loop via Saint Thomas, Basseterre, Saint Kitts & Philipsburg
Dec 11, 2027 → Dec 18, 2027 • San Juan ↔
From $1,189
$170/night
Great deal
↓26% below typical
Eurodam • Holland America
14-night Eastern Caribbean Loop via Grand Turk Island, San Juan & Cozumel
Nov 28, 2026 → Dec 12, 2026 • Fort Lauderdale ↔
From $1,384
$99/night
Great deal
↓27% 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
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
Carnival Firenze • Carnival Cruise Line
7-night Eastern Caribbean Loop via Saint Thomas & Celebration Key
Apr 4, 2027 → Apr 11, 2027 • Miami ↔
From $507
$72/night
Good value
↓14% 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
Coral Princess • Princess Cruises
10-night Eastern Caribbean Loop via Antigua, Philipsburg & Roseau
Nov 8, 2026 → Nov 18, 2026 • Fort Lauderdale ↔
From $1,094
$109/night
Great deal
↓23% below typical
Carnival Magic • Carnival Cruise Line
8-night Eastern Caribbean Loop via Half Moon Cay & San Juan
Nov 28, 2026 → Dec 6, 2026 • Miami ↔
From $526
$66/night
Great deal
↓22% 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
Carnival Firenze • Carnival Cruise Line
12-night Eastern Caribbean Arc via Saint Thomas, Frederiksted, Saint Croix & Oranjestad
Nov 2, 2027 → Nov 14, 2027 • Manhattan/New York → Port Canaveral
From $783
$65/night
Good value
↓15% below typical
Carnival Venezia • Carnival Cruise Line
7-night Eastern Caribbean Loop via Celebration Key & San Juan
Nov 1, 2026 → Nov 8, 2026 • Port Canaveral ↔
From $504
$72/night
Good value
↓19% below typical
Regal Princess • Princess Cruises
14-night Western Caribbean Loop via Princess Cays, Saint Thomas & Cozumel
Dec 5, 2027 → Dec 19, 2027 • Miami ↔
From $1,734
$124/night
Great deal
↓23% below typical