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
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2,187 total
MS Europa 2 • Hapag-Lloyd Cruises
14-night Eastern Caribbean Loop via San Juan, Saint-Barthélemy & Saint John's
Dec 7, 2027 → Dec 21, 2027 • Miami ↔
From $9,419
$673/night
Good value
↓15% 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
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
MSC Opera • MSC Cruises
3-night Eastern Caribbean Arc via Antigua & Road Town, Tortola
Mar 12, 2027 → Mar 15, 2027 • Fort-de-France → La Romana
From $719
$240/night
Good value
↓20% 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
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
Vision of the Seas • Royal Caribbean International
7-night Eastern Caribbean Loop via Charlotte Amalie, Saint Thomas, Frederiksted, Saint Croix & Philipsburg
Nov 8, 2026 → Nov 15, 2026 • San Juan ↔
From $550
$79/night
Great deal
↓23% below typical
Jewel of the Seas • Royal Caribbean International
4-night Eastern Caribbean Loop via Grand Turk Island
Feb 14, 2028 → Feb 18, 2028 • Fort Lauderdale ↔
From $455
$114/night
Good value
↓18% below typical
Seven Seas Splendor • Regent Seven Seas Cruises
16-night Eastern Caribbean Arc via Quebec, Sydney & Philipsburg
Oct 30, 2026 → Nov 15, 2026 • Montreal → Miami
From $7,897
$494/night
Regal Princess • Princess Cruises
14-night Itinerary P221398-TCGDT-BSNAS-USFLL-SXPHI-PRSJU-DOPOP-TCGDT
Nov 22, 2026 → Dec 6, 2026 • Fort Lauderdale ↔
From $1,370
$98/night
Good value
↓17% below typical
Sky Princess • Princess Cruises
7-night Eastern Caribbean Loop via Princess Cays & San Juan
Dec 12, 2027 → Dec 19, 2027 • Fort Lauderdale ↔
From $696
$99/night
Great deal
↓27% below typical
MSC Opera • MSC Cruises
14-night Eastern Caribbean Loop via Catalina Island, Oranjestad & Willemstad
Feb 28, 2028 → Mar 13, 2028 • La Romana ↔
From $909
$65/night
MSC Opera • MSC Cruises
14-night Eastern Caribbean Loop via Catalina Island, Spanish Town & Philipsburg
Mar 20, 2028 → Apr 3, 2028 • La Romana ↔
From $939
$67/night
MSC Opera • MSC Cruises
14-night Eastern Caribbean Loop via Catalina Island, Oranjestad & Willemstad
Mar 27, 2028 → Apr 10, 2028 • La Romana ↔
From $939
$67/night
MSC Opera • MSC Cruises
14-night Eastern Caribbean Loop via Catalina Island, Spanish Town & Philipsburg
Mar 6, 2028 → Mar 20, 2028 • La Romana ↔
From $879
$63/night
MSC Opera • MSC Cruises
14-night Eastern Caribbean Loop via Catalina Island, Oranjestad & Willemstad
Jan 17, 2028 → Jan 31, 2028 • La Romana ↔
From $709
$51/night
MSC Opera • MSC Cruises
14-night Eastern Caribbean Loop via Catalina Island, Spanish Town & Philipsburg
Jan 24, 2028 → Feb 7, 2028 • La Romana ↔
From $709
$51/night
MSC Opera • MSC Cruises
14-night Eastern Caribbean Loop via Catalina Island, Spanish Town & Philipsburg
Jan 10, 2028 → Jan 24, 2028 • La Romana ↔
From $649
$46/night