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
View by
436 total
Crown Princess • Princess Cruises
7-night Southern Caribbean Arc via Philipsburg, Fort-de-France & Roseau
Feb 28, 2027 → Mar 7, 2027 • San Juan ↔
From $743
$106/night
Good value
↓19% below typical
Celebrity Constellation • Celebrity Cruises
7-night Southern Caribbean Loop via Tortola, Basseterre, Saint Kitts & Roseau
Feb 27, 2027 → Mar 6, 2027 • San Juan ↔
From $641
$92/night
Good value
↓17% 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
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
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
Rhapsody of the Seas • Royal Caribbean International
7-night Eastern Caribbean Loop via Tortola, Philipsburg & Saint John's
Aug 15, 2026 → Aug 22, 2026 • San Juan ↔
From $749
$107/night
Great deal
↓24% 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
Valiant Lady • Virgin Voyages
7-night ABC Islands Loop via Oranjestad & Cruz Bay, Saint John
Feb 6, 2027 → Feb 13, 2027 • San Juan ↔
From $833
$119/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
Rhapsody of the Seas • Royal Caribbean International
7-night Eastern Caribbean Loop via Charlotte Amalie, Saint Thomas, Frederiksted, Saint Croix & Philipsburg
Nov 21, 2026 → Nov 28, 2026 • San Juan ↔
From $568
$81/night
Great deal
↓20% 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
Vision of the Seas • Royal Caribbean International
7-night Eastern Caribbean Loop via Charlotte Amalie, Saint Thomas, Frederiksted, Saint Croix & Philipsburg
Mar 7, 2027 → Mar 14, 2027 • San Juan ↔
From $569
$81/night
Good value
↓20% 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
7-night Eastern Caribbean Loop via Saint Thomas, Philipsburg & Antigua
Feb 7, 2027 → Feb 14, 2027 • San Juan ↔
From $785
$112/night
Good value
↓14% below typical
Scarlet Lady • Virgin Voyages
7-night ABC Islands Loop via Oranjestad & Cruz Bay, Saint John
Dec 4, 2027 → Dec 11, 2027 • San Juan ↔
From $833
$119/night
Good value
↓15% below typical
Scarlet Lady • Virgin Voyages
7-night Eastern Caribbean Loop via Philipsburg & Saint John's
Dec 11, 2027 → Dec 18, 2027 • San Juan ↔
From $833
$119/night
Good value
↓15% below typical
Emerald Princess • Princess Cruises
14-night Eastern Caribbean Loop via Saint Thomas, Philipsburg & Antigua
Dec 5, 2027 → Dec 19, 2027 • San Juan ↔
From $1,566
$112/night
Great deal
↓23% below typical