Celebrity Constellation • Celebrity Cruises
7-night Southern Caribbean Loop via Tortola, Basseterre, Saint Kitts & Roseau
Dec 12, 2026 → Dec 19, 2026 • San Juan ↔
From $678
$97/night
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360 total
Celebrity Ascent • Celebrity Cruises
10-night Southern Caribbean Loop via Philipsburg, Castries & Saint George's
Dec 14, 2026 → Dec 24, 2026 • Fort Lauderdale ↔
From $1,068
$107/night
Star Pride • Windstar Cruises
7-night Southern Caribbean Loop via Saint George's, Port Elizabeth, Bequia & Terre-de-Haut
Dec 20, 2026 → Dec 27, 2026 • San Juan ↔
Price unavailable
Aurora • P&O Cruises
75-night Transatlantic Crossing via Funchal, Madeira, Panama Canal & Cozumel
Jan 3, 2027 → Mar 19, 2027 • Southampton ↔
From $11,350
$151/night
Typical price
Spirit Of Adventure • Saga River Cruises (Saga Cruises)
73-night Transatlantic Crossing via Las Palmas de Gran Canaria, Praia & Panama Canal
Jan 7, 2027 → Mar 21, 2027 • Portsmouth ↔
Price unavailable
Celebrity Constellation • Celebrity Cruises
7-night Eastern Caribbean Loop via Charlotte Amalie, Saint Thomas, Philipsburg & Saint John's
Jan 9, 2027 → Jan 16, 2027 • San Juan ↔
From $614
$88/night
Celebrity Ascent • Celebrity Cruises
10-night Southern Caribbean Loop via Philipsburg, Castries & Saint George's
Feb 5, 2027 → Feb 15, 2027 • Fort Lauderdale ↔
From $1,574
$157/night
Celebrity Constellation • Celebrity Cruises
7-night Southern Caribbean Loop via Charlotte Amalie, Saint Thomas, Saint John's & Roseau
Feb 6, 2027 → Feb 13, 2027 • San Juan ↔
From $617
$88/night
Celebrity Eclipse • Celebrity Cruises
11-night Southern Caribbean Loop via Basseterre, Saint Kitts, Castries & Bridgetown
Feb 8, 2027 → Feb 19, 2027 • Fort Lauderdale ↔
From $1,672
$152/night
Vision of the Seas • Royal Caribbean International
7-night Southern Caribbean Loop via Charlotte Amalie, Saint Thomas, Cruz Bay, Saint John & Fort-de-France
Feb 28, 2027 → Mar 7, 2027 • San Juan ↔
From $699
$100/night
Celebrity Eclipse • Celebrity Cruises
11-night Southern Caribbean Loop via Basseterre, Saint Kitts, Castries & Bridgetown
Mar 22, 2027 → Apr 2, 2027 • Fort Lauderdale ↔
From $1,498
$136/night
Celebrity Summit • Celebrity Cruises
9-night Southern Caribbean Loop via Saint John's, Castries & Saint George's
Oct 29, 2027 → Nov 7, 2027 • San Juan ↔
From $786
$87/night
Celebrity Summit • Celebrity Cruises
7-night Eastern Caribbean Loop via Charlotte Amalie, Saint Thomas, Basseterre, Saint Kitts & Saint John's
Nov 28, 2027 → Dec 5, 2027 • San Juan ↔
From $567
$81/night
Iona • P&O Cruises
14-night Southern Caribbean Loop via Saint George's, Castries & Bridgetown
Dec 4, 2027 → Dec 18, 2027 • Antigua ↔
From $2,269
$162/night
Typical price
Vision of the Seas • Royal Caribbean International
7-night Southern Caribbean Loop via Bridgetown, Saint George's & Roseau
Dec 5, 2027 → Dec 12, 2027 • San Juan ↔
From $679
$97/night
Vision of the Seas • Royal Caribbean International
8-night Eastern Caribbean Loop via Charlotte Amalie, Saint Thomas, Cruz Bay, Saint John & Roseau
Dec 19, 2027 → Dec 27, 2027 • San Juan ↔
From $1,178
$147/night
Celebrity Ascent • Celebrity Cruises
11-night Eastern Caribbean Loop via Philipsburg, Castries & Saint George's
Dec 23, 2027 → Jan 3, 2028 • Fort Lauderdale ↔
From $2,197
$200/night
Aurora • P&O Cruises
75-night Transatlantic Crossing via Southampton, Las Palmas de Gran Canaria & Panama Canal
Jan 3, 2028 → Mar 18, 2028 • Southampton ↔
Price unavailable
Vision of the Seas • Royal Caribbean International
7-night Southern Caribbean Loop via Bridgetown, Saint George's & Kingstown
Jan 30, 2028 → Feb 6, 2028 • San Juan ↔
From $729
$104/night
Vision of the Seas • Royal Caribbean International
7-night Southern Caribbean Loop via Bridgetown, Saint George's & Castries
Feb 27, 2028 → Mar 5, 2028 • San Juan ↔
From $784
$112/night