Star Pride • Windstar Cruises
7-night Eastern Caribbean Loop via Cruz Bay, Saint John, Saint-Barthélemy & Basseterre, Saint Kitts
Dec 13, 2026 → Dec 20, 2026 • San Juan ↔
Price unavailable
Price unavailable
View by
888 total
Celebrity Beyond • Celebrity Cruises
7-night Eastern Caribbean Loop via Basseterre, Saint Kitts & Coco Cay
Dec 20, 2026 → Dec 27, 2026 • Fort Lauderdale ↔
From $1,200
$1,200
·
$171/night
$171/night
Rhapsody of the Seas • Royal Caribbean International
7-night Eastern Caribbean Loop via Tortola, Philipsburg & Saint John's
Dec 26, 2026 → Jan 2, 2027 • San Juan ↔
From $906
$906
·
$129/night
$129/night
Celebrity Apex • Celebrity Cruises
7-night Eastern Caribbean Loop via Puerto Plata & Charlotte Amalie, Saint Thomas
Jan 2, 2027 → Jan 9, 2027 • Port Canaveral ↔
From $947
$947
·
$135/night
$135/night
Celebrity Constellation • Celebrity Cruises
7-night Southern Caribbean Loop via Charlotte Amalie, Saint Thomas, Basseterre, Saint Kitts & Roseau
Jan 2, 2027 → Jan 9, 2027 • San Juan ↔
From $833
$833
·
$119/night
$119/night
Rotterdam • Holland America
21-night Western Caribbean Loop via Half Moon Cay, Falmouth & Cozumel
Jan 2, 2027 → Jan 23, 2027 • Fort Lauderdale ↔
From $2,424
$2,424
·
$115/night
·
typical price
$115/night
Typical price
Odyssey of the Seas • Royal Caribbean International
11-night Eastern Caribbean Loop via Philipsburg & Cruz Bay, Saint John
Jan 3, 2027 → Jan 14, 2027 • Cape Liberty, NJ (NYC) ↔
From $1,320
$1,320
·
$120/night
$120/night
Vision of the Seas • Royal Caribbean International
7-night Eastern Caribbean Loop via Charlotte Amalie, Saint Thomas, Cruz Bay, Saint John & Roseau
Jan 3, 2027 → Jan 10, 2027 • San Juan ↔
From $609
$609
·
$87/night
$87/night
Rhapsody of the Seas • Royal Caribbean International
7-night Eastern Caribbean Loop via Frederiksted, Saint Croix, Philipsburg & Saint John's
Jan 9, 2027 → Jan 16, 2027 • San Juan ↔
From $497
$497
·
$71/night
$71/night
Vision of the Seas • Royal Caribbean International
7-night Eastern Caribbean Loop via Tortola, Cruz Bay, Saint John & Fort-de-France
Jan 17, 2027 → Jan 24, 2027 • San Juan ↔
From $568
$568
·
$81/night
$81/night
Rhapsody of the Seas • Royal Caribbean International
7-night Eastern Caribbean Loop via Tortola, Philipsburg & Saint John's
Jan 23, 2027 → Jan 30, 2027 • San Juan ↔
From $502
$502
·
$72/night
$72/night
Celebrity Ascent • Celebrity Cruises
11-night Eastern Caribbean Loop via Philipsburg, Saint John's & Castries
Jan 25, 2027 → Feb 5, 2027 • Fort Lauderdale ↔
From $1,417
$1,417
·
$129/night
$129/night
Celebrity Eclipse • Celebrity Cruises
10-night Southern Caribbean Loop via Saint John's, Castries & Bridgetown
Jan 29, 2027 → Feb 8, 2027 • Fort Lauderdale ↔
From $1,271
$1,271
·
$127/night
$127/night
Vision of the Seas • Royal Caribbean International
7-night Eastern Caribbean Loop via Tortola, Cruz Bay, Saint John & Roseau
Jan 31, 2027 → Feb 7, 2027 • San Juan ↔
From $494
$494
·
$71/night
$71/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 $1,743
$1,743
·
$158/night
$158/night
MSC Opera • MSC Cruises
14-night Eastern Caribbean Loop via Pointe-à-Pitre, Road Town, Tortola & La Romana
Feb 12, 2027 → Feb 26, 2027 • Fort-de-France ↔
From $1,748
$1,748
·
$125/night
·
typical price
$125/night
Typical price
Rhapsody of the Seas • Royal Caribbean International
7-night Eastern Caribbean Loop via Charlotte Amalie, Saint Thomas, Frederiksted, Saint Croix & Basseterre, Saint Kitts
Feb 13, 2027 → Feb 20, 2027 • San Juan ↔
From $556
$556
·
$79/night
$79/night
Celebrity Beyond • Celebrity Cruises
7-night Fort Lauderdale → Puerto Plata → Charlotte Amalie, Saint Thomas → Basseterre, Saint Kitts + 1 more
Feb 14, 2027 → Feb 21, 2027 • Fort Lauderdale ↔
Price unavailable
Price unavailable
Vision of the Seas • Royal Caribbean International
7-night Eastern Caribbean Loop via Tortola, Cruz Bay, Saint John & Philipsburg
Feb 14, 2027 → Feb 21, 2027 • San Juan ↔
From $522
$522
·
$75/night
$75/night
Celebrity Eclipse • Celebrity Cruises
9-night Eastern Caribbean Loop via Saint John's & Roseau
Feb 19, 2027 → Feb 28, 2027 • Fort Lauderdale ↔
From $1,249
$1,249
·
$139/night
$139/night