Silver Shadow • Silversea Cruises
12-night Eastern Caribbean Loop via San Juan, Saint-Barthélemy & Little Bay
Nov 18, 2026 → Nov 30, 2026 • Miami ↔
From $7,400
$617/night
View by
930 total
Emerald Princess • Princess Cruises
7-night Eastern Caribbean Loop via Saint Thomas & Basseterre, Saint Kitts
Jan 23, 2028 → Jan 30, 2028 • San Juan ↔
From $794
$113/night
Good value
↓15% below typical
Celebrity Beyond • Celebrity Cruises
7-night Eastern Caribbean Loop via Puerto Plata & Charlotte Amalie, Saint Thomas
Mar 14, 2027 → Mar 21, 2027 • Fort Lauderdale ↔
From $982
$140/night
Typical price
↓6% below typical
MSC Seashore • MSC Cruises
14-night Eastern Caribbean Loop via Philipsburg, Basseterre, Saint Kitts & Ocean Cay
Feb 12, 2028 → Feb 26, 2028 • Miami ↔
From $1,358
$97/night
Typical price
↓6% below typical
Celebrity Apex • Celebrity Cruises
7-night Eastern Caribbean Loop via Puerto Plata & Charlotte Amalie, Saint Thomas
Jan 16, 2027 → Jan 23, 2027 • Port Canaveral ↔
From $864
$123/night
Good value
↓11% below typical
Emerald Princess • Princess Cruises
14-night Eastern Caribbean Loop via Saint Thomas, Philipsburg & Antigua
Jan 16, 2028 → Jan 30, 2028 • San Juan ↔
From $1,591
$114/night
Good value
↓15% below typical
Oceania Sonata • Oceania Cruises
10-night Eastern Caribbean Loop via San Juan, Charlotte Amalie, Saint Thomas & Basseterre, Saint Kitts
Feb 2, 2028 → Feb 12, 2028 • Miami ↔
From $4,799
$480/night
Typical price
↓2% below typical
MSC Meraviglia • MSC Cruises
7-night Eastern Caribbean Loop via Pointe-à-Pitre, Antigua & Philipsburg
Dec 4, 2027 → Dec 11, 2027 • Fort-de-France ↔
From $890
$127/night
Typical price
↓7% below typical
Vision of the Seas • Royal Caribbean International
7-night Eastern Caribbean Loop via Tortola, Cruz Bay, Saint John & Roseau
Mar 14, 2027 → Mar 21, 2027 • San Juan ↔
From $709
$101/night
Good value
↓11% below typical
Rotterdam • Holland America
21-night Eastern Caribbean Loop via Philipsburg, Antigua & Roseau
Dec 1, 2026 → Dec 22, 2026 • Fort Lauderdale ↔
From $2,069
$99/night
Good value
↓12% below typical
Regal Princess • Princess Cruises
14-night Eastern Caribbean Loop via Cozumel & Princess Cays
Jan 23, 2028 → Feb 6, 2028 • Miami ↔
From $1,673
$120/night
Typical price
↓5% below typical
Celebrity Ascent • Celebrity Cruises
11-night Eastern Caribbean Loop via Philipsburg, Saint John's & Castries
Jan 25, 2027 → Feb 5, 2027 • Fort Lauderdale ↔
From $1,543
$140/night
Typical price
↓5% below typical
Queen Mary 2 • Cunard Line
20-night Southern Caribbean Arc via Basseterre, Saint Kitts, Castries & Bridgetown
Mar 6, 2028 → Mar 26, 2028 • New York → Southampton
From $3,808
$190/night
Typical price
↓5% below typical
Britannia • P&O Cruises
13-night Eastern Caribbean Arc via Castries & Basseterre, Saint Kitts
Mar 20, 2027 → Apr 2, 2027 • Bridgetown → Southampton
From $1,485
$114/night
Good value
↓12% below typical
Iona • P&O Cruises
14-night Eastern Caribbean Loop via Saint George's, Castries & Bridgetown
Jan 15, 2028 → Jan 29, 2028 • Antigua ↔
From $2,499
$179/night
Typical price
↓3% below typical
Britannia • P&O Cruises
14-night Southern Caribbean Loop via Oranjestad, Curaçao & Kingstown
Dec 12, 2026 → Dec 26, 2026 • Bridgetown ↔
From $2,228
$159/night
Typical price
↓6% below typical
Queen Mary 2 • Cunard Line
20-night Southern Caribbean Arc via New York, Saint Thomas & Basseterre, Saint Kitts
Nov 12, 2027 → Dec 2, 2027 • Southampton → New York
From $2,957
$148/night
Typical price
↓5% below typical
Silver Shadow • Silversea Cruises
11-night Eastern Caribbean Loop via San Juan, Saint-Barthélemy & Little Bay
Nov 7, 2026 → Nov 18, 2026 • Miami ↔
From $7,000
$636/night
Celebrity Xcel • Celebrity Cruises
7-night Eastern Caribbean Loop via Puerto Plata & Charlotte Amalie, Saint Thomas
Feb 13, 2028 → Feb 20, 2028 • Fort Lauderdale ↔
From $952
$136/night
Typical price
↓5% below typical
Arvia • P&O Cruises
22-night Transatlantic Crossing via Antigua, Castries & Saint George's
Mar 6, 2027 → Mar 28, 2027 • Antigua → Southampton
From $2,674
$122/night
Typical price
↓4% below typical