Celebrity Ascent • Celebrity Cruises
10-night Southern Caribbean Loop via Philipsburg, Castries & Saint George's
Dec 4, 2026 → Dec 14, 2026 • Fort Lauderdale ↔
From $1,413
$141/night
Typical price
↓4% below typical
View by
286 total
Silver Dawn • Silversea Cruises
11-night Southern Caribbean Loop via Jost Van Dyke, Saint-Barthélemy & Roseau
Jan 25, 2028 → Feb 5, 2028 • San Juan ↔
From $6,700
$609/night
Silver Spirit • Silversea Cruises
11-night Southern Caribbean Loop via Castries, Deshaies & Antigua
Jan 4, 2027 → Jan 15, 2027 • Bridgetown ↔
From $7,700
$700/night
Iona • P&O Cruises
14-night Southern Caribbean Loop via Tortola, Philipsburg & Fort-de-France
Feb 7, 2028 → Feb 21, 2028 • Basseterre, Saint Kitts ↔
From $2,566
$183/night
Typical price
↓3% below typical
MSC Seaview • MSC Cruises
7-night Southern Caribbean Loop via Castries, Bridgetown & Kingstown
Feb 7, 2027 → Feb 14, 2027 • Pointe-à-Pitre ↔
From $1,882
$269/night
MSC Seaview • MSC Cruises
7-night Southern Caribbean Loop via Pointe-à-Pitre, Castries & Bridgetown
Jan 9, 2027 → Jan 16, 2027 • Fort-de-France ↔
From $965
$138/night
Crown Princess • Princess Cruises
7-night Eastern Caribbean Loop via Saint Thomas, Basseterre, Saint Kitts & Roseau
Feb 14, 2027 → Feb 21, 2027 • San Juan ↔
From $889
$127/night
Typical price
↓3% below typical
MSC Seaview • MSC Cruises
7-night Southern Caribbean Loop via Bridgetown, Kingstown & Saint George
Dec 27, 2026 → Jan 3, 2027 • Pointe-à-Pitre ↔
From $1,399
$200/night
Oceania Marina • Oceania Cruises
12-night Southern Caribbean Loop via Oranjestad, Willemstad & Kralendijk
Jan 26, 2028 → Feb 7, 2028 • Miami ↔
From $3,799
$317/night
Seven Seas Prestige • Regent Seven Seas Cruises
12-night Southern Caribbean Arc via Panama Canal, Cartagena & Oranjestad
Mar 14, 2028 → Mar 26, 2028 • Panamá, Ciudad de → Miami
From $8,675
$723/night
Celebrity Constellation • Celebrity Cruises
7-night Southern Caribbean Loop via Tortola, Basseterre, Saint Kitts & Roseau
Dec 19, 2026 → Dec 26, 2026 • San Juan ↔
From $749
$107/night
Typical price
↓3% below typical
Seven Seas Prestige • Regent Seven Seas Cruises
10-night Southern Caribbean Arc via Charlotte Amalie, Saint Thomas, Roseau & Bridgetown
Mar 20, 2027 → Mar 30, 2027 • Miami → San Juan
From $6,940
$694/night
Seven Seas Grandeur • Regent Seven Seas Cruises
10-night Southern Caribbean Loop via Saint George's, Kingstown & Castries
Jan 15, 2028 → Jan 25, 2028 • Bridgetown ↔
From $6,814
$681/night
Norwegian Viva • Norwegian Cruise Line
7-night Southern Caribbean Loop via Basseterre, Saint Kitts & Castries
Dec 5, 2027 → Dec 12, 2027 • San Juan ↔
From $1,099
$157/night
Typical price
↓4% below typical
MSC Seaview • MSC Cruises
14-night Southern Caribbean Loop via Kingstown, Saint George's & Fort-de-France
Feb 9, 2027 → Feb 23, 2027 • Bridgetown ↔
From $2,022
$144/night
MSC Meraviglia • MSC Cruises
7-night Southern Caribbean Loop via Pointe-à-Pitre, Castries & Bridgetown
Apr 1, 2028 → Apr 8, 2028 • Fort-de-France ↔
From $1,179
$168/night
MSC Meraviglia • MSC Cruises
7-night Southern Caribbean Loop via Castries, Bridgetown & Kingstown
Apr 2, 2028 → Apr 9, 2028 • Pointe-à-Pitre ↔
From $1,172
$167/night
Silver Spirit • Silversea Cruises
8-night Southern Caribbean Loop via Port Elizabeth, Bequia, Fort-de-France & Roseau
Dec 19, 2026 → Dec 27, 2026 • Bridgetown ↔
From $8,400
$1,050/night
Silver Spirit • Silversea Cruises
8-night Southern Caribbean Loop via Port Elizabeth, Bequia, Fort-de-France & Deshaies
Dec 27, 2026 → Jan 4, 2027 • Bridgetown ↔
From $8,100
$1,013/night
Silver Nova • Silversea Cruises
8-night Southern Caribbean Arc via Soufriere, Port Elizabeth, Bequia & Saint George's
Dec 21, 2026 → Dec 29, 2026 • Bridgetown → San Juan
From $6,800
$850/night