Crown Princess • Princess Cruises
7-night Southern Caribbean Loop via San Juan, Philipsburg & Fort-de-France
Jan 15, 2027 → Jan 22, 2027 • Bridgetown ↔
From $1,215
$174/night
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360 total
Crown Princess • Princess Cruises
5-night Eastern Caribbean Loop via Saint Thomas, Basseterre, Saint Kitts & Roseau
Jan 3, 2027 → Jan 8, 2027 • San Juan → Bridgetown
From $854
$171/night
Crown Princess • Princess Cruises
7-night Eastern Caribbean Loop via San Juan, Saint Thomas & Basseterre, Saint Kitts
Feb 12, 2027 → Feb 19, 2027 • Bridgetown ↔
From $1,239
$177/night
Crown Princess • Princess Cruises
7-night Eastern Caribbean Loop via San Juan, Saint Thomas & Basseterre, Saint Kitts
Feb 26, 2027 → Mar 5, 2027 • Bridgetown ↔
From $1,189
$170/night
Seven Seas Grandeur • Regent Seven Seas Cruises
22-night ABC Islands Loop via Panama Canal, Oranjestad & Port-of-Spain
Mar 9, 2027 → Mar 31, 2027 • Panamá, Ciudad de ↔
From $18,581
$845/night
Oceania Allura • Oceania Cruises
13-night Bountiful Caribbean
Jan 7, 2027 → Jan 20, 2027 • Miami ↔
From $7,099
$546/night
Crown Princess • Princess Cruises
7-night Eastern Caribbean Loop via San Juan, Saint Thomas & Basseterre, Saint Kitts
Mar 12, 2027 → Mar 19, 2027 • Bridgetown ↔
From $1,189
$170/night
Vasco Da Gama • Nicko Cruises
15-night Transatlantic Crossing via Kingstown, Saint George's & Scarborough
Dec 2, 2026 → Dec 17, 2026 • Bridgetown → Panamá, Ciudad de
From $3,973
$265/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
Oceania Vista • Oceania Cruises
25-night Montreal → Saguenay → Sept-Iles → Corner Brook + 12 more
Oct 17, 2026 → Nov 11, 2026 • Montreal → Miami
From $12,249
$490/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
Silver Dawn • Silversea Cruises
10-night Eastern Caribbean Loop via Jost Van Dyke, Saint-Barthélemy & Basseterre, Saint Kitts
Feb 12, 2028 → Feb 22, 2028 • San Juan ↔
From $6,300
$630/night
Silver Shadow • Silversea Cruises
10-night Eastern Caribbean Arc via Jost Van Dyke, Saint-Barthélemy & Little Bay
Jan 10, 2027 → Jan 20, 2027 • San Juan → Bridgetown
From $7,100
$710/night
Silver Shadow • Silversea Cruises
10-night Eastern Caribbean Arc via Jost Van Dyke, Saint-Barthélemy & Little Bay
Feb 6, 2027 → Feb 16, 2027 • San Juan → Bridgetown
From $7,100
$710/night
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 & 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