Azamara Journey • Azamara Cruises
7-night Southern Caribbean Arc via Spanish Town, Antigua & Saint-Pierre
Nov 21, 2026 → Nov 28, 2026 • San Juan → Bridgetown
From $1,779
$254/night
View by
360 total
Silver Spirit • Silversea Cruises
12-night Southern Caribbean Arc via San Juan, Oranjestad & Willemstad
Feb 6, 2027 → Feb 18, 2027 • Miami → Bridgetown
From $9,000
$750/night
Silver Spirit • Silversea Cruises
10-night Southern Caribbean Loop via Port Elizabeth, Bequia, Saint George's & Kralendijk
Feb 18, 2027 → Feb 28, 2027 • Bridgetown ↔
From $7,500
$750/night
Iona • P&O Cruises
14-night Southern Caribbean Loop via Tortola, Philipsburg & Fort-de-France
Jan 10, 2028 → Jan 24, 2028 • Basseterre, Saint Kitts ↔
From $2,566
$183/night
Typical price
Arvia • P&O Cruises
14-night Eastern Caribbean Loop via Basseterre, Saint Kitts, Tortola & Philipsburg
Jan 1, 2028 → Jan 15, 2028 • Bridgetown ↔
From $2,499
$179/night
Typical price
Arvia • P&O Cruises
14-night Southern Caribbean Loop via Tortola, Philipsburg & Roseau
Jan 3, 2028 → Jan 17, 2028 • Basseterre, Saint Kitts ↔
From $2,499
$179/night
Typical price
Emerald Princess • Princess Cruises
7-night Eastern Caribbean Loop via San Juan, Tortola & Basseterre, Saint Kitts
Mar 17, 2028 → Mar 24, 2028 • Bridgetown ↔
From $2,009
$287/night
Priced high
↑96% above typical
Emerald Princess • Princess Cruises
7-night Eastern Caribbean Loop via San Juan, Tortola & Basseterre, Saint Kitts
Nov 26, 2027 → Dec 3, 2027 • Bridgetown ↔
From $1,690
$241/night
Priced high
↑95% above typical
Emerald Princess • Princess Cruises
7-night Eastern Caribbean Loop via San Juan, Tortola & Basseterre, Saint Kitts
Mar 3, 2028 → Mar 10, 2028 • Bridgetown ↔
From $1,919
$274/night
Priced high
↑87% above typical
Iona • P&O Cruises
14-night Southern Caribbean Loop via Philipsburg, Fort-de-France & Antigua
Dec 13, 2027 → Dec 27, 2027 • Basseterre, Saint Kitts ↔
From $3,918
$280/night
Priced high
↑73% above typical
Arcadia • P&O Cruises
14-night Transatlantic Crossing via Funchal, Madeira, Agadir & Saint George's
Oct 25, 2027 → Nov 8, 2027 • Southampton ↔
From $3,174
$227/night
Priced high
↑62% above typical
Crown Princess • Princess Cruises
14-night Eastern Caribbean Arc via Saint Thomas, Philipsburg & Antigua
Dec 27, 2026 → Jan 10, 2027 • San Juan ↔
From $3,084
$220/night
Priced high
↑62% above typical
Britannia • P&O Cruises
14-night Southern Caribbean Loop via Philipsburg, Antigua & Basseterre, Saint Kitts
Mar 6, 2027 → Mar 20, 2027 • Bridgetown ↔
From $2,904
$207/night
Priced high
↑59% above typical
Britannia • P&O Cruises
14-night Southern Caribbean Loop via Philipsburg, Antigua & Basseterre, Saint Kitts
Mar 5, 2027 → Mar 19, 2027 • Bridgetown ↔
From $2,836
$203/night
Priced high
↑56% above typical
Iona • P&O Cruises
14-night Eastern Caribbean Loop via Castries, Saint George's & Bridgetown
Dec 18, 2027 → Jan 1, 2028 • Antigua ↔
From $3,377
$241/night
Priced high
↑49% above typical
Crown Princess • Princess Cruises
7-night Eastern Caribbean Loop via Saint Thomas, Basseterre, Saint Kitts & Roseau
Jan 3, 2027 → Jan 10, 2027 • San Juan ↔
From $1,189
$170/night
Priced high
↑46% above typical
Iona • P&O Cruises
14-night Eastern Caribbean Loop via Tortola, Philipsburg & Antigua
Dec 27, 2027 → Jan 10, 2028 • Basseterre, Saint Kitts ↔
From $3,242
$232/night
Priced high
↑43% above typical
Iona • P&O Cruises
14-night Southern Caribbean Loop via Tortola, Philipsburg & Fort-de-France
Nov 15, 2027 → Nov 29, 2027 • Basseterre, Saint Kitts ↔
From $2,566
$183/night
Priced high
↑43% above typical
Carnival Firenze • Carnival Cruise Line
16-night Southern Caribbean Arc via Rio de Janeiro, Maceió & Saint George's
Feb 2, 2027 → Feb 18, 2027 • Buenos Aires → Miami
From $1,826
$114/night
Priced high
↑40% above typical
Arvia • P&O Cruises
14-night Southern Caribbean Loop via Roseau, Castries & Saint George's
Dec 26, 2026 → Jan 9, 2027 • Antigua ↔
From $3,512
$251/night
Priced high
↑39% above typical