MSC Seaview • MSC Cruises
7-night Southern Caribbean Loop via Pointe-à-Pitre, Castries & Bridgetown
Feb 20, 2027 → Feb 27, 2027 • Fort-de-France ↔
From $1,204
$172/night
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286 total
Britannia • P&O Cruises
14-night Southern Caribbean Loop via Philipsburg, Antigua & Basseterre, Saint Kitts
Nov 13, 2026 → Nov 27, 2026 • Bridgetown ↔
From $2,134
$152/night
Priced high
↑17% above typical
Le Bougainville • Ponant Cruises
7-night Southern Caribbean Loop via Portsmouth, Terre-de-Haut & Port Elizabeth
Feb 17, 2027 → Feb 24, 2027 • Vieux Fort ↔
From $5,858
$837/night
Valiant Lady • Virgin Voyages
7-night Southern Caribbean Loop via Philipsburg, Bridgetown & Castries
Jan 16, 2027 → Jan 23, 2027 • San Juan ↔
From $1,113
$159/night
Priced high
↑14% above typical
Britannia • P&O Cruises
14-night Southern Caribbean Loop via Philipsburg, Antigua & Basseterre, Saint Kitts
Feb 6, 2027 → Feb 20, 2027 • Bridgetown ↔
From $2,607
$186/night
Priced high
↑13% above typical
Island Princess • Princess Cruises
12-night Southern Caribbean Loop via Oranjestad, Curaçao & Castries
Nov 30, 2026 → Dec 12, 2026 • Fort Lauderdale ↔
From $1,551
$129/night
Priced high
↑12% above typical
Seven Seas Prestige • Regent Seven Seas Cruises
15-night Southern Caribbean Loop via Tortola, Roseau & Castries
Feb 16, 2028 → Mar 2, 2028 • Miami ↔
From $11,909
$794/night
Explora II • Explora Journeys
7-night Southern Caribbean Loop via Port Elizabeth, Bequia, Castries & Bridgetown
Jan 16, 2028 → Jan 23, 2028 • San Juan ↔
From $4,020
$574/night
Typical price
↑10% above typical
Celebrity Eclipse • Celebrity Cruises
12-night Southern Caribbean Loop via Basseterre, Saint Kitts, Castries & Bridgetown
Apr 11, 2027 → Apr 23, 2027 • Fort Lauderdale ↔
From $1,681
$140/night
Typical price
↑9% above typical
Grandeur of the Seas • Royal Caribbean International
7-night Southern Caribbean Loop via Cartagena & Oranjestad
Dec 19, 2026 → Dec 26, 2026 • Colón (Panama Canal) ↔
From $1,151
$164/night
Typical price
↑8% above typical
Emerald Princess • Princess Cruises
7-night Eastern Caribbean Loop via Tortola, Basseterre, Saint Kitts & Roseau
Mar 5, 2028 → Mar 12, 2028 • San Juan ↔
From $1,115
$159/night
Typical price
↑8% above typical
Volendam • Holland America
14-night Southern Caribbean Loop via Key West, Oranjestad & Charlotteville
Dec 22, 2026 → Jan 5, 2027 • Fort Lauderdale ↔
From $1,939
$139/night
Typical price
↑8% above typical
Iona • P&O Cruises
14-night Southern Caribbean Loop via Saint George's, Castries & Bridgetown
Feb 26, 2028 → Mar 11, 2028 • Antigua ↔
From $2,836
$203/night
Typical price
↑8% above typical
Britannia • P&O Cruises
14-night Southern Caribbean Loop via Philipsburg, Antigua & Basseterre, Saint Kitts
Jan 8, 2027 → Jan 22, 2027 • Bridgetown ↔
From $2,472
$177/night
Typical price
↑8% above typical
Coral Princess • Princess Cruises
14-night Southern Caribbean Loop via Philipsburg, Basseterre, Saint Kitts & Fort-de-France
Oct 15, 2026 → Oct 29, 2026 • Fort Lauderdale ↔
From $1,994
$142/night
Typical price
↑7% above typical
MSC Seaview • MSC Cruises
7-night Southern Caribbean Loop via Pointe-à-Pitre, Castries & Bridgetown
Jan 23, 2027 → Jan 30, 2027 • Fort-de-France ↔
From $984
$141/night
Emerald Princess • Princess Cruises
7-night Eastern Caribbean Loop via Tortola, Basseterre, Saint Kitts & Roseau
Dec 26, 2027 → Jan 2, 2028 • San Juan ↔
From $1,090
$156/night
Typical price
↑7% above typical
Emerald Princess • Princess Cruises
7-night Eastern Caribbean Loop via Tortola, Basseterre, Saint Kitts & Roseau
Mar 19, 2028 → Mar 26, 2028 • San Juan ↔
From $1,105
$158/night
Typical price
↑7% above typical
Valiant Lady • Virgin Voyages
7-night Southern Caribbean Loop via Philipsburg, Bridgetown & Castries
Dec 12, 2026 → Dec 19, 2026 • San Juan ↔
From $1,183
$169/night
Typical price
↑6% above typical
Arvia • P&O Cruises
14-night Southern Caribbean Loop via Philipsburg, Tortola & Roseau
Nov 22, 2027 → Dec 6, 2027 • Basseterre, Saint Kitts ↔
From $2,296
$164/night
Typical price
↑6% above typical