Norwegian Prima • Norwegian Cruise Line
7-night Eastern Caribbean Loop via Tortola, Basseterre, Saint Kitts & Bridgetown
Mar 25, 2028 → Apr 1, 2028 • San Juan ↔
From $1,359
$194/night
Priced high
↑13% above typical
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Norwegian Prima • Norwegian Cruise Line
7-night Eastern Caribbean Loop via Tortola, Basseterre, Saint Kitts & Bridgetown
Apr 8, 2028 → Apr 15, 2028 • San Juan ↔
From $1,359
$194/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
Grandeur of the Seas • Royal Caribbean International
7-night Eastern Caribbean Loop via Charlotte Amalie, Saint Thomas, Frederiksted, Saint Croix & Philipsburg
May 15, 2027 → May 22, 2027 • San Juan ↔
From $911
$130/night
Priced high
↑11% above typical
Seven Seas Prestige • Regent Seven Seas Cruises
9-night Eastern Caribbean Loop via Saint-Barthélemy & Basseterre, Saint Kitts
Jan 27, 2028 → Feb 5, 2028 • Miami ↔
From $7,179
$798/night
Nieuw Amsterdam • Holland America
12-night Transatlantic Crossing via Philipsburg, Fort-de-France & Bridgetown
Nov 29, 2026 → Dec 11, 2026 • Fort Lauderdale ↔
From $1,589
$132/night
Priced high
↑10% 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
Island Princess • Princess Cruises
10-night Eastern Caribbean Loop via Puerto Plata, San Juan & Basseterre, Saint Kitts
Nov 5, 2027 → Nov 15, 2027 • Fort Lauderdale ↔
From $1,275
$128/night
Priced high
↑10% above typical
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
Norwegian Prima • Norwegian Cruise Line
7-night Eastern Caribbean Loop via Tortola, Basseterre, Saint Kitts & Bridgetown
Mar 4, 2028 → Mar 11, 2028 • San Juan ↔
From $1,309
$187/night
Typical price
↑9% above typical
Norwegian Prima • Norwegian Cruise Line
7-night Eastern Caribbean Loop via Tortola, Basseterre, Saint Kitts & Bridgetown
Mar 11, 2028 → Mar 18, 2028 • San Juan ↔
From $1,309
$187/night
Typical price
↑9% above typical
Norwegian Prima • Norwegian Cruise Line
7-night Eastern Caribbean Loop via Tortola, Basseterre, Saint Kitts & Bridgetown
Apr 1, 2028 → Apr 8, 2028 • San Juan ↔
From $1,309
$187/night
Typical price
↑9% above typical
Norwegian Prima • Norwegian Cruise Line
7-night Eastern Caribbean Loop via Tortola, Basseterre, Saint Kitts & Bridgetown
Apr 15, 2028 → Apr 22, 2028 • San Juan ↔
From $1,309
$187/night
Typical price
↑9% above typical
Emerald Princess • Princess Cruises
7-night Eastern Caribbean Loop via Saint Thomas, Philipsburg & Antigua
Jan 30, 2028 → Feb 6, 2028 • San Juan ↔
From $992
$142/night
Typical price
↑9% above typical
Emerald Princess • Princess Cruises
7-night Eastern Caribbean Loop via Saint Thomas, Philipsburg & Antigua
Feb 27, 2028 → Mar 5, 2028 • San Juan ↔
From $992
$142/night
Typical price
↑9% 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 Eastern Caribbean Loop via Charlotte Amalie, Saint Thomas, Frederiksted, Saint Croix & Philipsburg
May 1, 2027 → May 8, 2027 • San Juan ↔
From $887
$127/night
Typical price
↑9% above typical
Star Princess • Princess Cruises
14-night Eastern Caribbean Loop via Princess Cays, Tortola & Philipsburg
Dec 22, 2027 → Jan 5, 2028 • Port Canaveral ↔
From $1,891
$135/night
Typical price
↑8% above typical
Vasco Da Gama • Nicko Cruises
35-night Transatlantic Crossing via Mindelo, Belém & Fort-de-France
Nov 12, 2026 → Dec 17, 2026 • Santa Cruz de Tenerife → Panamá, Ciudad de
From $8,129
$232/night
Typical price
↑8% above typical
Explora III
16-night Eastern Caribbean Loop via Philipsburg, Terre-de-Haut & Road Bay
Jan 13, 2027 → Jan 29, 2027 • San Juan ↔
From $12,620
$789/night
Typical price
↑8% above typical