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
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436 total
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
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
↑9% above typical
Explora I • Explora Journeys
7-night Eastern Caribbean Arc via Philipsburg & Little Bay
Jan 4, 2027 → Jan 11, 2027 • San Juan → Miami
From $4,575
$654/night
Typical price
↑9% above typical
Explora III
8-night Eastern Caribbean Loop via Philipsburg, Terre-de-Haut & Road Bay
Jan 13, 2027 → Jan 21, 2027 • San Juan → Miami
From $6,290
$786/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
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
Norwegian Prima • Norwegian Cruise Line
17-night Western Mediterranean Circuit via Ponta Delgada, Funchal, Madeira & Melilla
Apr 4, 2027 → Apr 21, 2027 • San Juan → Civitavecchia (Rome)
From $3,019
$178/night
Typical price
↑8% above typical
Explora III
15-night Eastern Caribbean Arc via Road Bay, Saint John's & Basseterre, Saint Kitts
Dec 13, 2026 → Dec 28, 2026 • San Juan ↔
From $11,160
$744/night
Typical price
↑8% above typical
Norwegian Prima • Norwegian Cruise Line
7-night ABC Islands Loop via Oranjestad & Willemstad
Dec 20, 2026 → Dec 27, 2026 • San Juan ↔
From $1,739
$248/night
Typical price
↑8% above typical
Emerald Kaia • Emerald Cruises
5-night Eastern Caribbean Loop via Jost Van Dyke & Spanish Town
Jan 3, 2028 → Jan 8, 2028 • San Juan ↔
From $5,076
$1,015/night
Typical price
↑8% above typical
Explora III
14-night Eastern Caribbean Loop via Tortola, Cruz Bay, Saint John & Providenciales
Jan 29, 2027 → Feb 12, 2027 • San Juan ↔
From $10,880
$777/night
Typical price
↑8% above typical
Explora IV
7-night Eastern Caribbean Arc via Road Bay & Ocean Cay
Feb 19, 2028 → Feb 26, 2028 • San Juan → Miami
From $4,200
$600/night
Typical price
↑7% above typical
Crown Princess • Princess Cruises
14-night Southern Caribbean Loop via Philipsburg, Fort-de-France & Saint George's
Jan 17, 2027 → Jan 31, 2027 • San Juan ↔
From $1,739
$124/night
Typical price
↑7% above typical
Emerald Princess • Princess Cruises
7-night Eastern Caribbean Loop via Saint Thomas, Philipsburg & Antigua
Mar 12, 2028 → Mar 19, 2028 • San Juan ↔
From $1,092
$156/night
Typical price
↑7% 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 $1,090
$156/night
Typical price
↑6% above typical
Explora III
7-night Eastern Caribbean Arc via Road Bay & Saint John's
Dec 13, 2026 → Dec 20, 2026 • San Juan → Miami
From $5,120
$731/night
Typical price
↑6% 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
Emerald Kaia • Emerald Cruises
5-night Eastern Caribbean Loop via Jost Van Dyke & Spanish Town
Feb 5, 2028 → Feb 10, 2028 • San Juan ↔
From $5,076
$1,015/night
Typical price
↑6% above typical
Azamara Journey • Azamara Cruises
7-night Southern Caribbean Arc via Spanish Town, Antigua & Saint-Pierre
Nov 7, 2026 → Nov 14, 2026 • San Juan → Bridgetown
From $1,859
$266/night