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Explora III

14-night Eastern Caribbean Loop via Cruz Bay, Saint John, Terre-de-Haut & Philipsburg

Nov 22, 2026 → Dec 6, 2026 • Miami ↔

From $9,160

$654/night

Typical price

↓3% below typical

Princess Cruises

Crown Princess • Princess Cruises

7-night Eastern Caribbean Loop via Saint Thomas, Basseterre, Saint Kitts & Roseau

Feb 14, 2027 → Feb 21, 2027 • San Juan ↔

3% below typical

From $889

$127/night

Typical price

↓3% below typical

Virgin Voyages

Valiant Lady • Virgin Voyages

8-night Eastern Caribbean Loop via Saint Thomas, Willemstad & Oranjestad

Nov 20, 2026 → Nov 28, 2026 • San Juan ↔

From $1,272

$159/night

MSC Cruises

MSC World Europa • MSC Cruises

14-night Eastern Caribbean Loop via Kingstown, Saint George & Fort-de-France

Jan 12, 2027 → Jan 26, 2027 • Bridgetown ↔

From $2,186

$156/night

MSC Cruises

MSC Opera • MSC Cruises

14-night Itinerary GPPTP-VGRAD-DOLRM-VGOP9-SXPHI-KNBAS-DOCAI-DOLRM-DOCAI-BBBGI

Nov 20, 2026 → Dec 4, 2026 • Fort-de-France ↔

From $1,485

$106/night

MSC Cruises

MSC Opera • MSC Cruises

7-night Eastern Caribbean Loop via Catalina Island, Spanish Town & Philipsburg

Feb 7, 2028 → Feb 14, 2028 • La Romana ↔

Great balance

From $859

$123/night

Celebrity Cruises

Celebrity Constellation • Celebrity Cruises

7-night Southern Caribbean Loop via Tortola, Basseterre, Saint Kitts & Roseau

Dec 19, 2026 → Dec 26, 2026 • San Juan ↔

↘ Trending down

From $749

$107/night

Typical price

↓3% below typical

Silversea Cruises

Silver Nova • Silversea Cruises

11-night Eastern Caribbean Loop via San Juan & Basseterre, Saint Kitts

Feb 11, 2028 → Feb 22, 2028 • Miami ↔

From $7,900

$718/night

Silversea Cruises

Silver Nova • Silversea Cruises

11-night Eastern Caribbean Loop via San Juan & Saint-Barthélemy

Feb 22, 2028 → Mar 4, 2028 • Miami ↔

From $7,900

$718/night

Norwegian Cruise Line

Norwegian Prima • Norwegian Cruise Line

7-night Eastern Caribbean Loop via Tortola, Basseterre, Saint Kitts & Bridgetown

Nov 27, 2027 → Dec 4, 2027 • San Juan ↔

Great balance

From $1,189

$170/night

Typical price

↓3% below typical

Celebrity Cruises

Celebrity Beyond • Celebrity Cruises

7-night Eastern Caribbean Loop via Puerto Plata & Charlotte Amalie, Saint Thomas

Feb 21, 2027 → Feb 28, 2027 • Fort Lauderdale ↔

Great balance

From $974

$139/night

Typical price

↓2% below typical

Oceania Cruises

Oceania Vista • Oceania Cruises

25-night Montreal → Saguenay → Sept-Iles → Corner Brook + 12 more

Oct 17, 2026 → Nov 11, 2026 • Montreal → Miami

4% below typical

From $12,249

$490/night

Silversea Cruises

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 ↔

2% below typical

From $6,300

$630/night

Silversea Cruises

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

Silversea Cruises

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

Regent Seven Seas Cruises

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 ↔

5% below typical

From $6,814

$681/night

Princess Cruises

Crown Princess • Princess Cruises

14-night Eastern Caribbean Loop via Saint Thomas & Basseterre, Saint Kitts

Mar 14, 2027 → Mar 28, 2027 • San Juan ↔

2% below typical

From $1,979

$141/night

Typical price

↓2% below typical

Norwegian Cruise Line

Norwegian Bliss • Norwegian Cruise Line

12-night Eastern Caribbean Loop via Puerto Plata, San Juan & Basseterre, Saint Kitts

Nov 9, 2026 → Nov 21, 2026 • New York ↔

2% below typical

From $1,369

$114/night

Typical price

↓2% below typical

Norwegian Cruise Line

Norwegian Viva • Norwegian Cruise Line

7-night Southern Caribbean Loop via Basseterre, Saint Kitts & Castries

Dec 5, 2027 → Dec 12, 2027 • San Juan ↔

From $1,099

$157/night

Typical price

↓4% below typical

MSC Cruises

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

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