Queen Elizabeth • Cunard Line
21-night Eastern Caribbean Loop via San Juan, Cruz Bay, Saint John & Castries
Oct 15, 2026 → Nov 5, 2026 • Miami ↔
From $2,090
$100/night
Great deal
↓24% below typical
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1,389 total
Vision of the Seas • Royal Caribbean International
7-night Eastern Caribbean Loop via Charlotte Amalie, Saint Thomas, Frederiksted, Saint Croix & Philipsburg
Dec 13, 2026 → Dec 20, 2026 • San Juan ↔
From $550
$79/night
Good value
↓20% below typical
MSC Opera • MSC Cruises
25-night Itinerary ITLIV-ITGOA-FRMRS-ESBCN-MATNG-AGANU-SXPHI-KNBAS-DOLRM-DOCAI-BBBGI-MQFDF-GPPTP-VGRAD
Oct 29, 2026 → Nov 23, 2026 • Civitavecchia (Rome) → La Romana
From $1,766
$71/night
Great deal
↓28% below typical
Rhapsody of the Seas • Royal Caribbean International
7-night Eastern Caribbean Loop via Charlotte Amalie, Saint Thomas, Frederiksted, Saint Croix & Philipsburg
Oct 3, 2026 → Oct 10, 2026 • San Juan ↔
From $576
$82/night
Good value
↓19% below typical
Carnival Firenze • Carnival Cruise Line
10-night Eastern Caribbean Loop via San Juan, Frederiksted, Saint Croix & Basseterre, Saint Kitts
Feb 26, 2027 → Mar 8, 2027 • Miami ↔
From $579
$58/night
Great deal
↓29% below typical
Queen Elizabeth • Cunard Line
21-night Eastern Caribbean Loop via Grand Turk Island, Willemstad & Cruz Bay, Saint John
Oct 27, 2026 → Nov 17, 2026 • Miami ↔
From $2,100
$100/night
Great deal
↓23% below typical
Harmony of the Seas • Royal Caribbean International
7-night Eastern Caribbean Loop via Coco Cay & Charlotte Amalie, Saint Thomas
May 15, 2027 → May 22, 2027 • Port Canaveral ↔
From $1,098
$157/night
Great deal
↓22% below typical
Enchanted Princess • Princess Cruises
10-night Eastern Caribbean Loop via Princess Cays, Puerto Plata & San Juan
Jan 16, 2027 → Jan 26, 2027 • Fort Lauderdale ↔
From $973
$97/night
Good value
↓18% below typical
Enchanted Princess • Princess Cruises
10-night Eastern Caribbean Loop via Princess Cays, Puerto Plata & San Juan
Mar 27, 2027 → Apr 6, 2027 • Fort Lauderdale ↔
From $1,143
$114/night
Great deal
↓22% below typical
Silver Nova • Silversea Cruises
15-night Eastern Caribbean Arc via Gibraltar & Philipsburg
Dec 3, 2027 → Dec 18, 2027 • Lisboa → Miami
From $8,000
$533/night
Great deal
↓28% below typical
Crown Princess • Princess Cruises
7-night Eastern Caribbean Loop via San Juan, Saint Thomas & Philipsburg
Jan 8, 2027 → Jan 15, 2027 • Bridgetown ↔
From $1,194
$171/night
Great deal
↓28% below typical
Crown Princess • Princess Cruises
7-night Eastern Caribbean Loop via San Juan, Saint Thomas & Philipsburg
Feb 19, 2027 → Feb 26, 2027 • Bridgetown ↔
From $1,194
$171/night
Great deal
↓28% below typical
Celebrity Xcel • Celebrity Cruises
7-night Eastern Caribbean Loop via Philipsburg & Charlotte Amalie, Saint Thomas
Mar 12, 2028 → Mar 19, 2028 • Fort Lauderdale ↔
From $962
$137/night
Good value
↓18% below typical
Coral Princess • Princess Cruises
10-night Eastern Caribbean Loop via Saint Thomas, Basseterre, Saint Kitts & Roseau
Nov 18, 2026 → Nov 28, 2026 • Fort Lauderdale ↔
From $1,044
$104/night
Great deal
↓27% below typical
Icon of the Seas • Royal Caribbean International
7-night Eastern Caribbean Loop via Philipsburg & Coco Cay
Jan 16, 2027 → Jan 23, 2027 • Miami ↔
From $1,344
$192/night
Good value
↓17% below typical
Crown Princess • Princess Cruises
7-night Eastern Caribbean Loop via Saint Thomas, Philipsburg & Antigua
Jan 24, 2027 → Jan 31, 2027 • San Juan ↔
From $788
$113/night
Great deal
↓26% below typical
MSC World Europa • MSC Cruises
7-night Eastern Caribbean Loop via Pointe-à-Pitre, Philipsburg & Saint John's
Jan 30, 2027 → Feb 6, 2027 • Fort-de-France ↔
From $643
$92/night
Great deal
↓32% below typical
Enchanted Princess • Princess Cruises
10-night Eastern Caribbean Loop via Princess Cays, Puerto Plata & San Juan
Apr 6, 2027 → Apr 16, 2027 • Fort Lauderdale ↔
From $1,153
$115/night
Great deal
↓21% below typical
Crown Princess • Princess Cruises
7-night Eastern Caribbean Loop via Saint Thomas, Philipsburg & Antigua
Jan 10, 2027 → Jan 17, 2027 • San Juan ↔
From $738
$105/night
Good value
↓19% below typical
Crown Princess • Princess Cruises
7-night Eastern Caribbean Loop via Saint Thomas, Philipsburg & Antigua
Feb 21, 2027 → Feb 28, 2027 • San Juan ↔
From $738
$105/night
Good value
↓19% below typical