Zuiderdam • Holland America
21-night Eastern Caribbean Arc via Philipsburg, Antigua & Fort-de-France
Oct 31, 2026 → Nov 21, 2026 • Miami ↔
From $1,989
$95/night
Great deal
↓53% below typical
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394 total
Zuiderdam • Holland America
11-night Eastern Caribbean Loop via Philipsburg, Antigua & Fort-de-France
Oct 31, 2026 → Nov 11, 2026 • Miami ↔
From $1,144
$104/night
Great deal
↓48% below typical
Seabourn Quest • Seabourn
14-night Eastern Caribbean Loop via South Friars Bay, Little Bay & Road Bay
Dec 6, 2026 → Dec 20, 2026 • Miami ↔
From $5,498
$393/night
Great deal
↓25% below typical
Seabourn Ovation • Seabourn
14-night Southern Caribbean Arc via Tortola, South Friars Bay & Les Trois-Îlets
Dec 5, 2026 → Dec 19, 2026 • Philipsburg → Bridgetown
From $6,298
$450/night
Great deal
↓22% below typical
Seabourn Quest • Seabourn
11-night Eastern Caribbean Loop via San Juan, Little Bay & South Friars Bay
Nov 23, 2027 → Dec 4, 2027 • Miami ↔
From $5,098
$463/night
Great deal
↓28% below typical
Seabourn Ovation • Seabourn
15-night Eastern Caribbean Arc via South Friars Bay, Rodney Bay & Little Bay
Nov 20, 2026 → Dec 5, 2026 • Miami → Philipsburg
From $6,798
$453/night
Great deal
↓24% below typical
Rhapsody of the Seas • Royal Caribbean International
7-night Eastern Caribbean Loop via Charlotte Amalie, Saint Thomas, Tortola & Cruz Bay, Saint John
Sep 19, 2026 → Sep 26, 2026 • San Juan ↔
From $713
$102/night
Great deal
↓23% below typical
Celebrity Summit • Celebrity Cruises
7-night Southern Caribbean Loop via Roseau, Bridgetown & Castries
Dec 5, 2027 → Dec 12, 2027 • San Juan ↔
From $551
$79/night
Great deal
↓25% below typical
Crown Princess • Princess Cruises
14-night Southern Caribbean Loop via Saint Thomas, Philipsburg & Antigua
Feb 21, 2027 → Mar 7, 2027 • San Juan ↔
From $1,426
$102/night
Great deal
↓22% below typical
Rhapsody of the Seas • Royal Caribbean International
7-night Eastern Caribbean Loop via Charlotte Amalie, Saint Thomas, Frederiksted, Saint Croix & Philipsburg
Oct 31, 2026 → Nov 7, 2026 • San Juan ↔
From $636
$91/night
Good value
↓18% below typical
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
↓19% 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
MS HANSEATIC inspiration • Hapag-Lloyd Cruises
16-night Southern Caribbean Arc via Kings Wharf, Road Bay & Saint-Barthélemy
Oct 20, 2027 → Nov 5, 2027 • Halifax → Curaçao
From $8,499
$531/night
Good value
↓19% 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
MSC World Europa • MSC Cruises
7-night Eastern Caribbean Loop via Philipsburg, Saint John's & Basseterre, Saint Kitts
Jan 31, 2027 → Feb 7, 2027 • Pointe-à-Pitre ↔
From $759
$108/night
Good value
↓18% below typical
Crown Princess • Princess Cruises
7-night Southern Caribbean Arc via Philipsburg, Fort-de-France & Roseau
Feb 28, 2027 → Mar 7, 2027 • San Juan ↔
From $743
$106/night
Good value
↓19% below typical
Iona • P&O Cruises
14-night Transatlantic Crossing via Roseau & Antigua
Mar 18, 2028 → Apr 1, 2028 • Bridgetown → Southampton
From $1,620
$116/night
Great deal
↓21% below typical
Seven Seas Grandeur • Regent Seven Seas Cruises
27-night Itinerary DOPOP-DOCAL-PRSJU-BLSBH-DMRSU-GPPTP-KNBAS-VGTOV-USMIA-BSNAS-PTPDL-ESSPC-MATNG-ESAGP-ESALC
Mar 20, 2028 → Apr 16, 2028 • Miami → Barcelona
From $14,171
$525/night
Good value
↓20% below typical
Britannia • P&O Cruises
15-night Southern Caribbean Arc via Santa Cruz de Tenerife, Philipsburg & Roseau
Oct 30, 2026 → Nov 14, 2026 • Southampton → Bridgetown
From $1,458
$97/night
Good value
↓18% below typical
MS Europa 2 • Hapag-Lloyd Cruises
14-night Eastern Caribbean Loop via San Juan, Saint-Barthélemy & Saint John's
Dec 7, 2027 → Dec 21, 2027 • Miami ↔
From $9,419
$673/night
Good value
↓15% below typical