Norwegian Gem • Norwegian Cruise Line
12-night Eastern Caribbean Loop via San Juan, Tortola & Basseterre, Saint Kitts
Nov 28, 2026 → Dec 10, 2026 • Tampa ↔
From $1,199
$100/night
Great deal
↓24% below typical
View by
930 total
MSC Opera • MSC Cruises
7-night Eastern Caribbean Loop via Spanish Town, Philipsburg & Basseterre, Saint Kitts
Mar 1, 2027 → Mar 8, 2027 • La Romana ↔
From $579
$83/night
MSC Opera • MSC Cruises
7-night Eastern Caribbean Loop via Spanish Town, Philipsburg & Basseterre, Saint Kitts
Mar 15, 2027 → Mar 22, 2027 • La Romana ↔
From $579
$83/night
MSC World Europa • MSC Cruises
7-night Eastern Caribbean Loop via Pointe-à-Pitre, Antigua & Philipsburg
Dec 5, 2026 → Dec 12, 2026 • Fort-de-France ↔
From $1,001
$143/night
Good value
↓16% below typical
Arvia • P&O Cruises
16-night Transatlantic Crossing via Bridgetown, Fort-de-France & Basseterre, Saint Kitts
Mar 10, 2028 → Mar 26, 2028 • Bridgetown → Southampton
From $1,823
$114/night
Typical price
↓10% below typical
Brilliant Lady • Virgin Voyages
10-night Eastern Caribbean Loop via Philipsburg, Road Town, Tortola & Basseterre, Saint Kitts
Nov 15, 2026 → Nov 25, 2026 • Miami ↔
From $1,290
$129/night
Good value
↓13% below typical
Arvia • P&O Cruises
27-night Transatlantic Crossing via Philipsburg, Fort-de-France & Roseau
Feb 28, 2028 → Mar 26, 2028 • Basseterre, Saint Kitts → Southampton
From $3,918
$145/night
Great deal
↓21% below typical
Vision of the Seas • Royal Caribbean International
7-night Eastern Caribbean Loop via Charlotte Amalie, Saint Thomas, Cruz Bay, Saint John & Philipsburg
Nov 1, 2026 → Nov 8, 2026 • San Juan ↔
From $588
$84/night
Good value
↓16% below typical
MSC World Europa • MSC Cruises
14-night Eastern Caribbean Loop via Kingstown, Saint George & Fort-de-France
Mar 9, 2027 → Mar 23, 2027 • Bridgetown ↔
From $1,961
$140/night
Good value
↓11% below typical
Emerald Princess • Princess Cruises
14-night Eastern Caribbean Loop via Saint Thomas, Philipsburg & Antigua
Dec 5, 2027 → Dec 19, 2027 • San Juan ↔
From $1,566
$112/night
Great deal
↓23% below typical
Arvia • P&O Cruises
14-night Eastern Caribbean Loop via Fort-de-France, Basseterre, Saint Kitts & Tortola
Nov 21, 2026 → Dec 5, 2026 • Bridgetown ↔
From $1,863
$133/night
Good value
↓14% below typical
MSC Meraviglia • MSC Cruises
14-night Eastern Caribbean Loop via Grand Turk Island, Ocean Cay & Philipsburg
Nov 15, 2026 → Nov 29, 2026 • Miami ↔
From $398
$28/night
Celebrity Beyond • Celebrity Cruises
7-night Eastern Caribbean Loop via Puerto Plata & Charlotte Amalie, Saint Thomas
Mar 7, 2027 → Mar 14, 2027 • Fort Lauderdale ↔
From $907
$130/night
Good value
↓13% below typical
Star Princess • Princess Cruises
10-night Eastern Caribbean Loop via San Juan, Basseterre, Saint Kitts & Castries
Mar 19, 2028 → Mar 29, 2028 • Port Canaveral ↔
From $1,212
$121/night
Good value
↓13% below typical
Sky Princess • Princess Cruises
14-night Western Caribbean Loop via Princess Cays, Falmouth & Cozumel
Nov 28, 2027 → Dec 12, 2027 • Fort Lauderdale ↔
From $1,360
$97/night
Good value
↓14% below typical
Queen Mary 2 • Cunard Line
27-night Eastern Caribbean Loop via New York, Saint Thomas & Basseterre, Saint Kitts
Nov 12, 2027 → Dec 9, 2027 • Southampton ↔
From $3,624
$134/night
Good value
↓14% below typical
MSC Opera • MSC Cruises
16-night Transatlantic Crossing: Marseille, Barcelona & Tangier
Oct 31, 2026 → Nov 16, 2026 • Genova → La Romana
From $949
$59/night
Arvia • P&O Cruises
14-night Eastern Caribbean Loop via Basseterre, Saint Kitts, Philipsburg & Tortola
Dec 3, 2027 → Dec 17, 2027 • Bridgetown ↔
From $2,161
$154/night
Good value
↓15% below typical
Queen Mary 2 • Cunard Line
21-night Southern Caribbean Arc via Basseterre, Saint Kitts, Castries & Bridgetown
Dec 21, 2027 → Jan 11, 2028 • New York → Southampton
From $3,208
$153/night
Good value
↓13% below typical
Emerald Princess • Princess Cruises
7-night Southern Caribbean Loop via Tortola, Basseterre, Saint Kitts & Fort-de-France
Dec 12, 2027 → Dec 19, 2027 • San Juan ↔
From $790
$113/night
Great deal
↓22% below typical