Viking Sea • Viking Cruises
10-night Eastern Caribbean Loop via Saint Thomas, Basseterre, Saint Kitts & Castries
Nov 5, 2026 → Nov 15, 2026 • San Juan ↔
From $5,399
$540/night
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930 total
Viking Sea • Viking Cruises
10-night Eastern Caribbean Loop via Saint Thomas, Basseterre, Saint Kitts & Castries
Nov 15, 2026 → Nov 25, 2026 • San Juan ↔
From $4,899
$490/night
Viking Sea • Viking Cruises
10-night Eastern Caribbean Loop via Saint Thomas, Basseterre, Saint Kitts & Castries
Nov 25, 2026 → Dec 5, 2026 • San Juan ↔
From $4,899
$490/night
Arvia • P&O Cruises
14-night Eastern Caribbean Loop via Basseterre, Saint Kitts, Tortola & Philipsburg
Jan 1, 2028 → Jan 15, 2028 • Bridgetown ↔
From $2,499
$179/night
Typical price
Arvia • P&O Cruises
14-night Southern Caribbean Loop via Tortola, Philipsburg & Roseau
Jan 3, 2028 → Jan 17, 2028 • Basseterre, Saint Kitts ↔
From $2,499
$179/night
Typical price
Seven Seas Prestige • Regent Seven Seas Cruises
10-night Eastern Caribbean Arc via Tortola, Basseterre, Saint Kitts & Saint John's
Mar 30, 2027 → Apr 9, 2027 • San Juan → Miami
From $7,168
$717/night
Viking Sea • Viking Cruises
10-night Eastern Caribbean Loop via Saint Thomas, Basseterre, Saint Kitts & Castries
Dec 5, 2026 → Dec 15, 2026 • San Juan ↔
From $5,399
$540/night
Crystal Serenity • Crystal Cruises
30-night Eastern Caribbean Arc via Kings Wharf, Antigua & Pointe-à-Pitre
Oct 12, 2027 → Nov 11, 2027 • New York → Buenos Aires
From $13,000
$433/night
Seven Seas Prestige • Regent Seven Seas Cruises
11-night Eastern Caribbean Loop via Charlotte Amalie, Saint Thomas, Cruz Bay, Saint John & Castries
Dec 7, 2027 → Dec 18, 2027 • Miami ↔
From $7,874
$716/night
Seven Seas Prestige • Regent Seven Seas Cruises
10-night Eastern Caribbean Loop via Puerto Plata, San Juan & Basseterre, Saint Kitts
Dec 18, 2027 → Dec 28, 2027 • Miami ↔
From $7,168
$717/night
Emerald Sakara • Emerald Cruises
7-night Eastern Caribbean Loop: Basseterre, Saint Kitts & Road Bay
Jan 5, 2028 → Jan 12, 2028 • Philipsburg ↔
From $6,318
$903/night
Typical price
Emerald Sakara • Emerald Cruises
7-night Eastern Caribbean Loop: Basseterre, Saint Kitts & Road Bay
Feb 5, 2028 → Feb 12, 2028 • Philipsburg ↔
From $6,318
$903/night
Typical price
Celebrity Beyond • Celebrity Cruises
7-night Eastern Caribbean Loop via Puerto Plata & Tortola
Aug 16, 2026 → Aug 23, 2026 • Miami ↔
From $896
$128/night
Typical price
Emerald Kaia • Emerald Cruises
7-night Eastern Caribbean Arc via Basseterre, Saint Kitts, Deshaies & Saint-Barthélemy
Jan 15, 2028 → Jan 22, 2028 • Saint John's → San Juan
From $6,600
$943/night
Typical price
Emerald Kaia • Emerald Cruises
7-night Eastern Caribbean Arc via Basseterre, Saint Kitts, Deshaies & Saint-Barthélemy
Jan 29, 2028 → Feb 5, 2028 • Saint John's → San Juan
From $6,600
$943/night
Typical price
MSC Seashore • MSC Cruises
15-night Eastern Caribbean Loop via Ocean Cay, Philipsburg & Basseterre, Saint Kitts
Nov 5, 2027 → Nov 20, 2027 • Miami ↔
From $1,389
$93/night
Typical price
Emerald Princess • Princess Cruises
7-night Eastern Caribbean Loop via San Juan, Tortola & Basseterre, Saint Kitts
Mar 17, 2028 → Mar 24, 2028 • Bridgetown ↔
From $2,009
$287/night
Priced high
↑96% above typical
Emerald Princess • Princess Cruises
7-night Eastern Caribbean Loop via San Juan, Tortola & Basseterre, Saint Kitts
Nov 26, 2027 → Dec 3, 2027 • Bridgetown ↔
From $1,690
$241/night
Priced high
↑95% above typical
Norwegian Pearl • Norwegian Cruise Line
11-night Eastern Caribbean Loop via Basseterre, Saint Kitts, Castries & Antigua
Dec 23, 2027 → Jan 3, 2028 • Philadelphia ↔
From $1,979
$180/night
Priced high
↑89% above typical
Emerald Princess • Princess Cruises
7-night Eastern Caribbean Loop via San Juan, Tortola & Basseterre, Saint Kitts
Mar 3, 2028 → Mar 10, 2028 • Bridgetown ↔
From $1,919
$274/night
Priced high
↑87% above typical