Celebrity Constellation • Celebrity Cruises
7-night Southern Caribbean Loop via Tortola, Basseterre, Saint Kitts & Roseau
Feb 27, 2027 → Mar 6, 2027 • San Juan ↔
From $641
$92/night
Good value
↓17% below typical
View by
599 total
Norwegian Prima • Norwegian Cruise Line
7-night Eastern Caribbean Loop via Saint Thomas, Basseterre, Saint Kitts & Philipsburg
Dec 11, 2027 → Dec 18, 2027 • San Juan ↔
From $1,189
$170/night
Great deal
↓26% below typical
Seven Seas Splendor • Regent Seven Seas Cruises
16-night Eastern Caribbean Arc via Quebec, Sydney & Philipsburg
Oct 30, 2026 → Nov 15, 2026 • Montreal → Miami
From $7,897
$494/night
Rhapsody of the Seas • Royal Caribbean International
7-night Eastern Caribbean Loop via Tortola, Philipsburg & Saint John's
Aug 15, 2026 → Aug 22, 2026 • San Juan ↔
From $749
$107/night
Great deal
↓24% below typical
Arvia • P&O Cruises
14-night Eastern Caribbean Loop via Fort-de-France, Basseterre, Saint Kitts & Philipsburg
Dec 5, 2026 → Dec 19, 2026 • Bridgetown ↔
From $1,890
$135/night
Great deal
↓25% below typical
Seabourn Ovation • Seabourn
14-night Eastern Caribbean Loop via Rodney Bay, Little Bay & South Friars Bay
Nov 28, 2026 → Dec 12, 2026 • Bridgetown ↔
From $6,998
$500/night
Good value
↓17% below typical
Disney Treasure • Disney Cruise Line
7-night Eastern Caribbean Loop via Tortola & Disney Castaway Cay
Sep 26, 2026 → Oct 3, 2026 • Port Canaveral ↔
From $1,985
$284/night
Good value
↓14% below typical
Emerald Princess • Princess Cruises
14-night Eastern Caribbean Arc via Tortola, Basseterre, Saint Kitts & Fort-de-France
Dec 12, 2027 → Dec 26, 2027 • San Juan ↔
From $1,516
$108/night
Great deal
↓26% below typical
Vista
14-night Eastern Caribbean Arc via Charlotte Amalie, Saint Thomas, Tortola & Cruz Bay, Saint John
Oct 28, 2026 → Nov 11, 2026 • New York → Miami
From $5,185
$370/night
Great deal
↓23% below typical
Arvia • P&O Cruises
14-night Eastern Caribbean Loop via Basseterre, Saint Kitts, Philipsburg & Tortola
Dec 4, 2027 → Dec 18, 2027 • Bridgetown ↔
From $2,093
$150/night
Good value
↓17% below typical
Seven Seas Mariner • Regent Seven Seas Cruises
20-night Eastern Caribbean Loop via Nassau, Montego Bay & Cruz Bay, Saint John
Mar 26, 2027 → Apr 15, 2027 • Miami ↔
From $6,381
$319/night
Disney Treasure • Disney Cruise Line
7-night Eastern Caribbean Loop via Tortola & Disney Castaway Cay
Aug 28, 2027 → Sep 4, 2027 • Port Canaveral ↔
From $2,056
$294/night
Good value
↓15% below typical
Iona • P&O Cruises
14-night Eastern Caribbean Loop via Basseterre, Saint Kitts, Tortola & Philipsburg
Jan 7, 2028 → Jan 21, 2028 • Bridgetown ↔
From $2,363
$169/night
Typical price
↓8% below typical
Iona • P&O Cruises
14-night Eastern Caribbean Loop via Basseterre, Saint Kitts, Tortola & Philipsburg
Jan 8, 2028 → Jan 22, 2028 • Bridgetown ↔
From $2,363
$169/night
Typical price
↓8% below typical
Emerald Princess • Princess Cruises
14-night Eastern Caribbean Loop via Tortola, Basseterre, Saint Kitts & Roseau
Feb 6, 2028 → Feb 20, 2028 • San Juan ↔
From $1,616
$115/night
Good value
↓17% below typical
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
Disney Treasure • Disney Cruise Line
7-night Eastern Caribbean Loop via Tortola & Disney Castaway Cay
Sep 11, 2027 → Sep 18, 2027 • Port Canaveral ↔
From $2,036
$291/night
Good value
↓12% 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
Seabourn Ovation • Seabourn
7-night Southern Caribbean Arc via Tortola, South Friars Bay & Les Trois-Îlets
Jan 30, 2027 → Feb 6, 2027 • Philipsburg → Bridgetown
From $4,198
$600/night
Good value
↓13% below typical