Princess Cruises

Crown Princess

San Juan → Saint Thomas → Bridgetown → San Juan

Mar 21, 2027 · 7 nights

$809 interior · $116/night

1% above typical
Royal Caribbean International

Vision of the Seas

San Juan → Charlotte Amalie, Saint Thomas → Philipsburg → San Juan

Mar 28, 2027 · 7 nights

$681 interior · $97/night

7% below typical
Regent Seven Seas Cruises

Seven Seas Prestige

San Juan → Tortola → Nassau → Miami

Mar 30, 2027 · 10 nights

$7,099 suite · $710/night

3% above typical
Explora Journeys

Explora III

San Juan → Saint-Barthélemy → Key West → Miami

Apr 5, 2027 · 7 nights

$4,835 suite · $691/night

Explora Journeys

Explora IV

San Juan → Saint-Barthélemy → Ocean Cay → Miami

Nov 27, 2027 · 7 nights

$4,130 suite · $590/night

2% below typical
Celebrity Cruises

Celebrity Summit

San Juan → Charlotte Amalie, Saint Thomas → Philipsburg → San Juan

Dec 26, 2027 · 7 nights

$1,177 oceanview · $168/night

5% above typical
Princess Cruises

Emerald Princess

San Juan → Saint Thomas → Bridgetown → San Juan

Feb 13, 2028 · 7 nights

$807 interior · $115/night

1% above typical
Windstar Cruises

Star Pride

San Juan → Basseterre, Saint Kitts → Saint-Barthélemy → San Juan

Nov 1, 2027 · 7 nights

$2,443 oceanview · $349/night

Windstar Cruises

Star Legend

San Juan → Saint-Barthélemy → Marmaris → San Juan

Jan 3, 2028 · 14 nights

$4,014 oceanview · $287/night

Royal Caribbean International

Grandeur of the Seas

San Juan → Charlotte Amalie, Saint Thomas → Bridgetown → San Juan

Sep 4, 2027 · 7 nights

$671 interior · $96/night

2% above typical
Royal Caribbean International

Rhapsody of the Seas

San Juan → Charlotte Amalie, Saint Thomas → Roseau → San Juan

Jan 16, 2027 · 7 nights

$559 interior · $80/night

5% above typical
SeaDream Yacht Club

SeaDream II

San Juan → Saint-Barthélemy → Jost Van Dyke → San Juan

Dec 19, 2026 · 8 nights

$6,856 oceanview · $857/night

1% above typical
SeaDream Yacht Club

SeaDream I

San Juan → Cruz Bay, Saint John → Road Bay → San Juan

Jan 16, 2027 · 7 nights

$6,216 oceanview · $888/night

Princess Cruises

Crown Princess

San Juan → Saint Thomas → Saint George's → San Juan

Jan 24, 2027 · 14 nights

$1,522 oceanview · $109/night

SeaDream Yacht Club

SeaDream I

San Juan → Cruz Bay, Saint John → Mayreau Island → Bridgetown

Feb 27, 2027 · 7 nights

$6,603 oceanview · $943/night

SeaDream Yacht Club

SeaDream II

San Juan → Samana → Grand Turk Island → Freeport, Grand Bahama

Mar 13, 2027 · 7 nights

$7,668 oceanview · $1,095/night

4% above typical
SeaDream Yacht Club

SeaDream I

San Juan → Norman Island → Jost Van Dyke → San Juan

Mar 20, 2027 · 7 nights

$6,120 oceanview · $874/night

1% above typical
SeaDream Yacht Club

SeaDream I

San Juan → Cruz Bay, Saint John → Road Bay → San Juan

Mar 27, 2027 · 7 nights

$6,216 oceanview · $888/night

SeaDream Yacht Club

SeaDream I

San Juan → Norman Island → Cruz Bay, Saint John → San Juan

Apr 3, 2027 · 7 nights

$6,120 oceanview · $874/night

SeaDream Yacht Club

SeaDream I

San Juan → Cruz Bay, Saint John → Road Bay → San Juan

Apr 10, 2027 · 7 nights

$6,313 oceanview · $902/night

Browse by departure port