Windstar Cruises

Star Pride

San Juan → Saint George's → Spanish Town (Virgin Gorda) → San Juan

Jan 3, 2027 · 14 nights

$7,304 oceanview · $522/night

5% below typical
Princess Cruises

Crown Princess

San Juan → Philipsburg → Antigua → San Juan

Jan 17, 2027 · 14 nights

$1,636 interior · $117/night

Explora Journeys

Explora III

San Juan → Road Town → Basseterre, Saint Kitts → San Juan

Jan 29, 2027 · 14 nights

$12,185 suite · $870/night

2% below typical
Princess Cruises

Crown Princess

San Juan → Saint Thomas → Castries → San Juan

Feb 14, 2027 · 14 nights

$1,428 interior · $102/night

4% below typical
Explora Journeys

Explora III

San Juan → Philipsburg → Port Elizabeth, Bequia → Bridgetown

Mar 7, 2027 · 14 nights

$10,400 suite · $743/night

Windstar Cruises

Star Legend

San Juan → Saint-Barthélemy → Marmaris → San Juan

Jan 3, 2028 · 14 nights

$4,014 oceanview · $287/night

Windstar Cruises

Star Legend

San Juan → Saint George's → Spanish Town (Virgin Gorda) → San Juan

Jan 10, 2028 · 14 nights

$4,014 oceanview · $287/night

Princess Cruises

Crown Princess

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

Jan 24, 2027 · 14 nights

$1,522 oceanview · $109/night

Windstar Cruises

Star Pride

San Juan → Saint George's → Quepos → Puerto Caldera

Nov 22, 2027 · 21 nights

$7,460 oceanview · $355/night

Windstar Cruises

Star Pride

San Juan → Catalina Island → Quepos → Puerto Caldera

Nov 29, 2027 · 14 nights

$5,364 oceanview · $383/night

1% below typical
SeaDream Yacht Club

SeaDream I

San Juan → Funchal, Madeira → Málaga

Apr 22, 2028 · 14 nights

$5,093 oceanview · $364/night

2% above typical
Princess Cruises

Crown Princess

San Juan → Saint Thomas → Antigua → San Juan

Jan 31, 2027 · 14 nights

$1,388 interior · $99/night

1% above typical
Oceania Cruises

Oceania Allura

San Juan → Charlotte Amalie, Saint Thomas → Nassau → Miami

Feb 19, 2027 · 20 nights

$11,349 balcony · $567/night

2% above typical
Windstar Cruises

Star Pride

San Juan → Saint George's → San Blas Islands → Colón (Panama Canal)

Nov 22, 2027 · 14 nights

$4,197 oceanview · $300/night

Windstar Cruises

Star Legend

San Juan → Basseterre, Saint Kitts → Marmaris → San Juan

Dec 20, 2027 · 14 nights

$4,504 oceanview · $322/night

2% above typical
Windstar Cruises

Star Legend

San Juan → Saint George's → Spanish Town (Virgin Gorda) → San Juan

Dec 27, 2027 · 14 nights

$4,504 oceanview · $322/night

2% above typical
Windstar Cruises

Star Legend

San Juan → Philipsburg → Marmaris → San Juan

Feb 14, 2028 · 14 nights

$4,224 oceanview · $302/night

3% above typical
Viking Cruises

Viking Sky

San Juan → Bridgetown → Saint Thomas → San Juan

Jan 13, 2029 · 21 nights

$12,799 balcony · $609/night

4% above typical
Viking Cruises

Viking Sea

San Juan → Bridgetown → Saint Thomas → San Juan

Feb 8, 2029 · 21 nights

$12,799 balcony · $609/night

2% above typical
Princess Cruises

Crown Princess

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

Feb 7, 2027 · 14 nights

$1,436 interior · $103/night

1% below typical

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