|Release date(s)||Heileen 1
October 21, 2008
Non-Voiced Version: December 17, 2009 Voiced Version:
December 17, 2012
Heileen is a visual novel video game series for the Android, Linux, Mac OS, and Microsoft Windows platforms. The games were developed and published by Tycoon Games. The first game Heileen: Sail Away (also known as Heileen: Sail to the New World or just Heileen) was released on October 21, 2008 and the sequel Heileen 2: The Hands of Fate on December 17, 2009. The voiced version of Heileen 2: The Hands of Fate was released on March 19, 2010. Unlike the original trailers, the final version did not have a voice for the main character. All other characters are voiced. A team of seven voice actors worked on the game. The final installment Heileen 3: New Horizons was released on December 17, 2012.
A free online prequel with the title Heileen: A Trip to Bavaria was released on January 29, 2009.
The player reads through the story and makes decisions at some points, which leads to different outcomes and one out of three possible endings. The player can also start a relationship with one of the other characters, including lesbian relationships. The game offers a quest system and gives you a score rating at the end of the game. The second game features 15 unique endings and an enhanced version of the original quest system in Heileen with 20 quests. The third game does not feature a quest system any more and offers a new stat raising system instead.
Heileen: A Trip To Bavaria
Heileen: A Trip To Bavaria tells the story of a trip Heileen did for her 16th birthday to a small village in Bavaria. There she will meet Magdalene and they will become very good friends. Heileen's uncle Otto and Lora appear in the game, as well.
Heileen: Sail Away
Heileen, a young 17th century girl, goes on a voyage with her Uncle Otto to visit the new world, the Americas. She is accompanied by her best friend Marie and her Uncle's mistress, Lora. Based on the choices the player makes the game leads to one of three different endings. At the end, however, Heileen gets shipwrecked on a Caribbean island.
Heileen 2: The Hands of Fate
Heileen 2: The Hands of Fate takes place on a mysterious Caribbean island where Heileen was shipwrecked at the end of the first game. Her ex-slave friends Robert and Ebele will help her survive, but when Heileen discovers a deck of tarot cards representing the seven deadly sins and the seven godly virtues, she realizes that the power of the cards can help her unlock the secrets of her past and shape her future. With the tarot cards, she can escape from the island, find her true love, meet pirates, or do nothing at all. 
- Ayu Sakata – Ebele, Marie
- Steven Mane – Elias, Marco, Adam
- Lucien Dodge – Black, Morgan, Otto
- Morgan Barnhart – Lora, Juliet
- Erica Mendez – Magdalene, Marcus kid
- Dan Conlin – Robert, Jack, Additional Voices
- Mauri Majanoja - John, Jonathan
Heileen 3: New Horizons
Heileen 3: New Horizons plays about five years after the events of the second game. It starts after Heileen and her friends are rescued by pirates and they offer their services to the pirates. The theme song New Horizons was written by Matthew Myers and is performed by Kathleen "Irulanne" Boucher. An expansion titled Heileen 3: Sea Maidens which adds four new girl romances was released on January 26, 2013.