Twilight is invited by Archon Sunset Shimmer to visit her in the island nation of Freeport. To her surprise, she discovers that Sunset wants to court her. As they spend time together, they need to find out if they can really make a relationship work despite their titles and personalities, or if they’re simply incompatible.

A Winningverse Story

This story is a sequel to Freeport Venture: Old Wounds

When one of her apprentice's friend-of-a-friends goes missing, Archmagus Sunset Shimmer doesn't hesitate to get involved. However, what initially appears to be a simple case of a missing child will wind up leading her to a criminal conspiracy and political intrigue at the highest levels of Freeport.

This story is a sequel to Northern Venture

Kukri Doo has a lot to think about after her trip to Northmarch. What was supposed to be a once-in-a-lifetime field trip with Sunset Shimmer turned into a horrifying struggle for survival—one that left hundreds dead and a city razed to the ground. It's a lot for anyone to deal with, let alone a changeling who's not even thirteen years old.

Kukri's come home to Freeport. If only it was that easy to leave all the memories of Northmarch behind.

For the first time in history, the Archon of Freeport has come to Equestria. Princess Twilight Sparkle has been given the honor to host Archon Sunset Shimmer, but she quickly finds herself at odds with her prestigious guest. Things turn sour when something is stolen from the Archon, and Twilight is the prime suspect. Twilight must uncover the real thief to avert an uproar of international proportions.

A Winningverse story.

Puzzle Piece is the premier information broker in the infamous nation of Freeport, leading one of the most powerful and wealthy organizations in the islands. However, after months of absence from Freeport, he returns to find everything he built in shambles and his lieutenants fighting over the remnants. With chaos reigning in the streets, the Council tells him to get his house in order or see his life’s work swept away. Unfortunately for Puzzle, there are forces in Freeport that don’t want to see him succeed. Nobody can be trusted, nothing is safe—not even his deepest secrets.

A chronological sequel to Northern Venture.

Sunset Shimmer originally went to Freeport to escape Celestia's influence, and to make some progress towards becoming an alicorn princess. She's certainly done her share of good in the infamous city of rogues, but after almost two years away from Canterlot she doesn't feel any closer to achieving her big goals. At this point, any reasonable pony could wonder if they made a mistake...

Faced with the unpleasant prospect of possibly going back to Canterlot in order to advance her goals, Sunset finds herself with one last option to preserve her independence: the great dragon Argentium the Runescaled, far to the north, wants to meet with her. However, her journey becomes far more than a simple social call, and Sunset has no idea just how much danger she and her friends will face.

Or how much she'll have to sacrifice—not just for her dreams, but survival.

It’s not every day you discover that your friend is in an adventure novel, but that’s exactly the situation Sunset Shimmer and Kukri Doo find themselves in when Puzzle Piece, Freeport’s foremost problem solver, makes an appearance in the latest Daring Do book. They only naturally ask Puzzle about it, and uncover a truth far stranger than fiction: a tale of adventure, intrigue, tyrant lizards, the mysterious dromaed people, and the fabled City of Giants.

A Freeport Venture prequel.

This story is a sequel to Northern Venture

When Sunset Shimmer's father shows up in Freeport chasing the infamous warlock Steel Rose, the last thing she wants is to get involved. She's still recovering from the madness in Northmarch and her battle against the dragon Blackfyre, and her father's obsession with capturing Steel Rose drove him to effectively abandon his family.

However, as the magus of Freeport Sunset can't ignore a dangerous warlock running loose in her city's streets just because of personal baggage. Once she finds herself reluctantly dragged into her father's obsession, she discovers there's far more going on than she's been told.

This story is a sequel to Freeport Venture: Blood and Iron

War rages throughout Equestria. The return of the Crystal Empire has seen years of strife and millions dead as Princess Celestia’s forces strain against Sombra's seemingly endless hordes.

However, the entry of Freeport’s forces turn the tide in Equestria’s favor. Archon Sunset Shimmer and her army smash into the fray, breaking the long, brutal siege of Manehattan and shifting the balance in Equestria’s favor. With Sombra's army falling back to his home territories, there's finally reason to hope again.

If only they knew something far, far worse than Sombra loomed on the horizon.

This story is a sequel to Freeport Venture: Come And See

When Twilight Sparkle traveled through time to stop Starlight Glimmer, she had no idea of the wider consequences of their actions. By trying to restore her old world, she was also wiping away the new ones that Starlight's changes to the past had created. Now, the last remnants of those destroyed worlds have come for revenge.

Co-authored by Ponibius