She will detour to the Pokecenter and then yep, it is Time For Boat. Where does she leave her bike while she's on the boat?

She can clip it to the dock railing out of the way where it won't fall over.

That makes sense.

Bike stashed, it is time! for! boat!

There are beautiful views of the harbor! There are lots of trainers to fight! Also her itemfinder finds a Max Potion that rolled under one of the benches on a previous cruise.

Oooh! Finders, keepers!

She and her team will have so much fun. Gywa, this is how you win fights on land!

Gywa keeps on getting better!

Guess who else is on this cruise!

Sherry!

Gwen waves enthusiastically and heads over. Hi!

"Oh wow, hi! Want to fight again? We can stop by the healing machine in one of our cabins first so both our teams are ready to do their very best!"

Enthusiastic thumbs-up. Also, carefully signed: Has your Charmander evolved yet?

"Yeah!!" Sherry exclaims as they walk toward her cabin. "Sparky's a Charmeleon now!"

Basauw is an Ivysaur!

"That is So Cool! This fight is gonna be awesome." They get to Sherry's cabin, which like all the cabins has a healing machine next to the bed.

Here, Pokemon, be healthy so you can properly wallop Sherry's team.

Here, Pokemon, be healthy so you can properly wallop Gwen's team.

Neither side gets walloped, per se, but Gwen emerges the victor! It helps that Sherry only has four Pokemon to her five--Pidgeotto, Kadabra, and Rattata in addition to her Charmeleon.

Good effort, Gwen signs. Better skill next time? She grins.

"Count on it," she says as she heals. "Good skill yourself--I'll see you around!"

See you around!

Off to her own cabin, and then: more fights? More fights.

So many more fights! Eventually she has earned another P$2000 and fought everyone. At least, everyone who isn't in the captain's office, which has muffled thumping noises emanating from it.

She and her team are so good at this!!! (P$4123.)

Thumping noises are.... not great. She'll try the door to the captain's office; maybe it's unlocked.

It is unlocked! Inside is the captain, who is trying with very limited success to move one of his filing cabinets away from the wall.

Oh, that's not what she was expecting. (Why did she think it was something about those cult-mafia guys in red? Probably because they keep showing up everywhere.)

She's not strong, she's ten. Maaaybe one of her Pokemon could help?

After a moment, the captain notices she's there. "Oh, hello! I didn't hear you come in over all the noise I was making. Would you be able to help me out? I've dropped my nice pen behind this cabinet, and I can't fit my arm behind it to get it back."

Oh, now that she is perfectly sized for. Nodnod, get down to fetch pen with her skinny arms.