Rob Myers lay down his head at his kitchen table on a recent summer night, hot, frustrated but determined as ever to get the song right.

He listened intently to the sound coming from his computer.

“It’s an A to E flat,” he said to cofounding band member Elisha Wiesner, pausing the song. “Wait, is that a G?”

“What’s the first line of the song again?”

They struggled to get through Better, a song off the album The New Speed of Sound. Fingers slowly remembered which chords to play, their hands moving up and down the neck of the guitar simultaneously as they rocked the instrument close to their bodies, hoping to make sense of any of it.

“Nailed it!” Mr. Myers exclaimed when they finally made it through the song without stopping.

“That won’t be the last time we play that,” Mr. Wiesner said, a little exasperated but feeling accomplished. “What’s next?”

It’s been this sort of rhythm for the band the past few weeks. Starting Monday Kahoots performs in all Vineyard towns including Chappaquiddick for their second Island Tour.

ELISHA WIESNER: “THIS TIME IT’S PERSONAL.” — Ray Ewing

This isn’t just a Kahoots greatest hits tour: The band will be playing all 12 albums they’ve recorded in their 16 years together, start to finish in chronological order. With two albums per night and a seventh night of singles and covers, that adds up to a couple hundred songs.

It’s no easy feat. Some of the songs they played earlier this month at a gig at the Dive Bar in Oak Bluffs, but others they haven’t performed live in years or in some cases, ever.

ROB MYERS: “WE’VE HAD TO LEARN TO PRACTICE SEPARATELY.” — Ray Ewing

They’ll perform their newest album, Play Something You Know, on Sunday. Former drummer J.J. O’Connell used to heckle the band at shows with the phrase.

“There’s definitely been a few songs where I’ve been like, I don’t even remember the name of the song, even looking at the album. I don’t know what that is,” Mr. Wiesner said. “I could spend all day trying to figure some of these songs out. There’s the idea where we could just skip [the difficult ones] but we said we’re doing them all, so we’re doing them all.”

Drummer SAL ESPOSITO, AGE 18: “I WAS BORN READY.” — Ray Ewing

They’re fully committed to making sure every song is played, no matter what the outcome, and they’re expecting concertgoers to hold them to it. Mr. Myers said there’s no turning back now and they’ll be fully ready to rock and roll come Monday. Kahoots has committed to playing every last lyric. After all, the T-shirts are already ordered.

“The T-shirt order is in and that means it’s official,” Mr. Myers said. The images for both the T-shirts and the posters spotted around the Vineyard this week were designed by Island artist Jill Walsh and show Mr. Myer’s notorious red and white van as a seaplane landing in Island waters.

Short-sleeve, tank tops and kids’ baseball shirts will be available, and for the diehard fans, ladies underwear. Free T-shirts will go to those who come to every show.

“The beauty of the Island tour is you get to sleep in your own beds, you get to be on tour, you get to go to the beach every day and it’s not a lot of highway miles,” Mr. Myers said. “We’ve done it once, we’ve gotten the mistakes out of the way. This one will be a little smoother.”

“This time it’s personal,” Mr. Wiesner added.

The band starts at the Katharine Cornell Theatre in Vineyard Haven Monday night, the first venue the band ever played in. Tuesday night they’ll stop in West Tisbury at the Grange Hall, Wednesday they’ll be at the Yard in Chilmark, the Aquinnah Shop on Thursday, Seafood Shanty in Edgartown on Friday, Dive Bar on Saturday and the Chappaquiddick Community Center on Sunday.

Kahoots songs are short but sweet, aggressively rock and roll but catchy. No matter what, they never take themselves too seriously and end every song with a smile.

“Over the years we have set ourselves up for some huge challenges that we have accomplished,” Mr. Myers said of their cross-country tour a few years back and recording albums in Chicago and Canada. “We have this big, bold vision and it gets kind of whittled down a little bit but we follow through.”

“There have been a few members come in and out of the band, but really we just like to rock,” Mr. Wiesner said.

“We’ve always liked to rock,” said Mr. Myers without hesitation.

It’s also a reunion of sorts for Kahoots. Almost every band member who has come in and out over the years will be making a return to the Vineyard for the weeklong tour. They’ll have four different guitarists, three drummers and two bassists over the course of the seven shows.

Each band member will play on their corresponding albums, but there’s one more challenge to coordinating musicians with albums and revisiting every song for the tour. While Mr. Myers, Mr. Wiesner and current drummer Sal Esposito are all Vineyard-based, the rest of their band members have been practicing at their respective homes off-Island. The entire band will be here only on the day of the first performance.

“We’ve had to learn how to practice separately because we’ve done this long-distance band relationship now for years and years,” Mr. Myers said. “The thing about Kahoots is in the beginning it was just me and Elisha with two acoustic guitars for the first three albums or so. But now we’re going over these songs with a drummer, Saland the early acoustic stuff is going to end up being more rocking because it has a full band, bass, guitar, drummer and keyboard.”

Mr. Esposito, 18, grew up learning how to play drums on Kahoots songs because his father, Charlie Esposito, is the band’s main keyboardist. He’s the youngest member of the group and has no doubt in his mind he’ll have the stamina to make it through the week.

“I’m always ready. I was born ready,” Mr. Esposito said at a rehearsal in Mr. Wiesner’s basement later in the week. “I learned how to play drums to the albums I’m playing on the tour. It’s pretty exciting to be actually saying, check it out, I’ve been practicing this for 16 years.”

“We grew our own drummer! It was a joke for years but now he’s here,” Mr. Wiesner added. “It’s perfect because he knows all the songs.”

Kahoots Island Tour: Monday, August 1, Katharine Cornell Theater, Vineyard Haven, 8 p.m.; Tuesday, August 2, Grange Hall, West Tisbury, 8 p.m.; Wednesday, August 3, the Yard, Chilmark, 8 p.m.; Thursday, August 4, the Aquinnah Shop, Aquinnah, 8 p.m.; Friday, August 5, the Seafood Shanty, Edgartown, 9:30 p.m.; Saturday, August 6, the Dive Bar, Oak Bluffs, 9:30 p.m.; Sunday, August 7, the Chappaquiddick Community Center, 7 p.m.

All shows are $5 and are all-ages, except for the bar shows. For more information and a list of special guests visit the Kahoots Facebook page.