In the middle of 2022 I became hooked on a unique facet of Major League Baseball fandom: the road trip. After experiencing a Twins away series in Phoenix against the Diamondbacks, I discovered several unique perks to road game attendance:

1) You get to see your team participating in batting practice when the gates open.
2) If you wear your team’s gear, you become a magnet for stray baseballs being tossed into the stands after an inning, or pre-game interactions and autographs.
3) If you play your cards right, you can score great seats at low, low prices due to an absolute lack of interest in Twins games at most ballparks!
4) If nothing else, win or lose, you get to experience another ballpark and all of its quirks and food and drink and amenities…along with memories and stories for a lifetime.

As my road-tripping gained momentum into 2023 and 2024, some “glass is half empty” moments did begin to reveal themselves. For instance, the Twins (and all teams) typically lose the majority of their away games. 2023 was a boom year with a 40-41 record on the road, but 2025’s 32-49 record is more typical. So if your heart is set on “best chance to see a Twins win” then the home game is still the way to go.

But if you want a change of pace, and an excuse to observe how other teams operate so that you can see if your complaints about the Twins organization still resonate, or if you simply don’t live anywhere near Target Field and want to watch your team live and in person – nothing beats a road trip.

In past seasons I’ve presented all 13 road trips that the Twins take as individual articles. I honestly just have been so depressed about the offseason that 13 articles felt like torture for you and for me. Instead, I’m going to present the top trips for each two-month segment of the 2026 season based upon three main variables: 1) approximate off-market ticket price, 2) city ad stadium amenities, 3) chances of victory.

The March/April/May stretch of the season takes the Twins to the following locations:

March 26-29 – @ Baltimore

March 30- April 2 – @ Kansas City

April 10-12 – @ Toronto

April 21-23 – @ New York Mets

April 24-26 – @ Tampa Bay

May 5-7 – @ Washington

May 8-10 – @ Cleveland

May 22-24 – @ Boston

May 25-28 – @ Chicago White Sox

May 29-31 – @ Pittsburgh

So here’s your Best Twins Road Trip options for the kickoff to the 2026 campaign!

#3 – April 24-26 – @ Tampa Bay 
This season marks the return to Tropicana Field after a hurricane-induced season spent at the minor league Steinbrenner Field. While watching from the literal outfield wall at that little ballpark was fun, it was very much a minor-league stadium.

Now is the Trop an actual big-league ballpark? Most people would argue that it isn’t, but on the flip side, ticket prices due to increased seating and no increase in fan interest mean great seats for low prices! Amenities aren’t great at the stadium, but it does bring back a “Metrodome” vibe, and the fast-paced turf should make for interesting ballgames. Tropicana Field boasts the notorious label of being “unattractive” and “nondescript.” A concrete dome, with Astroturf (that even the Astros stopped using…), optical illusions from the seating arrangement, and catwalks that giveth (Jason Kubel in 2010) and taketh away (Miguel Sano in 2015). Tropicana Field defines “quirky.”

Will the Twins be able to emerge victorious in the series? Minnesota is 4-8 at the Trop since 2021, so the outlook is murky at best.

#2 – May 22-24 – @ Boston
I was tempted to consider either of the first two series, since they involve home openers for their respective clubs in Baltimore and Kansas City. The inflated price tags of those games, and the reality that this year’s Twins team will most likely stumble out of the gates, led me to aim later in May.

Memorial Day weekend takes place in Boston this year, and no greater baseball experience can be found on the road than at Fenway Park. What it lacks in variety and contemporary charms, it more than makes up for in nostalgia and ambience. The fans are there to watch baseball, and that makes a huge difference compared to most other road stadiums. Prices will be higher, because you will be most likely in a packed house. But you can still find Green Monster seats off-market the day of the game, and if you can…you must.

Travel to and from Fenway will require more planning than a Tampa trip, with the train being the best door to door option probably. Will the Twins win while you are there? They’ve gone 7-9 at Fenway since 2021, and took the series from the Red Sox on their home turf last year! So there is hope that the squad performs up to the competition in such a historic setting, and that Royce Lewis can rip 10 doubles off of the Monster while he’s at it.

#1 – May 29-31 – @ Pittsburgh
Word on the street is that PNC Park is one of the gems of Major League ballparks. While I personally haven’t yet entered its gates, I plan to this season. Call it the Derek Shelton (or Josh Bell) revenge tour, or the Paul Skenes awesomeness tour, or the battle for the number one draft pick in 2027 tour…this series should matter more than most in late May.

Twins fans in attendance should stand out well, and not have too many enemies (forgot to mention that factor in the Boston paragraph). Prices should be reasonable, with not a bad seat in the house. When it comes to competitive balance and chance for victory, the Twins don’t have much to go by in way of previous meetings.

Minnesota has only traveled to Pittsburgh once since 2021, and that was a 1-2 series loss in 2024. Outside of the Nationals, the Pirates look to be the weakest link on the early calendar, and since Twins fans only get a chance to travel to Pittsburgh to see their favorite squad every other year, this series gets my stamp of approval for the Best Road Trip in the first third of the season.

Now its your turn Twins Daily faithful. Which road series do you plan on attending, or think ranks highest when factoring in cost, amenities, and chance for victory? Are there other factors in road trip planning that you would add to your calculations?