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CROSSROADS

The Wise Guy, Then Swordfish Tom's

Martinis, cocktails and tavern-style pizza, then a hidden cocktail bar through an alley.

About $30–$138 for two2 hrs 27 minEstimated fit
Plan this date
Map of the stops for The Wise Guy, Then Swordfish Tom'sA map of a few blocks, not to scale, north at the top, with straight lines between stops. Stop 1, The Wise Guy, the start. Stop 2, Swordfish Tom’s, optional, 0.2 miles from stop 1, 12 min walk. The route is about 0.2 miles end to end. Neighborhoods shown: Crossroads. Landmarks shown: Union Station.CROSSROADSGRAND BLVDMCGEE STSW BLVDWALNUT STUNION STATIONSTART The Wise GuySwordfish Tom’s12N0.1 miThe Wise Guy, Then Swordfish Tom'sFoodDrinksWalkStreetcar lineStraight lines between stops, not driving directions.Not to scale, north up. Map data © OpenStreetMap contributors
The route is about 0.2 miles end to end. © OpenStreetMap

Whole route inGoogle Maps Apple Maps

Also close by
  • Extra Virgin, food, 1 min walk from stop 1
  • Affäre, food, 1 min walk from stop 1
  • Kon Tiki Room, drinks, 1 min walk from stop 1
  • Up-Down KC, games, 1 min walk from stop 1
  • Mildred’s (Crossroads), coffee, 1 min walk from stop 2
  • The Bird Comedy Theater, music, 1 min walk from stop 2

The stops

  1. The Wise GuyOrder pizza and a martini.about 75 min · 1924 Main St, Kansas City, MO 64108 · hours checked recently · then 12 min walkWebsite Google Maps Apple Maps
  2. Swordfish Tom’sLook for the green lantern in the alley entrance; expect a possible wait.optional · about 60 min · 210 W 19th Terrace, Kansas City, MO 64108Website Google Maps Apple Maps

How the night flows

Drop in or reserve The Wise Guy for a busy night; Swordfish Tom's is spirits and cocktails only, no food.

Good to know

Reservations
Check with the place
Parking
Confirm parking near Main Street.
Getting around
Driving, Walking
Setting
Indoors
Alcohol
None needed
What to wear
Comfortable shoes for short walks between stops.

Before you go

Hours, prices and reservations change. Anything we haven't recently source-checked is marked “Confirm today” in the planner rather than presented as fact. Check the venue's own page before you head out.

We last looked over this date on September 21, 2026. That is a review of the plan, not a promise that every detail is current.

Spot something closed, moved or wrong? Tell us so it can be fixed.

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