Boston. I’ve gotten shared rides between downtown Boston and the airport but that’s the only scenario where I’ve been able to

It’s also a bit of a cautionary tale on transit, because Boston managed to screw that up with too many connections making it take too long.

• Subway. But only the blue line, no connection to red line, and you need to transfer to a bus.
• silver line. Connects to red line only. Glorified bus, drives in regular traffic.
• park and ride - no overnight parking.
• AirPort Express bus. Only serves outer burbs

If I want to goto the airport from my home in the inner ‘burbs:

• commuter train is up to 2 hours apart, limited hours. Can head into town, walk a block or two to the blue line, wait as long as 20 minutes, take that to the airport. Wait up to 5 minutes for a shuttle, take that to the terminal. Not practical.
• drive to red line. No overnight parking. Wait up to 20 minutes for subway, take it to silver line. Wait up to 20 minutes. Get stuck in traffic in the tunnels. Not practical.

I have lots of great transit options but none that connect smoothly and frequently enough to actually use. This is better when living in the city but still all the connections and delays turn what should be a great transit experience into an impractical one. I’m going to end up driving to the airport every time (up to three day trip or Uber for longer)