I guess a lot of this depends on what level you are performing your shows ......
Since you said you have both a stage amplifier and PA I have to guess that you are supplying all this equipment yourself ( I hope you are charging the venue for use of your PA....if not you should) . I personally make the sound company doing the backline handle the DI box issue. I always carry mine with me just in case... If I have to use it I charge extra. You should create a tech rider which details what you need on the stage to get you connected like this ... (guess the board dont like my list format!)
Input List
CH INSTRUMENT MICROPHONES STANDS STAGE INSERTS
preferences
1 Bass Drum L Beta 52 short boom CSL Gate
2 Bass Drum R Beta 52 short boom CSR Gate
3 Snare top SM 57 Gate
4 Snare bottom Beta SM 57 short boom Gate
5 Hi-Hat 1 SM 81 straight
6 Hi-Hat 2 remote SM 81 straight
7 Rack Tom 1 E 604/504 Gate
8 Rack Tom 2 E 604/504 Gate
9 Rack Tom 3 E 604/504 Gate
10 Floor Tom 1 E 604/504 Gate
11 Floor Tom 2 E 604/504 Gate
12 Ride SM 81/ SM 57 short boom CSL
13 Overhead L AKG 340/SM 81 tall boom CSL
14 Overhead R AKG 340/SM 81 tall boom CSR
15 Bass DI Active DI Comp
16 Bass Mic D 112/42 short boom SL Comp
17 Guitar DI Active DI Comp
18 Guitar SM 57 short boom SR Comp
19 Keyboard (L) Active DI SL Comp
20 Keyboard (R) Active DI SL Comp
21 Lead Vox Beta 58 / SM 58 straight CS Comp
22 Vox 2 Beta 58 / SM 57 tall boom SR Comp
23 Vox 3 Beta 58 / SM 57 tall boom SL Comp
24 Vox 4 Beta 58 / SM 57 tall boom SL Comp
25 Vox 5 Beta 58 / SM 57 tall boom CS bk Comp
26 Spare Mic Beta 58 / SM 57 Comp
This list is just a guide for the stage crew so they know what kind of setup to expect.
More to the point the DI box I use is a Radial JDI MK3 .
This is a stereo unit that has a merge function that can allow you to combine the left and right signal into a single mono channel. This helps you avoid reprogramming and still get a good sound from your setup. Another note this is not a cheap DI box, it's built like a tank and has really good specs for delivering a very clean sound. They generally run about $160-200 usd.