TravelonAnti-theft Classic Crossbody Bucket Bag

Q: What size water bottle will it hold?

My water bottle that fits is one you buy that would be a plastic throwaway- a 16.9 oz. (500 ml). There is still plenty of room inside the bag, and I like the mesh on the outside, so, if it is a hot day, your bottle sweats some, it doesn't matter.

Q: do the straps adjust long enough to wear cross body style?

Yes, I bought this bag because you can wear it crossbody, as I am traveling to Rome, and want to make it very hard for those pickpockets to get my bag. I am 5"4" and have ample strap room with plenty to spare to wear cross-body.

Q: Does the 14 in measurement include the external side pockets? What does the main compartment measure>

I would say yes. Main compartment measures approx 13 wide x 10 deep. The side pockets are very flat against the purse unless you unzip them, then they open wide enough for a full sized water bottle, held by a mesh pocket. I have this purse in black and brown and use them every day. Inside compartment will fit my large wallet, checkbook, two eyeglass cases, keys, Kindle and lots of etc. Hope this helps.