Tokyo boasts a diverse culinary scene, offering everything from budget-friendly street food to upscale dining experiences. A meal at a mid-range restaurant typically costs between ¥1,000 and ¥3,000 ($7.50 to $22).
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Tipping in Japan is not expected, and attempts to leave a tip will almost certainly be turned down (a potentially awkward moment). In Japan, it's thought that by dining out or drinking at a bar, you are already paying the establishment for good service.
Eating out can be expensive, but there are plenty of cheap diners and eateries in Japan where you can eat well at reasonable prices. Here are our recommended restaurants for cheap, healthy food: Teishoku-ya are simple, no-frills diners serving typical Japanese set meals at super low prices.
The likelihood that credit cards are accepted decreases in small cities and towns, and thus it is advisable to keep cash at hand when visiting rural areas. Cash is often the only way to pay for small entrance fees at tourist sights, smaller restaurants and small shops. Many lockers also require coins.
In short, I think you will be absolutely fine since your flight and hotels are paid for already. $1000 should be sufficient, but you must be strict with yourself. $50 a day just about creeps overbudget. I think you should set yourself about $30 a day and maybe sometimes jump up to $50/60 if you wanna try something.
$5000 is more than enough for one person for at comfortable two-week trip after an economy airfare from the USA and economy to mid-range hotel reservations are arranged in advance.
Cash still plays a major role in Tokyo, although more places accept credit cards now. Travel IC cards such as Suica and PASMO are also common forms of cashless payment.