Huge wine drinkers? We can definitely be friends!
We lived on 46th Street near the UN (I could see it from my kitchen window) and Grand Central Station. If you have every been around Broadway and 42nd Street where Macy's is during Christmas, you will know what Oxford Street is like. Wall to wall people. Except Oxford Street is like that nearly everyday of the year.
The photos from links ksand24 provided I think give a pretty fair indication of both Marylebone and Mayfair, although some are outdated. For example, the 1st one. The Marylebone Tup was refurbished at least a year ago and is now called The Marylebone. The photos showing the sidewalk cafes and pubs are in St. Christopher's Place and James Street and are much more touristy and crowded because they border the dreaded Oxford Street. I like to think of that area as a buffer to Oxford Street and easily avoidable.
South Kensington also seems to attract a lot of Americans and also French. It is lovely and does have a villagy feel comparable to Marylebone although the architecture is different. However, getting to Canary Wharf from there would require a tube change and if you really want to make your husband's life easier you should try to avoid it because aside from all the rush hour jostling, tube changes are not just a matter of crossing over to another platform. They can involve long walks and escalator rides.
There is a tube stop a block away from Whole Foods. You can easily take the Circle Line from Baker Street to High Street Kensington. And, even better, they deliver to the Marylebone post code. There you go, Kensington problem solved.
Good for you that you found a solution to transporting your wine stash. I can tell you that I've checked cases of wine from California to New York without incident. If I remember, the packaging was Styrofoam and shaped like the bottles.
Wherever you decide to look for a flat be aware that estate agents are very local. If you're looking in Marylebone use an estate agent located in Marylebone. If you are looking St. John's Wood, use an agent located there. There is not a lot of cross listing.
Like Ophinky, we love Marylebone so forgive my cheerleading.
If I can help you with anything else Marylebone related please feel free to PM me or email me. I can also clue you in to 2 more wine shops and a wine bar.