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My 50th-- August 2014-- Where to Go?!?

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Time for a game that comes up periodically on these forums, I'm sure:

Where should I go to bring in my 50th in style and panache without breaking the bank?!?

This year we're ringing out my 40s by spending a well-deserved 5-night getaway in San Francisco. Relaxation, a little romance, good food, The City. Since we're looking at over a year from now, we have time to fantasize a bit. Places already in the hopper:

-- NYC (already been, LOVE)
-- Chicago (already been, LOVE)
-- Maui (I've never been, but I LOVED O'ahu)
-- Hawai'i (i.e., Big Island-- never been etc., etc., etc.)
-- Eastern Caribbean Cruise (a bit of a homecoming since I lived in Puerto Rico as a preteen)
-- Montréal and/or Vancouver and/or Toronto (Montréal mostly to visit my niece who lives there)

What would YOUR dream vacation to celebrate a milestone birthday be? Some ground rules:

-- Seven to ten days duration
-- We will NOT drive more than 10 hours from home (southern California); otherwise we fly (in fact, we prefer to fly, except when we're buying cases of wine, tee hee)
-- We're game for anything, but not keen on heavy scheduling of activities; for example, we know we can do anything and everything in NYC, but we don't want to feel obligated to try to do everything
-- Must be LGBTQ-friendly, but not over-the-top so

Price won't be an object till we decide on which location we're going to. Dream away, and thanks for your ideas! :-)

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