Sync folder of images with Flickr

flickr_sync.rb

require 'flickraw'
require 'retriable/core_ext/kernel'

# set your api key and secret
FlickRaw.api_key = 'xxx'
FlickRaw.shared_secret = 'xxx'

# set your oauth access token and secret (you need to authenticate)
flickr.access_token = 'xxx'
flickr.access_secret = 'xxx'

# get all photoset metadata
all_sets = retriable { flickr.photosets.getList }

# try to find an existing photoset with this title, and download photo list
photoset_title = Dir.getwd.split('/').last(2).join(' | ')
puts "Photoset: #{photoset_title}"

if photoset = all_sets.find { |set| set.title == photoset_title }
  photos = retriable { flickr.photosets.getPhotos(photoset_id: photoset.id).photo }
else
  photos = []
end

# find files underneath this directory and upload any we haven't seen
files = Dir['**/*.{jpg,JPG,png,PNG,bmp,BMP,mov,MOV,mpg,MPG,avi,AVI}']
files.each do |file|
  photo_title = file.split('/').last

  # skip this photo if it's already in the set
  if photos.find { |ph| ph.title == photo_title }
    puts "Photo: #{photo_title} (found, skipping)"
    next
  end

  puts "Photo: #{photo_title}"

  # try to upload the photo 3 times, enough to deal with weird errors
  photo_id = retriable { flickr.upload_photo(file, title: photo_title, is_public: 0, is_friend: 0, is_family: 0) }

  # create a new photoset if needed, otherwise add this photo to the existing one
  if photoset.nil?
    photoset = retriable { flickr.photosets.create(title: photoset_title, primary_photo_id: photo_id) }
  else
    retriable { flickr.photosets.addPhoto(photoset_id: photoset.id, photo_id: photo_id) }
  end
end

I've been using this to sync an entire iPhoto library to Flickr and it works great. The only bit of manual tweaking you may have to do is change the logic on line 15 that creates the photoset name from the current working directory.