Send automated emails from website (based on integration with Checkfront.com)

Hello, I run a walking tour website built on wordpress ([login to view URL]), and use [login to view URL] as my booking reservation system. It's a highly developed booking system, and it allows me, among others, to automatically trigger emails to customers when they reserve a tour, send an automatic email confirmation, send a post-tour thank you email, etc. However, the level of customization for emails is lacking, as they only offer a few email variables (such as name of tour, customer name), and I find the emails are sent inconsistently. Checkfront does have an API, which allows further customization (for instance, API webhooks can be used to send notifications to a remote server when a new booking is created or updated. More info here: [login to view URL]). I would like to send 5 different emails: 1, a thank you for reserving with us email; 2. a your tour is now confirmed email; 3. a your tour is tomorrow reminder email; 4. a thank you for coming on a tour email; and 5. an email to our guides, letting them know automatically how many people are coming on a tour, and their contact information (which is gathered from the checkfront reservation system), to be sent to guides 24 hours before a tour runs. In terms of email variables, I would like to customize, for each of our tours, the following (not all of the following will be sent in each of the 5 different types of emails above, but I am listing below all the things that will have to be individually customized on at least one of the emails that are sent out): 1. the start and end points (meeting place address, photo of it, and link to map to it); 2. name of tour guide + their photo + twitter handle; 3. phone number for guides in terms of emergencies; 4. name of restaurant/eating place post-tour and photo or logo for each of the tours; 5. line about recommending a snack depending on when tour runs (i.e. if run during supper time, so people know to eat in advance) + recommendations for places nearby starting place where people can eat; 6. a short tour description; 7. integration of current weather forecast for the day of the tour; 8. links to the 'further reading' folders for each. I am flexible on what you choose to use to build these emails in (either build on checkfront existing system based on their api, either choose to use existing wordpress plugin automatic email, or you build a custom wordpress plugin just for this). That remains at your latitude. I do want to also be able to pick the time when the emails are sent out (usually 24 hours before or after a tour, EST). Lastly, I want the emails to look aesthetically pleasing and have the same look/feel as our website. Their should include our logo, similar font as the logo and website fonts and colors, and they should contain our contact info such as our twitter handle, website, phone number, etc. (customized header and footer, basically), sent in both html and text version. I am happy to work with you to send you exact text to be used for each of the variables for each of the 4 tours we currently run. Ideally, you'd build something in such a way as to easily allow us to customize future such emails for any future tour we will wish to run. I work quickly and value good communication and ability to think independently and deliver quality work. Attention to detail is important. I would want you to start this right away, and finish the project in max 4 days. When bidding, please do not submit your copy/paste portfolio with your work - I much rather have a few words from you to let me know that you are human and have read exactly what I would like to do. Thank you for your patience in reading all this. I look forward to your bids.