Stories by CheapCaribbean

How to Prep for PTO

July 17, 2019 0 Comments

Don’t be a PTO hoarder! Whether you’re packing up early on summer Fridays or trading in subzero office air conditioning for a breezy beach week, it’s time to get going. Here are some tips on how to prep yourself (and your colleagues) for your well-deserved vacation.

Woman lounging by the ocean at Royalton Negril, Jamaica - How to Prep for PTO

This will be you sooner than you think! (Photo by: @mk477)

Step 1

Approximately two weeks before your vacation, place a pair of flip-flops under your desk. Slide them on occasionally and imagine sand between your toes. (Remember to return to regular shoes before your next meeting.)

Step 2

Put a “For Sale” sign on your faux sunshine lamp.

Step 3

Chat with your manager about who will cover for you in your absence. Start sliding morning doughnuts on that person’s desk at least three days before your departure.

Step 4

Update your screensaver with a slideshow of beaches, sunset cocktails and windsurfers. Write “Wish you were here” on a sticky note and attach. It’ll get the office gossip going when you’re out to lunch and your screensaver kicks on.

Step 5

The night before departure, Google “Funny out of office messages.” Compose and delete at least three options, including this gif:

Big Ang Drinking GIF - Find & Share on GIPHY

Write out: “Thank you for your message. I will be on the beach starting [Start Date] and will return to the office [Date of Return]. If you need immediate assistance during my absence (because, remember, I’ll be on a beach), please contact [Name] at [Email].


Step 7

Shut off computer. Pick up flip-flops. Walk away. Breathe.

Woman walking along the beach at Sandals Regency La Toc in St. Lucia

Walking out of the office like… (Photo by: @thelittleliftrises)

Now that know how to prep for PTO, it’s officially time to start the countdown until you’re on the beach!

Sarika Chawla




Limited time and availability. To be eligible for this promotion you must 1) be an approved ER&R Club member by 11:59 p.m. CST on November 4, 2019 2) be within the first 25 ER&R Club members to sign up for the promotion 3) make a double or single occupancy booking for 5 or more nights. Bookings must be made and payment must be collected through a designated CheapCaribbean agent between November 11-20, 2019. Travel must be completed between January,1 and June 30, 2020. Blackout dates include but are not limited to April 3-19 and May 20-27, 2020.


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