Bleisure is the new black: How to plan the ultimate business trip

Welcome to Cheapflights

The simple way to find cheap flights and hotels from all your favourite travel companies

You check your work email at the beach and take business calls at home, so why not add some leisure time to your next business trip?

Bleisure, the practice of mixing business and leisure travel, is growing in popularity as business travellers are extending business trips to take advantage of a paid round-trip airline or train tickets to spend a weekend or more exploring cities like New YorkLondon and Hong Kong.

There are many benefits to a bleisure trip: the prospect of a holiday just after you’ve attended a gruelling series of stressful meetings or closed a crucial business deal adds value to work assignments; you get to see a place you might not have had the opportunity to see; you gain cultural experience and knowledge that is useful in the workplace; you save money and time since your company foots the bill for the plane ticket and, once your holiday begins, you’re already at the destination.

So, next time work has you hitting the road (and remember to book your flight using Cheapflights, your HR department will be grateful), use our guide to plan the ultimate bleisure trip.

Search for flights

Plan ahead

Business travellers are some of the savviest travel planners, but there are a few extra considerations to make when combining business with pleasure.

  • Join airline frequent-flyer programs as well as hotel and rental car loyalty schemes. Since you’re travelling for business, you will quickly accumulate points and status, allowing you to earn special perks like free upgrades, free tickets and free hotel stays. Use these to your advantage when booking an extra night or two on your next business trip.
  • See if your company has any policy regarding combining work with play. Some companies have policies that forbid seeking reimbursement for expenses that could be viewed as personal or added expenses as a result of extending your stay.
  • If you’re worried about blurring the lines between business and leisure, talk to your manager about adding a day or two or even a week onto your next business trip. Getting your manager’s approval may instill more confidence in your trip planning (and avoid any last-minute requests to return to the office to close a deal).
  • Consider if your finances (and company culture) will allow you to bring your family or a friend, who can enjoy the sights and city during the day while you work and travel together post-business. Bringing a travel companion means you will only incur a limited number of expenses, mainly their airfare and the extra nights in a hotel room that you’ll share and incidentals.
  • Use your annual leave wisely. It’s easy to tack on a weekend getaway, but consider extending your stay through to the beginning or end of the week.
  • Consider getting an airport lounge membership. Even if your company won’t pay for it, opting for an airport lounge membership or buying a day pass gives you a comfortable place to prepare for your bleisure trip, from printing out reports and using the Wi-Fi to grabbing a snack or drink.

Timing is everything

Like any trip planning, timing is everything.

  • Book your business meetings on Mondays and Fridays, giving you a reason to be at the destination as the work week starts or just in time for the weekend. You’ll get a weekend getaway for the price of a couple of hotel nights without having to ask for days off.
  • If you’re bringing your family, significant other or friend, determine if they will travel separately, timing their arrival to the end of your business trip so you can stay focused, or if they will travel with you so they can begin enjoying the destination while you work.
  • Be sure your schedule allows for a bleisure trip. If there is a chance you may have to rush back to the office to complete a business deal or you have another business trip within a few days of your stay, you might want to skip the leisure portion this time around. The point of booking a bleisure trip is to save money, not lose it by cancelling at the last minute.
  • If there is a chance your business trip might get cancelled or you’ll need to arrive or leave earlier or later than expected, be sure your flights, train tickets and hotel stay are flexible, changeable and refundable. Know what the change or cancellation policies are before you book to avoid excess fees or losing your money.


Pack wisely

Avoid checked baggage fees and over packing. With some planning and determination, it is possible to pack just one carry-on bag for a bleisure trip.

  • Invest in a lightweight suitcase on wheels that easily fits in the overhead compartment. Some luggage makers even have suitcases that have two sections – one for your laptop and gadgets – and the other for your clothes.
  • Determine what the dress code is for the work portion of the trip. If the conference or meetings you are attending allow business casual attire, you can use the same clothing for business and leisure – it is a bleisure trip after all…
  • Pack clothes that are easy to wash and dry quickly (skip the dry-clean-only items as much as possible). Perhaps keep a single-use packet of detergent for sink washing your underwear and socks.
  • Invest in compression bags. These plastic bags suck out excess air, minimising the amount of space bulky clothing can take up.
  • Moderation is key. Lay out everything you think you might want to take and then eliminate half of it. You might have to leave that extra pair of shoes or trendy jewellery at home or wear an outfit twice, but you’ll have less stuff to carry – plus room for souvenirs.



Find the perfect place to stay with these tips. (And make sure you search for hotels on Cheapflights – yep, we’re not just about flying)

  • Ask if the hotel offers the group meeting rate or corporate rate for a few days before or after your business trip to take advantage of discounts.
  • Many hotels offer a third night free, giving you yet another reason to extend your stay.
  • Consider paying a little extra (or accumulate points) and book a club level floor. Staying on the club level often means breakfast, snacks and happy hour are included with your stay, saving you (and your travel companions) money during both the business and leisure parts of your trip.
  • Try to upgrade. If you’re bringing friends or family along for part of the trip, having a larger room can provide the space you need to get your work done without distraction.
  • Consider booking serviced apartments, which provide housekeeping and the comforts of home like a washer/dryer and kitchen, reducing the amount of clothing you need to pack and meals you need to eat out.


What to do if you can’t add extra time

If staying an extra day or two won’t work with your family commitments or finances, there are plenty of ways to blend leisure time into your business trip.

  • Go to a concert or show after your meetings have ended for the day.
  • Skip the fancy hotel meal and try the local cuisine by visiting night markets or local hotspots.
  • Grab a drink at an iconic bar.
  • Visit family or friends at your destination.
  • Spend a couple hours at a museum before or after work.
  • Take a walking tour of the city after hours.

Ready to plan your bleisure trip? Start by searching with You can use our smart travel tools to search for flights, hotels and car hire.

Have you ever mixed business with pleasure while travelling? Share your tips in the comments.

Bleisure is the new black: How to plan the ultimate business trip was last modified: January 10th, 2017 by Lauren Mack
Author: Lauren Mack (310 posts)

Lauren Mack has traveled to 40 countries on five continents, including Cuba, New Zealand, Peru and Tanzania. For many years, she called China, and then Taiwan, home. Countries at the beginning of the alphabet, particularly Antarctica, Argentina and Australia are on her travel bucket list. Lauren is a multimedia travel and food journalist and explorer based in New York City.