The Best 36-Hour Vacation Hacks Travel Pros Taught Me When You’re Out of PTO ...Saudi Arabia

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My daughter is in third grade now, which means double the homework and attendance that actually counts. Week-long trips during the school year are off the table. It’s not just her schedule, either. I have a full-time job with a finite number of PTO days, and I’m always dancing on the line of a negative balance.

So how does a travel-loving family handle that? We leave as soon as she’s done with school on Friday and don’t come home until Sunday. Once you subtract the drive, that’s about 36 hours on the ground. That’s the same window The New York Times has been tailoring trips around since 2002 in its “36 Hours in” series, which runs on the premise that you can spend meaningful time in a new place over a single weekend.’ve read a lot of them so you don’t have to.

I also called two people who take these trips constantly. Gabby Beckford writes at Packs Light, largely for people who don’t have much time off either. Nikki Padilla Rivera co-founded Women’s History Tours NYC, so she spends most of her weekends with people who are only in the city for a day or two. These are the tips they recommend if you’re short on time but still want meaningful experiences.

Related: How I Pack for a 7-Day Trip With a Single Shoulder Bag

Shorten your itinerary

I used to start with planning around the destination, and quickly found myself, and my family, getting very overwhelmed with a super vague and simultaneously packed itinerary. Thankfully, Gabby and Nikki gave some pointers that help remedy that.

“Pick your goal first,” Nikki said. “Do you want to learn something? Do you want to experience a new place, or do you simply want to get away? Those are three entirely different itineraries,” she says.

For example, she walked me through a Mexico City trip she’s planning. “I’ve been dying to see the Diego Rivera repainting of a mural that we had in New York City at Rockefeller Center, so I’m going to mark that museum on the map,” she says. “Then, there’s a market that I really love in the park in Condesa. I’m going to mark that as well. Now I have two different neighborhoods that I know I’m going to wanna focus around. So I’ll make sure to pick a hotel that is in one of those.”

Choose a few things, then find which neighborhoods those activities or attractions are in, then the hotel comes last. Doing it in the other order is how I’ve ended up in a nice hotel forty minutes from everything I wanted to see and a kid melting down because of hours extra spent in the car.

Gabby sees people get this wrong constantly. “They plan it with the mindset of ‘a week-long trip, just compressed,’ and it ends up burning them out,” she says. “They end up spending the trip in transit between bucket-list items instead of experiencing any one of them. Pick three things you actually want, not ten you think you should want.”

Nikki’s other point is that it doesn’t have to be far. “You don’t need to go far to escape and/or learn something new,” she says. “There are very likely some small towns that you’ve never been to near where you live that have one interesting historic home you can visit, that have one beautiful restaurant and one really cool bar. That alone can be a super enriching experience.”

A lot of her tour guests are already doing that too. “We often get people coming in from the tri-state area, and they’ll come into the city for the weekend, stay in a hotel, take our women’s history tour, have lunch plans afterwards, and then dinner that night. That’s the whole trip.”

Related: I’m a Repeat Mexico City Traveler—These Are the 8 Hotels I’d Actually Book

Pack One Bag (Total)

A woman stands by a bed in a modern hotel room, packing a suitcase with clothes and a brown jacket, smiling as she prepares for travel.

For a long time we left the house with a carry-on each, a separate bag for our daughter’s toys, and a third bag of stuff I was sure we’d need and never opened. Gabby’s rule is to avoid this by packing light, something that’s saved her on many a trip.

“Pack one bag, no exceptions,” she says. “A bag you check is a bag that can get you stuck at baggage claim or lost, which is a a nightmare on a short trip. I wear my bulkiest item on the plane and pack only what repeats, like one extra outfit and layers. If I’m not certain I’ll use it in 36 hours, it stays home. If I find myself needing it, that’s my souvenir for the trip!”

This is something I’ve struggled with for as long as I’ve been traveling (almost 20 years at this point). I would stuff my bag so full with “maybe” outfits that I didn’t leave any room for special gifts on the road. So now, I live by this rule: Whatever I forget, I can buy there, and it’s usually cheaper than the twenty minutes I spend loading and unloading a bag I didn’t need.

Another hassle with too much baggage? It’s a pain to carry once you’ve checked out. If you’ve taken a quick trip without the use of a car, lugging multiple bags down a busy city street or through smaller cobblestone streets instantly takes the joy out of that last day. Although many hotels will hold onto your bag for you, AirBNBs will not, so you’ll need to ensure you’ve got a safe space to keep your things. The easiest way to avoid this is by bringing a lightweight bag that doesn’t add bulk as you’ve rushing from museum to museum or park to restaurant.

Related: I Traveled for a Year in One Suitcase—Thanks to These Ultra-Comfy Sneakers

Start with the Neighborhood

I asked both of them whether it’s worth paying up for a central hotel and got opposite answers, which as a journalist, I love to hear.

Gabby pays without question because a centrally located hotel ends up saving her in the long run. “An Uber is never just $15, in my opinion,” she says. “It’s 20-30 minutes twice a day you don’t have on a short trip, so I’ll take a smaller room in the center over a nicer one on the edge every time.”

Nikki, however, goes with a different approach. “With few exceptions, the central hotels are going to be more expensive and less atmospheric because that’s where you’re going to get all the big brand chains,” she says. “For me, the walk from the local neighborhood to what I want to see in the more central areas is part of the experience, plus the food tends to be much better outside of the central area.”

Her advice for first-timers in New York is simple. “The mistake is always to stay in Times Square because people know they want to see that,” Nikki says. “What I recommend instead is actually picking a quieter, more local neighborhood because you’ll still get to Times Square, but that won’t be the entire identity of your trip.”

Related: A Sleep Expert Says This Common First-Day Vacation Habit Makes Jet Lag Worse

Reserve Only What Sells Out

Group of mature adult friends quickly booking a hotel on smartphone while exploring the temple, making use of technology to simplify their travels and ensure a smooth, enjoyable experience

My instinct with a short window is to schedule all of it down to the minute, because I want to ensure we make the most of our town. However, I’ll give you a quick news flash—that tactic rarely works. Instead of enjoying our quick getaway, we’re often left exhausted from over-scheduling and my husband and I end up in a nonstop argument because our daughter is melting down in the backseat.

For Gabby, the quickest way to avoid this is to pre-reserve only what is sold out quickly, very trendy or viral, or requires time slots. “Book the thing with a line or a deadline, like the reservation-only restaurant, the timed museum entry, the one activity a local told you sells out,” she says. “Leave meals and neighborhood wandering open because a rigid itinerary is riskier than a loose one, because one delay collapses the whole day.”

Nikki’s biggest time-waster is standing in line for tickets, but buying ahead has gotten harder. “It’s not super clear what companies have the legit tickets,” she said. “However, that goes into the research: email the companies to ask specifically, look at reddit threads.” Before a trip to Vienna, a colleague warned her that the children’s museum there sells out weeks in advance. So instead of hoping, she checked every week until tickets opened for the date she wanted. “We would have never gotten in had we just shown up at the museum on the day,” she said.

Whatever you did book, whether it’s the tour, the timed museum entry, or the restaurant, schedule it for the morning. Nikki runs her own tours at 10 a.m. for that reason. “People don’t have to get up at a crazy hour or stay up really late. They can get up, they can have breakfast, they can make their way over, but then be done by noon so they have plenty of time to get to lunch,” she says.

For Gabby, it’s imperative to book or plan the first meal even before you leave for the trip, even if it doesn’t require a reservation. “People wander looking for ‘the perfect spot’ and burn 45 minutes of a 36-hour trip deciding where to eat,” Gabby said. “I pick my first meal before I land.”

Her last tip seems simple, but she constantly sees her friends and clients making this same mistake. “Set a return-to-airport time, pre-book your Uber, and work backward from it before you plan anything else,” she says. “Most people plan forward from landing and panic at the end. It’s not more time you need, it’s a little strategy.”

Related: The 7 Best Destinations for Women Over 50 to Visit Right Now, According to Travel Advisors

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