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Avoid These Mistakes When Booking Lodging for Large Group Trips

Avoid These Mistakes When Booking Lodging for Large Group Trips

Once upon a time, I traveled the world alongside 30 other students to earn my Global Studies degree.

We slept in many places on our journey across the planet. Some of my most memorable stays include renting a hammock for $6 a night in Puerto Viejo, Costa Rica; sleeping on mats in an ashram with my entire class (including teachers) in Puducherry, India; and at student lodging with two bunk beds crammed into a tiny room in Taipei, Taiwan.

Somehow, I’ve come out of these experiences still loving group travel.

In fact, I still travel internationally with a group of more than five… at least once a year, too.

Last year, I took a group trip to Hamburg, Germany for a music festival. The year before, that small group headed to Plitvice, Croatia… also for a music festival, along with some coastal driving. The year before that, we took a trip to London… to party at Printworks before it closed. (You might recognize Printworks from The Batman.)

After so much time traveling in a large group, I’ve learned quite a few things about how to put together a great trip. The most pressing part of the equation is finding lodging for groups of over five people.

Compared to transportation and day trips, landing a perfect pad takes time, consideration, and learning from a few mistakes.

If you want to level up your group trip game, then I’ve got suggestions. Whatever you do, avoid these mistakes when looking for hotels and rentals for a group larger than five.

Avoid these mistakes when booking group trips

Mistake #1: Booking a hotel that doesn’t have a kitchenette

Avoid hotels unless they offer kitchenettes and suites.

Your group will save a ton of money buying snacks and putting together mini meals. That’s important because every member of the group probably has a different budget. Eating out for every meal quickly adds up.

Another consideration is common space. You want a little area where everyone can hang out and review last night’s wildest adventures. Or put together a plan for the day. Or both, if you’re part of my group.

That being said, if someone in your group has rewards points they want to use, booking at an aparthotel or an extended stay hotel might be a great way to save on multiple room bookings.

Mistake #2: Shopping only for Airbnbs

Airbnb is great for groups of over five—don’t get me wrong.

But don’t forget about other platforms when you’re looking for a private rental. From VRBO to Vacasa to Booking, there might be a cheaper and more affordable option that better suits your needs.

Above, I also mentioned aparthotels. I suggest looking into these more boutique options, as well. I recently stayed in Milan with my dad, my stepmom, my brother, and his girlfriend at an aparthotel that perfectly met our needs.

We found that place just by Googling ‘aparthotel Milan’… sometimes, it’s really that easy.

Mistake #3: Not reading the fine print

I prefer rentals over hotels for lodging for larger groups with five or more people—but always read the rental description and reviews.

The main item you should be looking for is noise. Some rentals have a higher noise tolerance than others, mostly depending on the quality of the rental and how sensitive neighbors are.

To be blunt, it’s hard to keep five Americans quiet—even when we’re just chatting. Even for groups of five that aren’t American, it can be hard to keep the noise down.

After all, if you’re traveling with friends, then you’re probably trying to have fun… not monitor the decibel level when the good times start to roll.

When booking your rental, make sure that it suits your needs. Read the fine print—and always read the reviews, too. They’ll alert you to any problems that other guests ran into.

Mistake #4: Making the third wheel sleep on the couch

There’s almost always a third wheel when I’m traveling in a group of five or more.

While it’s tempting to have them sleep on the couch (especially if it’s an actual pull-out), this probably only works for younger travelers who aren’t as concerned with privacy.

In other words, as I cruise toward my mid-thirties, me and my friends are okay sharing rentals—but everyone wants some space. While sleeping on a couch might be perfectly comfortable, be mindful of where that couch is located.

If it’s near the bathroom or the kitchen, whoever is sleeping there will probably be woken early by foot traffic and coffee-brewing.

Alternatively, if you’ve found that relegating someone to the couch is the best option, I highly suggest that they pay less than the other guests for the rental.

It’s only fair—and might benefit anyone in your group on a shoestring budget.

Mistake #5: Distributing keys willy-nilly

If you’ve traveled on group trips before, you know that people tend to separate—especially on a late night.

Some friends might want to stay out and keep the party vibe going, while others might want to call it a night early. The same is true even for day jaunts; the group will splinter.

If you’re staying at a hotel, you don’t need to worry about keys. But if you’re staying at a rental, you need to be strategic about the limited number of sets you have. (They should never fall into the hands of the wayward partier—every group has one.)

Be very mindful about exchanging keys when your group is about to break up. The person heading home obviously needs one key, but the other pair (or two) should always stay out.

But don’t stress out if there aren’t enough copies.

On almost every trip I’ve been on, at least someone gets stranded without a set of keys at some point in time. So long as someone is back at the rental to let them in, it’s not a big deal—so long as that person stays awake and keeps their phone close.

Latex Balloons: The Packing Hack You Didn’t Know You Needed

I usually hate packing hacks.

More often than not, I see influencers and travel bloggers recommending hacks, products, and tips that complicate the journey. In fact, some of this advice can wreak havoc on your trip, whether requiring you to carry around unneeded equipment or making airport security interested in your bag.

That being said, I stumble across genius every now and then.

A year or so ago, I saw one of the weirdest travel hacks out there: Using latex balloons (or even latex gloves) to cap and secure liquids.

Like most other travelers, I’ve experienced more than a few leaks over the years. I’ve damaged some of my favorite items of clothing, lost out on pricey cosmetics, and caused my entire suitcase to reek of perfume, serums, and more.

I’ve bought a few unique cosmetic bags over the years to help mitigate these types of disasters, from silicon snap-shut purses to plastic-lined toiletry bags.

Turns out, all I really needed was a balloon.

How to use balloons to prevent spillage for small containers

There are a few ways you can use a balloon to avoid spillage. Most travelers (including me) transfer their liquids into smaller containers when it’s time to travel. That usually compromised the integration of every lid/cap involved.

To prevent spillage for small containers, you can loop the balloon’s opening around the lid so that any liquid will spill into the balloon’s cavity.

If the item is small enough, you can stuff the whole thing in the balloon. (I do that with my mini-perfume bottles.)

Additionally, I like this hack because the mini bottles that I use are made of glass. They clink together sometimes and, though I’m not worried about them breaking, the balloon coverage minimizes the sound of them knocking together.

Want to see the balloon hack in action? Explore on Instagram from the Jeff and Lauren Show or TikTok from Vicky Gilchrist.

What about larger liquids?

If you’re checking your suitcase, you might be tempted to bring along a normal-sized bottle.

I usually advise against this because it’ll add weight to your bag and take up space.

But with a faithful little balloon, you can pack family-sized liquids in peace. Just make sure the balloon is large enough that the opening fits around the top/cap.

If the bottle is too large, cut off the balloon’s narrow neck and wrap the latex around the bottle. So long as the balloon is wrapped tight, it should work. But this method isn’t quite as foolproof, in my opinion, so I’d recommend sticking to smaller bottles.

Orlando’s Best-Kept Secret is its Outlet Malls—Here’s Where to Buy Brand Names for Cheap

Overwhelmingly, travelers associate Orlando with Disney World and Universal Studios.

This Florida hotspot welcomes around 75 million visitors. Of that 75 million, close to 60 million will swarm the city’s most popular amusement parks. But even the most hardcore Disney fans will wander off the reservation, so to speak.

Aside from amusement parks, visitors also enjoy things like manatee paddleboard adventures, trips to the Kennedy Space Center, visits to the Orlando Aquarium, and even art museums.

But what about shopping?

Along with unique hotel boutiques, Orlando is home to premier malls like The Mall at Millennia and The Florida Mall. Home to major fashion brands and retail favorites, they’re almost like separate amusement parks for those who enjoy shopping.

But given how much the average family spends at Disney World, you might not be surprised to hear that Orlando also excels in outlets. Unlike traditional malls, shopping outlets offer brand names from Adidas to Calvin Klein at slashed prices.

And when it comes to the best outlets in Orlando, there are tiers.

Want to add a little retail therapy to your next Orlando trip? Here’s a breakdown of its best outlet malls.

Best outlet malls in Orlando

Orlando International Premium Outlets

Orlando International Premium Outlets

Welcome to Florida’s largest outlet mall. Sprawling over 773,000 square feet, this behemoth of discounts is home to more than 180 designer outlets. (Did your jaw just drop? That’s an insane amount of outlets.)

In fact, this outlet center is so popular that it sees around 20 million visitors wander through its open-air halls every year.

While that probably sounds intimidating, Orlando International Premium Outlets offers plenty of dining and parking options, EV charging and mobile charging stations, stroller rentals, and family restrooms.

Orlando Vineland Premium Outlets

Orlando Vineland Premium Outlets

This outlet offers a slightly more upscale experience than others. That’s thanks to its range of hyper-luxurious brands, from Prada to Burberry to Carolina Herrera.

That being said, you’ll also find more standard fare, from Under Armour to Lululemon.

I think the main appeal here is for international guests who want deals on global, upscale brands. In fact, Orlando Vineland Premium Outlets offers services like currency exchange, along with valet parking and attraction sales tickets.

Orlando Outlet Marketplace

Orlando Outlet Marketplace

Orlando Outlet Marketplace is regarded as the outlet for the other shopping outlets, leading you to some of the cheapest finds in the city. That being said, you might need to shop around a little bit more.

Endurance shoppers rejoice—your patience will save you up to 65% off normal retail prices.

If you like to do your shopping quickly, you should probably stick to one of the outlets listed above. But if you like to shop around for fun like me, then go for the Orlando Outlet Marketplace or Lake Buena Vista Factory Stores (below).

Both offer 40 stores from major brands that sell high-quality pieces.

Lake Buena Vista Factory Stores

Lake Buena Vista Factory Stores

Factory stores are usually some of the cheapest options for shoppers, as the middleman is removed from the equation. (For the most part.)

At this outlet mall, you can find deals that are 70% off the regular retail price.

Lake Buena Vista Factory Stores include 40 well-known names, along with smaller and lesser-known brands. As one of the newer outlets, the stores are also massive. That bodes well for crowded weekend shopping trips.

Tips on how to have a great shopping spree

You could spend an entire week-long vacation in Orlando perusing its best offers at these outlets.

In fact, many visitors spend a day or two shopping at Orlando’s top outlets—but with so many visitors showing interest in Orlando’s outlet malls, I wanted to leave a few happy-shopping tips for you.

According to Visit Orlando and advice from locals, the best way to go shopping is early in the morning or late in the evening. Between 10 am to 12 pm, parking lots and stores are mostly empty. The same is true right before closing between 7 pm to 9 pm.

Additionally, some people recommend taking Ubers to and from the outlets rather than fighting for a parking spot. It’ll also save you a little bit on parking in paid lots.

Lastly, Lake Buena Vista Factory Stores is usually the least busy of all the outlets, in case crowds give you the willies. But keep in mind that a factory store usually sells lower-quality goods than outlets. (Outlets sell discounted retail from stores while factory stores sell pieces that are usually produced differently.)

The NYC Staple You Never Hear About: Cigar Lounges

I know, I know. Smoking is bad for you.

While America isn’t short on unhealthy tastes, we’ve taken a strong stance against tobacco, nicotine, and hand-rolled delights. (We’ve come around the greenery, oddly enough.)

I’ve lived through the take-down of Big Tobacco—still, that doesn’t mean I can’t find a bar in the US that still lets patrons smoke. Or even a restaurant.

In Jefferson County, Missouri (where I grew up), bars, taverns, and restaurants are still allowed to smoke so long as the establishment doesn’t service over 50 people.

So long as there’s a sign that reads ‘nonsmoking areas are unavailable’, businesses can serve up beers, tater-tots, and Marlboros all day long.

Despite our very strong stance against smoking, the pastime is still very much alive in the United States. And while many people probably imagine smoking is only allowed at dive bars and other locally beloved holes-in-the-wall, that’s not the case.

Cigar lounges, anyone?

The United States is dotted with upscale cigar lounges, also known as cigar bars. In fact, cities like New York City are home to some of the coolest. I’d consider them the modern version of a speak-easy; though they’re legal, they have the same type of Old World charm.

If you ever get the chance, slink into one of New York City’s cigar lounges. No, they aren’t filled with plumes of smoke. No, you don’t need to smoke to get in. And yes, you can still order food… and drinks.

The inside scoop on cigar lounges in NYC

Again, I know this article might feel challenging to hardcore non-smokers. Many Americans regard cigarettes and cigars as the epitome of disease—and rightly so. Scientific studies have proved again and again that smoking leads to cancer, along with a range of other health problems.

But let’s put science aside for a moment.

Cigar lounges in the Big Apple aren’t just hubs where people go to smoke Macanudos. They’re also the remnants of historic social clubs, from upscale lounges to storied neighborhood haunts.

In fact, most are well-thought-out projects that blend the wonder of a cocktail lounge and bar with the curated world of hand-rolled stogies. Because cigar lounges are bound to strict regulations, they must be at least slightly ingenious to survive.

So long as you know which cigar lounges to go, you’ll get a dose of the NYC underbelly—and who doesn’t want that in a major tourist destination? Love them or hate them, you’ll remember the experience.

(Just make sure to look up whether or not they accept walk-ins. Some clubs require membership to enter.)

Coolest cigar lounges in NYC

Club Macanudo

Club Macanudo

I’m starting off with my favorite cigar lounge—which is also the only one I’ve visited on this list, full disclosure. Stepping into Club Macanudo was like walking into a colonial Spanish social club.

From the servers’ uniforms to the luxurious matches to the architecture, I couldn’t believe I was in New York City.

This place is about style and refinement just as much as it is about cigars. In fact, you can order from a delicious menu, while bartenders will put together just about any drink you can think of. I drank limoncello on my visit, determined to blend in with the Old World-esque vibe throughout the lounge.

The Carnegie Club

The Carnegie Club

Want a grand fireplace and 20-foot ceilings at your cigar bar? Just like Club Macanudo, The Carnegie Club harkens back to the 18th-century charm of Old World social clubs.

You’ll immediately feel that you’ve stepped into a Gilded Age version of New York City.

Seriously—it’s a very storied and proud establishment. They’ve been running their Sinatra Saturday show for decades, which includes an 11-piece live band. Whether or not you plan on smoking cigars, it’s worth a visit, in my opinion. 

Soho Cigar Bar

SoHo Cigar Bar

Though the youngest cigar lounge on this list, Soho Cigar Bar maintains the charm and intrigue that the former lounge, called Circa Tabac, embodied.

The newly renovated space, you also get the benefit of a state-of-the-art air conditioning system, along with a world-class drink list.

In fact, you’ll find recommendations on drink and cigar pairings, along with a nearly endless list of whiskeys. There’s also a pretty lengthy menu for anyone who wants to grab a bite to eat.

Hudson Bar & Books

Hudson Bar & Books

Oddly enough, I’ve also been to this establishment—well, their Warsaw branch, that is. A few years back, my partner surprised me with a trip to Warsaw for my 30th birthday. Our friend recommended we head to Podwale Bar & Books, a cigar bar and lounge.

We went and were surprised with a stunning live performance from two vocalists and a pianist—who later sang me Your Song in honor of my birthday.

As we chatted with the performers, they recommended we head to the company’s latest opening: Hudson Bar & Books in New York City.

At Hudson Bar & Books, you can expect a swanky and speak-easy-esque adventure. Though I can’t guarantee there’s any burlesque (boo!), I’m dying to head to this cigar lounge to see how it holds up to its Warsaw branch.

Casa de Montecristo

Casa de Montecristo

This is a den for cigar lovers, meaning it’s ideal for visitors who know a bit about cigars and have their own preferences. From global names to more boutique cigars, you can find what you’re looking for.

There’s also a sports bar element at play, as the Casa de Montecristo usually has multiple games on its flat-screen TVs.

Other NYC recommendations

  • Hotels with views of the Manhattan Skyline
  • Top tours in the Big Apple

Why You Should Stop Tipping Abroad—In Most Cases, At Least

Learning the ins and outs of tipping abroad has been one of the most surprisingly complex parts of travel for me.

I’m sure I’m not alone in that.

In the United States, leaving a tip is second nature. From servers to delivery drivers to bellhops, we shell out up to 20% for basic services. When we head abroad, it feels criminal not to leave a comparable amount for our servers, tour guides, and drivers.

Here’s the thing—most of the world’s workforce doesn’t run on tips.

Instead, employees are paid a standard wage for their service—by employers, not customers.

In places like Spain (where I live now), you might notice lackluster service because of the no-gratuity approach. At restaurants, for example, there’s no fanfare for customers—no cajoling or smiling servers.

Instead, employees are there to take your order and deliver food. In exchange, they’re paid a fair wage and aren’t expected to cater hand and foot to guests.

In fact, it’s almost taboo to tip in Spain. My Spanish friends are adamant that it’s a slippery slope. Nobody tips waiters—and it’s even controversial to tip a delivery driver who is dropping off a meal. (They’re also paid a fair hourly rate for their labor.)

That’s the core idea here: Leaving a tip in the United States equates to paying someone for their labor. Abroad, it’s more often voluntary. And people want it to stay that way.

If you’re confused about when and where to tip, dive into the complexities of tipping below. I’m sharing my tipping-based insights from around the world.

But other countries aside from the US leave tips…

That’s correct. Like the United States, it’s normal to tip in countries like Canada and Brazil, especially for a meal. In the Caribbean, many employees also expect a tip because they’re working in the service industry as waiters, tour guides, and more.

So, in certain cases, you might be expected to tip, but I want to make it clear that tipping at the American scale is a distinctly American pastime. Even in Canada and Brazil, tipping 20% is well above the average. Additionally, tips in other countries are usually voluntary—not part of a worker’s salary.

In fact, one of the reasons it’s spreading around the world is thanks to American tourists.

It seems we just can’t resist adding a little tip when leaving a restaurant or going on a tour. As my Spanish friends would put it, we’re messing it up for everyone else.

In other words, the more Americans tip abroad, the more it becomes expected of other foreigners.

Is it really okay not to tip?

There are no fast-and-hard rules about tipping, but let’s head back to the original meaning behind leaving gratuity: To give thanks for top-tier services, especially when it comes to hospitality.

For example, I shelled out a hefty tip to the driver and tour guide who squired me and my mom around Ireland on a genealogy tour for a week. I paid a full 20% tip for our entire week-long journey because I felt that our tour guide did an unforgettable job.

But I had also asked him directly about tipping culture in Ireland and how much Americans normally tip him after a great journey.

So, if you aren’t sure about whether or not to tip, just ask a local in a discreet, tasteful manner. They’ll give you the real answer—and that’s important because, as I research more about tipping, I’m reading quite a few articles that list countries where tipping is expected but where I haven’t noticed it.

Let’s use the example of Ireland again. Though I’ve seen it touted as a country where tipping is necessary, I only tipped when eating at restaurants—not when drinking at pubs. And even when I did tip, I only left 10% instead of the American 20%. (Except for the amazing tour.)

Here’s my last point: You might actually offend people by leaving tips in certain countries. In Japan, for example, offering a high quality of service is expected. Tipping is seen as unnecessary because Japanese culture places a strong emphasis on dignity, hard work, and respect.

Tipping, in some contexts, is viewed as cheap.

Are you getting my drift? Tipping isn’t just about money; it’s also about cultural values.

Final points

I’m sorry that I can’t lay out straightforward tipping rules—aside from the suggestion that you reel it in when tipping abroad and take a closer look at whether or not tipping is warranted. Ultimately, the decision is yours on when to tip and how much.

Here’s what I’d like to leave you with:

  1. Understand that Americans leave tips for meals, transportation, coffee, and more because employers don’t pay a high wage to their employees, but that isn’t the case for most other countries.
  2. In fact, some countries are wary of tipping culture, and see it as a threat to their livable wages, even in certain hospitality fields.
  3. Other countries might expect you to tip specifically because you’re American, even when it isn’t otherwise normal.
  4. If you’re ever uncertain about whether or not to tip, ask a local for insight about when it’s appropriate; maybe it is for tours but not for meals.
  5. Don’t tip in US dollars unless you’re positive it’s customary.
  6. It’s normal to tip for truly exceptional service anywhere in the world—so if you’re in awe of a tour guide or server, then feel free to tip as a way to give sincere thanks.

Hidden Treasures: 8 of Florida’s Most Secluded Beaches & Preserves

Want to skip out on the depths of winter with a Florida escape?

You aren’t the only one. Thanks to the state’s temperate weather and its nearly 230 days of sunshine a year, thousands flock to the state as soon as temperatures drop up north. Not only that, but many are also moving full-time to the state.

Between 2021 and 2022, Florida welcomed upwards of 600,000 new permanent residents. In 2023, another 365,000 made the move.

Are you catching my drift here? Though gorgeous and warm, Florida is filling up quickly, and many residents are there for those coveted beach days.

Want to avoid the crowds while you soak up your weekend of sunshine on a Florida beach? I’ve got a few suggestions for you. These are the most secluded beaches in Florida, along with some of its most beloved (and empty) nature preserves.

Secluded beaches in Florida

St. Lucie Inlet Preserve State Park

St. Lucie Inlet Preserve

The best way to avoid the crowds is to get on a boat and cruise away from them. That’s the logic here visiting the barrier island of St. Lucie Inlet Preserve.

Obviously, that’s quite a catch—visitors need to find passage to the island, then a return trip from nearby Port Salerno.

That being said, those who make the journey will be treated to a fantastic boardwalk experience. The boardwalk showcases the island’s mangrove forests, sandy beach, and wildlife.

Shell Key Preserve

Views from Shell Key Preserve

Once again, you’ll need a boat to get to this pristine barrier island—this time on Florida’s Gulf coast near Tampa Bay. Shell Key Preserve is covered in white sand beaches and mangroves, which provide shelter to birds and marine species alike.

You can reach Shell Key Preserve by taking a ferry from Fort De Soto Park—just keep in mind that this barrier island is protected and used for scientific research, meaning some parts might be off-limits.

Barefoot Beach Preserve

Gorgeous clouds from Barefoot Beach Reserve

Barefoot Beach Preserve was wiped out by Hurricane Ian and has been going through a slow recovery. For now, it’s one of the state’s most secluded beaches.

With most of its amenities down (from bathrooms to Doc’s Beach House), not too many people are heading to the preserve. It’s a perfect time to head out on experiences like the Saylor Trail, which showcases the preserve’s wildlife.

Navarre Beach

Courtesy of Navarre Beach

Let’s head to the panhandle to one of Florida’s most relaxing townships and beaches: Navarre Beach. To be fair, this beach isn’t far off the beaten path and is well-loved by locals and tourists alike.

That being said, it’s a very wide stretch of white-sand beach where you won’t feel overly crowded by a few fellow sun-lovers.

Grayton Beach State Park

Grayton Beach State Park

Stretching over 2,000 acres, this massive state park has everything that winter birds would want from a Florida escape.

If you’re after the beach, you can unwind on a pristine stretch of white sand. Or if you’re in the mood to stretch your legs, Grayton Beach State Park also offers four miles of trails that weaves through the coastal forest.

Unfortunately, this beach has become a bit of a hotspot during the warmer months, meaning you might only find it secluded in December, January, and February.

Silver Key Beach

Silver Key Beach (Yelp)

This 64-acre preserve on Sanibel Island is almost like a little wildlife refuge. It’s home to important keystone bird and reptile species, from sea turtles to something called a snowy plover.

Like many other beaches on this list, Silver Key beach is a protected preserve, meaning you won’t find any amenities like public bathrooms or benches. That being said, you can set up shop with a towel and umbrella for the day to soak up the calming atmosphere.


Palmetto Avenue Beach

Anna Maria Island (Getty)

Before I round off this list with a beach in a major city, I wanted to recommend one of the hardest-to-find beaches. Palmetto Avenue Beach is located on the highly sought-after Anna Maria Island.

This white-sand beach is just as untouched as the preserves thanks to its location on the remote Anna Maria Island. From swimming to shell-collecting, it’s the perfect place to lose track of time.

Clam Pass Park, Naples

Clam Pass Park (TripAdvisor)

Looking for a secluded beach but don’t want to venture outside the city? Head to Naples’ Clam Pass Park, a beloved spot for locals.

The beach includes a three-quarter-mile boardwalk, along with 35 acres of coastal habitat. Best of all, it has all those amenities that many travelers—and especially families—are after, from bathrooms to a restaurant.

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