Dapper Travels - A Travel Agency with Style

Dapper Travels - A Travel Agency with Style Veteran Owned, Award-Winning premium vacation planning services
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For the final stop of Mid-Century May, we may have saved one of the most immersive experiences for last.The TWA Hotel is...
05/27/2026

For the final stop of Mid-Century May, we may have saved one of the most immersive experiences for last.
The TWA Hotel isn’t just a hotel. It feels like someone preserved an entire era and handed you the keys.

From the moment you walk into the terminal, you realize this place isn’t simply inspired by mid-century design. It lives there. Curved architecture, bold colors, lounges that feel ready for cocktail hour, and enough little details to make you wonder if you accidentally stepped through a portal somewhere near Gate 4.
Walking out to the vintage aircraft outside the terminal lobby at night may have been our favorite moment of the entire experience. With the fog rolling in, it felt like two worlds collided: part glamorous mid-century jet age, part film noir. The kind of setting where you half expect to hear a distant jazz trumpet and see someone disappear into the mist carrying a mysterious briefcase.
went full mid-century mod with a color palette that looked like it had been designed specifically for the hotel itself, complete with shoes that felt suspiciously close to something the Jetsons would have approved of.
Meanwhile, my madras sport coat sent me directly into Mad Men or territory.

One thing we loved just as much as the design was the people. The staff was incredibly friendly and genuinely seemed excited that guests were embracing the experience right along with them.

And for travelers, the location is fascinating. It’s ridiculously convenient if you’re flying through New York (literally attached to the airport experience) but it isn’t where you stay if your goal is to be steps away from Manhattan’s major attractions. You stay here because this is the destination.

This has honestly been one of the most Mid-Century experiences we’ve ever had, and it may have accidentally created a problem:
Now we want to find even more places where you don’t just visit another era… you get to live in it for a little while.

Mid-Century May may be ending, but the hunt continues.

What place should we add to the list next?

Jeezy-Creezy! It’s Mid-Century May, and this entire Palm Beach trip started with a kaftan. found a pink-and-light-blue s...
05/19/2026

Jeezy-Creezy! It’s Mid-Century May, and this entire Palm Beach trip started with a kaftan.

found a pink-and-light-blue sequined piece that instantly felt like it had stepped out of a 1960s Palm Beach poolside party. Equal parts socialite glamour, resort elegance, and old Florida excess. She tried it on, and the destination chose itself.

So naturally, Mid-Century May led us straight to . And honestly, no place could have matched the energy better.

Palm Beach exists in this fascinating space where mid-century resort culture never fully disappeared. It’s polished but playful. Refined but colorful. A place where pastel cabanas, breezy courtyards, cocktail-hour conversation, and unapologetic glamour still feel perfectly acceptable before sunset.

The hotel feels less like a standard luxury property and more like the set of a technicolor social comedy from another era. And we tried to capture all of the inspired photographs we could between rounds of cocktails.

Even the atmosphere carries that distinctly Palm Beach confidence: elegant, theatrical, a little eccentric, and not-in-the-least-bit subtle.

Which is probably why the trip occasionally felt like we had wandered into an episode of Palm Royale. And for a weekend, with the palms swaying, linen breathing in the Florida heat, and vintage-inspired style everywhere around us, it honestly did feel a little that way.

My wardrobe stayed intentionally understated, built around lightweight linen and the tropical pastel palette established by Mrs. Dapper’s kaftan. The goal wasn’t to compete with Palm Beach. The goal was to belong to it.

That’s what made this stop feel perfect for Mid-Century May.

Not just because Palm Beach looks beautiful, but because it still believes in the art of presentation, leisure, and making everyday moments feel just a little more glamorous than they need to be.

What destination instantly makes you want to dress for the setting?

For Mid-Century May, we couldn’t leave out the most elegant time machine we’ve ever stepped aboard: the Queen Mary 2.Mos...
05/15/2026

For Mid-Century May, we couldn’t leave out the most elegant time machine we’ve ever stepped aboard: the Queen Mary 2.

Most people describe the flagship as Art Deco, and they’re absolutely right. But what makes the ship so fascinating is that it also carries the spirit of the era that followed. The original ocean liner age was evolving into the golden age of jet-set travel, cocktail culture, Riviera glamour, and the kind of sophistication that made people believe the journey itself should be unforgettable.

The Queen Mary 2 feels suspended between those worlds.

A little of the grand transatlantic elegance that once carried royalty and old Hollywood, and a little of the effortless social glamour associated with figures like Frank Sinatra, Grace Kelly, and Cary Grant, who helped bridge the transition from pre-war sophistication into the polished confidence of the mid-century jet-set era.

This post isn’t about a single outfit or a single moment. It’s about the feeling.

A white dinner jacket at a glowing cocktail bar.
Wind sweeping across the promenade deck at sea.
Black-and-white evenings that feel lifted from an old film.
A quiet drink in a tuxedo while the Atlantic rolls outside the windows.
The strange realization that dressing elegantly here doesn’t feel theatrical. It feels completely natural.

That’s what makes this ship so special.

On most vacations, formalwear can feel like a novelty. On the Queen Mary 2, it feels like participating in a tradition from another era when travel carried ceremony, style, and intention.

And maybe that’s why the ship fits so perfectly into Mid-Century May.

Not because it is purely mid-century in design,
but because it preserves the glamour, ritual, and romance that people miss about that entire period of travel.

Before airports became exhausting.
Before dinner became rushed.
Before the journey became something to “get through.”

The Queen Mary 2 reminds you that sometimes the most memorable part of travel is the atmosphere you create along the way.

What part of classic travel glamour do you wish still existed today?

Mid-Century May still hasn’t hit its peak, even when we climb into a vintage Fiat 600 and set off through Naples like a ...
05/12/2026

Mid-Century May still hasn’t hit its peak, even when we climb into a vintage Fiat 600 and set off through Naples like a pair of 1960s jet-setters.

Something about seeing Italy from the window of a tiny vintage car changes the entire experience. The streets feel more cinematic. The scenery feels more like your imagined an Italian holiday. Even the pauses at traffic lights can make everyone around you smile seeing the tiny motorcar make its way through the streets.

And apparently, the outfits helped everyone enjoy the moment too.

Our guide admitted she was a little star-struck at first because we had dressed so intentionally for the experience, which honestly made the whole thing even more fun.

wore an authentic vintage-shop find that looked perfectly at home against the backdrop of Naples, while my look was vintage-inspired and built entirely around matching the lava-toned color palette she created. With Mount Vesuvius watching over the city, it felt only right to lean into the warm volcanic reds, creams, and earth tones tied so closely to Naples’ history.

And what a way to see the city.

We sipped espresso at Gran Caffè Gambrinus, admired the views from the Terrace of Sant’Antonio, wandered through Galleria Umberto I, passed by Castel dell’Ovo, explored stunning cathedrals, and experienced the kind of effortless sightseeing that only comes from having an incredible local guide and not spending the entire day walking miles through the heat.

We finished the evening at Pizzeria Brandi, the legendary pizzeria often credited with inventing the Margherita pizza, which felt like the perfect ending to a day already overflowing with classic Italian atmosphere.

This is exactly what Mid-Century May is about for me: not just admiring the aesthetic, but stepping into experiences that make you feel like you briefly belong to another era.

If you could take a vintage car tour anywhere in the world, where would you go?

Not every stop in Mid-Century May has to look frozen in the 1960s.A visit to the Blue Box Café inside Tiffany & Co. isn’...
05/08/2026

Not every stop in Mid-Century May has to look frozen in the 1960s.

A visit to the Blue Box Café inside Tiffany & Co. isn’t necessarily mid-century in atmosphere. It feels polished, contemporary, unmistakably modern.

But it wholeheartedly embraces its place in the mid-century imagination.

The spirit of Breakfast at Tiffany’s is everywhere. Audrey Hepburn has a quiet but unmistakable presence throughout, and one section of the store offers a particularly lovely tribute to the film, complete with nods to its iconic costumes and the world that made it timeless.

For the occasion, leaned into a subtle cosmopolitan mid-century look in Tiffany blue. Elegant, effortless, and perfectly at home in the setting.

I went the other direction: understated, restrained, and perhaps just brooding enough to look like a beat poet who wandered in from a Greenwich Village café.

That’s part of what makes Mid-Century May fun. Sometimes it’s not about stepping into a perfectly preserved period setting. Sometimes it’s about finding the places where that era still lingers in style, in cinema, and in the stories a room still knows how to tell.

What’s your favorite mid-century film location?

Our next Mid-Century May look remembers a night that felt like it could have slipped straight out of another era.At the ...
05/04/2026

Our next Mid-Century May look remembers a night that felt like it could have slipped straight out of another era.

At the Florida Theatre in Jacksonville, seeing Scott Bradlee’s Postmodern Jukebox felt less like a concert and more like stepping into a time machine.

That’s part of the magic of Postmodern Jukebox. Modern songs arrive dressed in another decade )swing, jazz, big band, and old-Hollywood swagger) and suddenly the whole evening starts to feel like a scene from a different century.

So naturally, we dressed for the occasion.

On that night, the marquee glowed, the jackets came out, and the whole evening felt like the kind of night people used to make an event of. And we were so lucky to experience it with our amazing friends!

That’s one of the things I love most about Mid-Century May: it’s a reminder that style can change the way you experience a place. Sometimes all it takes is the right room, the right music, and the right excuse to dress like the night matters.

If you could hear one modern song reimagined in true mid-century style, what would it be?

For our first post, we’re going all the way back to our very first Dapper Day at EPCOT.Vintage style is always part of...
05/02/2026

For our first post, we’re going all the way back to our very first Dapper Day at EPCOT.

Vintage style is always part of the magic at Dapper Day, and so is Disneybounding. But for this one, we didn’t want to dress as a specific character. We wanted to pay tribute to the park itself.

With a lap around World Showcase ahead of us, the idea felt obvious: jet-setters.

And EPCOT turned out to be the perfect backdrop. World Showcase gave us the feeling of hopping from country to country, the DVC lounge had just the right airport-lounge energy, and even Future World felt a little like stepping into a 1960s World’s Fair.

Pre-beard, I’m doing my best Don Draper impression, while carries the Pan Am bag like she’s heading off on an international press tour.

Mid-Century May is officially underway.

If you could step into one mid-century setting for a day—a Pan Am lounge, a 1960s World’s Fair, a classic ocean liner, or a Palm Springs hideaway—which would you choose?

Mid-Century May begins!This month we’re stepping into an era when travel wasn’t rushed, it was arrived at. When style wa...
05/01/2026

Mid-Century May begins!

This month we’re stepping into an era when travel wasn’t rushed, it was arrived at. When style wasn’t optional, it was expected. When a cocktail at 30,000 feet came in glass, and the journey itself was just as important as the destination.

We’ll share a little look back at some mid-century destinations, vintage-inspired style, and the kind of travel that feel fun and stylish at the same time.

Because traveling well and dressing well? They’ve always gone hand in hand.

Welcome to Mid-Century May.

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