Meghan Irle

This itinerary is built around the way I actually like to travel: enough culture and scenery to feel fully immersed, enough downtime to actually absorb it all. The goal was never to check every box, but to move through each place at a pace that feels human. And Portugal makes that surprisingly easy. It’s compact enough to cover a lot of ground without the trip ever feeling like a logistics exercise, which means you can wake up slowly, linger over lunch, and still make it somewhere new by evening.

This itinerary was originally designed for my sister-in-law and her friends, who dreamed of sunshine, sea views, and that Italian magic in late April. Southern Italy offered the perfect blend of vibrant culture and world-class food. From the volcanic beauty of Sicily to the cliffside charm of Positano and the timeless energy of Rome, this girls' trip captures everything I love about Italy: a little history and a lot of flavor!

Maui is the sweet spot between adventure and laidback luxury. You can chase waterfalls and volcano sunrises one day, then chill at the pool with a mai tai the next. It’s one of those places where you can bring the whole crew: kids, grandparents, everyone...and still feel like you’re on a dreamy getaway. If it’s your first time to Hawaii, Maui makes the best first impression.

Ibiza is known for its legendary parties, but pulling off an unforgettable trip here takes thoughtful planning. With little sleep and big energy, every detail counts—from seamless logistics to perfectly timed reservations. It’s home to some of the best house music in the world, but what makes the island really special is the balance: iconic clubs and beach scenes alongside hidden corners that still hum with that old-school Ibiza magic. This itinerary is designed to help you do it all, without burning out.

I grew up in Chicago, and there’s truly no better time to experience the city than summer. The energy is electric. Rooftops are buzzing, lakefront paths are packed, and every neighborhood feels like its own little celebration. Yes, it gets hot, but between patio dining, beach days, and unbeatable skyline views, it’s the kind of heat you’ll want to lean into. From legendary food to loyal sports fans (even when the teams let us down), summer in Chicago is pure magic.

What I love most about the South of France is how effortlessly you can bounce from one dreamy town to the next, each with its own charm, its own scene, and always a sea view nearby. The days are made for beach club lunches, boutique shopping, and sunset glasses of rosé... and somehow you’re never bored. Everyone’s in vacation mode and the sun never seems to quit. This itinerary is your ticket to all of it: stylish, sun-soaked, and beautifully spontaneous.

Athens and Mykonos will always be places to return to. I got married in Mykonos, after kicking things off with a pre-wedding party in Athens, surrounded by my favorite people in two of the most iconic places in the world. These destinations hold some of my most cherished memories. From toasts on rooftops to dancing barefoot under the stars, there’s just something about the energy here that makes every moment feel magical.

A honeymoon is more than just a trip — it’s the first chapter of your forever. This itinerary is designed for couples who crave romance, adventure and effortless luxury, weaving together the breathtaking beauty of Switzerland with the timeless charm of Northern Italy. From waking up to lakefront serenity in Como to sunset strolls across Lucerne’s Chapel Bridge, every moment is crafted for connection. Savor scenic train rides through the Alps, spa retreats in Zurich and private boat rides on Italy’s most glamorous lake. Because a love like yours deserves a honeymoon that’s nothing short of extraordinary.

I had the pleasure of visiting the Chicago Athletic Association hotel. This hotel is located directly across from Millennium Park/Grant Park (where the Lollapalooza is hosted). Originally, this hotel was an athletic club for Chicago men. One of the founders was William Wrigley, so you will see the classic C design throughout the space. This hotel represents the old-school Chicago culture and design through and through.

New Orleans is a fantastic bachelorette destination due to its vibrant nightlife, especially within the French Quarter, offering an array of bars, clubs and live music venues. The city's unique blend of Creole and Cajun cuisine will have you crawling back for more. Rich in culture and history, New Orleans offers unmatched Bach party activities like ghost tours for the spooky bride and the world's largest WWII museum for the history bride. And wait, did you know you can throw a parade for the bride? That's right. Only in New Orleans.

I used to think of Naples as a place where the 50+ crowd go to get away from the midwest winters. While true, it is actually a destination that can be enjoyed by any age. And maybe they were on to something, because Naples is home to a beautiful coastline, relaxation, great food and some of the most amazing sunsets I have ever seen. Read on for the best-of-the-best to make your next trip to the Gulf Coast one you’ll never forget.

Over the years Croatian vacations have become a trendy yet affordable hit. Most people know about Split, Dubrovnik, and Hvar, but one of the best kept secrets is the island of Brač. This is where the locals go on holiday. Just a short ferry ride from Split, escape the crowds and experience true relaxation. With the beautiful beaches like Zlatni Rat, the beach town of Supetar, and the vineyards in between, what's not to love?

When you think of a romantic getaway, I bet France and Italy are high on your list. Between the ambiance, the food, and of course the wine, these two countries have endless amounts to offer. These European hotspots are vastly different, but when combined on a jaunt through the region can fulfill any honeymoon or anniversary expectations.

Being of Puerto Rican decent, I was excited to visit my homeland for the first time this past winter. While seemingly small, this island has to much to offer. Since this guide focuses on just four short days, you will be exploring the northeastern part of the island. This part of the island is home to San Juan, the rainforest El Yunque, and many fabulous beaches. Get ready to eat, drink and adventure on Isla de Encanto.

In 2022, I was lucky enough to marry my best friend on the island of Mykonos looking out over the beautiful Aegean Sea. Mykonos offers a perfect blend of natural beauty, luxurious amenities, and cultural charm, making it an alluring choice for couples seeking a destination wedding location. The island's rich history and culture add an extra layer of significance to the experience. Simplify your research with this guide to planning your destination wedding in Mykonos.

Let's be honest, you could spend a month in Italy and still be left with so much to explore. In this 14-day itinerary, you are going to mostly traverse the northern region with two exceptions: Rome and Sardinia. I originally wrote this itinerary as a honeymoon proposal, so you can bet it is heavy on the romance. What's really amazing is that each area you visit has a vastly different culture than the next. You are truly going to get a little taste of these unique Italian delights. Just be prepared. You will want to come back for more!

Chicago is a magical city, especially in the summertime. Attending Lollapalooza is a whole other beast. People travel from all over the world to attend the acclaimed festival which is located in Grant Park, AKA, the heart of the downtown. It is crucial that you plan your trip accordingly so you can get the best of the city while enjoying the art and culture of the festival.