Holiday Reading: I'll Pick Your Next Vacation


Whether you're celebrating Canada Day 🇨🇦 or the Fourth of July 🇺🇸 this week, I hope you will enjoy plenty of sunshine, good food, and time with the people you love.

I know many of you are traveling this week (or taking a well-deserved break from your inbox) so I thought we'd keep things light and have a little fun.

Over the years, I've been asked thousands of travel questions, but one comes up more than almost any other:

"Where should we go next?"

My answer is always...it depends.

The best destination isn't the one everyone else is visiting. It's the one that fits your travel style.

So if I were planning your next vacation, here's where I'd send you...

🌿 If you love the outdoors...

The Canadian Rockies

Towering peaks, turquoise lakes, wildlife around every corner, and hiking trails for every ability level. Whether you're traveling with kids, friends, or your partner, it's one of those places that never disappoints. Banff inspiration

🍷 If your ideal vacation revolves around incredible food...

San Sebastián, Spain

Spend your days hopping between pintxos bars, relaxing on the beach, and discovering why this corner of Spain is a dream destination for food lovers. Food and wine getaways

If you're planning a multigenerational trip...

Puglia, Italy

With whitewashed villages, beautiful beaches, charming masserie, and plenty of space to slow down, Puglia is ideal for bringing the whole family together.

Rent a villa, spend afternoons by the pool, explore picturesque towns like Ostuni and Alberobello, and gather around the table each evening for fresh pasta and local olive oil. It's the kind of destination that creates memories across generations. Multigenerational ideas

💕 If you're overdue for a couples getaway...

San Miguel de Allende, Mexico

Colorful streets, rooftop restaurants, art galleries, and boutique hotels make San Miguel de Allende one of my favorite destinations for reconnecting.

Spend your days wandering cobblestone streets, enjoying incredible food, browsing local artisan shops, and ending the evening with sunset views over the city's iconic skyline. It's romantic, walkable, and full of charm. Couples getaway ideas

👭 If your group text keeps saying, "We need a girls' trip..."

Charleston, South Carolina

Beautiful hotels, rooftop cocktails, incredible restaurants, boutique shopping, and easy beach access. It's made for long weekends with your favorite people. Check out Charleston

If you're traveling with teens...

Japan

This is one of those rare destinations that captivates every generation. Between the food, culture, technology, temples, and unforgettable experiences, everyone finds something to love. Japan trip planning tips

If you're simply looking for somewhere unexpected...

Pick the place that isn't already all over your social media feed.

Some of our favorite trips have been to destinations we knew the least about before we arrived. Sometimes the best adventures begin with a little curiosity.

The truth is, there isn't one perfect destination.

The perfect trip is the one that fits the season of life you're in right now.

Whether you're traveling with little kids, teenagers, grandparents, lifelong friends, or just the two of you, there's an adventure waiting.

Enjoy your week!

Kirsten

Hit reply and tell me your dream destination, and I'll share my recommendation in a future newsletter.

113 Cherry St. #92768, Seattle, WA 98104-2205
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Kids Are A Trip/Groups Are A Trip

Kids Are A Trip is an award-winning website and your go-to resource for family travel inspiration. I cover everything from travel tips and packing guides to detailed itineraries for destinations worldwide. My goal is to make travel planning simple and fun, with actionable advice and real-life stories that resonate with families at every stage of life. Groups Are A Trip is for trips with friends, family reunions, and multigenerational travel. More Groups. More Trips. More Memories.

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