Cruises are the ultimate effortless vacation — unpack once, explore multiple destinations, and let the world come to you. 🌊 Whether you’re dreaming of the Caribbean, Alaska, or the Mediterranean, cruises combine luxury, adventure, and all-inclusive ease in one unforgettable trip. Discover why we love them (and how we make planning yours completely stress-free) in this week’s blog post from Oh The Places You’ll Go Travel.

Fall is the perfect season to plan a quick getaway. Crisp mornings, golden leaves, cozy cabins, and charming towns make autumn one of the most magical times of the year to travel. Whether you’re dreaming of a cabin in the mountains, sipping wine in the vineyard, or strolling pumpkin-lined main streets, these fall weekend getaways will give you the cozy escape you’ve been craving.

✨ Dreaming of a kid-free Caribbean escape? Imagine sipping cocktails by an infinity pool, lounging on white-sand beaches, and indulging in luxury without the sound of splash zones or kids’ clubs. In this guide, we’ll explore the best Caribbean resorts for adults — from overwater bungalows in Jamaica to chic beachfront retreats in Punta Cana. Whether you’re planning a romantic getaway, a honeymoon, or simply need a peaceful escape, these adults only Caribbean resorts are your ticket to paradise.

Craving sunshine, salty air, and a laid-back island escape?
Key West delivers it all—colorful streets, dreamy sunsets, hidden gems, and that carefree energy you didn’t know your soul needed. Whether you’re planning a romantic getaway, a girls’ trip, or just want to soak up the tropical vibes, this guide breaks down everything you need to know. From where to stay to what to eat (hello, key lime pie!), I’ve got you covered—stress-free and perfectly planned.

Not all travel deals are created equal. This post teaches you the five key questions to ask before clicking “book”—so you can avoid scams, surprises, or wasted PTO.

Dreaming of a destination wedding?
Say "I do" in paradise with your closest people by your side. From beachfront vows to all-inclusive perks, destination weddings are more affordable (and less stressful) than you think. Discover why more couples are ditching tradition for sunshine, simplicity, and unforgettable memories — and how we can help you plan it all with ease. ✈️🌴

Want a vacation that actually leaves you feeling good? This post shows you how to build a trip that supports your health goals—without sacrificing the fun, food, or vibes.

Packing doesn’t have to be a headache. This post breaks down what to bring—and what to skip—for beach days, city stays, adventures, and long flights. Bonus: a custom packing list for every client.

Ever showed up somewhere expecting magic and got… a crowd, a line, or construction? This post dives into the reality behind social media travel photos and how to plan trips that feel better than they look online.

A bucket list trip is different—it’s special, emotional, and once-in-a-lifetime. Whether you’re dreaming of an African safari or Iceland’s Northern Lights, this post helps you turn that dream into a booked, unforgettable adventure.

Dreaming of hopping between cities or islands in one epic trip? Multi-stop vacations are unforgettable—but they can get messy fast without the right plan. This post breaks down exactly how to make it seamless, fun, and stress-free with help from a travel pro (aka me).

Whether it’s a honeymoon, anniversary, or spontaneous escape, these five romantic destinations are the perfect backdrop for love. From Santorini sunsets to Napa wine tasting, I’ll help you plan a trip that brings the spark and the ease.

All-inclusive resorts can be dreamy—or confusing. This guide breaks down exactly what’s included, what to ask before booking, and how I help first-timers find the perfect resort with zero stress or hidden costs.

Need a fast escape from reality? This post shares 5 weekend getaways you can book last minute—plus how I help make it stress-free from start to finish.