Personalized Travel Planning
Your Dream Trip, Perfectly Planned
Expert-planned getaways for couples and groups. All-inclusive resorts, cruises, theme parks — we handle every detail so you just show up and enjoy.
Book directly with our exclusive rates, or let us plan it all for you
Where We Go
Destinations We Love
All-Inclusive Resorts
Indulge without the guesswork. Exclusive rates at the world's most sought-after adults-only resorts — Secrets, Sandals, Hyatt, and beyond.
European Vacations
Romantic getaways and group adventures across Italy, Spain, France, and beyond. Custom itineraries from $6,000–$10,000.
Cruises
Virgin Voyages and Viking adults-only sailings. No kids, no stress — just ocean views and world-class dining.
Universal Studios
The ultimate Harry Potter experience. Insider tips, timing strategies, and exclusive packages you won't find online.
Simple Process
How It Works
Tell Us Your Dream
Fill out a quick questionnaire about your ideal trip — beaches, pools, food, adventure, relaxation. We'll take it from there.
We Plan Everything
Flights, resorts, excursions, dining, room upgrades — we negotiate exclusive rates and build your perfect itinerary.
You Just Show Up
No stress, no second-guessing. Every detail is handled. You arrive and enjoy — that's it.
No planning fees. Seriously.
Our service is free for most bookings. You get expert planning, exclusive deals, and VIP perks — at no extra cost.
Start Planning Free →Real Stories
What Our Travelers Say
Ali took the stress completely out of planning our girls' trip to Mexico. She handled everything — the bookings, room upgrades, excursions, the works. We saved money and got perks I never would've found on my own.
Jennifer M.
Minneapolis
We saved over $1,500 by letting Ali handle our couple's retreat. She negotiated better rates and added value through partnerships we couldn't access ourselves. She's our go-to now.
David & Sarah K.
St. Paul
I wanted the ultimate Harry Potter experience at Universal, but I didn't know where to start. Ali created a seamless itinerary with insider tips and exclusive packages. The whole trip felt personalized, not generic.
Marcus T.
Chicago
Coordinating a 7-room group trip to Costa Rica could've been a nightmare, but Ali made it effortless. When a small issue came up mid-trip, she fixed it immediately. She didn't just book our trip — she made sure it was perfect.
Nicole L.
Midwest
Years of experience
Corporate travel & meeting planning
Meet Your Planner
Hi, I'm Ali
I started Trying the World because I believe everyone deserves a vacation that actually feels like a vacation — not a second job planning one.
With years of corporate travel and meeting planning experience, I bring professional-level logistics to personal travel. Whether it's coordinating a 7-room group trip to Costa Rica or crafting the perfect Harry Potter experience at Universal, I obsess over the details so you don't have to.
As a certified LGBT+ travel specialist, I'm committed to creating safe, authentic experiences for every traveler. Your trip should reflect who you are.
Watch Our Adventures
Hotel reviews, theme parks, and travel tips on YouTube
Free Consultation
Let's Plan Your Next Adventure
Tell us about your dream trip and we'll get back to you within 24 hours with ideas, options, and pricing. No commitment, no fees — just honest advice.