Planning a special trip comes with about a million “what ifs.” Should you book now or wait? What happens if something goes wrong? How do you avoid the tourist traps?

I’ve been there - and my clients ask these same questions all the time. Here are the answers to the ones you’re probably already thinking about (plus a few you might not have considered yet).

And if you don’t see your question here? Just hit that contact button - I love talking about travel almost as much as I love planning it!

Got Questions?
I've got answers.

What makes you different from booking online myself?

Honestly? I'm like having that well-traveled friend who's already done the research, made the mistakes, and knows all the insider secrets. I know which "highly rated" restaurants are tourist traps, which room categories are actually worth the upgrade, and how to get you that perfect table with the sunset view. Plus, when your flight gets delayed or you want to extend your stay, I'm just a text away to fix it. Try getting that level of service from a website!

What destinations do you specialize in?

I focus on the Caribbean, Mexico, and Europe because I've spent years getting to know these places inside and out. We're talking real insider knowledge - like which cenote in Tulum feels like a hidden paradise or which Greek island has the best sunset views without the crowds. These are my happy places, and I love sharing them with my clients.

Do you only plan full trips, or can you help with just parts of our vacation?

I'm totally flexible! Whether you need me to handle absolutely everything from flights to that final dinner reservation, or you just want help finding the perfect hotel to go with your already-booked flights, I can work with however much or little you need. Some clients want the full-service experience, others just need that one perfect restaurant recommendation - I'm here for all of it.

Can you work with our budget? / What if we're not sure about our budget?

Of course! I work with all kinds of budgets - from "let's be smart about this" to "it's our 10th anniversary, let's go all out." If you're not sure what things cost, that's totally normal. During our call, I'll give you realistic expectations for your destination and help you figure out where to splurge and where to save. The goal is getting you the best possible trip for whatever you're comfortable spending.

Do you charge fees for your services?

Nope! My services are completely free to you. I earn commissions from hotels, cruise lines, and other travel partners, which means you get all my expertise, insider knowledge, and 24/7 support without paying a dime. Plus, I can often snag you exclusive perks and upgrades that you can't get booking on your own.

What information do you need to start planning my trip?

The more you tell me, the better! I'll want to know your travel dates (or how flexible you can be), where you're dreaming of going, your budget range, how many people are in your crew, what kind of vibe you're after (beachfront luxury vs. charming boutique), and any must-dos or absolute deal-breakers. Seriously, don't hold back - I want to know everything!

How long does the planning process take?

It depends on how complex your trip is, but typically I'll have your initial itinerary to you within a week of our discovery call. We'll then work together to perfect it - some clients love the first draft, others want to tweak every detail (both are totally fine!). For simpler trips, we can have everything locked in within 2 weeks. More elaborate celebrations might take 3-4 weeks to get absolutely perfect.

How far in advance should I book my trip?

For the best selection and rates, I usually recommend booking domestic trips 4-6 weeks out and international adventures 2-3 months ahead. That said, I've worked magic with last-minute requests too - sometimes the spontaneous trips end up being the most memorable! Just reach out and we'll figure out what works for your timeline.

Can you help with group trips? How do you handle different preferences?

Group trips are actually one of my favorite challenges! I'm really good at finding that sweet spot where everyone's happy - the person who wants to see every museum AND the one who just wants to find the best beach bar. I'll usually create a flexible itinerary with some planned group activities and plenty of free time for people to do their own thing. Plus, I'm great at finding accommodations where everyone can have their own space but still hang out together.

Can you help us celebrate our special occasion during the trip?

This is literally my favorite part! Whether it's arranging that perfect anniversary dinner on the beach, surprising someone with champagne and strawberries in your room, or finding the most Instagram-worthy spot for your engagement photos, I live for these special moments. Just tell me what you're celebrating and I'll make sure it feels as magical as it should.

Do you work with specific hotels/resorts, or can you book anywhere?

I can book pretty much anywhere, but I definitely have my favorites - places I know will deliver an amazing experience. I've built relationships with properties that consistently wow my clients, but if you have your heart set on somewhere specific, I can absolutely make that happen too. My job is to guide you toward the best options while respecting what you really want.

How do you choose destinations and accommodations?

My recommendations come from actually being there and experiencing these places firsthand. I only suggest spots I'd be excited to stay at myself or send my best friends to. Plus, I've built relationships with amazing local contacts who give me the real scoop on what's worth your time and money.

Do I need travel insurance?

I always, always recommend travel insurance - especially for international trips or those special milestone celebrations you've been planning forever. It protects you against cancellations, medical emergencies, lost luggage, and all those "what if" scenarios. I'll help you find the right coverage for your specific trip.

What happens if something goes wrong during my trip?

This is where having a travel advisor really pays off! I'm available 24/7 while you're traveling. Flight delays, restaurant closures, weather issues, sudden changes of heart about your plans - I handle it all so you can just focus on enjoying your trip. You'll have my direct contact info and I promise to get back to you quickly.

TAKE THE QUIZ

Not every Caribbean island is the same - some are made for adventure, some for romance, and others for total barefoot luxury. Take this quick quiz to discover which destination matches your travel style, and get personalized tips to start planning your perfect escape.

WHICH CARIBBEAN ISLAND IS YOUR PERFECT ESCAPE?

Find Your Island Match!