Whether you're saying "I do" with your toes in the sand or jetting off on the most romantic trip of your life, one thing’s for sure—you want more than just a beautiful location. You want an experience that feels effortless, intentional, and uniquely you.
That’s where I can help.
You’ve planned a wedding (or are in the middle of planning one) and your brain is juggling a thousand details. Cake tastings, guest lists, florals… it’s a lot. Your honeymoon? That should be the fun part. The escape. The reward. And it should be more than just a pretty resort and a flight confirmation.
This is the trip that kicks off your next chapter, and it deserves to feel as magical as the love story that brought you here.
I specialize in crafting one-of-a-kind honeymoons for couples who want more than a standard package. Think seamless travel, unforgettable experiences, hand-picked resorts, and special touches that feel made just for you.
Sipping cocktails in your private plunge pool at a five-star resort in St. Lucia as the sun sets behind the Pitons
Waking up to the sound of waves just beyond your overwater bungalow in Jamaica
Wandering cobblestone streets in Lisbon, laughing over pastries and red wine at a tucked-away café
Snorkeling with sea turtles, hiking waterfalls, or soaking in natural hot springs on a Costa Rican adventure honeymoon
Dancing barefoot under the stars, knowing you didn’t have to lift a finger to make any of it happen
Whether you crave luxury and leisure, thrill and adventure, or a blend of both,I’ll make sure your honeymoon feels entirely your own.
Custom destination matching based on your vibe, budget, travel style, and season
Resort and room curation (you will know the difference between ocean view and beachfront before you book)
Flights, transfers, activities, and dining recommendations—all coordinated seamlessly
VIP perks, upgrades, and hidden gems that Google can’t give you
A trusted partner to navigate the what-ifs, answer the random questions, and make sure you have everything you need
I plan honeymoons like I would for my best friends: with care, creativity, and a little magic. You get the peace of mind that everything is handled—and the joy of anticipation instead of anxiety.
Planning a wedding is a full-time job. (You already have one.)
Now add in foreign languages, guest logistics, resort contracts, and trying to figure out if the officiant actually shows up barefoot on the beach or if that’s just the stock photo.
Let’s skip the chaos, shall we?
As your dedicated destination wedding planner and travel advisor, I take the stress off your plate and turn your big day into an unforgettable, joy-filled getaway ,for you and your guests.
A barefoot ceremony at golden hour on a Caribbean beach, champagne in hand and steel drums in the air
A candlelit vow exchange in a centuries-old Italian villa surrounded by olive groves and your closest loved ones
A breezy mountaintop celebration in Santorini, with blue domes and whitewashed walls as your backdrop
A vibrant, tropical party at an all-inclusive resort where your only job is to show up glowing
…you deserve to be present, relaxed, and fully immersed in your wedding experience. I’m here to make that happen.
Personalized destination matching based on your vision, guest count, budget, and vibe
Resort and venue selection (yes, I know which ones actually deliver)
Contract negotiation, group rates, and booking management for you and your guests
Local vendor coordination—photographers, florals, officiants, you name it
Timeline management, pre-wedding planning calls, and “panic-proof” logistics
From intimate elopements to full wedding weekends, I’ll guide you every step of the way. ensuring nothing gets overlooked and everything gets celebrated.
My clients are smart, busy professionals who want their wedding to feel like a celebration, not a second job. I bring the experience, insider knowledge, and personal attention that turns a dream into a smooth, stunning reality. You get to focus on the fun, the love, and the “holy wow, this is really happening” moments.
Planning a destination wedding is a big decision, but it doesn’t have to be a stressful one.
Find Your Wonder with Hillary
Copyright © 2025 Hillary Cummings, Find Your Wonder with Hillary
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