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Your Journey Starts Here

A step-by-step guide to planning your perfect destination wedding—with expert help every step of the way.

You’ve decided to plan a destination wedding—how exciting!
This is where the real fun begins.

But... what comes next?

Don’t worry. Between your in-destination wedding planner (included with most resort wedding packages) and myself—your dedicated destination wedding travel expert—you’ll be fully supported every step of the way.

Choosing Your Wedding Date

Some couples have a date picked out from day one—others just want a beautiful time of year.
Whatever matters most to you, we’ll find the timing that fits your vision (and your dream location) best.

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Where Are You Getting Married?

With so many stunning all-inclusive resorts throughout the Caribbean, it’s easy to feel overwhelmed—but that’s where I come in. I’ll help you narrow it down with tailored suggestions, insider advice, and answers to all your questions.


Aim to shortlist 1 to 3 locations, or pick your dream resort if you’ve already found "the one."

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It's time to Build Your Guest List

Who’ll be standing by your side as you say “I do"?  A rough idea of how many guests—adults, children, and rooms—will help us reserve the perfect room block, ensuring everyone has a place to stay and can celebrate and vacation together with ease.

No pressure to have everything finalized just yet—an early estimate simply helps us hold space for the people who matter most.

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Test Drive Your Wedding

Not quite ready to commit to a resort? A pre-wedding visit is the perfect chance to explore, experience, and get a feel for the vibe—before making any final decisions.
You’ll spend a few laid-back days checking out the venue options, meeting the wedding team, tasting the food, and seeing if it all feels just right.

Many resorts even offer special rates or credits toward your wedding for these visits. It’s a fun, pressure-free way to picture your big day—and make sure it’s everything you’ve been dreaming of.

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Lets Book

Once you’ve chosen your venue and resort, we’ll move forward with securing your wedding date, group accommodations, and package details. Booking at least 8 months in advance is recommended to ensure availability and give your guests plenty of time to plan.

Before confirming, we’ll review the resort’s terms, package inclusions, and booking agreement together—so everything is clear and you feel confident in your decision. A deposit will be required at the time of booking; the exact amount will vary depending on the resort and package selected.

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Once your guest list is ready, it’s time to send out the invites!
I’ll provide all the details your guests need to book their travel seamlessly. A good rule of thumb: aim to have RSVPs and initial deposits submitted at least 6 months before your wedding date (timelines will vary by resort).

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Flights typically become available around 330 days before departure.
Once they’re released, I’ll reach out with flight options for you and your guests.

Note: If you’re booking a vacation package that includes both resort and airfare, your flights may be confirmed at the same time as your resort booking—making things even easier for your guests!

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Your resort’s on-site wedding planner will take care of the day-of details—ceremony setup, décor, scheduling, and more.

And just because it’s a resort wedding doesn’t mean your choices are limited. We can absolutely explore bringing in outside vendors—whether it’s a favorite florist, DJ, makeup artist, or photographer—if there’s someone you have your heart set on.
That said, most resorts also offer an impressive variety of in-house options for décor, color palettes, set-up styles, and more to help you bring your vision to life.

Your planner will stay in touch with you in the months leading up to your wedding, helping to coordinate timelines, finalize details, and ensure everything is exactly how you envisioned it.

Together, we’ll make sure everything is thoughtfully arranged and beautifully executed.

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Looking to add a little extra excitement to your wedding week? From catamaran cruises and waterfall hikes to foodie tours, horseback rides, or zipline adventures—there are so many ways to make memories with your guests.
Let me know what you have in mind, and I’ll help you find and book the perfect experience.

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Soon, all your planning will come together in a celebration filled with love, laughter, and unforgettable memories.
Take a deep breath—you’ve earned it.

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Your Love, Your Way

Your wedding day is a celebration of your love story and the next chapter of your life together. Choosing Travel With Megan means having a caring, experienced partner by your side—someone who will guide you, advocate for you, and help create a joyful and stress-free journey from start to “I do.”

Love is love. No matter your gender, religion, orientation, or background—you are welcomed and celebrated here. ❤️

Megan Cookson

About Travel With Megan

Welcome to Travel With Megan, your trusted partner in luxury travel, Destination Weddings, Cruises, and group travel. Join our mailing list to receive the latest travel updates, exclusive offers, and travel tips 

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