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How to Plan a Wedding Weekend That Feels Like a Vacation

July 7, 2025

These days, planning a wedding isn’t just about the ceremony and reception—it’s about creating an unforgettable experience from start to finish. Couples are trading the one-day celebration for weekends filled with quality time, curated moments, and plenty of memory-making.

wedding brunch
Monika Frias

Whether you’re tying the knot close to home or hosting a destination affair, your wedding weekend is a chance to kick off the festivities in style and ease into the big day without the stress of a jam-packed timeline.

Ready to map it all out? Let’s break down how to build a seamless, guest-friendly weekend!

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Begin With What’s Set in Stone

Before you start dreaming up welcome parties and brunch menus, lock in the big stuff first. These are the events around which everything else will revolve.

Meaghan Cody, Owner/Planner at Sweet Pea Events, says, “When planning your wedding weekend itinerary, the first thing you want to consider is the times that are non-negotiable. If you have a rehearsal time slot at the church, or you have to set a time to get your marriage license, those things should be set so that you can work around them when adding in other events/parties.”

Martina Boggian Fotografie

Pro tip: Also consider guest arrival times. Are most people flying in the day before or making a whole trip of it? Understanding their travel flow helps you time everything from hotel check-ins to your first big gathering.

David Stark Design

Think About Your Vision

This is your wedding weekend, so it should feel like you. That’s why thinking about the vibe you want to create is essential.

“Event hosts should take the time to understand their own expectations for themselves and their guests and how they want the event to feel for everyone involved,” recommends Deliece Knights, Founder & CEO of Dhalia Events LLC. “That will help inform how many activities they build into the itinerary, as well as the type of activity and parties involved.”

And remember: the events you choose don’t all have to be formal. A casual group hike, pool hangout, or morning coffee meet-up can be just as special as a rehearsal dinner (especially if it reflects who you are as a couple!).

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Make Things Optional

Here’s the magic phrase for a smooth wedding weekend: optional attendance. While your ceremony and reception are the main events, everything else should feel like a bonus, not a requirement. Guests love knowing there are fun things to do, but they’ll also appreciate the freedom to rest and explore.

Here is a sample itinerary for a fun wedding weekend:

wedding weekend itinerary wedding weekend itinerary

Emily Reno, Owner of Elopement Las Vegas, adds, “I think the balance comes from having events that guests can opt to attend or not. Planning a weekend itinerary is especially great for out-of-town guests who may not know the area and who might want things to do. Making the events optional is a great way to provide something for your wedding guests while still giving those who want more free time the opportunity to pass on events that may seem like too much.”

Offering a mix of structured events and open time is the sweet spot. Think of it like building a menu of experiences—some will join you for everything, and others will pick what fits their mood. Either way, keeping things flexible means less pressure on everyone (including you and your partner!).

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Share the Info in Multiple Spots

You’ve put in the effort to plan a thoughtful weekend, so make sure people actually know about it! The easiest way to keep guests in the loop is to share your itinerary in a few different formats.

“The more places you are able to share the itinerary or suggested activities, the better,” emphasizes Loni Peterson, MLS, at LP Creative Events. “Remember, we are all different types of learners – some of us retain better by reading, listening, or even being told face to face! So, my suggestion is to put the itinerary and suggestions in as many places as possible: website, invite, printed itinerary when they check into the hotel, email, QR code, when you see them in your day-to-day, etc.!”

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dani parada photo

Just make sure the tone of the itinerary matches your style. Whether it’s beautifully designed or simple and straightforward, the goal is to keep guests informed and at ease.

Try Not to Pack In Too Much

We know it’s tempting to fill every hour with events and activities, but a little breathing room is a gift. Over-scheduling can lead to burnout, and both you and your guests will appreciate some downtime between events.

Craig Peterman, Owner of Craig Peterman Photography & Videography, shares, “Don’t try to schedule every second. Build in time for people to wander, nap, or just hang out. The best wedding weekends are the ones that feel easy and connected. Trust that your guests are there for you, not your timeline.”

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greg finck

In the end, you don’t need a minute-by-minute schedule to pull off an unforgettable weekend. With some thoughtful planning (and plenty of flexibility), you can create an itinerary that keeps things organized without losing the magic. So take a deep breath, trust your instincts, and get excited to celebrate with your favorite people all weekend long!

 

Meghan Ely is the founder of OFD Consulting and a self-professed royal wedding enthusiast. When she’s not helping wedding pros shine in the press, you’ll find her speaking at industry events—get to know her here.