By Riley & Grey  |  Wedding Planning  |  December 15, 2025 12:00am

How to Plan a Destination Wedding Guests Will Actually Love

Destination weddings have a certain magic to them. A shared trip, a beautiful setting, and a few days carved out to celebrate together can turn a wedding into a true experience. But the best destination weddings don’t just look good in photos—they feel thoughtful, organized, and welcoming for guests.

If you’re considering a destination celebration (or already planning one), the key is to design the weekend with your guests in mind. Here’s how to plan a destination wedding that people are genuinely excited to attend—and remember fondly long after it’s over.

Best destination weddings
Photo by Emilie Faraut
Best destination weddings
Photo by Abbie Bythewood

Start With Empathy: Think Like a Guest

For guests, a destination wedding means time off work, travel costs, logistics, and sometimes navigating a place they’ve never been before. The most loved destination weddings start with empathy.

Ask yourself:

  • How far will most guests need to travel?
  • Will they need passports, visas, or special documentation?
  • How many days do they realistically need to attend?

You don’t need to eliminate every challenge—but acknowledging them and planning accordingly goes a long way.

Communicate Early (and Clearly)

Timing is everything with destination weddings. The earlier guests know what to expect, the easier it is for them to say yes.

Save the dates: These often go out 9–12 months in advance for destination weddings. Include your wedding website so guests can start planning right away.

Wedding website: Your website should act as a central hub for all travel and event information. Even if details are still coming together, sharing what you do know builds confidence.

With Riley & Grey, you can start your website early, secure your custom domain, and update details as plans evolve—so guests always have a single source of truth.

Choose Accommodations Thoughtfully

Hotel decisions can shape the entire guest experience.

Room blocks: Reserve rooms at one or two price points if possible. This helps guests with different budgets feel comfortable.

Proximity: Try to choose accommodations close to the main venue or provide transportation.

Clarity: On your website, clearly list booking deadlines, group codes, and alternatives for guests who prefer to book elsewhere.

When guests feel supported—not pressured—they’re more likely to enjoy the trip.

Make Transportation Simple

Transportation is one of the most stressful parts of destination travel. Your job isn’t to control every movement—but to make options clear.

Include:

  • Nearest airports and approximate travel times
  • Shuttle information (if provided)
  • Local transportation tips (taxis, rideshare availability, car rentals)

A short “Getting There” section on your wedding website can save you dozens of individual questions.

Build a Thoughtful Weekend Flow

One of the biggest advantages of a destination wedding is time together. But more events don’t always mean more fun.

Anchor events: Most guests expect the wedding day itself and one additional gathering (like welcome drinks or a farewell brunch).

Optional activities: Group excursions or experiences are lovely—but keep them optional. Guests appreciate having downtime to explore or rest.

Clear schedules: A simple itinerary page outlining each day helps guests plan outfits, childcare, and energy levels.

Help Guests Prepare

Destination weddings often require different packing and planning than local events. A well-written FAQ section is a gift to your guests.

Consider including:

  • Weather expectations and dress codes
  • What to pack (sunscreen, layers, comfortable shoes)
  • Local customs or etiquette
  • Currency, tipping norms, or language tips

Keep the tone friendly and reassuring—your website should feel like a helpful guide, not an instruction manual.

Curate Local Recommendations

Guests love feeling like insiders. Sharing your favorite spots adds personality while helping guests make the most of their trip.

Include:

  • Favorite restaurants or cafés
  • Activities or sights worth seeing
  • Relaxation options like beaches or spas

This section turns your wedding into a mini vacation—and shows that you’ve thought beyond just the ceremony.

Be Inclusive and Flexible

Not everyone can attend a destination wedding—and that’s okay. But thoughtful planning can make it accessible to more guests.

Tips:

  • Be transparent about costs early
  • Consider adults-only events or childcare recommendations
  • Offer a livestream option if it feels right for you
  • Guests appreciate honesty and consideration, even if they can’t attend.

Use Your Wedding Website as Guest HQ

Your wedding website should do the heavy lifting. Instead of answering the same questions repeatedly, direct guests to the site.

With Riley & Grey, you can:

  • Organize multi-day itineraries
  • Collect RSVPs and meal choices
  • Share updates instantly
  • Keep information private or password-protected

The result? Less inbox clutter and a smoother experience for everyone.

The destination weddings guests love most aren’t about extravagance—they’re about care. Clear communication, thoughtful planning, and a sense of ease make all the difference.

When you plan with your guests in mind—and use your wedding website as a true planning tool—you create an experience that feels joyful, intentional, and unforgettable.

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