RAQUEL KING PHOTOGRAPHY

July 29, 2025

Planning a Multi Day Wedding Weekend: Tips & Sample Itineraries

Weddings don’t have to be just one day. More couples are planning full weekend celebrations to soak in every moment and spend real time with the people they love most. Whether your guests are flying in or your venue just feels too special for a quick in and out, a multi day wedding lets everyone settle in, celebrate fully, and make memories that last way beyond the vows.

Here are a few tips and sample itineraries to help you plan a wedding weekend that feels thoughtful, relaxed, and truly unforgettable (see below).

Luxury Destination Wedding Weekend Itinerary

Thursday
Guest Arrivals and Welcome Adventure

  • Guests arrive throughout the day — greeted with custom welcome bags in their rooms
  • Afternoon: Optional group activity like a private catamaran cruise, guided ATV tour, or wine tasting depending on your location
  • Light bites and drinks included, perfect for breaking the ice
  • Evening: Intimate welcome dinner for close family and wedding party at a restaurant or private villa
  • Later: Open invitation for casual drinks by the resort pool or rooftop bar

Friday
Rehearsal and Full Guest Welcome

  • Morning: Leisure time — spa appointments, yoga class, or a private boat excursion
  • Afternoon: Rehearsal at ceremony site with immediate family and wedding party
  • Evening: Welcome party for all guests at a beautiful local venue
    • Cocktail attire with curated cocktails, light bites, and live entertainment
    • Lounge areas, ambient lighting, and design details that set the tone for the weekend

Saturday
The Wedding Day

  • Morning: In room breakfast for the couple
  • Beauty teams arrive, slow getting ready moments captured
  • Early afternoon: Portraits, first look, and private vows if desired
  • Late afternoon: Ceremony with a view at ocean, mountain, vineyard, etc.
  • Sunset cocktail hour with champagne tower and live music
  • Dinner reception under the stars with plated courses, floral installations, and heartfelt toasts
  • After party with outfit change, DJ or live band, and late night snacks

Sunday
Farewell and Chill

  • Brunch at the resort or local café with a relaxed coastal or tropical dress code
  • Pastries, mimosas, and coffee bar
  • Guests say their goodbyes before heading home or off to explore, excursions

Home Town Wedding Weekend Itinerary

Thursday
Welcome for Inner Circle

  • Afternoon arrivals for immediate family and wedding party
  • Private chef dinner at the couple’s home or a local restaurant
  • Toasts, gifts, and a relaxed evening to kick off the weekend

Friday
Rehearsal and Welcome Celebration

  • Morning: Spa appointments, golf outing, or a slow morning for guests
  • Afternoon: Rehearsal at venue with wedding party and family
  • Evening: Welcome party for all guests at a private estate or upscale venue
    • Signature cocktails, passed hors d’oeuvres, live music or a jazz trio
    • Light dress code: elevated garden party or cocktail

Saturday
The Wedding Day

  • Morning: Light breakfast delivered to suites, beauty prep begins
  • Midday: Portraits and first look
  • Afternoon: Ceremony
  • Evening: Cocktail hour, reception dinner, dancing
    • Custom lounge spaces, floral installs, plated dinner, curated entertainment
  • Late night: After party with late night bites and a change of outfit for the couple

Sunday
Farewell Brunch

  • Hosted at a beautiful local venue or family estate
  • Mimosa bar, pastries, chef station or upscale brunch buffet
  • Casual and cozy vibe — think linen outfits, sunglasses, heartfelt goodbyes

Planning a multi day wedding might take a little extra effort, but the payoff is huge. You will create a space where your people can truly connect, celebrate, and soak in all the love and excitement without rushing through it. Whether you go big or keep it simple, what matters most is that it feels like you.

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