Itinerary — Jay & Megan
Jay & Megan · Maui 2027

The
Itinerary

Two days, one island, and a whole lot of celebrating. Here's how the weekend will unfold in Maui — everything you need to know to plan your time with us.

The Dates

Sept 8–9, 2027

The Place

Olowalu, Maui

Dress

Island Formal

Jay and Megan in Maui
The Weekend

At a
glance.

Sunset sail off Kāʻanapali Beach
Day One

Rehearsal Dinner: Sunset Sail

WhenWednesday, September 8, 2027 · 4:30–6:30 PM
WhereBoat leaves from Kāʻanapali Beach
AttireBougie Boat Chic

We'll kick things off on the water, watching the sun melt into the Pacific. Plan to arrive at the beach a little early so we can push off on time.

Wedding ceremony at Olowalu Plantation House
Day Two

Ceremony & Reception

WhenThursday, September 9, 2027 · 4:00–10:00 PM
WhereOlowalu Plantation House · 810 Olowalu Village Road, Lahaina, HI 96761
AttireIsland Formal · Adults Only

The main event — an oceanside evening under the Maui sky, from "I do" to the last dance.

The Day Of

Thursday, hour by hour.

4:00 PM
Guests Arrive

Find your way in, grab a welcome cocktail, and settle into island time.

4:30 PM
Ceremony

Join us on the plantation lawn as Jay and Megan say their vows.

5:00 PM
Cocktail Hour

Passed bites and drinks while the two of them steal away for a few photos.

6:10 PM
Dinner

A seated dinner just steps from the water, with wine flowing throughout.

6:34 PM
Sunset

Right on cue — the sky puts on a show. Keep your camera close.

7:20 PM
Toasts & First Dance

A few words from the people who know them best, followed by their first dance.

8:00 PM
The Dance Floor Opens

The formal part is over. Kick off your shoes and stay a while.

10:00 PM
Farewell

One last song, one last hug, and a send-off under the stars.

The Island

Getting your
bearings.

Map of Maui showing Kahului Airport, The Westin Kaanapali, the Kaanapali Beach sunset sail departure point, and Olowalu Plantation House
  1. 1

    Kahului Airport (OGG)

    Maui's main airport, on the north shore. This is where almost everyone will land.

  2. 2

    The Westin Kāʻanapali

    Our room block, out on the west coast. Head this way once you pick up your rental car.

  3. 3

    Kāʻanapali Beach

    Where the sunset sail pushes off Wednesday evening, a short walk from the hotel.

  4. 4

    Olowalu Plantation House

    The ceremony and reception Thursday, a short drive south along the coast.

Before You Go

A few
notes.

Attire

Island Formal for the wedding — elevated resort wear, linen, and dresses made for a warm evening on the grass. We'd love to see you in bright island hues and soft pastels; think sunset tones, ocean blues, and everything blooming in between. The rehearsal sail is Bougie Boat Chic.

Adults Only

We adore your little ones, but this celebration is a night just for the grown-ups. Consider it a well-earned evening off in paradise.

Getting There

Fly into Kahului (OGG), about 40 minutes from Olowalu. The venue has on-site parking, and we'll share shuttle details as the date gets closer.

Where to Stay

Stay with
us in Kāʻanapali.

We've reserved a block of rooms at The Westin Kāʻanapali Ocean Resort Villas — beachfront, a short drive from Olowalu, and the perfect home base for the weekend. Book within our group block to lock in our rate and stay close to all the fun.

Aerial view of The Westin Kāʻanapali Ocean Resort Villas
Jay & Megan · 09.09.27 Olowalu, Maui · Hawaiʻi