Big Secret Proposal
A partner kneels to propose on a black sand beach on the Big Island

Big Island proposal planning · Hawai'i

Planning to propose on the Big Island?

You bring the ring. We’ll take care of the secret details.

From finding a setting to planning the timing and capturing the moment, Sandra and Kris make it easier to plan from near or far. Proposal packages start at $950.

Three clear starting points

Choose the proposal that feels like you.

Compare all package details
A Big Island surprise proposal unfolds on black sand as one partner kneels

01 · simple and intimate

Sunset Island Time

A planned, photographed proposal for the two of you, with a location chosen to fit your story.

Starting at $950

  • A Big Island spot chosen to fit your story
  • A planned timeline
  • Discreet proposal photography
  • An online gallery of the moment
Ask about this package Full package details
Fresh flowers and a Marry Me sign frame a green cliffside proposal location on the Big Island

02 · flowers and details

Signature Big Island Proposal

Everything in Sunset Island Time, with fresh flowers, a bouquet, and a “Marry Me” sign.

Starting at $1,250

  • Everything in Sunset Island Time
  • Fresh flowers arranged around the spot
  • A bouquet for your partner
  • A “Marry Me” sign
Ask about this package Full package details
A newly engaged couple relaxes together at a beach picnic on the Big Island

03 · the fuller evening

Premium Romance

The Signature experience, extended with a styled picnic, social-ready video, and more time together.

Starting at $1,950

  • Everything in Signature Big Island Proposal
  • Styled beach picnic with charcuterie and dessert
  • Photos and social-ready video from a content creator
  • More time to enjoy the experience together
Ask about this package Full package details

Starting prices shown. Ask Sandra about the details and any location-specific requirements for your plans.

Simple from the first hello

Your perfect surprise, planned in three simple steps.

01

Tell us your idea.

Share your proposal date, location preference, and package interest through the inquiry form.

02

We plan the secret details.

Talk through the location, timing, package, and setup with Sandra. Booking is confirmed with an agreement and deposit.

03

You ask the question.

Be present for the moment while Kris captures the proposal and the photographs that follow.

A couple share a warm golden-hour moment after a proposal on Hawai'i Island

Real moments, beautifully remembered

The question is only the beginning.

From the held breath before the question to the first photographs together, Kris captures the moment as it happens. Browse real proposal photographs from the Big Island.

See more proposal moments
Fresh flowers and a Marry Me sign arranged beside black lava at a Big Island beachNewly engaged couple share shoreline portraits beside palms on Hawai'i IslandA couple celebrates their Big Island proposal among tropical palms and dark shoreline rocks

Local knowledge, personal care

A local husband-and-wife team behind your big moment.

We’re Sandra and Kris, based on the Big Island. Sandra plans the details and helps you choose a setting; Kris, the photographer behind Couple Cups, captures the moment as it naturally unfolds. We believe a proposal should feel personal, relaxed, and like the two of you.

A couple share a quiet embrace beside flowers in a green Big Island proposal setting

Kind words

Couple Cups Reviews

“Sandra & Kris were amazing to work with and made sure I had such a good experience.”
Google review
“Her reaction was priceless—pure shock, laughter, and happy tears.”
Couple Cups review
“He got these images that didn’t just capture the event but really told a story.”
Couple Cups review

Find your kind of island setting

A Big Island backdrop that feels like yours.

The island offers very different scenery from coast to coast. Sandra can help you talk through a setting that fits your travel plans, the look you love, and the feel you want for the moment.

A palm-shaded lawn and small event setup overlook green cliffs and ocean on the Big Island

Ocean and sand

Coastal settings bring the shoreline, open sky, and the changing light into your photographs.

Black lava coast

Dark volcanic rock creates a distinct contrast with pale sand, water, and floral details.

Green tropical settings

Lush greenery offers a softer, sheltered-feeling backdrop, with a different look from the coast.

Near your resort

Tell Sandra where you’re staying. She can discuss nearby options and confirm access and any applicable location requirements with you.

A little clarity

Questions before the question?

How do you keep the proposal a surprise?
Sandra coordinates the details directly with you. Kris plans his approach to photograph discreetly, with the location and your plans in mind.
Can you help choose a location near our resort?
Yes. Sandra can discuss options based on your resort area and the setting you have in mind. Share your location plans with her as you work through the inquiry and follow-up.
How long is the photography session?
Proposal sessions typically run 30–45 minutes, depending on the package.
Can I plan from the mainland or overseas?
Yes. Start with the inquiry form and share your travel dates, hotel area, and ideas. Sandra and Kris are based on the Big Island and can help coordinate the details with you remotely.
What if the weather changes?
Island conditions can vary by location and day. Tell Sandra about your plans so you can discuss location conditions and options for your date before booking.
How far in advance should I ask about my date?
Share your date as soon as you can so the team can discuss availability and planning time with you. Availability is confirmed directly, not assumed from the website.
Are permits or location fees included?
Requirements can depend on the location and setup. Ask Sandra about the specific place you have in mind before confirming your plans.
When will we receive our photographs?
Gallery delivery timing is confirmed during booking. Ask about the current timeline when you inquire.
Can we customize flowers or setup details?
The Signature package includes fresh flowers, a bouquet, and a “Marry Me” sign. Share any ideas or requests with Sandra so she can confirm what’s possible for your plans.
Is photography included?
Yes. The packages include proposal photography, and Sunset Island Time includes an online gallery of the moment. See each package for its listed details.
Do you offer a picnic or video?
Premium Romance lists a styled beach picnic with charcuterie and dessert, plus photos and social-ready video from a content creator. See the package details for the complete inclusions.
Do package prices include taxes or location fees?
The website lists starting prices. Ask Sandra to confirm any taxes, travel costs, or location-specific fees that may apply to your date and chosen setup.

Make the first move, quietly

Tell us about your person.

Share your date, hotel area, package questions, or the idea you’re holding onto. We’ll help you find a place to begin.

A quiet beginning

Start Planning Your Secret Proposal

Tell us your date, the kind of location you’re considering, and which package caught your eye. We’ll help shape a plan that feels like you.

Plan my proposal