Proposal Advisor
Advisor Picks

The pros you hire.

Jewelers, photographers, performers, private chefs, places to ask, decoy outings, florists, and the insurance that covers the ring. Who we'd call, and why.

Rings

Where smart buyers actually shop, natural and lab-grown.

Rings

Blue Nile

A pioneer of online diamond retail, with one of the largest certified inventories and search filters built for the grade recipe.

Visit Blue Nile →
Rings

Brilliant Earth

Natural and lab-grown side by side, with its responsible-sourcing pledge front and center. The second window for the comparison shop.

Visit Brilliant Earth →
Rings

Clean Origin

A lab-grown specialist with independent certification as standard and a 100 day return window.

Visit Clean Origin →
Rings

Angara

Direct-to-consumer jeweler built around colored stones, the place to look if she would rather have a sapphire or emerald than a diamond.

Visit Angara →
Rings

Costco Fine Jewelry

A markup cap most jewelers can't match, so the diamond quality per dollar runs high. The selection is small and the value is real.

Visit Costco Fine Jewelry →
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Photography

The one hire we'd make on almost any budget.

Photography

Flytographer

Vetted local photographers in 350 plus destinations, with a concierge who helps you map the exact moment.

Visit Flytographer →
Photography

Local Lens

A vetted photographer network in 200 plus destinations, the solid alternative for a shoot away from home.

Visit Local Lens →
Photography

Thumbtack

Post the exact spot and the exact hour, and local pros quote on it, including the ones who'll hike in before light. Check the portfolio first, then get the pre-dawn call time in writing.

Visit Thumbtack →
More on photography →

Music & performers

The act that plays as you ask, or a piece made just for her.

Music & performers

GigSalad

Book a local guitarist or a string quartet to play as you ask.

Visit GigSalad →
Music & performers

The Bash

An event-booking platform for live musicians with a booking guarantee: a cancellation gets your money back while they hunt for a replacement.

Visit The Bash →
Music & performers

Songfinch

Musicians write an original song from your story, a custom track to play instead of borrowing someone else's.

Visit Songfinch →
Music & performers

Cameo

Hire a celebrity or athlete she loves to record the ask, or the setup that leads to it.

Visit Cameo →
Music & performers

Fiverr

The movie trailer and the custom game level both need one freelancer for about a week, and this is where you hire an editor, a modder, an illustrator, or an animator in one place. Book early, put the deadline in writing, and ask the seller to keep the work off their public portfolio until after you've asked.

Visit Fiverr →
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Food & dining

The restaurant night at home, down to the first-date dish.

Food & dining

Take a Chef

A private chef who shops, cooks, serves, and cleans up, perfect for the at-home proposal.

Visit Take a Chef →
Food & dining

Goldbelly

Ships meals from famous restaurants across the country, so you can serve the first-date dinner at home, maybe even yours.

Visit Goldbelly →
More on food & dining →

Places to ask

The room, the rooftop, or the dark-sky site you book for exactly this.

Places to ask

Peerspace

Rent a rooftop, a loft, a gallery, or a garden by the hour in cities across the US, which is how the night still happens when the forecast turns. Each space sets its own minimum, usually two or three hours.

Visit Peerspace →
Places to ask

Hipcamp

Book a private drive-up site under dark skies, so the stargazing ask doesn't need a two-mile hike or a stranger pitched thirty feet away. Filter their dark-skies map for a site you can park at, then check the drive time from home.

Visit Hipcamp →
Places to ask

Escapology

The escape room ask only works if the room is yours for the hour, and every Escapology game books private, so no strangers get added to your group. Call the location a week out and ask if they'll set up the last lock with you.

Visit Escapology →
Places to ask

AMC Event Sales

Book through AMC's event sales team, since the walk-up self-serve rental won't play your own video. Get your file confirmed in writing before you plan anything around it.

Visit AMC Event Sales →
See all 4 →

Adventures & tours

The outing that gets her to the spot without a single question.

Adventures & tours

GetMyBoat

Book the boat and the captain together instead of walking the dock asking who takes cash. Whoever owns the boat sets the cancellation terms, so read them and hold a backup date for weather. Keep the ring in a zipped pocket.

Visit GetMyBoat →
Adventures & tours

57hours

A certified local guide owns the route and the timing, so you get to think about the question instead of the trail. Trips price per person with a two-person minimum, and a guide will move the day for weather, so hold a second morning.

Visit 57hours →
Adventures & tours

Viator

Books local tours and private rides, handy for the decoy outing that sets up the real moment.

Visit Viator →
Adventures & tours

GetYourGuide

A big marketplace for tours and skip-the-line tickets, reliable for a destination proposal.

Visit GetYourGuide →
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Flowers

Fresh for the day, or preserved for years.

Flowers

The Bouqs

Her favorite flowers, delivered fresh for the scene you're setting.

Visit The Bouqs →
Flowers

The Million Roses

Real roses preserved in a keepsake box, so the flowers last years instead of days.

Visit The Million Roses →
Flowers

UrbanStems

Next-day flowers with a modern look, good when the scene needs a clean, styled bouquet.

Visit UrbanStems →
More on flowers →

Ring insurance

Covered from the day you buy, at one or two percent a year.

Insurance

Jewelers Mutual

Ring-specialist coverage at roughly 1 to 2 percent of appraised value a year, active the day you buy. A rider on your renters or homeowners policy works too, as long as the ring is never uninsured.

Visit Jewelers Mutual →
Insurance

BriteCo

Typically 0.5 to 1.5 percent of appraised value a year with zero deductible. The modern second quote to run against Jewelers Mutual.

Visit BriteCo →
More on ring insurance →

Some of these are affiliate links. If you buy through one, we may earn a commission at no extra cost to you, and it never changes what makes the list.

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