Planning a proposal in Chicago? From the Wrigley Building on the river to the Skydeck at the Willis Tower. Where to propose, eat, and stay.
Proposal Ideas, Location Guides, and Real Engagement Stories

For the proposal itself
Get Engaged
Where to do it, what to say, and how to pull off the moment without giving it away.

For after they said yes
Just Engaged
Picking the date, selecting your wedding party, setting a budget. The list that starts the moment you stand up.
Get Engaged
Where to Propose
All location guidesPlanning a proposal in San Francisco? Bay views, hilltop parks, and indoor spots for the foggy days. Where to propose, eat, and stay.
Planning a proposal in Maui? From the summit of Haleakalā at sunrise to a Lahaina sunset cruise. Where to propose, eat, and stay.
Planning a proposal in New York? The Empire State Building, Central Park, and Tiffany's on Fifth Avenue. Where to propose, eat, and stay.
Planning a proposal in Boston? From cobblestoned Acorn Street to the Boston Harbor to the Skywalk. Where to propose, eat, and stay.
Proposal Advice
All adviceA public proposal is either the best story she'll tell for years, or the worst. What to think through before you commit to an audience.
She's already talking about the honeymoon. She has opinions on ring styles. Ten signs she's been waiting longer than you think.
A Valentine's proposal over champagne in a fancy hotel isn't wrong. It's just not right for everyone. Planning a proposal that's personal.
Just Engaged
Wedding Articles
All wedding articlesJust engaged and staring at a blank page. The five things to tackle first, in order, before the planning gets complicated.
A good wedding planner pays for herself. A bad one doesn't. What to look for, and whether you need one.
The venue has three dates. Your family wants summer. She wants spring. How to set a wedding date when everyone has an opinion, including you.
Choosing the Ring
Choosing an engagement ring? The 4Cs, setting styles, metal choices, and how to figure out her ring size. Everything before you walk into a jeweller.
Read the ring guide