Planning a proposal in Boston? From cobblestoned Acorn Street to the Boston Harbor to the Skywalk. 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 Diego? From La Jolla Cove to Balboa Park to the Gaslamp Quarter. Where to propose, eat, and stay.
Planning a proposal in Orlando? From Disney World to a hot air balloon to Lake Eola Park. Where to propose, eat, and stay.
Planning a proposal in Prague? From the Charles Bridge to the gardens of Petrin Hill. Where to propose, eat, and stay.
Planning a proposal in Barcelona? From hilltop views to Gaudà landmarks to the Gothic Quarter. 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.
Planning a surprise proposal with a girlfriend who notices everything. Seven tips for keeping it secret from the ring purchase to the night itself.
You've chosen the ring. Now figure out what to actually say. Practical advice on the words, the tone, and how to not go blank on one knee.
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.
Barn or ballroom? Beach or city hall? Settling on a wedding style that fits both of you takes longer than most couples expect.
Newly engaged. Tell her parents before it hits Instagram. The order matters, the timing matters, and getting it wrong is harder to undo than you'd think.
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