Planning a proposal in Santorini? Oia, the water, and locations away from the crowds. 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 Rome? From the Trevi Fountain at dawn to a candlelit piazza in Trastevere — the best places to propose, eat, and stay in the Eternal City.
Planning a proposal in London? From the statue of Eros in Piccadilly to garden walks and winter locations. 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 New Orleans? The Mississippi, City Park, and the French Quarter. Where to propose, eat, and stay.
Proposal Advice
All adviceShe's already talking about the honeymoon. She has opinions on ring styles. Ten signs she's been waiting longer than you think.
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.
You've picked the ring. Have you picked the right moment in the relationship? The questions worth sitting with before you propose.
Just Engaged
Wedding Articles
All wedding articlesA good wedding planner pays for herself. A bad one doesn't. What to look for, and whether you need one.
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.
A destination wedding sounds perfect until the guest list drops to twenty. The tradeoffs that matter, from costs to family politics.
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