Dapper Weekends
A dressed-up crowd on a lakeside patio at night under warm string lights

Central Florida · since 2012

We make the weekend worth dressing for.

Gatherings, markets, photography, and sailing, built around people who dress for the occasion. Tell us what you are planning, and we will answer with the details.

The calendar

What is coming

A free evening before the dapper weekend, two park days with the same crowd, and a sailing in the works.

What we do

Six things, one crowd

No ticket window, no wristbands, no door staff. Admission is free at the door and guests pay for their own drinks.

01

The gathering

Free admission on the Friday night. Cocktails on their own tab, a photographer, a toy box by the door.

02

Dapper at sea

A themed group sailing with one formal night and a cabin list, arranged in advance.

03

The market

Vintage sellers, a milliner, a tailor, set up inside the party. The reason to arrive early.

04

The photographs

A house photographer on the night and a gallery afterwards. Pictures worth posting.

05

The off season

Brunch, afternoon tea, a market crawl, a garden photo day. The months nobody programs.

06

Workshops and contests

Styling and tailoring sessions, a judged contest, a prize worth winning.

Tell us what you need

Five short forms

Pick the one that fits. Everything goes straight to my inbox and I answer the same day, usually with dates and a price.

For a date or the mailing list. Two fields and you are done.

No list selling, no daily email. One note a month at most.

Your email app should have opened with the message ready. If it did not, write to carlos@dapperweekends.com and I will pick it up from there.

Vintage sellers, a milliner, a tailor, a photographer, a jeweller. Tables sit inside the party, and the crowd comes early for them.

Table fees only. Nobody pays at the door, and the vendors keep what they sell.

Your email app should have opened with the details ready. If it did not, write to carlos@dapperweekends.com.

A themed sailing out of Port Canaveral with one formal night. Nothing is booked yet, so this is the list that decides the dates.

Booking runs through my travel agency, so it is a normal cruise fare, not a ticket to an event.

Your email app should have opened with the details ready. If it did not, write to carlos@dapperweekends.com.

Tell me what the room is and what a slow night looks like, and I will tell you which format fits.

Fifty to seventy-five guests in waves, free admission, no door staff, and every drink on their own tab. Photography of your room included.

Your email app should have opened with the details ready. If it did not, write to carlos@dapperweekends.com.

Tell me what you sell and what a year of backing looks like, and I will send the dates and the numbers.

Photography, the contest prize, and the sailing are all open to a single backer.

Your email app should have opened with the details ready. If it did not, write to carlos@dapperweekends.com.

The toy box

Fourteen years, no cover

The Friday night started as a meetup at a bar and turned into a tradition. There is no admission charge. Guests bring an unwrapped toy for Toys for Tots instead, and everything they drink goes on their own tab.

No cash changes hands, nobody buys a ticket, and the room fills anyway. That model has held since 2012, and it is the reason venues keep saying yes.