Best Places for People-Watching

Watching people while you dine is a very enjoyable and odd pasttime. Find the best places to indulge in some destination people-watching here in St. Augustine!

  • I like watching people. There's no normal way to put it. Who knows how it started or why it started, but there's nothing more enjoyable to me than sitting in a public space and observing people. Their outfits, their unique body types, their interactions, their reactions—it's like walking through the Louvre. The incredible thing is I know I'm not the only one who enjoys this. In fact, just look through the comment sections of some review sites and you'll find plenty of people who enjoy a place because it offers 'prime people watching.'

    Watching people is fun regardless of where you are, but I'm especially blessed. This is Florida! And let's be honest, Florida people are an interesting bunch by themselves. But in addition to the Florida locals, we also get lots of vacationers. This is the tourist haven of St. Augustine, and being the nation's oldest city, all kinds of people from all over the world come through here.

    St. Augustine is a very historic, picturesque, and walkable city; and where "you people" walk, I people watch.

    Sangrias

    Getting a balcony seat at Sangrias Wine and Tapas Bar gives you a great view of St. George Street because every balcony seat is lined right against the railing. Some restaurants have outdoor dining spots that are wider and you may get a wall seat (which isn't quite as fun), but every balcony table at Sangrias has primo people-watching.

    Now, apart from the fact that this is incredible people-watching, the dining area outside is also really cozy and intimate, with high chairs and high tables that give that perfect lookout spot over the people below. On weekend evenings, the streets are abuzz with visitors and locals enjoying the nightlife, and live music inside adds a bit of atmosphere. You can share a pitcher of sangria and look out over the railing to the people below.

    Mad props to these two ladies who got the corner seat which is the penultimate people watching spot allowing clear views of St. George Street and Hypolita Street. Wow. Same thing if you can snag those balcony seats over at the Columbia across the way.

    Kookaburra

    Kookaburra's coffee is reason enough to visit this cafe, but if you can snag a seat by the bar window or preferably at one of the tables on the front steps (of which there are only 2), you're in for an awesome treat. Cathedral Place and the square ahead is prime realty for some good people watching. Whether folks are demonstrating in the plaza, chilling on a trolley as it rolls by, or partying at Treasury on the Plaza, there are lots of people to see.

    And during Nights of Lights, there's more than just people to watch.There's millions of beautiful shining lights decorating the plaza. If it's not coffee you're after, there's also a Les Petits Pleasures French pastry shop across the way.

    Bull & Crown Publick House

    I had to try this for myself to believe it. Its one disadvantage is that this place is ground level, meaning you don't get quite the same "looking down from your ivory tower" feel as you do with some of the other places mentioned. But advantage? I think it might possibly be the only place where you can dine right on St. George Street and be in perfect view of all the interesting strangers that walk by. That's a pretty big advantage in my opinion. Plus, sometimes it's good to be a little grounded.

    The Bull and Crown Publick House is part of St. Augustine's Colonial Quarter, so along with having great views of St. Augustine specimens, it also has an old historic feel to it. The wooden planking and pub menu is complemented by modern embellishments like the handy umbrellas and TV for watching the big game. 

    Crucial Coffee

    Like the Bull & Crown, this spot is ground level, but it's on Cuna Street. Crucial Coffee may not have any barriers separating you from the strolling general public, but the traffic on this street is also a bit quieter. Cuna Street is a throughway to the Bayfront and Cordova, but it's a calm brick-laid avenue with little vehicular traffic. The coffee shop has craft coffee and a rotating assortment of pastries.

    Fancy something a little fancier? For a full meal, order from the Gourmet Hut and sit in the same dining area. 

    Backyard at Meehan's

    The Backyard at Meehan's is an open air patio and in fact, its trees recently got a nice trimming so you don't have to peek through bushes like a creeper. This corner bar located at the intersection of 2 busy side streets (1 that leads to the bayfront and 1 that leads to the Castillo), makes it a haven of 'passersby'. The casual feel of the Backyard includes patio beach chairs alongside regular dining chairs. The bar menu includes appetizers like Conch Fritters, Crab Dip, and Backyard Tacos. The one downside? You'll probably be so engaged in the company of the people you're with that it's probably the passersby who will be watching you. 

    Tini Martini Bar

    The Tini Martini Bar is one of the loveliest spots for people-watching, especially during Nights of Lights. The bar located at the Casablanca Inn is the essence of classy ambiance with 2 levels of outdoor seating. Heaters in the winter can keep folks warm from that bayfront breeze, and as people walk by, they're sure to watch back. How could they not when you're dining in such a dazzling atmosphere? Along with evening martinis, this is also the home of Brunch which serves breakfast and lunch dishes until 3 and 4 p.m.

    Scarlet O'Haras

    Scarlet O'Hara's offers American pub and grille food with an outdoor patio and bar. The atmosphere is cozy and enjoying a meal outside feels like sitting at home on the porch with warm wooden architecture and occasional live music. Plus, you get to see the students from Flagler College pass by, who of course are the most interesting of people to watch in the best way possible.

    Places with a Window Counter that Faces the Street

    I know I'm speaking to a niche crowd here, but I know there's someone out there looking for some full-on window dining. Here are a few spots!

    • South-a-Philly - This place has incredible Philly cheesesteak sandwiches, a delicacy that is difficult to find in the complete opposite end of the country as Philadelphia. And they have a window counter facing the street.
    • Romeo's  -  Those bubble waffle cones that are all the craze can be found at this Italian eatery on the plaza. Sit at the window while you enjoy one with a cup of coffee.
    • Osprey Taco - This lovely dine in taco locale used to be a car shop. The retro space has been transformed with a window counter to sit at while you chow down on tacos.
    • Mango Mangos - There's no window, but the counter facing A street lets you drink and snack while you observe beach-goers (including me, occasionally).
    • Peace Pie - Pie Filling and ice cream sandwiched between 2 cookies, and people walking along Aviles.

    Did we forget something? Let us know your favorite place for people-watching in St. Augustine by writing to content@VisitStAugustine.com!





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Updated: Tuesday, December 12, 2017

Alex's picture
Alex Pooler

As Content Editor for VisitStAugustine.com, Alex writes and edits everything from articles to business profiles to events. She likes manatees, orange juice, and getting into a hot car on a scorchingly hot Florida summer day after being in A/C for hours.