Words commonly used to describe downtown Punta Gorda include charming, quaint, friendly, historic, and beautiful, but the best way to get a true sense of the truth behind the superlatives is by getting a taste of what our restaurants and taverns have to offer. That's where this Pub Crawl-type self-guided exploration comes in!
To get you started, we’ve come up with a suggested—but completely customizable—route. The only requirement is to have fun, and that’s built right in! Choose your spots, rearrange the order or stick to a certain area, jump on or off at any point, or enjoy the whole thing, whatever you feel! Explore this interactive map to customize your own path.
We always recommend catching as many sunsets as possible when you’re here, so the two prime sunset spots are marked.
Ok, now on with the show! First up:
TT’s “The Tiki” Bar
Open ‘til 10 pm Sunday–Thursday and until midnight Friday and Saturday
Certified Sunset Spot
TT’s is the place to kick off your shoes and give your toes some well-deserved sand time while you enjoy one of their specialty cocktails or frozen concoctions. Fair warning: you may not be able to resist a taste from their large menu, and live music and dancing are always possibilities. Just when you think it can’t get better, you’ll notice the beautiful views.
To get to the next stop, you can either walk back up toward the Four Points by Sheraton Punta Gorda Harborside hotel and carefully cross northbound Tamiami Trail, or hop back on the Harborwalk and take the scenic route under the other bridge, right along the water. Either way, in a matter of minutes, you’ll be at…
Perch 360
Open ‘til 10 pm Sunday–Thursday and until 11 pm Friday and Saturday
Certified Sunset Spot
Perch 360 is, yes, perched, on the roof of The Wyvern Hotel. You’ll want to relax for a bit to enjoy the best views in town, the tasty tapas, and something from their full bar in the relaxing and elegant décor. If you’re a selfie person, the possibilities are numerous and unique! Even better, you may luck into some live music and you’ll for sure revel in the top-of-the-world atmosphere.
Your next stop is just a few minutes away…
Celtic Ray Public House
Open until 1 am daily
Whether you shake a tail feather to live music in the outdoor beer garden or hang inside in this authentic Irish Pub with a Guinness and their world-famous Fish and Chips (do it, trust us), you’re going to have a great time at the Celtic Ray.
You may even catch one of their periodic comedy nights or a fun trivia night.
The kitchen is open until midnight every night and the pub is open until 1 am. It’s the perfect spot to reflect on your adventures and begin planning the next installment!
To continue the Pub theme, head back toward Tamiami Trail and turn left. Continue for 2 blocks, cross East Virginia Avenue to find your next destination, to your left…
The IceHouse Pub
Open until 11 pm daily
The IceHouse is an authentic British-style Pub that features regulation dart boards and traditional pub games like snooker, billiards, Shove a Penny, and Shut the Box. Partake from the legitimate British menu and try one (or more) of the 34 tasty beers on tap to feel like you’re on a real English pub crawl!
They were also recently named to the America's Best Restaurants in 2025 list! Watch the profile video here!
Once it’s time to move on, head northwest on Tamiami Trail, back towards Marion Avenue. In two blocks, take a left on West Marion and continue for a block and half. On your left will be…
Leroy’s Southern Kitchen and Bar
This cozy corner is famous for their upscale comfort food, homey and convivial atmosphere, and refreshing cocktails. In fact, it's so nice at Leroy's you may not want to leave.
No matter how long you stay, you'll want to sit back and relax while you dive into a surprising culinary repast and enjoy live music and something from their truly creative cocktail menu. Or bourbon. They have plenty of fine bourbon!
They're open until 10 pm Monday–Wednesday, ‘til 11 pm on Thursday, until midnight on Friday and Saturday, and until 9 pm on Sunday
Once you're ready to move on, pop right across West Marion Avenue to try...
Ortigia Cucina & Bar
With an elegant but relaxed atmosphere right in the center of downtown Punta Gorda, delicious food and drink, and live music to boot, you'll want to setttle right in at Ortigia and stay awhile.
They offer a dedicated Early/Late Night Menu where you'll find a variety of tasty bites.
They're open until 11 pm on both Fridays and Saturdays, and until 10 pm Tuesday–Thursday.
If you’ve walked this crawl (you know what we mean!), you’re only about 4 blocks from where you started!
Use the map for an overview of our route and to plan your own:
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For more fun "inland" activities, check out our guide to Things to Do Other Than the Beach.
