T T hough we complain about the wretched humidity, the tense commutes, and the weird dating scene, life in Pitbull’s hometown is kind of amazing. With so many different neighborhoods, each with their own distinct vibes and fashion to match, life in “the 305” can be anything you want it to be. So start wherever you are, whatever time of day, and check out the itineraries below. If nothing else, we can pretty much guarantee there’ll be epic people-watching -- it’s Miami.
Morning
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Morning

11am: Brunch at 27
Connected to Miami’s Freehand hostel-turned-hangout, this eclectic American brunch joint has everything you need to keep your strength up in the aforementioned blazing hot sun. Order the Huevos Diablos (fried eggs, tostada, black beans, carnitas, red and green salsa and queso) and pair it with a Green Bloody: tequila with roasted Serrano chilies, French Sorel, green tomatoes and lemon. Happy weekend, indeed. View on Map

Noon: Party at Broken Shaker
Annnnd we’re back outside! The other good thing about this hostel is its award-winning courtyard bar, Broken Shaker. Once Miami’s best-kept secret, now pretty much everyone knows about it -- and for good reason. If you’re not napping under a banyan tree or in one of its hammocks, you should be grabbing a comfy chair, mingling with the people actually staying in the hostel, and sipping on one of its Instagram-worthy cocktails. The drink menu changes weekly, but there’s always some kind of Old Fashioned with cereal in it (Coco Puffs, anyone?) with our name on it. View on Map

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Coral Gables

7:30 am: Get breakfast at Threefold Café
Order the Not So French Toast. We’ll translate: prosciutto, basil and ricotta sandwiches, on baguettes, that are then dipped in egg and fried. This spot serves breakfast daily but miraculously, is rarely crowded. You can eat this everyday. View on Map

11:00 am: Grab a couch at Books & Books’ courtyard
This bookstore-meets-hangout is a Miracle Mile staple and hideaway. Find a seat in its outdoor courtyard, order an espresso OR a glass of wine (it’s 5 o’clock somewhere?!) and relax. There’s no wifi, so you can only be half-lying when you tell your boss you “didn’t see that email.” View on Map

Homestead

10am: Buy things at Robert is Here
If there’s anything Homestead is known for, it’s its exotic produce. This tropical fruit stand has been around since 1960 and is definitely the most popular in Miami, so stop off for Florida star fruit, papaya, lychees, pineapples and more. View on Map

2pm: Go to Schnebly Redlands Winery & Brewery Grab some food, drive north, and in the middle of a random giant grass lot, find light-strung tiki huts, a restaurant, flowing waterfalls, and a standalone winery, brewery and store. Grab a seat at one of the long picnic tables, and try some wine and beer made from Homestead’s exotic fruits, like mango, guava, coconut, pumpkin, and our personal favorite, lychee. View on Map

Afternoon
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Afternoon

Key Biscayne

1pm: Get burgers at Dune Burgers on the Beach
It’s at the Ritz-Carlton Key Biscayne, yes, but it’s also a relaxed burger joint with b-a-l-l-e-r food that won’t break the bank. Post up in a cabana and order the Dune Classic -- it’s a huge patty, a bacon slab, and potato straws between two buns. View on Map

5pm: Get drinks at Rusty Pelican
When you’re in Miami, it’s pretty much wrong to never be by the water. This iconic Key Biscayne locale is the best spot in the city to watch the sunset, so grab a table outside, and order the most Miami thing ever -- a Cuban Mojito. View on Map

Wynwood

Noon: Have lunch at Kush
Kush is the gritty little brother of Coconut Grove’s Lokal. But since it runs in the family, expect similarly epic burgers, local beers on tap, as well as alligator bites, chili hobo Frito pie and pastrami Reubens. Go for lunch and order the Kush & Hash burger -- it’s a burger served on a waffle bun, topped with hash, bacon, fried egg, American cheese, homemade ketchup, and comes with a side of maple syrup. No, we are not making this up. View on Map

1:30pm: Try to get out of the PaniQ Room
Next, hit the PaniQ Room, a live escape game and Miami’s latest craze. Grab your friends, choose a room (we recommend the Pirates’ Den) and work together, 90’s Clue-style, to crack through encrypted hints and figure out how to get out in under an hour. Good luck. View on Map

3:05pm: Get your caffeine fix at Panther Coffee
At 3:05 in “the 305,” something chaotic happens where everyone’s eyes get bloodshot, and the air fills with yells of start “CAFECITOOOOO.” That might be an exaggeration, but Miamians know what we’re talking about. When in Wynwood, calm this panic with a cold-brew coffee from Panther Coffee, made with small-batch Nicaraguan beans, roasted in-house. In true Wynwood style, there is art everywhere, so get that fix here too. View on Map

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Midtown/Design District

12:30pm: Lunch at MC Kitchen
Order Aspen’s famous truffle fries. We repeat: order Aspen’s famous truffle fries. View on Map

4pm: Do happy hour at Sugarcane
When you find the vine-covered gates in the back corner of Midtown’s most popular mall-turned-hangout, congrats: you’ve arrived. Get there at 4pm and spice up your afternoon with a “Spice of Love” cocktail -- a mix of jalapeño, passion fruit, mango and vodka. View on Map

Brickell/Downtown

4pm: Kick off happy hour at Brother Jimmy’s
Brickell is hands-down the best place to go for happy hour, but to make sure you get the best of it, you’ll need to strategize. Brother Jimmy’s starts the earliest, so get there at 4pm for $3 drafts, $4 craft beers, and $5 wells. View on Map

5pm: Continue at Better Days
This is one of the area’s newer (and cooler) pop-up bars, and it fills up fast. Get there right at 5pm, when the “Atypical” happy hour starts, for half-off well drinks. View on Map

7pm: Go to Batch Gastropub
Hit Batch for $5 beer, wine, sangria and cocktails, as well as herb-and-asiago truffle fries, Hong Kong pork tacos, and BLT sliders. The happy hour ends at 8pm, but you can keep ordering the truffle fries until 3am -- and we strongly encourage that you do so. View on Map

Coconut Grove

4pm: Hit happy hour at Monty’s
Ah, Monty’s -- a giant tiki bar where Old Florida hippies and hot locals alike can drink fruity rum drinks in perfect harmony. Go there at 4pm, when happy hour starts (it’s the only time you’ll be able to grab a seat). View on Map

6pm: Get dinner at Lokal
Because you need a Fidy-Fidy burger: it’s 50% Florida ground beef and 50% bacon, with Monterey Jack cheese, Miami Smokers smoked bacon, French AND sweet potato fries, and everything you’ve ever wanted from a burger ever. View on Map

8pm: Play beer pong at Barracuda
It’s a dive bar that’s right across the street, and has cheap beer, beer pong tables, darts and a pool table. View on Map

Evening
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Evening

Little Havana

7:30pm: Sip wine at Le Koke
Calle Ocho has its classy touches, like this wine and tapas bar. When you get there, ask for Laura -- she’s one of the co-owners and knows everything about the millions (well, feels like it) of wines behind the bar. View on Map

8:30pm: Eat dinner at El Exquisito Restaurant
Since you’re on Calle Ocho, walk the three blocks to Exquisito Restaurant and order ropa vieja -- it’s a huge plate of shredded beef, tomato sauce, rice and beans, and sweet plantains. View on Map

10:30pm: Move on to Ball & Chain
Right down the street is one of Miami’s iconic Spanish bars and lounges, around since 1935. Go for the live music, salsa dancing, regular dancing that the rest of the world knows how to do, people-watching, and some of the best mojitos in Miami. View on Map

Kendall/South Miami

8:30pm: Eat surprisingly well at Scully’s Tavern
When you walk into this strip mall dive, you expect greasy bar food that you’ll probably regret the next day. Not here. The food team is led by a classically-trained chef who only serves the best -- like Belgian escargot (in a bar?), frog legs, and nachos with house-made tortilla chips. While you’re there, order the potato chip-encrusted dolphin sandwich. You can thank us later. View on Map

10pm: Bowl at Splitsville
Located on the second floor of one of Miami’s most popular malls, this swanky bowling alley turns the sport into a party. Plus, at this time of night, it’s just $4 per game and $3 shoes, per person. View on Map

11pm: Head to Bougainvillea's Old Florida Tavern
It’s right across the street, and there’s always live music. You literally don’t know what (or whom) to expect, which is pretty much half the fun. View on Map

Threefold Cafe
$ Coral Gables
 

The people here are taking it to the next level with items like breakfast lasagna, in which layers of eggplant, tomato, ham, Gorgonzola, basil, and tomato sauce are topped off with a poached egg, sprinkled...more

Monty's Raw Bar is a bayside seafood house serving tropical cocktails to patrons under tiki huts, because what else would you drink with a heaping raw-bar platter while gazing out over Biscayne Bay? The bi...more

Lokal Burgers & Beer
$$ Coconut Grove
 

Don’t let the graffiti-covered brick walls and cassette tape mosaics fool you: far from an average dive bar, the Lokal is a sustainability-conscious gastropub, slinging surprisingly healthy bar fare. Regul...more

 

This Coconut Grove spot is popular with locals and visitors alike for their great craft beer selection, fresh seafood menu, and all around congenial vibe.

The Rusty Pelican
$$$ Key Biscayne
 

40yr-old landmark The Rusty Pelican looks like a Key West-beach-house-meets-country-club, with a labyrinth of glassed-in wine bottles separating the dining room from a 200-person indoor/outdoor lounge with...more

Robert Is Here Fruit Stand
Homestead + Redlands
 

Grab a gift box from one of SoFlo's oldest farmer's markets filled with all the cute crap she's predisposed to love because of genetics, from Key lime hot sauces to country-canned guava butters. The best p...more

Run by a guy mentored by old pros in New York's vino-tastic Finger Lakes, Schnebly uses local tropical fruits from Redland's orchards to produce an array of wines, then invites you to suck them down while...more

Ball & Chain
$$$ Little Havana
 

This historic live music spot, which has hosted the likes of Billie Holiday and Count Basie, is renowned not only for its high-class staging of musicians, but for being one of the first venues to feature A...more

Scully's Tavern
South Miami
 

For over 20yrs, Scully's has been serving gourmet bar food (seriously, Guy Fieri said so) in a homey and friendly atmosphere complete with photos and maps celebrating South Florida's history.

Bougainvillea's Old Florida Tavern is OG-- the South Miami mainstay is a well known venue for live jazz, R&B, and reggae, and their DJ nights are a blast.

Many of the ingredients come from the rooftop garden and herbs from the same backyard spot they use for Broken Shaker. Adjacent to Miami’s best outdoor drinking spot, this places serves Miami-inspired cuis...more

Broken Shaker
$$ Miami Beach
 

In the backyard of the Freehand on South Beach, tucked off to the side, there’s a small alcove overflowing with cocktail-consuming hopefuls, waiting patiently to procure a poolside sipper. The Broken Shake...more

When the Brother Jimmy’s gods tell you to “Put some South in yo’ mouth,” you do not say no. The New York-based one-stop-shop for inexpensive beers and Southern fare splits its food menu equally between sau...more

Better Days
$$ Brickell
 

A classy take on a good ‘ol fashioned dive bar, Better Days offers up specialty cocktails, good beer, a great happy hour and a relaxed vibe at a very reasonable price. This bar feels right at home in it’s...more

Batch Gastropub
$$ Brickell
 

You know a bar is serious about keeping the party going strong when they have cocktails on tap (because really, ain’t nobody got time to mix drinks when Friday is in full swing). Boasting massive plasma TV...more

MC Kitchen
$$$ Design District
 

MC Kitchen prepares modern Italian cuisine using local, seasonal ingredients. The MC Kitchen has a warm ski-town feel with its Brazilian wood walls and long marble bar that stocks 450 vinos and shaken-to-...more

Transferring their tapas steez to the AM/ early afternoon, Sugarcane's offering sharable whole wheat pumpkin pancakes w/ whipped vanilla bean ricotta & seasonal fruit, plus creative savories like duck & wa...more

KUSH Wynwood
$$ Wynwood
 

From the folks who brought you Lokal and with a mission to bring seriously high quality craft brews to SoFla, Kush has 18 speciality suds on tap and a limited-edition menu featuring made-from-scratch items...more

From a Portland couple obsessed with going slightly beyond Sanka (and currently conducting a "sneak preview" bare-bones opening for Basel), Panther's a coffee boutique centered around a go-kart-sized 1923...more

Dune
$$ Key Biscayne
 

Attached to the Ritz-Carlton, this place is a surprisingly downtempo beachside lounge serving up gourmet burgers. Being at the Ritz has some amenities, of course, most notably a huge wine and cocktails sel...more

LeKoke Wine and Bites
$$ Little Havana
 

Le Koke is a tapas and wine bar on the outskirts of Little Havana with a hidden-gem feel. While the decor is vintage, the food is certainly up-to-date, with an extensive wines menu and creative tapas like...more

El Exquisito
$$ Little Havana
 

Just one of the many reasons why Calle Ocho is so famous, El Exquisito serves Cuban food family-style like ropa vieja and chicken and rice. Stop by for a taste of classic Miami flavor.

Splitsville
$ South Miami
 

Splitsville is a popular bowling alley in South Miami, with late-night deals on games and lanes. The food offerings go above and beyond typical alley fare, however, with impressive sushi, pizza, and burger...more

 

The Miami iteration of the popular "escape room" games, PaniQ Room has three scenarios that you and six friends can be placed in, forcing you to solve puzzles and work together to escape.

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