Discovering Tampa
There is a moment on the Howard Frankland Bridge, driving west from Tampa toward the beach communities, when the Hillsborough Bay opens up on both sides of the causeway and the entire Gulf Coast seems to unfold before you. But the real surprise is behind you — the Tampa skyline rising above the water, a city that has quietly reinvented itself into one of Florida’s most compelling destinations while everyone was busy going to Miami and Orlando.
I have been visiting Tampa for years, and the transformation over the past decade has been remarkable. What was once a city people flew into and immediately drove away from has become a place people fly into and stay. The Riverwalk stitched the downtown together. Armature Works and Sparkman Wharf gave the waterfront social gravity. Seventy-plus craft breweries planted flags across every neighborhood. And through it all, Ybor City — Tampa’s historic Latin quarter — kept rolling cigars and pressing Cuban sandwiches exactly as it has since 1885.
Tampa does not try to be Miami. It does not try to be Orlando. It is confidently, unapologetically itself: a Gulf Coast city where you can eat a Cuban sandwich that might be the best in America, ride one of the country’s tallest roller coasters, kayak with manatees in the morning, and drink a world-class IPA while watching the sun set over the bay — all in the same day, all without pretension, and all for about half what the same experiences would cost in South Florida.
Ybor City: Tampa’s Historic Heart
Ybor City is the reason Tampa has a soul. Founded in 1885 by Vicente Martinez-Ybor and other cigar manufacturers who relocated their operations from Key West, this neighborhood became the cigar capital of the world. Cuban, Spanish, Italian, and German immigrants packed into the brick-lined streets, rolling millions of cigars by hand while lectors read them newspapers and novels from elevated platforms. At its peak, Ybor City produced 500 million cigars per year.
That heritage is not just preserved in museums — it lives on in the streets. The Columbia Restaurant, occupying an entire city block on 7th Avenue since 1905, is Florida’s oldest restaurant and still family-owned. Their 1905 Salad (prepared tableside), Cuban sandwich, and black beans and rice are not just good — they are definitional. You cannot claim to know Tampa food without eating here. The flamenco dinner show on weekend evenings adds theatrical flair that has been drawing crowds for over a century.
Walk east on 7th Avenue and you will pass hand-rolled cigar shops where artisans still practice the craft. J.C. Newman Cigar Company, America’s oldest family-owned premium cigar maker, operates from their historic El Reloj factory and offers tours that trace 130 years of cigar-making history. Even if you do not smoke, the tour is a fascinating window into Tampa’s immigrant identity.
After dark, Ybor City transforms. The iron-railed balconies and brick facades provide the backdrop for Tampa’s most energetic nightlife district. Seventh Avenue between 15th and 21st Streets pulses with bars, clubs, and late-night restaurants on Friday and Saturday nights. The TECO Line Streetcar connects Ybor City to downtown Tampa, so you can leave the car behind and ride home on the same vintage streetcar line that once carried cigar workers.
The Riverwalk and Downtown
Tampa’s Riverwalk is the thread that ties downtown together. This 2.6-mile pedestrian and cycling path follows the Hillsborough River from Armature Works in the north to the Florida Aquarium at the southern tip, passing virtually every downtown attraction along the way.
Armature Works anchors the northern end — a restored 1910 streetcar maintenance building now housing Heights Public Market, a food hall with a dozen vendors serving everything from poke bowls to Texas-style brisket. The outdoor patio along the river is one of Tampa’s best spots for a casual dinner. On weekends, the building hosts events ranging from yoga to vintage markets.
Moving south, the Riverwalk passes Curtis Hixon Waterfront Park (Tampa’s green living room, where food trucks gather on weekday lunches), the Tampa Museum of Art (strong contemporary collection, beautiful architecture), and the Straz Center for the Performing Arts (Broadway tours, symphony, opera). The walk continues past Sparkman Wharf, a container-park-style dining and entertainment complex at Channelside, before terminating at the Florida Aquarium.
The Florida Aquarium deserves specific attention. This is not a typical city aquarium — the exhibits follow the journey of a drop of Florida water from underground springs through wetlands, bays, and coral reefs to the open ocean. The shark exhibit and daily penguin feedings are crowd favorites. Their Wild Dolphin Cruise ($30 adults, $25 kids) runs daily into Tampa Bay for an almost-guaranteed dolphin encounter.
Craft Beer Capital of Florida
Tampa Bay has quietly become one of America’s great beer cities. With over 70 craft breweries in the metro area, the scene here rivals Portland, Denver, and San Diego — and the quality is world-class.
Cigar City Brewing is the flagship, the brewery that put Tampa on the craft beer map. Their Jai Alai IPA is now distributed nationally, but visiting the taproom in the Westshore district gives you access to small-batch and taproom-only releases that never see distribution. The brewery tour ($10, includes tastings) is excellent.
Coppertail Brewing occupies a massive space in Ybor City with a sprawling outdoor area and an on-site restaurant. Hidden Springs Ale Works in Seminole Heights specializes in experimental sours and farmhouse ales. Angry Chair Brewing, also in Seminole Heights, is internationally known for pastry stouts that sell out within hours of release. And Bayshore Beer Company on South Howard puts you right in the SoHo nightlife strip.
The best strategy is to pick a neighborhood and walk between breweries. Seminole Heights (Hidden Springs, Angry Chair, Southern Brewing) offers three within walking distance. SoHo has breweries mixed with restaurants and bars. Ybor City lets you combine beer with history. Tampa’s brewery scene is not trendy — it is deep, serious, and genuinely excellent.
Busch Gardens and Adventure
Busch Gardens Tampa Bay occupies a unique space in the Florida theme park landscape. It is simultaneously a world-class zoo (housing over 12,000 animals across 300 acres) and home to some of the most intense roller coasters in the southeastern United States. SheiKra drops you 200 feet at 90 degrees. Cheetah Hunt launches you from 0 to 60 mph in seconds. Iron Gwazi, a hybrid wood-steel coaster, consistently ranks among the top coasters in the world.
Unlike the Orlando parks, Busch Gardens rarely has the crushing crowds that make Walt Disney World and Universal Studios exhausting. On a weekday during the school year, you can ride every major coaster in a single morning. The African-themed zoo sections — where you can see gorillas, elephants, cheetahs, and rhinos in naturalistic habitats — provide welcome breaks between adrenaline hits. The Serengeti Safari ($30 add-on) puts you on a flat-bed truck among giraffes and zebras for an experience that feels remarkably close to an actual African game drive.
Bayshore Boulevard and South Tampa
Bayshore Boulevard runs along the western shoreline of Hillsborough Bay for 4.5 miles, making it the world’s longest continuous sidewalk. Joggers, cyclists, and dog-walkers use it constantly, and the views across the bay to Davis Islands and downtown Tampa are striking, especially at sunset.
South of Bayshore, the SoHo (South Howard) district is Tampa’s most walkable nightlife and dining neighborhood. Howard Avenue between Bayshore and Azeele Street packs restaurants, bars, and boutiques into a compact strip that comes alive after dark. This is where Tampa’s young professional crowd gathers — more polished than Ybor City but without pretension.
Further south, Hyde Park Village offers upscale shopping and dining in a beautiful outdoor setting. The Sunday morning brunch scene here is a Tampa tradition — Oxford Exchange (part bookstore, part restaurant, part design shop) is one of the most beautifully designed casual dining spaces in Florida.
Where to Eat in Tampa
Tampa’s food scene has depth that surprises first-time visitors. The Cuban sandwich is the headline act, but the supporting cast is equally impressive.
Columbia Restaurant (Ybor City) — Florida’s oldest restaurant, operating since 1905. The 1905 Salad, Cuban sandwich, and ropa vieja are legendary. Dinner on the patio with flamenco dancing on weekends. $20-40 per person.
Bern’s Steak House — One of America’s most famous steakhouses, with an aging room holding 8,000 pounds of beef and a wine cellar with 500,000 bottles. The real magic is the Harry Waugh Dessert Room upstairs — private booths, tableside dessert souffles, and an after-dinner drink list that rivals most cocktail bars. Reserve weeks in advance. $60-120 per person.
La Segunda Central Bakery — The world’s largest Cuban bread bakery has been baking on a wood-fired brick oven since 1915. Pick up a loaf of fresh Cuban bread ($3) and a cafe con leche ($2.50) for the most authentic Tampa breakfast possible. Cash only.
Rooster & the Till — Seminole Heights farm-to-table spot that changes its menu weekly based on available ingredients. Creative, ingredient-driven plates that consistently land on Tampa’s best-restaurant lists. $30-50 per person.
Datz — SoHo institution known for over-the-top comfort food. The bacon-jam burger, mac and cheese flights, and outrageous milkshakes have cult followings. Not subtle, but deeply satisfying. $18-30 per person.
West Tampa Sandwich Shop — The Cuban sandwich debate in Tampa is fierce, and this unassuming spot on Armenia Avenue has a strong claim to the crown. Classic pressed Cuban on fresh bread, $8-10. Cash preferred.
Where to Stay in Tampa
Luxury: Tampa EDITION — The newest luxury option downtown, with a rooftop pool, multiple restaurants by Michelin-starred chefs, and design that feels more Miami than Tampa. From $350/night.
Mid-Range: Epicurean Hotel — Boutique SoHo property designed for food and wine lovers. Rooftop bar Edge is one of Tampa’s best nights out. Walking distance to Howard Avenue restaurants. $250-420/night.
Budget-Friendly: Hampton Inn Ybor City — Clean, well-located property right in the heart of Ybor City. Free breakfast, parking included, and you can walk to 7th Avenue nightlife. $140-210/night.
Alternative: Fenway Hotel — Across the bay in Dunedin, this beautifully restored 1926 hotel sits on the waterfront with a rooftop bar overlooking the Intracoastal Waterway. Worth the drive for the atmosphere. $200-350/night.
Day Trips from Tampa
Tampa’s central Gulf Coast location makes it an ideal base for exploring the region. St. Petersburg and its world-class Dali Museum are 30 minutes across the bay. Clearwater Beach, consistently rated among America’s best beaches, is 25 minutes via the Courtney Campbell Causeway. Tarpon Springs, with its authentic Greek sponge-diving community, is 40 minutes north. And for nature lovers, Hillsborough River State Park offers cypress swamp kayaking and Class II rapids (rare in flat Florida) just 30 minutes northeast of downtown.
Scott’s Tips
- Best Time to Visit: November through April offers perfect weather — warm days in the 70s-80s, cool evenings, and virtually no rain. Avoid July-September unless you embrace afternoon thunderstorms and 95°F heat with suffocating humidity.
- Airport Advantage: TPA is consistently rated America's best airport. It is clean, efficient, and only 15 minutes from downtown with no traffic. Rental cars are in the same terminal building — no shuttle required.
- Cuban Sandwich Etiquette: In Tampa, a Cuban sandwich includes salami. In Miami, it does not. This is a serious point of local pride. When in Tampa, order the Tampa-style version with salami. Do not bring up Miami Cubans in polite company.
- Ybor City Strategy: Visit during the day for history, cigars, and the Columbia Restaurant lunch. Return on a Saturday night for the best nightlife energy. The TECO streetcar from downtown runs until 2 AM on weekends — no need to drive or find parking.
- Brewery Crawl: Seminole Heights is the best neighborhood for a walking brewery tour — Hidden Springs, Angry Chair, and Southern Brewing are all within a mile. Grab an Uber from downtown (about $8) and walk between them.
- Bern's Reservation: Book Bern's Steak House at least 2-3 weeks ahead, especially for Friday and Saturday dinner. Even if you skip the steakhouse, try to get into the Harry Waugh Dessert Room — you can sometimes walk in without a dinner reservation for late-night dessert and drinks.
- Beach Access: Tampa is technically on the bay, not the Gulf beaches. For sand-between-your-toes beach days, drive 25-35 minutes to Clearwater Beach or St. Pete Beach. Both are world-class. Plan beach days early and avoid returning during the 4-6 PM bridge traffic.
- Budget Hack: Free Riverwalk access, free TECO streetcar on certain days, happy hour culture is strong ($5-7 craft beers at most breweries until 6 PM), and Cuban sandwich lunches run $8-12 at local spots. You can eat and drink extremely well in Tampa without spending Miami money.