If you arrive in Tampa Bay, Florida in late January, you may find yourself in the company of pirates. Yes, pirates. Every January the majestic pirate ship Jose Gasparilla sails into Tampa Bay and over 750 swashbucklers invade the city. Named for the notorious Jose Gaspar who terrorized the coastal waters of West Florida during the late 18th & 19th centuries, the invasion has evolved into a friendly one, albeit rowdy! The takeover begins with a four-mile-long Parade of Pirates—the third-largest parade in the country—and kicks off eight weeks of festivals featuring food, art, music and more.
Even if the pirates aren’t in town during your time in Tampa Bay, the wealth of attractions on hand provide something for all the “mateys” in your crew. With 10 districts to explore you could easily spend a week here. We’re showcasing three of those districts for our 72-hours of Tampa Bay fun.
Day One: Downtown District
Tampa Bay’s picturesque downtown offers a plethora of culturally rich attractions. Stretching 2.4 miles through the downtown district, the Riverwalk winds alongside the Hillsborough River connecting parks, eateries, hotels and museums. If the kids are in tow, be sure to visit the Glazer Children’s Museum. Over 170 interactive exhibits spread across 20 themed areas will ignite the imagination of your little ones.
On the campus of the University of Tampa, the grand Victorian 1891 Tampa Bay Hotel houses the Henry B. Plant Museum. A tribute to a true American transportation pioneer, the museum exhibits turn of the century furnishings alongside others showcasing tourism through the eyes of early 20th century travelers.
Have a look at Tampa Bay from a new perspective by getting out on the water in an eBoat. A quick lesson will have you setting off on your own water tour. If you’d rather pedal, check out Kraken Cycleboats. Accommodating up to 15 passengers, these boats combine pedal power and a motor for your time on the water. Bring your own food, drinks and music and throw your group a pedal party.
The Riverwalk provides a front row seat to Tampa Bay’s spectacular sunsets, so be sure to plan your happy hour accordingly.
Day Two: Ybor City
One of Tampa Bay’s most intriguing districts, Ybor City brings Cuba stateside. In 1886, Don Vicente Martinez Ybor built a cigar factory just east of downtown Tampa and began to organize a Cuban community whose flavor still permeates this Tampa neighborhood. The Ybor Museum State Park, a one-acre urban state park housed in the former Ferlita Bakery, offers a glimpse into the history of the neighborhood and its people. Museum displays include original cigar box cover labels, cigar-rolling demonstrations and restored casitas, which were once the homes of cigar factory workers.
Take a step in Jose Marti Park and you’ll set foot on Cuban soil. A tribute to the Cuban national hero, this little park has been owned by Cuba since 1956. For more authentic Cuba, check out Tampa Sweethearts Cigars which is owned and operate by descendants of the legendary Arturo Fuente.
Don’t miss dinner at the Columbia Restaurant—Florida’s oldest restaurant and the gem of Ybor City. The 52,000-square-foot restaurant encompasses an entire block and offers enough artifacts to rival a museum. Flamenco dancers perform most nights, providing an exciting Latin entertainment experience.
Day Three: Hyde Park
Recognized by its tree-lined streets and brick walkways, historic Hyde Park continues to be a favorite Tampa Bay neighborhood. Within it you’ll find Hyde Park Village—an open-air shopping and entertainment district brimming with indie shops and an excellent variety of restaurants.
A great place to refuel for your shopping spree, the iconic Goody Goody™, serves up tasty burgers, pies, all-day breakfasts, short-order diner plates and milkshakes in a classic American diner atmosphere. Another Hyde Park classic, Bern’s Steak House specializes in perfectly dry-aged steaks. Opened since 1956, this Tampa institution has an incredibly long wine list ensuring you’ll find the perfect pairing for your meal.
For nightlife you can’t beat the old-school charm of Ciro’s Speakeasy and Supper Club. A Prohibition-style speakeasy is password protected so be sure to call ahead, so you’ll be in the know.
The Perfect Daytrip from Tampa: The Dalí Museum, St. Petersburg
By Thom Meintel
One thing is certain about spending a little time in the Tampa Bay / St. Pete area. After a few days in the boiling hot sun, you’re not only going to need a whopping dose of “cool” (as in a.c.) you’ll also need a strong shot of culture. St. Petersburg’s Dalí Museum provides both but infinitely more! Voted a Top U.S. Museum on TripAdvisor and an absolute must-see, the Dalí Museum is an unrivaled experience that literally puts St. Petersburg on the map.
A mere 35 minutes in your car from Tampa will take you on a fantastic journey to the brink of the unknown as the artist Salvador Dalí was an outrageous and strikingly bizarre personality who often indulged in unusual and grandiose behavior. Practically considered the Father of Surrealism, the eccentric artist’s flights of fancy were well documented and the art movement that he popularized changed the history of art, film and culture. Here displayed in a dazzling architectural wonder of a building is a vast collection of work that is as shocking as it is brilliant.
One of the more authoritative and convincing docents leading the 1-hour tour here is Janice Embrey Brown whose manner, wit and Dalí style will have you in stitches. Having worked at the museum for 23 years, she knows the who, what, where and why of not only Dalí’s life and loves but also his expansive repertoire which, along with painting and drawing, included sculpture, photography and film.
Additionally, and what is a major draw for the crowds that flock to the museum, is their unique augmented reality experience, technology designed to work while viewing paintings in the galleries. Eight Dalí Masterworks (exceeding 5 ft. in height or width) are brought to life on your smart device allowing you to gain a deeper understanding of the meaning behind them. Dalí himself constantly challenged reality in his work and life and the museum is committed to embracing new methods to delight guests and educated them on his brilliance. The day I visited it was a hands-down hit.
Where to Stay:
Aloft Tampa Downtown – Located right in the heart of the city, along the Hillsborough River, Aloft Tampa Downtown offers the best of Tampa Bay right outside its doors. Loft-type rooms & suites with contemporary styling, the onsite W XYZ® bar, a 24-hour fitness center and outdoor splash pool add to the amenities. 100 W. Kennedy Blvd., Tampa; 813-898-8000; www.alofttampadowntown.com
The Vinoy Renaissance – Known by locals as the “anchor of St. Petersburg,” this five-star resort is a celebration of old meets new, with a rich history dating back to 1925. The resort is situated on the St. Pete Marina and boasts a spa, fitness club, championship 18-hole golf course, three restaurants and over 60,000 square feet of indoor and outdoor meetings/event space. Conveniently located just steps away from some of the Sunshine City’s best attractions, such as the Dali Museum and Beach Drive, the hotel offers authentic experiences both on and off property. 501 5th Avenue NE, St. Petersburg, FL, 727-894-1000; www.marriott.com
Where to Eat & Drink:
Goody Goody™ – A Tampa Bay classic serving up tasty burgers, pies, all-day breakfasts, short-order diner plates and milkshakes in a classic American diner atmosphere. 1601 W. Swann Ave., Tampa; 813-308-1925; www.goodygoodyburgers.com
Bern’s Steakhouse – Serving perfectly dry-aged steaks since 1956 paired with an extensive wine list—what else do you need? 1208 S. Howard Ave., Tampa; 813-251-2421; www.bernsteakhouse.com
Columbia Restaurant – Cuban cuisine served in Florida’s oldest restaurant with a side of Flamenco dancing! 2117 E. 7th Ave., Ybor City; 813-248-4961; www.columbiarestaurant.com
Ciro’s Speakeasy & Supper Club – Step back in time with a Prohibition-era speakeasy…and don’t forget your password! 2109 Bayshore Blvd., Tampa; 813-251-0022; www.cirostampa.com
Fresco’s – A nice treat for lunch after a few hours in the Dali Museum, this marina spot has the perfect waterfront feel and an awesome grouper sandwich. 300 2nd Ave. NE, St. Petersburg, FL, 727-894-4429; www.frescoswaterfront.com
Paul’s Landing – With an emphasis on seafood, this casual and contemporary spot at The Vinoy boasts marina views and menu items like Shrimp Toast and Gulf Fish Tacos. 501 5th Avenue NE, St. Petersburg, 727-824-8007; www.paulslandingstpete.com
What to See & Do:
Glazer Children’s Museum – Ignite the imagination of the little ones with over 170 interactive exhibits spread across 20 themed areas. 110 W. Gasparilla Plaza, Tampa; 813-443-3861; www.glazermuseum.org
Big Cat Rescue – Tour this sanctuary dedicated to the conservation and care of more than 80 big cats rescued from circus acts, big game hunters and neglectful owners. 12802 Easy Street, Tampa; 813-920-4130; www.bigcatrescue.org
Henry B. Plant Museum – See turn of the century furnishings and exhibits depicting tourism for the elite in the early 20th-century at this gorgeous museum housed in a former Victorian hotel. 401 West Kennedy Blvd., Tampa; 813-254-1891; www.plantmuseum.com
The Tampa Riverwalk – Stroll along the Tampa Riverwalk which connects restaurants, museums and hotels all with enchanting views of the Hillsborough River and stunning sunsets. www.thetampariverwalk.com
eBoats Tampa – Tour Tampa from the water in an electric boat with your friends and family. 333 S. Franklin St., Tampa; 813-767-2245; www.eboatstampa.com
Kraken CycleBoats – Bring your own food, drinks & music and pedal your way to a party. 333 S. Franklin St., Tampa; 813-603-3117; www.krakencycleboats.com
Dali Museum – Voted a Top U.S. Museum on TripAdvisor and an absolute must-see, the Dalí Museum is an unrivaled experience. One Dali Blvd., St. Petersburg, FL. 33701; Tel. 727-823-3767; www.thedali.org
Gasparilla – Time your visit for late January and you’ll witness a pirate invasion unlike anything you’ve ever seen! www.gasparillapiratefest.com
Where to Shop:
Tampa Sweethearts Cigar Company – 1603 E. 6th Ave., Tampa; 877-766-5387; www.tampasweethearts.com
Hyde Park Village – 1602 W. Snow Ave., Tampa; 813-251-3500; www.hydeparkvillage.com