They don’t make beach towns like South Florida’s Hollywood Beach anymore. The city’s iconic brick-paved “broadwalk” runs parallel to the Atlantic Ocean for 2.5 miles and is one of the most pristine, well-maintained boardwalks in the United States. From sunup to sunset, you’ll find walkers, bikers and joggers taking full advantage of the wide pathway that runs from Sherman Street on the north end to Jefferson Street on the southern end. Dozens of unique shops, eateries, bars and hotels line the historic promenade. Hollywood Beach is the perfect place to spend a long weekend whether you’re visiting with family, for business or a quick romantic getaway.
Check-In at Casa Pellegrino Boutique Hotel, 3:10 p.m.
Once a rundown motel on A1A, the Pellegrino family has transformed the small property into a Mediterranean showplace complete with colorful designer rooms, a large relaxing courtyard and personalized service from a staff that treats you like family. Best of all — the hotel is just a two-minute walk to the ocean. Depending on the time of year, standard weekend room rates can go for as little as $169. Read our full review of the Casa Pellegrino here.
Rent a Ride on the Broadwalk, 4:15 p.m.
This is why you came here…to be by the ocean! Get acquainted with all there is to see and do along the Broadwalk by renting a bicycle, surrey or a low rider from Sun & Fun Cycles. A fun and affordable way to get around!
Tackle One of the Huge Burgers at Le Tub, 5:30 p.m.
Proclaimed the “Best Burger in America” by the likes of GQ and Oprah’s bestie Gayle King, eating one of the monster burgers at Le Tub is a must-do when visiting Hollywood Beach. This quirky local hangout on the Intracoastal hasn’t changed much since opening more than 30 years ago. While it may take some time for the food to come out (you can’t rush perfection after all), take the time to explore the place’s interesting decor and extraordinary views. And in case you’re wondering — we agree, it is the best burger in America, hands-down!
Have a Drink or Two at 5 O’Clock Somewhere, 7:15 p.m.
Don’t want to give up the view after finishing your burger at Le Tub? Head next door to Jimmy Buffett’s 5 O’Clock Somewhere Bar & Grill. You can sit by the fire pit and watch the boats come and go while sipping on a Who’s to Blame Margarita or a Bushwhacker Frozen Concoction.
Lick on a Cone of Soft Serve, 9 p.m.
Before calling it a night, head back over to the Broadwalk to see the moon over the ocean or take part in the party-like atmosphere. Then grab a cone of soft serve at one of the many walk-up windows that can be found along the walkway.
Start the Day Right With Breakfast from Latitudes, 8:15 a.m.
What’s not to like about being able to see the ocean while get fueled up for the day with a nice breakfast. At Latitudes, they have indoor and outdoor seating on the Broadwalk where you can people watch while eating a waffle, an omelet or tropical fruit platter.
Take a Trolley Ride to the Historic Hollywood Beach Resort, 10:30 a.m.
This hotel dates back to the city’s founding in the mid 1920s and was once home to notorious gangster Al Capone. Guests who have stayed on the building’s seventh floor have reported orb sightings and heard strange voices during the night.
Eat Lunch at The Taco Spot, 12 p.m.
One of the hottest places to eat on the Broadwalk, The Taco Spot serves up tacos with and without cheese, quesadillas, burritos, nachos, wings and salads. They fire roast their corn on the cob and brush it with cilantro pesto and parmesan cheese and serve it as an appetizer. Definitely order the Pineapple Piña – their signature drink that’s served in a real pineapple.
Explore the Anne Kolb Nature Center, 1:45 p.m.
Get a bird’s eye view of the entire Hollywood area from the 68-foot five-level observation tower at the Anne Kolb Nature Center. Then venture out onto the trails through the mangroves where you’ll see migratory birds, crabs and other forms of wildlife. Environmental boat tours are also available for a nominal charge.
Check Out Hollywood Boulevard & ArtsPark at Young Circle, 4:10 p.m.
Historic Hollywood Boulevard is the city’s main thoroughfare and is home to many shops, galleries, restaurants and bars. ArtsPark at Young Circle is a beautiful open space that comes alive during festivals, concerts and Food Truck Night on selected Fridays.
Order a Pie from Rocco’s Pizza, 7 p.m.
There are many places to get pizza along the Hollywood Broadwalk, but Rocco’s is probably the best if you’re looking for a no-frills New York-style pie. While there’s plenty of seating at the restaurant, order your pizza to go and take it back to the courtyard at the Casa Pellegrino.
Grab a Drink at Nick’s Bar & Grill, 9:30 p.m.
This open-air dive bar has been a Broadwalk fixture in Hollywood Beach for years. It’s an awesome place to people watch when the sun goes down and the perfect way to end the day.
Spend Time at Margaritaville Hollywood Beach Resort, 11:30 a.m.
You don’t have to be a Parrothead to appreciate the beauty of Jimmy Buffett’s newly-opened Margaritaville Hollywood Beach Resort. Every detail is extraordinary from the lobby’s margarita chandelier and ceiling suspended porch swings to the giant electric blue flip flop (with a pop top nearby).