Best Bars in Hollywood, Florida For Food, Drinks and a Great Night Out
A night out in Hollywood, Florida, can take many forms. You might want cocktails and a full dinner in Downtown Hollywood, a casual pint with friends, a rooftop drink near the beach, or a waterfront table at sunset. The city has options for each mood, but the best choice depends on what you want from the evening.
This guide to bars Hollywood Florida locals and visitors can enjoy brings together chef-led dining, craft beer, Irish pub hospitality, late-night energy, rooftop views and waterfront drinks. Redwood Bar and Kitchen leads the list because it combines a serious food menu, craft cocktails, happy hour and recurring entertainment in one Downtown Hollywood location. The other venues offer distinct experiences for anyone planning a complete night out across the city.
1. Redwood Bar and Kitchen
Redwood Bar and Kitchen at 2009 Harrison Street is a strong first choice for people who want more than drinks alone. The restaurant brings Caribbean and Mediterranean menu influences together in a chef-led setting, so guests can begin with dinner, move into cocktails and stay for the evening without changing venues. Its Downtown Hollywood address also makes it convenient for a date night, birthday dinner, after-work gathering or weekend plan near Young Circle.
Owner Chef Ivan Dorvil is a Haitian-born, Le Cordon Bleu-trained chef and a Food Network Chopped winner. His cooking gives Redwood its identity. The menu moves comfortably between dishes such as akra, jerk wings, mofongo, hummus, kebabs, lamb chops, seafood and globally inspired pastas. That range matters when a group wants a bar with substantial food instead of a limited snack menu.
Redwood also works well as a cocktail destination. Happy hour runs from 4:00 PM to 7:00 PM at the bar, with cocktails, wine, margaritas, tacos and appetizers. For guests comparing happy hour bars in Hollywood, Florida, the combination of chef-made food and a relaxed bar atmosphere gives Redwood an advantage. You can arrive early for a drink, order a full meal and let the evening develop at an easy pace.
The weekly entertainment adds another reason to plan a visit. Redwood hosts Comedy Night on Thursdays and live music and jazz on Fridays and Saturdays. The schedule gives different groups a clear reason to return: comedy for a lively midweek outing, and music for a weekend dinner-and-drinks experience. Before visiting, check the current event page because performers and times may change.
Best for: date nights, celebrations, cocktails with dinner, happy hour, comedy and live music
Plan your visit: View the menu | See upcoming events | Reserve a table
2. The Tipsy Boar
The Tipsy Boar is a Downtown Hollywood gastropub at 1906 Harrison Street. It is known for 40 rotating taps, craft cocktails and a menu that goes well beyond standard bar food. Current offerings include burgers, wings, tacos, pizza, sandwiches and gastropub plates with a South Florida influence.
This is a useful choice for craft beer drinkers and groups with mixed preferences. One guest can explore the tap list while another orders wine or a cocktail, and the kitchen has enough variety for a full meal. Daily happy hour is listed from 4:00 PM to 6:00 PM, and rotating nightly specials give regulars a reason to return.
Best for: craft beer, gastropub food, casual groups and rotating specials
3. Mickey Byrnes Irish Pub
Mickey Byrne's Irish Pub brings a traditional pub feel to Hollywood, Florida. Guests come for Guinness, Irish whiskey, cocktails and familiar dishes such as fish and chips, shepherd's pie and Irish breakfast. The atmosphere is friendly and unpretentious, which suits after-work drinks, sports viewing and casual gatherings.
Entertainment and community are a large part of the experience. The pub promotes recurring events and group celebrations, while its Monday through Friday happy hour runs from 4:00 PM to 6:00 PM. For people searching for bars in Hollywood, Florida, with a neighborhood personality, Mickey Byrne's offers the comfortable energy of a local pub.
Best for: Irish beer and whiskey, pub food, sports and relaxed group outings
4. Social Room
Social Room at 1916 Harrison Street is designed for a later, more energetic night out. The venue combines drinks, food, games, daily deals and special events in a social setting. It is a natural stop for groups that want music and activity rather than a quiet cocktail bar.
Its Downtown Hollywood location makes Social Room easy to include in a multi-stop evening. According to its current website, it opens in the evening and stays open until 2:00 AM, giving guests a late-night option after dinner or an event nearby. Check the social schedule before visiting if a specific theme night or event matters to your plans.
Best for: late-night drinks, games, energetic groups and special events
5. Sunset Club Rooftop
Sunset Club Rooftop sits at the Costa Hollywood Beach Resort at 777 North Ocean Drive. The rooftop overlooks the Intracoastal and focuses on signature cocktails, elevated bites and sunset views. It offers a more scenic experience than a typical neighborhood bar and works especially well for visitors spending time near Hollywood Beach.
The menu includes tropical drinks, classic cocktails, frozen options and shareable food, along with weekend brunch. Weekday happy hour is listed from 5:00 PM to 7:00 PM, and the venue also promotes selected live music and dance events. Reservations are worth considering when sunset timing or a weekend visit is important.
Best for: rooftop cocktails, sunsets, brunch and a polished beach-area outing
6. GGs Waterfront
GG's Waterfront at 606 North Ocean Drive pairs cocktails and wine with Intracoastal views. The setting is chic but comfortable, and the waterfront location makes it a popular fit for sunset drinks, dinner and special occasions. Guests who want a slower evening can settle in for the view rather than treating the bar as a quick stop.
GG's is primarily a waterfront restaurant, but its beverage program and setting earn it a place in a guide to bars Hollywood Florida visitors may be comparing. It is best for guests who value atmosphere, seafood and a seated dining experience alongside their drinks. Review the current menu and reservation availability before heading to the beach area.
Best for: waterfront drinks, seafood, sunset dining and special occasions
Plan Your Next Night Out at Hollywood, FL
Hollywood has bars for many different occasions, but Redwood Bar and Kitchen brings the most parts of a complete evening together. Chef Ivan Dorvil's Caribbean and Mediterranean cooking gives the menu substance, the bar offers cocktails and a daily happy hour, and the weekly comedy and live music schedule adds a reason to stay after dinner.
Visit Redwood Bar & Kitchen at 2009 Harrison Street in Downtown Hollywood. Explore the menu, check the latest events and reserve your table before your next night out.
Frequently Asked Questions
What area has the best bars in Hollywood Florida
Downtown Hollywood and Hollywood Beach offer the strongest concentrations of nightlife. Downtown is useful for walkable restaurant bars, pubs and entertainment near Harrison Street and Hollywood Boulevard. The beach area is better for rooftop drinks, waterfront views and a coastal atmosphere.
Where can I find cocktails and live music in Hollywood
Redwood Bar and Kitchen serves craft cocktails and currently features live music and jazz on Fridays and Saturdays. Its combination of dinner, drinks and music makes it easy to plan the full evening in one place. Always review the latest event schedule before visiting.
Which Hollywood bar is good for a date night
Redwood works well for a date night because couples can share appetizers, order a full dinner, enjoy cocktails and stay for comedy or live music on selected evenings. Sunset Club and GG's Waterfront are alternatives when rooftop or waterfront views are the main priority.
Are there happy hour bars in Downtown Hollywood
Yes. Redwood lists happy hour from 4:00 PM to 7:00 PM at the bar. The Tipsy Boar lists daily happy hour from 4:00 PM to 6:00 PM, while Mickey Byrne's lists Monday through Friday happy hour from 4:00 PM to 6:00 PM. Offers and times can change, so confirm the current details directly with each venue.
