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New Yorkers 1st Choice
Top picks in Little Havana

Chill fun activities

Made for those who want their leisure time to be both low-key and engaging without the pressure of a high-energy crowd.

Based on 653 Opinions
+650
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Updated April 2026
01
The Dead Flamingo image 1
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Latin-Tiki themed bar with tropical decor and two rooms with a stage creates a lively, welcoming atmosphere. Energy shifts from relaxed pool table play to karaoke and live bands featuring Spanish rock and DJ sets. Frequented by locals, the space feels like a home away from home with a vibrant, festive vibe.

Lighting and sound create a perfect collision of chill and electric vibes. The atmosphere suits both chill nights with friends and lively evenings of entertainment.

Owner's passion creates a fun, inclusive space. Bartenders mix creative drinks while staff stay attentive and lively.

People are saying

"The bartenders here are truly gifted and make you feel so welcome."

"The bartenders here are super talented and make creative, fun drinks."

"The bartender Chris makes you feel welcomed and special."

Good to know

1

Karaoke night happens every Thursday at 10pm with a two-drink minimum.

2

Happy hour runs from 4-7pm on weekdays with discounted drinks.

3

Trivia night takes place every Tuesday at 8pm with a $5 entry fee.

02
River House Wine & Bar image 1

Wine bar offers historic architecture with indoor and outdoor bars including a retro bus speakeasy. Atmosphere stays chill and cozy with live music shifting from jazz to Caribbean rhythms. Seating areas and terrace garden create a relaxed setting for friends and couples.

A chill ambiance sets the tone with live music and a live DJ creating a relaxed vibe. The environment suits hanging out with friends, dates, or unwinding after a long day.

Offers a fun night out vibe suited for groups or dates. Works well for pregame gatherings and casual socializing.

People are saying

"The host recommended an outstanding wine that elevated the evening."

"It's a really chill place with a welcoming atmosphere."

"It's a great place for a fun night out."

Good to know

1

Happy hour runs from 4-8pm, Monday to Friday, with great prices on cocktails.

2

Expect a lively atmosphere with DJs and food available late on Fridays.

3

Karaoke night happens every Thursday with a two-drink minimum.

03
BALL & CHAIN image 1
Live music bar

Live music bar with Cuban music and a Little Havana vibe creates a lively, energetic atmosphere. Open frontage and a shaded courtyard patio offer indoor and outdoor spaces for drinks, cigars, and dancing. Crowd enjoys authentic Latin culture with vibrant music and a welcoming setting.

A tropical and chill atmosphere sets the tone with live music adding to the vibe. The environment feels like a casual pub where you can easily unwind or dance.

Lively music and a fun atmosphere create a great vibe for dancing and grooving to Latin music, especially Cuban music. Salsa classes add an extra layer of fun to the experience.

People are saying

"I thought the food was delicious and perfectly made."

"The atmosphere here is so lively and fun."

"The atmosphere here is so chill and tropical with live music."

Good to know

1

Happy hour runs from 4-7pm on weekdays with half-price appetizers.

2

Live music performances occur every Friday and Saturday night.

3

Salsa classes are offered for free on Wednesdays at 7pm.

04
Guantanamera tropical cafรฉ and Lounge image 1

Live music bar offers live Latin music and a cozy Cuban atmosphere with a blend of modern and traditional decor. Comfortable seating and a walk-in humidor create a relaxed vibe for cigar lovers. The bar features specialty cocktails and an inviting outdoor area.

Open air setting creates a chill vibe throughout. The lounge offers a relaxed atmosphere ideal for enjoying food and cocktails.

Cuban vibes fill the air with live music, dancing, and good cigars creating a fun atmosphere. Friendly staff add to the authentic experience where people relax and enjoy themselves.

People are saying

"Michael the manager taught us how to smoke cigars."

"The live music here creates an amazing vibe for fun activities."

"It's a chill spot with great music and vibes."

Good to know

1

Happy hour runs from 4-7pm on weekdays with a reasonably priced menu.

2

Live music is featured from Thursday to Sunday evenings.

3

Salsa night occurs every Saturday, starting at 9pm.

05
Habana con B image 1
Cuban restaurant

Cozy space with stunning vintage dรฉcor creates a welcoming, nostalgic vibe. Live bossa nova music fills the air, adding authentic Cuban charm and warmth. The atmosphere feels like a family gathering, blending peacefulness with lively cultural energy.

Small and comfy with a laid back vibe. Live music adds to the warm ambience making it easy to unwind.

Live music features sing-along songs that create a lively atmosphere. The small, family-oriented setting adds to the authentic and fun vibe for a great night out.

People are saying

"I found the Cuban food here to be amazing and authentic."

"The live music here is amazing and so much fun."

"The atmosphere here is so chill and warm."

Good to know

1

Live Cuban music is featured every Friday and Saturday night.

2

Expect an intimate atmosphere with performances by local artists.

3

Friday nights showcase a special descarga performance with singer Raciell.

06
Whiskylucan Miami I Mexican Restaurant & Bar. image 1

Mexican restaurant with live music including mariachi and Cuban bands creates a warm, inviting atmosphere. Bright, authentic decor complements a speakeasy bar and club area that add unique energy. Strong mojitos and flavorful margaritas enhance the lively vibe.

A casual lounge at the back offers a spot to chill and dance with a bar. The vibe stays fun and colorful, making it easy to unwind with great drinks.

A club area and karaoke create a lively and fun atmosphere. Drinks flow easily, turning small meetings into energetic nights.

People are saying

"The food here is amazing and delicious."

"The music here makes you want to dance and the vibes are fun."

"The atmosphere here is so chill and great."

Good to know

1

Happy hour offers $5 burritos and runs even on Sundays.

2

Karaoke night starts at 10pm on Thursdays with a lively atmosphere.

3

The raunchy comedy open mic happens every Thursday night.

07
El Pub Restaurant image 1
Cuban restaurant

Vibrant Cuban restaurant with live music and colorful murals creates an authentic atmosphere. Outdoor patio adds to the lively vibe, attracting those who enjoy energetic dining experiences. Traditional Cuban dishes and well-crafted mojitos complement the spirited setting.

A casually relaxed atmosphere sets the tone with a chill vibe and live band playing great music. The place stays not noisy, making it easy to unwind and enjoy good company.

Karaoke nights bring a fun atmosphere with live music and an attentive, lively staff. Mojito Mondays add to the enjoyable vibe, making it a spot where food, music, and service combine for a good time.

People are saying

"The food here is delicious and flavorful."

"Karaoke nights here are super fun, especially on Wednesdays."

"It's a chill place with a great vibe and live music."

Good to know

1

Free parking is available in the back of the restaurant.

2

Happy Hour offers $6 mojitos on Mondays.

3

Karaoke night happens every Wednesday, creating a lively atmosphere.

08
Cafe La Trova image 1
Restaurant

Rustic interior with exposed brick and warm wood sets a stylish scene. Live Latin music and bartenders playing instruments create a lively atmosphere filled with energy and dance. Twin bars offer contrasting vibes: a classic front bar and a neon-lit back bar with 80's hits.

Live music and a chill Miami vibe set a relaxed tone. The super chill ambiance suits both large groups and casual date nights, with a smart casual dress code.

Music stays fun and lively with bartenders playing instruments behind the bar. Dinner offers a fun experience that stands out.

People are saying

"The food here is delicious, fresh, and authentic Cuban cuisine."

"The live music here is so fun and creates an incredible vibe."

"The bar is fantastic for a chill hang with great classic cocktails."

Good to know

1

Reservations are required for dining after live music starts.

2

Live music begins at 7:30 pm, creating a lively atmosphere.

3

Happy hour offers discounted drinks and appetizers at the bar.

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Little Havana, Miami

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