Best Bars And Lounges in Little Italy

Price

$$
$$$
$$$$

Regions

San Diego

Neighborhoods

Banker's HillChula Vista / BonitaDowntownGrantvilleHillcrestKearny Mesa

Top Rated

CharmingFancyGood for business mealsGood for groupsGood for special occasionsGreat for brunch

Dining Options

All dining options

Delivery only

Takeout only

Seating Options

BarCounterStandardHigh TopOutdoor

Award-winning

MICHELIN

Accessibility

Wheelchair access

30 restaurants available nearby

How are Featured results ranked

1. Allegro

4.3

Awesome(1379)

$$$$Price: Expensive

• Bar and lounge • Little Italy

Booked 38 times today

Allegro in Little Italy, San Diego, is a vibrant spot that shines with its exquisite bar and lounge offerings. The bar menu is a "masterpiece," as patrons rave about the expertly crafted cocktails that pair perfectly with the robust flavors of the Italian cuisine. The ambiance is described as "charming and welcoming," making it an ideal choice for both leisurely evenings and special celebrations. With a dedicated team of bartenders like Marialena, who impresses guests with her "fabulous" service, Allegro ensures an unforgettable experience. Whether you're indulging in a happy hour charcuterie with prosecco or savoring a French 75 shot, Allegro's bar service stands out in San Diego's dining scene.

2. The Nolen

new

4.6

Exceptional(6)

$$$$Price: Expensive

• Bar and lounge • Downtown

Booked 20 times today

The Nolen is a destination rooftop bar and lounge that honors modern, timeless cocktails and a renewed spirit of community. Named for John Nolen, a city-planning pioneer who mapped out much of San Diego's early landscape, The Nolen is perched on the 14th floor rooftop of the newly constructed Courtyard San Diego Gaslamp/Convention Center. Local and visiting imbibers can take a quick elevator ride up to discover a spirited escape from downtown that offers sweeping city views and a contemporary interpretation of the classic speakeasy.

3. Charade

4.6

Exceptional(15)

$$$$Price: Moderate

• Bar and lounge • Banker's Hill

Booked 28 times today

Charade: A Speakeasy Experience Like No OtherStep into a world of hidden delights at Charade, a speakeasy nestled in the heart of Bankers Hill San Diego inside The Balboa Bar and Grill. This intimate venue embodies artistic passion and community spirit, offering a unique blend of handcrafted cocktails, vibrant performances, and an atmosphere that transports you to other eras and different dimensions.

A photo of Fifth and Rose at Pendry San Diego restaurant

4. Fifth and Rose at Pendry San Diego

4.3

Awesome(40)

$$$$Price: Moderate

• Bar and lounge • Downtown

Booked 3 times today

A sophisticated watering hole with elevated bare fare. The Pendry San Diego hotel bar, Fifth & Rose, is a classic cocktail bar in an elegant, chic, and comfortable room. A classic setting for a fitting drink, it is a place to engage in conversation, enjoy bar fare, and linger over the perfect cocktail. Rich stone stands out amidst a black and white palette with crimson details, while candles and fresh roses accent tables. Fifth & Rose is inspired by a host’s living room: comfortable, always welcoming, a place you never want to leave.

5. Island Prime

4.7

Exceptional(8535)

$$$$Price: Very Expensive

• Bar and lounge • Downtown

Booked 48 times today

Island Prime, perched on stilts over the enchanting San Diego Bay, is a culinary gem that offers an exceptional dining experience with its Unspecified cuisine. Diners rave about the "fantastic food and impeccable service," making every visit memorable. The steaks are "absolutely outstanding," and the carefully curated wine list perfectly complements the flavorful dishes. Guests are captivated by the "unparalleled views of the city skyline and bay," which add a unique charm to this dining haven. With consistently high praise for both food and service, Island Prime is a must-visit for anyone seeking a remarkable dining adventure in downtown San Diego.

A photo of Topsail at Portside Pier restaurant

6. Topsail at Portside Pier

4.8

Exceptional(159)

$$$$Price: Expensive

• Bar and lounge • Downtown

Booked 10 times today

Topsail at Portside Pier in Downtown San Diego is an unparalleled cocktail bar experience that combines luxury with breathtaking waterfront views. Guests rave about the "top-notch drinks" and "craft cocktails" that perfectly complement the stunning ocean vistas. This rooftop gem is a favorite among locals and visitors alike for its "amazing views, great service," and vibrant atmosphere. Whether you're enjoying the "fantastic spot for a romantic vibe" or simply unwinding fireside, the expertly crafted cocktails and delightful small plates create an unforgettable dining experience. Topsail truly stands out as a must-visit destination for cocktail enthusiasts seeking a unique and upscale setting.

7. Cocina de Barrio

4.7

Exceptional(431)

$$$$Price: Moderate

• Bar and lounge • Hillcrest

Booked 16 times today

Cocina de Barrio in Hillcrest, San Diego, is a vibrant culinary destination that brings the rich flavors of Oaxaca and other Mexican regions to life. Chef Jose J. Flores crafts dishes that are both authentic and innovative, earning rave reviews for their "amazing moles, ceviches, and an array of tequila and mezcal drinks." Diners praise the "delicious and fresh" offerings, from the seafood soup to the unique barbacoa. With a lively atmosphere and attentive service, Cocina de Barrio is a "must-visit for any Mexican food enthusiast," offering a genuine taste of Latin American cuisine that will leave you eager to return.

8. Vin de Syrah

4.4

Awesome(8)

$$$$Price: Moderate

• Bar and lounge • Downtown

Booked 3 times today

Inspired by the eclectic lounges of New York’s “meatpacking district” and the warm brasseries of turn of the century Paris, Vin de Syrah is complemented by amazing cheeses, desserts, and a friendly wine list. This subterranean yet organic space pays respect to the old but embraces the new world with a contemporary style all its own.

A photo of Fleming's Steakhouse - San Diego restaurant

9. Fleming's Steakhouse - San Diego

4.8

Exceptional(2197)

$$$$Price: Very Expensive

• Bar and lounge • Downtown

Booked 48 times today

Nestled in the vibrant Gaslamp District of Downtown San Diego, Fleming's Steakhouse is renowned not only for its prime steaks but also its exceptional Seafood cuisine. The restaurant consistently delivers "top-notch" food and service, making it a favorite among locals and visitors alike. Diners rave about the "exquisite" shrimp and the well-crafted Seafood tower, which has been described as "well worth the money." The commitment to using fresh, high-quality ingredients ensures a flavorful and authentic Seafood experience that stands out. Whether you're indulging in their signature Crab Cakes or exploring other Seafood delights, Fleming's guarantees a memorable dining experience.

10. Tahona Bar

4.7

Exceptional(657)

$$$$Price: Moderate

• Bar and lounge • Old Town

Booked 23 times today

Tahona Bar in Old Town, San Diego is a gem for lovers of authentic Latin American cuisine, specializing in "contemporary Mexican delights with a focus on Oaxacan bites." This first-of-its-kind mezcal bar in the area promises an unforgettable dining experience, with craft cocktails and a mezcal tasting room that evoke the rich traditions of Mexico. The vibrant atmosphere, enhanced by "hand-clayed walls and traditionally crafted Oaxacan fabrics," creates a truly immersive experience. Glowing reviews commend the "innovative tacos" and "excellent fresh Mexican food," ensuring that each visit is "not your typical Mexican food" but a delightful journey to the heart of Latin America.

‘About the restaurant’ descriptions have been generated using an artificial intelligence model comprised of OpenTable proprietary data that has not been independently verified by OpenTable. The content is presented as-is, for informational purposes only.

See what locals rave about

From verified diners like you

J
Jeff
Phoenix / Arizona •1 review
4.0
Dined 1 day ago
Restaurant adds a 5% food cost surcharge on all tabs and passes it on to the consumer. This is tacky and puts the onus on us to request removal.
More info
Island PrimePrice: Very Expensive• Steakhouse• Downtown
•
4.7
L
Larry
San Diego •3 reviews
5.0
Dined on May 9, 2025
Service was attentive, location is excellent, and the food was good! I'd definitely recommend if you're looking for a great place to hang out before a show or after work!
More info
The NolenPrice: Expensive• Bar / Lounge / Bottle Service• Downtown
•
4.6
R
Renee
Los Angeles •2 reviews
5.0
Dined on May 6, 2025
Staff was so helpful and accommodating to allergies! Loved the vibe and would definitely eat here again!
More info
AllegroPrice: Expensive• Italian• Little Italy
•
4.3
V
Veronica
San Diego •1 review
5.0
Dined on Mar 15, 2025
This was a very nice and unexpected surprise. Loved the show! Fun for a date or girls night out.
More info
CharadePrice: Moderate• Bar / Lounge / Bottle Service• Banker's Hill
•
4.6
A
AndreaVIP
Las Vegas •9 reviews
5.0
Dined on Mar 9, 2025
While we didn't eat at Fifth and Rose, we did drink! We had a lovely time sipping on cocktails into the late night and enjoyed the ambiance immensely. Definitely recommend!
More info
Fifth and Rose at Pendry San DiegoPrice: Moderate• Bar / Lounge / Bottle Service• Downtown
•
4.3

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