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New Yorkers 1st Choice
Downtown St. Pete's best

Date spots with outdoor seating

A date spot with outdoor seating that feels like a private escape rather than a sidewalk afterthought.

Based on 887 Opinions
+884
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Updated May 2026
01
Flute & Dram image 1
Flute & Dram image 2
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Bar offers indoor and outdoor seating with a welcoming patio and live music seven days a week. Atmosphere suits whiskey and cigar enjoyment alongside people-watching and socializing. Space includes multiple areas for relaxation and features a classy vibe with a dance floor and scenic views.

Cozy bar seating sets a relaxed tone for a romantic date night. Options include bubbles and bourbon, catering to different tastes.

Outdoor seating includes a welcoming patio with heated seating and comfy sofas. Live music plays on the sidewalk, creating a lively atmosphere for enjoying cocktails and cigars outside.

People are saying

"The drinks here stack up quickly and are excellent."

"The outdoor seating is perfect for people-watching and enjoying live music."

"It's a fun spot with a classy, relaxed atmosphere and a gorgeous view."

Good to know

1

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

2

Live music performances occur at 4pm on select days, including 12/8.

3

The bar accepts credit cards and mobile payments, but cash is preferred for tips.

02
Christiane's image 1
Wine bar

Intimate wine bar offers self-serve wine wall and thoughtfully curated plates in a cozy, eclectic space. Atmosphere stays laid-back and inviting, with live music at a comfortable volume. Patio provides a relaxing vibe ideal for sampling diverse wines.

Wine selection stands out and pairs well with the flatbread. Sharing a couple glasses creates a relaxed vibe for a date.

Patio offers a variety of wines and a chill, relaxing vibe on sunny days. Outdoor seating lets you enjoy the space while passersby add to the atmosphere.

People are saying

"I loved the self-serve wine wall to explore by the glass."

"The self-serve wine setup makes exploring different wines fun and inviting."

"The owner's outdoor seating is so sweet and welcoming."

Good to know

1

Happy hour runs from 4-6pm on weekdays with discounted drinks and appetizers.

2

Monday night features free comedy shows, starting at 8pm.

3

Wine tastings occur every Monday night, offering a fun experience.

03
Cigar Paradise Royal Lounge image 1

Cigar bar offers indoor and outdoor seating with excellent smoke ventilation and sophisticated decor. Atmosphere feels cozy and classy, inviting relaxed conversation and long stays. Wide selection of cigars and top-quality whiskey create a distinctive experience.

Couples enjoy the bar atmosphere and the chance to relax with cigars. The spot invites return visits for its laid-back vibe.

Huge couches fill the outdoor lounge, offering very comfortable seating. Plenty of space lets people enjoy the weather and sights outside.

People are saying

"The staff here makes buying cigars feel like family."

"The outdoor seating is great for enjoying their awesome cigar selection."

"Lance's stellar bar service makes it a great spot for Date Spots."

Good to know

1

Customers can bring lunch from next door to enjoy while smoking cigars.

2

The lounge has a well-stocked walk-in humidor with a wide selection of cigars.

3

Expect to pay $3 for a large ice cube with your drink.

04
Dracula's Legacy Wine Bar & Bistro image 1

Wine bar with a heavy Dracula theme offers both indoor and outdoor seating. Atmosphere combines live music in a courtyard with a unique, fun vibe that welcomes families and dogs. Wine selection features Romanian flights and pairs well with generous, delicious charcuterie boards.

Small plates like goat-cheese-stuffed dates, fondue, and truffle flatbreads offer a mix of sweet and savory flavors. The Stuffed Dates stand out with their rich taste that pairs well with wine.

Outdoor seating includes a small patio with a few tables. Live music plays outside, creating a great ambiance for families and dogs. Indoor seating is limited, so the outdoor area is a key spot.

People are saying

"I loved their great wine selection and recommendations."

"It's a cozy, gothic-chic vibe, perfect for date spots."

"The outdoor seating is great with live music."

Good to know

1

Happy hour offers great prices for wine, making it a popular time to visit.

2

They typically have live music outside on Wednesdays, enhancing the experience.

3

Reservations are recommended during busy times, especially around Halloween.

05
Cognac image 1
Restaurant

French bistro styled with Parisian charm and elegant decor creates a warm, inviting atmosphere. Covered outdoor seating and a cozy terrace offer relaxed spaces for conversation. The vibe blends bustling brasserie energy with a comfortable, intimate setting.

Setting creates a relaxed vibe with attentive service and engaged ownership. Meals come with excellent quality and a welcoming atmosphere for couples.

Beautifully decorated patio offers a charming spot for dinner or catching up with friends. Outdoor seating welcomes dogs and provides a great place to watch people on a cool evening.

People are saying

"The French Food, especially the Steak Frites, is perfectly cooked and bursting with flavor."

"I experienced an incredible happy hour with good drinks and food."

"The outdoor seating is perfect for watching the world go by."

Good to know

1

Happy hour runs daily from 3-6 PM with great drink and food options.

2

Lollipop lamb chops and shrimp cocktail are $6 each during happy hour.

3

Reservations are recommended for large parties, especially during busy hours.

06
Hollander Hotel St. Petersburg / Downtown image 1

Boutique hotel with cozy charm and stylish, quirky decor creates a warm, inviting atmosphere. Poolside bar and loungers add a lively, relaxed vibe where people gather comfortably. Rooms offer unique, tasteful design overlooking a pretty courtyard.

Pool bar service extends late enough to grab drinks for celebrations. Staff like Will and Jeff provide accommodating hospitality. Proximity to venues makes it easy for couples and guests to stay nearby.

People are saying

"The bar staff here is so friendly and helpful."

"The food and drinks at this spot are amazing."

"The outdoor seating by the pool and bar is the best."

Good to know

1

Trivia night happens every Sunday from 6 to 8 PM.

2

Happy hour offers discounted drinks and food every evening.

3

Pool parties are hosted every Sunday during summer, attracting a lively crowd.

07
Birchwood Canopy image 1

Rooftop bar offers spectacular views of the bay and pier with a relaxing, romantic atmosphere. Live music and DJ sets create a lively vibe while skilled bartenders serve memorable cocktails. Seating and lighting enhance the experience despite occasional heat and humidity.

Perfect for a romantic evening or small groups, especially at sunset. Espresso martinis come beautifully crafted and barbacoa wontons are full and flavorful.

Outdoor seating features a patio bar and lounge with fire pits and lounge chairs. Staff quickly offers drinks, enhancing the relaxed, Florida-style vibe.

People are saying

"I enjoyed the great rooftop view."

"It's a great spot for date nights, especially for sunset views."

"The outdoor seating offers incredible water views."

Good to know

1

Happy hour runs from 4-7pm on weekdays with special drink prices.

2

Reservations are recommended, especially for rooftop seating during peak hours.

3

A 20% service charge is automatically added to all bills.

08
Cafe Clementine image 1

Bakery inside a museum with natural sunlight and a spectacular water view creates a warm, inviting atmosphere. Spacious seating and calm music contribute to a peaceful, relaxed vibe. Pastries stand out as creative and exceptional in quality.

Display case offers a variety of sweet and savory items. Avocado toast stands out as a popular choice. The spot suits a Saturday morning date or a relaxed outing.

Outdoor seating offers a spectacular water view and a patio where you can relax with a dog. Both indoor and outdoor options exist, but arriving early helps secure preferred spots.

People are saying

"The pastries here are fresh, flavorful, and beautifully presented."

"The baked goods and pastries here are phenomenal and handcrafted."

"The pastries here are edible masterpieces, truly delightful."

Good to know

1

Parking costs an additional $10+ at the cafe.

2

The long line moves really fast during peak hours.

3

The cafe is very handicap accessible.

09
Daycation Coffee image 1
Coffee shop

Mini getaway with Asian-inspired beverages and intentional design creates a serene, cozy atmosphere. Space is compact with limited seating, often feeling tight when busy. Unique ceramic cups and authentic aesthetics set it apart from typical coffee shops.

Strong focus on matcha with a reputation for being the best. Offers unique treats like the Miso-Bacon scone. Coffee options include a well-liked macchiato.

People are saying

"I thought the coffee here was amazing and delicious."

"The handcrafted beverages here are truly distinctive and beautifully executed."

"The matcha latte here is the best I've ever tasted."

Good to know

1

There is no bathroom available for customers.

2

Expect very limited seating inside and outside.

3

Quick and easy street parking is available nearby.

10
Voodoo Brewing Co. image 1

Brewpub combines voodoo theme with an open, relaxed space featuring pinball machines and a pool table upstairs. Atmosphere stays fun and social with seating spread across two floors. Crowd enjoys a wide variety of craft beers alongside unique food options like pickle pizza and buffalo wings.

A variety of unique beers like the PB&J sour and Chicago bear offer interesting tasting options. Sampling different brews creates a relaxed and engaging atmosphere for couples.

Outside bar offers a spot to sit with both indoor and outdoor seating. No direct service outside means orders go inside. Upstairs lounge includes games like pool and chess with a mixed vibe.

People are saying

"I found the craft beers here to be delicious."

"Outdoor seating service was slow, and drinks took a while."

"The bartenders here are super friendly and offer great conversation."

Good to know

1

Karaoke happens every Tuesday night starting at 10pm.

2

Trivia night is on Wednesdays at 8pm with a $5 entry fee.

3

There is a free parking lot behind the building after 6 pm.

11
AC Hotel St. Petersburg Downtown image 1

Modern hotel with a distinctly European design and a rooftop pool that creates a resort-like feel. The atmosphere shifts from quiet and cozy in rooms to lively and vibrant on weekend nights, especially around the rooftop bar and restaurant offering stunning views and handcrafted cocktails.

Offers early check-in which adds convenience for couples. Creates a setting that supports special occasions like birthdays with a memorable atmosphere.

A sleek outdoor pool deck on the sixth floor offers a serene spot for lounging or sunbathing. The rooftop bar features an outdoor balcony with views of Tampa Bay and a great outdoor bar at the restaurant.

People are saying

"This hotel's location is perfect for exploring downtown."

"The rooftop bar's outdoor seating offers fabulous city and bay views."

"It's a great hotel for couples looking for date spots."

Good to know

1

Valet parking costs $42 overnight, with no other parking options available.

2

The hotel does not include amenities like breakfast or coffee; all extras are paid.

3

The lobby bar has a fantastic happy hour that runs daily.

12
Tryst Gastro Lounge image 1

Lounge offers indoor and outdoor seating with a spacious outdoor bar and live music including DJs and musicians. Atmosphere stays chill and hip, attracting an upscale crowd for casual nights or post-work relaxation. Music and vibes remain on point, complemented by craft cocktails and a trendy setting.

A lounge setting suits both casual and special occasion dates. The white sangria crafted by the bartender adds a nice touch, and the vibe stays fun unless it gets too loud.

Spacious and unique outdoor seating features comfortable sofas and a vibrant atmosphere. A single server manages the full house outside, keeping service personal despite the crowd.

People are saying

"The food and drinks here were fantastic."

"The outdoor seating has a vibrant, chill vibe with live music."

"The food and well-crafted cocktails make these Date Spots amazing."

Good to know

1

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

2

Taco Tuesday offers great deals on tacos every Tuesday.

3

No reservations are needed to get a table.

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