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New Yorkers 1st Choice
Best of Tobin Hill

Date spots with outdoor seating

Fresh air and a comfortable chair make a night out feel more relaxed. Sitting outside allows the conversation to breathe.

Based on 751 Opinions
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Updated May 2026
01
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Restaurant

Small space with modern decor and inviting patio offers a warm, quiet atmosphere ideal for relaxed conversations. Artisanal pizza and refreshing cocktails complement the cozy, clean setting.

Seafood linguine features a rich, flavorful sauce that stands out. The namesake pizza offers a unique dough unlike typical crusts, adding a special touch to date night meals.

Covered patio seating offers a great outdoor dining area with a nice ambiance. It suits both brunch and dinner well.

People are saying

"The food here is amazing, especially the seafood linguine."

"The baked eggs at brunch were extremely flavorful with amazing aioli."

"The pizza crust here is crispy and loaded with fresh toppings."

Good to know

1

Reservations are recommended to avoid long wait times, especially on weekends.

2

Parking is very limited, so consider alternative transportation options.

3

The brunch menu is only available until 3 PM on Saturdays.

02
Naco Mexican Grayson image 1
Mexican restaurant

Outdoor-only Mexican restaurant offers a funky, cozy vibe with Edison lights and dog-friendly seating. Atmosphere stays low-key and welcoming, tucked away near a popular area. Tacos and breakfast dishes draw a steady crowd seeking authentic, flavorful food.

Breakfast dishes draw couples looking for a casual start. A nearby coffee spot offers double espresso for a quick pick-me-up. Family recommendations highlight this as a notable date spot.

Outdoor seating offers a nice breeze and a pleasant ambiance. Dogs are allowed, adding to the great vibe in a tucked-away spot perfect for lunch.

People are saying

"You have to try the breakfast tacos; they're the best in the city."

"The breakfast tacos with asada and egg were amazing."

"The chilaquiles and brisket tacos are amazing Date Spots."

Good to know

1

Parking is free for a limited time; after that, payment is required at the kiosk.

2

Most nearby parking lots require permits or payment to park.

3

Naco Mexican Grayson has no indoor seating; it's outdoor only.

03
UNHIREABLE Lounge Coldbrew + Cocktails image 1

Robot bartenders craft cocktails with precise, fluid motion, creating a tech-forward experience in a sleek, industrial space. Upbeat music and a comfortable, vibrant atmosphere invite socializing without the club scene intensity. Outdoor swings and a stylish patio add unique seating options to this modern lounge.

Offers a cozy atmosphere that suits couples well. Hosts often create a warm, welcoming vibe for special occasions like birthdays.

Small space offers a bar and an outside area with swings to lay on. Outdoor patio provides cool seating for drinks.

People are saying

"The staff here are so friendly and make you feel so welcome."

"Watching the robot bartender make drinks is a pretty unique experience."

"I enjoyed tasty, refreshing drinks at the outdoor seating."

Good to know

1

Loteria and pop-up Botox events are hosted regularly.

2

The lounge offers a unique blend of cold brew and cocktails.

3

Ordering drinks is easy with a user-friendly kiosk.

04
Pho Fresh image 1
Asian restaurant

Small Asian restaurant offers a cozy, homey atmosphere with calm outdoor seating and good background music. It stays busy but never hectic, attracting those who appreciate a hidden gem vibe with unpretentious charm.

Lunch offers a mix of Phรด, pad Thai, and orange chicken that pairs well for couples. The food is flavorful and satisfying for a casual date.

Calm and relaxing vibes fill the outdoor seating area. Plenty of tables let you enjoy your meal outside in a small, cozy space.

People are saying

"The Vietnamese food here is authentic, fresh, and generously portioned."

"The outdoor seating is perfect for enjoying their delicious pho and ramen."

"The food here is so fresh and delicious, perfect for Date Spots."

Good to know

1

Expect a wait during peak hours as reservations are not accepted.

2

Limited seating means arriving early is advisable to avoid long waits.

3

Parking can be challenging due to shared lot with other businesses.

05
VIVA! Cocina Patio and Bar image 1
Mexican restaurant

Mexican restaurant offers spacious outdoor patio and clean, welcoming indoor space with a family-friendly atmosphere. The vibe is fun and relaxed, attracting groups looking for casual dining and affordable drinks. It stands out with well-priced margaritas and a lively, comfortable setting.

Pairs can share the Parridalla Special for two and enjoy authentic Mexican cooking that appeals even to those from Texas. Happy hour offers margaritas with an option to add more tequila for a low extra cost.

A cute patio offers a clean and dog-friendly spot to enjoy meals outdoors. The fresh air and affordable family vibe make it a chill place to eat breakfast, lunch, or dinner.

People are saying

"I thought the food here was delicious and hot."

"The margaritas and Tex-Mex dishes are amazing on the Outdoor Seating."

"These Date Spots are great if you love authentic Mexican cooking."

Good to know

1

Happy hour runs from 3 to 6pm on weekdays with great drink specials.

2

On Mondays and Tuesdays, enjoy $3 margaritas and palomas.

3

Reservations are recommended for large parties to avoid billing issues.

06
Maui's on Main image 1
Restaurant

Small restaurant with island aesthetic and outdoor patio creates a welcoming, friendly atmosphere that feels like a Hawaiian vacation. Live Hawaiian music and good tunes add to the pleasant vibe. Seating includes indoor tables and picnic tables with fans and umbrellas for comfort.

Hawaiian Fried Chicken and Garlic Shrimp come cooked just right with a nice taste. The food matches authentic Hawaiian flavors, and the Ube Milkshake offers a unique sweet treat.

Plenty of picnic tables and a few regular tables sit outside with industrial fans and umbrellas to keep the heat away. The patio offers a cute vibe with leis under umbrellas and works well when the weather is nice.

People are saying

"These burgers are onolicious and broke my mouth with flavor."

"The food here is delicious, especially the grilled dishes."

"The food at these Date Spots is delicious, especially the garlic shrimp."

Good to know

1

Poke is served only on Saturdays.

2

Parking is available in a small, cramped lot with poor paving.

3

They provide a military discount.

07
Ottoโ€™s Ice House image 1

Loud riverside spot with live country music and spacious outdoor seating overlooking the water. Energetic vibe with classic Texas ice house decor and a pet-friendly atmosphere. Frequented for good drinks and a lively crowd enjoying sports and music.

Early dinners with friends or partners happen here often. The spot works well for couples looking for a relaxed, casual vibe and a chance to enjoy good company.

Spacious outdoor seating offers a family-friendly atmosphere with plenty of room to enjoy live music and food. The outside bar serves skinny margaritas, making it a great spot to watch a game on nice days.

People are saying

"You have to ask for James; he's the friendliest bartender."

"James the bartender made the best margaritas and palomas."

"The service here for Date Spots is so welcoming and gracious."

Good to know

1

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

2

Live music is scheduled on Saturday afternoons from 5 to 8 pm.

3

Expect a 50-minute wait during peak hours, especially on weekends.

08
Ay Que Chula image 1
Restaurant

Open-door venue with colorful dรฉcor and small round tables creates an airy, lively space. Atmosphere stays energetic and upbeat, fueled by drag shows and local dancers performing with skill. Music and cocktails add to the festive vibe, making it a spot for parties and social gatherings.

Drag shows create a lively and fun atmosphere for couples. The owner adds a personal touch by introducing himself and celebrating special occasions with treats like Pride Cheesecake.

Outdoor seating includes a pleasant patio where dogs are welcomed and made comfortable. An outside bartender works at a relaxed pace, adding to the easygoing vibe.

People are saying

"I found the food here to be amazingly tasty."

"The outdoor seating service from Alex was super attentive and nice."

"The staff here makes your Date Spots experience so special and attentive."

Good to know

1

Reservations are recommended for the drag brunch to secure a spot.

2

Expect long wait times, especially during weekend brunch hours.

3

The drag brunch occurs on Saturdays and Sundays with a cover charge.

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Tobin Hill, San Antonio

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