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New Yorkers 1st Choice
Best of Core-Columbia, San Diego

Date spots with parking

A date spot where you can actually park your car nearby instead of starting the night with a frustrating search.

Based on 825 Opinions
+822
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Updated May 2026
01
Kasa Little Italy San Diego image 1
Kasa Little Italy San Diego image 2
Kasa Little Italy San Diego image 3
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Modern apartments offer floor-to-ceiling windows and unbeatable city views with spacious layouts. Quiet atmosphere prevails, with occasional early morning construction noise. Amenities include a full gym, sauna, pool, and rooftop deck, creating a private and upscale living experience.

Secure parking garage offers a safe spot for vehicles. Paying for parking adds convenience and fits well with other amenities like the pool and gym.

Cozy apartments fit couples and pets comfortably, creating a relaxed vibe for special occasions. Celebrations like birthdays feel intimate and well-suited for two.

People are saying

"The bay and city views from the apartment were fantastic."

"Finding the parking entrance was a little confusing at first."

"The apartment's finishes and appliances felt top-of-the-line and luxurious."

Good to know

1

The property is within walking distance of many restaurants and shops.

2

Expect construction noise starting at 6am daily outside the property.

3

Rooms are spacious, clean, and well-equipped with necessary amenities.

02
Burgeon at The Arbor - Little Italy image 1

Brewpub offers a huge indoor seating area and patio with mostly bar-height tables and a top-notch bar top. Atmosphere blends beach-like vibes with loud music featuring 90s and early 2000s hits, creating a casual, chill beer garden feel. Regulars come for amazing craft beers and socializing, often catching sports on TV.

Parking spots are very limited and mostly hourly. Finding a space can be a hassle especially on busy evenings.

Shared flights of hazy IPAs and a Buffalo chicken wrap create a casual, easygoing vibe for couples. The menu and drinks encourage sharing and relaxed conversation.

People are saying

"I enjoyed the great beer selection here."

"The food and drinks here are excellent for Date Spots."

"I found Parking Available on a Friday evening."

Good to know

1

Happy hour runs from 3-5pm Monday to Thursday with discounted drinks.

2

Trivia Tuesday features fun quizzes at 7pm with prizes for winners.

3

Wing Wednesday offers special pricing on wings all day.

03
Thai Island image 1
Thai restaurant

Small, cozy restaurant offers a warm and intimate atmosphere with friendly service and authentic Thai cuisine. The space feels quaint and personal, making dining feel special and cared for. Affordable prices and well-prepared dishes create a satisfying experience in a modest setting.

Parking is very limited and can be a challenge due to the downtown location. Staff help with finding spots when possible.

Longtime visitors receive personalized attention like free lemon tea when feeling unwell. The spot offers a comfortable, familiar vibe that suits couples returning over years.

People are saying

"The Thai food here is authentic and absolutely delicious."

"The Thai food here is delicious and a great deal."

"Parking available is a challenge due to its downtown location."

Good to know

1

They only accept cash at Thai Island.

2

The lunch special prices were unmatched in this part of town.

3

Prices were extremely reasonable for the portion size.

04
Music Box image 1
Live music venue

Small, multi-level live music venue with intimate atmosphere and great sound quality. Multiple bars on each floor keep lines short and views of the stage are clear from various levels. Venue suits local bands and offers hearing protection for attendees.

Plenty of parking exists in nearby lots with an organized entrance. Parking stays easy and stress-free alongside close restaurants, hotels, and the airport.

Welcoming smiles greet couples, creating a warm vibe. The spot offers handicap seating and a bench along the wall for comfort and accessibility.

People are saying

"It's a cool venue with great sound and atmosphere."

"Parking was easy and plentiful nearby."

"The staff here really cares about making your date spot experience great."

Good to know

1

Parking is available nearby, but it may be paid.

2

ADA seating is available upon request.

3

No outside drinks are allowed on the patio during events.

05
Iconic Lines Studio image 1

Studio combines clean, modern design with a cozy, inviting atmosphere featuring music videos and a fireplace. Energy feels calm and intimate, creating a safe, almost sacred space for tattooing. Space feels more like an art studio than a typical tattoo shop, making it less intimidating.

Parking includes free spaces at the studio, which helps since street parking is metered and nearby lots require payment. Some spots are tight and there are no designated spaces.

Warm, professional service sets a relaxed tone for couples. Many choose this spot for matching tattoos or special celebrations like anniversaries.

People are saying

"Julio's artistic skill made the whole process feel comfortable and unforgettable."

"The fine line tattoos here are truly perfect and meticulously done."

"Parking available is metered street parking or paid lots nearby."

Good to know

1

There are metered street parking spots and paid parking lots next to the studio.

2

Parking is tight, and they do not have designated parking.

3

The booking process is seamless with a detailed contact form.

06
InterContinental San Diego by IHG image 1

Upscale hotel offers spacious rooms with quiet ambiance despite downtown surroundings. Outdoor dining spaces provide stunning harbor views and a classy atmosphere. Amenities include a fitness center, outdoor pool, and convenient valet parking.

An underground parking lot offers a secure spot to park and charge vehicles. Parking validation provides a discount, adding convenience.

Comfortable walking areas create a relaxed vibe for couples. Friendly staff like Aiko at the front desk make guests feel valued and welcomed during special moments.

People are saying

"The harbor view from the room was phenomenal."

"The staff here makes every occasion feel special, like a perfect date spot."

"Parking here costs about $46-$57 per day, which is pretty expensive."

Good to know

1

The hotel charges a $50 per day resort fee, which may not provide clear benefits.

2

Happy hour prices at Vistal start at 12:30pm, offering good deals.

3

The hotel is dog-friendly, accommodating pets during your stay.

07
Maestro Lounge image 1
Mediterranean restaurant

Mediterranean restaurant with elegant interior and high ceilings offers a relaxing atmosphere enhanced by smooth, high-quality hookah and lively music on weekends. The space includes a patio for outdoor dining and features well-ventilated hookah areas up front. Guests enjoy flavorful dishes like lamb chops and kabobs in a setting that balances comfort with vibrant energy.

Metered parking costs $1.25 an hour and is usually available nearby. Three free parking spaces sit right in front, but most spots require payment. Parking gets easier on Sundays with more spaces open.

Seating in the main area is reserved exclusively for couples, creating an intimate setting. The menu includes the Maestro Mega Mix for two, which pairs well with hookah for a relaxed lunch or evening.

People are saying

"The food here is amazing, delicious, and full of flavor."

"Parking is available nearby and not too expensive."

"The food here is incredible, cooked to perfection."

Good to know

1

Happy hour prices for shisha are available all day on Mondays, Tuesdays, and Wednesdays.

2

Karaoke starts at 10pm on Thursdays with a two-drink minimum.

3

Brunch meetings are held at Maestro Lounge on weekends.

08
The Westgate Hotel image 1

Boutique hotel blends old-world charm with modern rooftop pool and gym. Atmosphere feels elegant and plush despite some city noise from nearby streets. Spacious rooms and vintage decor create a unique, welcoming environment.

Valet service handles parking with care, including bag assistance and garage parking. Staff provide personalized attention and offer special touches beyond just parking.

Rooms feature a royal vintage aesthetic that suits couples looking for a romantic vibe. The setting works well for photo opportunities and intimate stays, making it a solid choice for a date spot.

People are saying

"The hotel is beautiful, plush, and welcoming."

"The valet parking here costs about $50-$60 per day."

"The staff here are super friendly and helpful."

Good to know

1

A $30 resort fee is charged at check-in, not mentioned during booking.

2

Parking costs an additional $52 per night.

3

The hotel has safety concerns due to nearby homeless encampments.

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Core-Columbia, San Diego

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