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    Whiskey Jack's

    3.8 (17 reviews)
    InexpensiveBars
    Closed • 11:00 am - 9:00 pm

    Whiskey Jack's Photos

    WHISKEY JACK'S ATMOSPHERE

    What's the vibe?
    Loud
    Outdoor seating
    Good for groups

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    a woman in a bikini drinking a beer
    Hannah C.

    Kenz was the best bartender I've ever had. In addition to serving us quickly, she made an effort to connect with every customer. Absolutely amazing person and bartender.

    View from the bar
    Matt E.

    Unfortunately Rehoboth Beach doesn't have any beach bars so the next best thing is drinking beside the beach on the boardwalk where you can still see the ocean and sand and get that gentle breeze while getting your buzz on. This is limited to less than half a dozen businesses, Whiskey Jack's being one of the better ones. It's actually owned and connected to a Grotto Pizza but feels like a completely separate business. The front of the place is completely open which makes you feel like you're outside minus the sun and heat. 90s music seemed to be the only thing going through speakers but you won't here me complain. The small bar was definitely a mix of people and tends to fill up in the evenings. Prices are very good as a 22oz Coors Light is $3.50, better beer options (like a Dogfish Head IPA) are $6 for a 22oz.

    Beachside bar. What more can you ask for?

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    7 months ago

    The food was great, the service was awesome (Patrick), the ambiance good but the music!!!! Tragic, horrible!

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    Ask the Community - Whiskey Jack's

    Review Highlights - Whiskey Jack's

    “So let's be clear, Whiskey Jack's is, on the surface, nothing more than a small alcove extension of the Grotto Pizza restaurant next door.”

    Mentioned in 7 reviews

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    Purple Parrot Grill - French fries were good (they are potatoey). I think I'd like a little more crisp to them, but personal preference.

    Purple Parrot Grill

    3.3(630 reviews)
    0.3 mi
    •$$

    Two things I have to plug at this vibrant dive bar: - They…read morehave fresh squeezed citrus! Grapefruit, lime, orange Couldn't be better with some Casamigos! - Their crab soup comes as a cream based option. Most places around here only have Maryland crab soup, which is red/broth based. Here the Creamy Crab Soup is rich and creamy with nice lumps of crab. So good!!

    We popped into this restaurant for a Sunday evening meal and happened to arrive about an hour and a…read morehalf before a drag show was scheduled to start. We were seated in a split booth setup in the corner of the restaurant. It felt a little tight walking between the tables, and the seating itself wasn't particularly cushioned/super comfortable. We thought the decor with personalized dollar bills covering the walls was definitely creative, and the low lighting added to the overall dive-bar atmosphere. The bathrooms were gross. The trash was overflowing, and there was an unpleasant smell. Those could definitely use some more cleaning. I only used one of them the single stall rooms but I felt bad because it looked like some of the performers were using the bathrooms to get changed before the show. If the other bathrooms were similar, I wouldn't particularly enjoy having to get ready in there. There were lots of unique mixed drink options that matched theme of the bar. I ordered the "Blueberry Lemonade," which I enjoyed. Some people at our table ordered the "Mudslide" and felt it could have been more chocolate rather than tasting primarily like cookies and cream. The food was actually pretty good. I ordered the "Parrot Burger," while my partner got a Cheesteak. The presentation was nice when everything was brought to the table, and the plates and utensils appeared clean. The only minor note was that someone at our table noticed a gnat taking a swim in her drink at one point, although that could have come from anywhere. The standout item for us was definitely the chicken tenders we ordered as an appetizer. When we recapped the meal the next morning for the people who hadn't gone, those were the item we all agreed were the best! We also listed it as one of the best food items we ordered the whole trip. Everything came out in a timely manner, and the appetizer was served appropriately before our entrées. Service was generally helpful. Despite the restaurant being loud, the servers spoke loudly and clearly enough that we could understand them. However, after finishing the meal, we ended up waiting a while to flag down our server for boxes and to pay the bill. Overall, this is a fun dive-bar experience, especially if you're interested in a late- night spot or the local entertainment, but I wouldn't come here expecting a polished sit-down dining experience. The food was solid and the drinks were vibey.

    Photos
    Purple Parrot Grill - Inside area

    Inside area

    Purple Parrot Grill - Old Bay Wings

    Old Bay Wings

    Purple Parrot Grill - The inside-- the walls are dripping with money

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    The inside-- the walls are dripping with money

    302 Social - Burger and fries

    302 Social

    4.0(87 reviews)
    0.3 mi
    •$$

    Best food I've had this week. We tried going here the other day but they do not open till noon. So…read morewe were like rats! Well something about this place kept gnawing at us. So today we're getting hungry for lunch and we walked the two miles to this place. We got the scallops that were an App. Those were absolutely delicious. After that I got the tuna wrap. And fries with no salt. That wrap was so good. Tun was perfect. Exactly what I needed. We got mocktails that were really good too. I'd def suggest this place to anyone coming down to Dewey. It's within walking distance.

    Look this place is definitely interesting. They have a pool table right next to 3 big tables so all…read morewe heard the whole dinner was kids screaming and running by our table to play pool. Already off to a bad start. Then one of us ordered the Beef Empanadas as their appetizer and it was literally completely empty.. now they say they are prepared in the morning and must've not portioned them properly which is understandable but still kinda annoying. As we told the waitress she then rolled her eyes and walked to get the replacement ones which were packed with a tiny bit more meat. Honestly I would just avoid them anyway they were that good. The burger was okay nothing special a solid 7/10. I probably wouldn't go back here though just not my vibe especially with the kids running by our table and screaming while playing pool.

    Photos
    302 Social
    302 Social - Korean BBQ wings

    Korean BBQ wings

    302 Social

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    Whiskey Jack's - bars - Updated October 2026

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