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    DiMillo's On the Water

    3.8 (1.3k reviews)
    Closed • 12:00 pm - 9:00 PM
    Updated 1 month ago

    DiMillo's On the Water Photos

    Business Info

    DIMILLO'S ON THE WATER ATMOSPHERE

    What's the vibe?
    Touristy
    Moderate noise
    Good for groups
    Outdoor seating

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    Recommended Reviews - DiMillo's On the Water

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    Lazy Lobster (G)
    Kaitlyn S.

    Did not disappoint and certainly lived up to the hype! We're visiting family in town and this place has long been a family favorite so we were so excited to experienced it ourselves. We were sat quickly with a nice view of the surrounding boats; and Grace was a delightful server. We tried a little bit of everything including crab cakes (dense and delightful), scallops (so smooth!!), calamari (perfect light fry). For entrees we went the "when in Rome!" Route with lobster Mac & cheese and Lazy Lobster.

    Kaye K.

    This restaurant is overrated- nice ambiance and location on the water, but the pricing in relation to the specialness of the food makes it a no need to ever return kind of place for me. To have the plastic casing of the polenta in the polenta side dish is inexcusable. The haddock chowder was watery with very little halibut in it. To the restaurant's credit, however, they did comp a glass of wine to make up for the packaging remnant and they validated parking in the lot which is nice. One other critique- the pop music does not at all fit this restaurant and cheapens the dining experience. Many better restaurants in the area to choose fr

    Latest menu
    Michael G.

    We were recommended to dine at DiMillo's by our hotel. The Canopy by Hilton. We started wi the mozzarella and fried artichokes served in a hot honey marinara. Very good. We also enjoyed the pecan crusted stuffed haddock with creamy polenta. Amazing flavors!! I enjoyed the broiled mixed seafood platter with roasted carrots. Very good!! Our server Erin is a local and has been with the restaurant for years. Thank Erin for a great dining experience. The atmosphere was top with complete nautical experience. A must try folks!! Enjoy the photos.

    1-1/2 lb. Lobster (GF)
    Steffen R.

    Came in for a work dinner per our managers recommendation and boy were we in for a treat. I think almost everything on the menu was ordered but what I definitely had were the steamers, the bacon wrapped scallops, the lobster (of course), carrot cake and an affogato. Shared of course, except the lobster and the affogato, those were all mine! Absolutely delicious all of it! Dark upscale dining vibe, great place for a date or dinner celebration if you're ok spending some good money as it's not cheap. Will definitely be back!

    The restaurant on the harbor
    Wendy T.

    Restaurant recommended by the most people for a classic steamed lobster. The kitchen was kind and pre-cracked the shell. Just what we wanted, and the cheddar polenta was good too. Loved our server! Loved eating at the port on a boat! Lunch crowd was casually dressed and we felt comfortable.

    Patron Silver & Mimosa
    Timothy G.

    My wife and I love the Old Portand and Dimillio's is a must see if you enjoy great food, drink, service and atmosphere. For this visit the steam clams were perfec, the haddock chowder was probably the best we've had years. What We shared an Espresso Martini...Yummy! You can't go wrong at Dimillio's so check them out and enjoy!!

    Gnocchi
    Kim N.

    I made a reservation here for a group of 7 on a Thursday for my mom's birthday. I called about 3 weeks in advance and the only time I could get before 7pm was at 5:15pm. Online reservations only allow you to reserve for a group size up to 4 and it seems like online reservations open 2 weeks in advance. I wish I had known I needed to call even earlier. Fortunately, on the day of my reservation, the restaurant called me and offered to move my group to an outdoor table overlooking the dock, which was really nice. It's covered outside and not loud. Our waitress was attentive. We shared calamari for an appetizer, which was good but could've used a little more sauce, preferably on the side for dipping; there was a bit too many capers for my liking. I enjoyed the clam chowder; nothing spectacular, but it was good. I really enjoyed the gnocchi & crab entree! The crab wasn't packed with flavor, but the serving size was really solid. My mom got the lazy lobster, which looked skimpy but she said ultimately it was filling enough. I requested the chocolate cake for dessert, which came with vanilla ice cream. My 4-year-old nieces thought it was too chocolatey and sweet, but I liked it. This place is probably popular primarily for the location, ambiance, and views; the food is OK, but still somewhere I'd recommend for a "classic Portland nice-ish dinner."

    Caesar salad.
    John Z.

    Yes, we visited Demillos 4 months ago. This time we had my daughter (44years old) and wife join the dinner. You know from my previous reviews that I will compliment or criticize as appropriate. The reception desk was staffed by Rachel who was less than welcoming and flippant. Had a cocktail at their beautiful bar while we waited for our table. Jess was our bartender who was very nice. I went back to the reception desk to see if our table was close to being ready. Solera was at the desk and was very nice. Iko was our server. He was attentive, informative and met all our dining requests. The food is top shelf. My wife is already suggesting that we go back again in the spring. Keep up the good work.

    Mitch P.

    When eating here one has dinner on a boat in the harbor with seats at and near the window getting a good look at all the boats in the harbor, which makes it a beautiful place to eat. 6 of us had a 5:45 dinner and the restaurant was maybe 80-90% full. My wife and I had a Maine crab roll and Caesar Salad. She really enjoyed her salad and I thought my dinner was just okay. Another couple split a Prime Rib and thought it was just okay while the other couple loved what they ordered. We all thought our server was okay. He was nice but took a while to take orders and bring the bill and didn't follow up during our meal to make sure all was good. In reviewing with everybody we decided to give it a 4-star because of the ambience and 3 of us loved their dinner. DiMillo's was recommended to us by a local and we'd recommend it too.

    DiMillo's on the water.  Calamari with marinara.
    John S.

    Monday. May 19, 2025. Dinner. A fifteen minute walk from my hotel. I visited for happy hour, arriving about 4 PM. This restaurant is on the waterfront with a gorgeous view of the ocean. I sat at the bar, facing the window that opens to the ocean and boats. My waitress was training another waitress and they were both young and perky. I ended up ordering two draft beers with my happy hour food. I don't remember the names of my beers or the cost but they were good. I ordered the Sriracha dusted fried haddock bites with apple pico de gallo, cilantro, and ancho lime aioli ($10) and fried calamari with marinara sauce ($10). These dishes came out hot and I enjoyed the kick of the haddock bites. They had the right amount of chile. I talked to some local bar patrons sitting next to me. They were good conversationalists. They worked as pollution monitors. One of them owned a boat and told me how fun it was on the water. I enjoyed a good time at the Happy Hour at DiMillo's.

    Dennis Q.

    We had such a great dinner at DeMillo's, the iconic floating restaurant right on the Portland waterfront. The baked stuffed lobster and haddock chowder did not disappoint !

    Gabriel B.

    Came to DiMillo's for a business dinner and it definitely delivers on atmosphere, housed in a converted ferry floating on the water, it gives off a cool, old-school nautical vibe that feels both historic and retro. You're not just eating dinner by the water, you're literally on it! We started with the Shell Yeah clams, and yep...shell yeah, they were great! A generous portion, mixed with chorizo and served in a rich, flavorful broth that had us reaching for bread to soak it all up. Highly recommend as a starter. From there we moved onto salads and then mains. I went with the 1 1/2 lb steamed lobster, because, well... it's Maine. Nice size, fair price, and served simply with lemon butter, the classic way. Overall, DiMillo's is a solid spot if you're in the mood for that traditional Maine seafood experience with a side of maritime nostalgia. There are a few other places in the area that I personally like a bit more, but this was a fun, unique spot to try and definitely worth checking out at least once if you're in Portland.

    Overdressed salad.

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    Absolutely delicious!!! The food, service and ambiance were incredible!! Highly recommend!!

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    DiMillo's On the Water Reviews in Other Languages

    Ask the Community - DiMillo's On the Water

    Appropriate attaire? Formal/simi/casual?

    Causal for sure!

    Would it be acceptable to bring a 1 year old? Visiting from NY and the menu looks tremendous

    Yes! Children are welcome and is a good environment for them to be in.

    Are dogs allowed at this restaurant?

    No dogs allowed

    Is it by reservation?

    Not in the afternoon when we went. Possibly in the evening?

    What is the name of the tomatoe soup?

    Gazpacho

    View All 7 Questions

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    Via Vecchia - Scallop Risotto

    Via Vecchia

    4.2(481 reviews)
    0.2 mi•Old Port
    •$$

    This was the perfect restaurant to start our Portland trip off with. We were seated at a lovely…read moretable in the corner. We had a reservation. The ambiance is very moody and sexy. Perfect for a date night! Our server, Hannah, was great. She suggested an excellent bottle of wine that complimented all of our dishes. Customer service was a solid 10/5! This is a place to definitely add to your Portland dining list! To start, all of the dishes were wonderful portions and could easily be shared between two people. Which I absolutely love because I enjoy trying as many things as I possibly can! Arancini: This was a great starter. Absolutely delicious. I have yet to meet an arancini that I don't love. 5/5. Caesar Salad: A perfect dish that is light and necessary before getting into a heavy entree. The salad was crisp, delicious, very fresh, and a must order. 5/5. Scallop Risotto: This was a large position that had scallops in every bite! It wasn't too heavy, was not too salty, and you could taste the freshness in the ingredients. Dessert is not pictured, but it is worth ordering! The entire dessert menu was excellent!

    I don't typically write a lot of reviews but when I do, it is about an experience that was either…read morereally impressive or hugely disappointing. So here goes... My daughter had been wanting to go to Via Vecchia for a while but couldn't afford it on a college student's income. So we went during my visit. My hopes were high as we walked in--a beautiful glass enclosure at the entrance that was draped with ceiling to floor ivy; an intimate but lively atmosphere; and an offering of creative cocktails...my enthusiasm quickly vanished when our appetizers arrived. We ordered the focaccia, grilled octopus, and Caesar salad. The focaccia was soggy and flavorless. Even the olive oil that accompanied the bread was flavorless. The grilled octopus was another disappointment--there were more cloves of garlic than pieces of octopus. And what little octopus was there, a third of it was charred to black. Thankfully, the Caesar salad was fresh and fairly tasty. Ironically the focaccia croutons were the highlight of the salad. Then the entrees arrived--chicken Marsala and a spicy shrimp pasta in cream sauce (can't remember the name of the dish). My daughter liked the second dish enjoying the slight kick of whatever pepper/spice was used in the recipe. For me, it was just okay. The biggest disappointment however was the chicken Marsala--the gnocchi was overcooked, the entire dish itself was too salty, and the chicken--overcooked in some parts and fairly tender in others--tasted like it came out of a can. Quite honestly, I don't know what all the hype is about. This restaurant is mediocre at best. Perhaps the cocktails numb everyone's tastebuds to the overly salty but otherwise bland dishes. It was not worth the money and I would never go again. If this is the best that Portland has to offer by way of fine Italian dining, I'd say it's time Portland redefined the meaning of "fine".

    Photos
    Via Vecchia - Interior

    Interior

    Via Vecchia - Caesar Salad

    Caesar Salad

    Via Vecchia - More seating

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    More seating

    Solo Italiano - insalata di polpo

    Solo Italiano

    4.2(443 reviews)
    0.2 mi•Old Port
    •$$$

    This restaurant is a must visit in Portland. From the ambiance to the service and the flavors…read more Absolutely worth it! Our waitress perfectly described the wine list so we could find the one that was best for us and she was spot on! The food was seriously delicious! The presentation on the pesto pasta left some to be desired, but the texture and flavors more than made up for it. The portion was small for the price on the pesto pasta. The ravioli with the truffles - holy yum! That was actually a big portion for ravioli. The only thing that wasn't incredible was the tiramisu because it tasted just a little dry. It's certainly not terrible, but compared to everything else it just didn't level up. Go here. It's incredibly delicious and the service is phenomenal. The only thing that bothered me was that the receipt listed the server as Pool H. I'm assuming that means the servers all pool their tips together which is not ok. Our waitress was so great and I would hate to not see her benefit. I also didn't love the surcharge for health insurance and bread service - it seemed like an odd combination.

    I have walked past Solo Italiano many times over the years and just kept on walking. In a city…read morewith so many great restaurants, Solo Italiano "looked" too tourist-y, too mundane. But my spouse won last year's Oscar predictions and he picked so - Solo Italiano we went. You know what? This is a serious restaurant churning out some very good and inventive Italian dishes. I was 100% wrong when I wrote it off as tourist-y. There, I can admit it. We started off with appetizers of beet salad and Bangs Island Mussels. The beat salad was solid. The Mussels were a true reflection of great Italian cooking - simple ingredients, prepared perfectly and presented beautifully. The Mussel sauce was white wine and butter and delicious. Text book prepared and text book good. It hit the mark. My main course was the Za-atar rubbed lamb chops and they were out of this world. Medium rare and very flavorful. My spouse got the scallops. Beautifully done but the portion size was too small for the price. I felt the same way about my lamb chops. The dining room was just okay, nothing more. In fact, the atmosphere is a bit too casual for the prices of the food. There was mandatory charge on our bill for "health insurance and bread service." It is an odd combination, right? Those 2 things simply do not go together. Generally, I hate when restaurants add this sort of service charge to my bill and this one is no different. Just increase your prices to provide employee benefits. But this combination of health insurance for the workers with the bread service was really hard to swallow. For dessert, we got the cookie sampler and the shortbread is among the best I have ever had. This restaurant is a bit of a contradiction to me. Some really good points, some bad points. Will I go back - do I recommend it? Probably not. Solo Italiano just does not stack up well to the other great restaurants in Portland.

    Photos
    Solo Italiano - All that semolina flour -

    All that semolina flour -

    Solo Italiano - Pasta (buccatini?) with one giant shrimp.

    Pasta (buccatini?) with one giant shrimp.

    Solo Italiano - Espresso martini

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    Espresso martini

    Leeward - Cabbage salad

    Leeward

    4.5(167 reviews)
    0.5 mi•Arts District, Old Port

    Wow. I couldn't even wait to leave the restauraunt to leave a review…read more Food is amazing. Service is amazing. The vibe is also amazing. We got the gnocco fritto, tagliatelle and the halibut. All were amazing. The halibut came on a bed of peas...never in my life have I said "wow, these peas are really good" but I did today.

    My wife, two sons (20 yrs, 18 yrs), and I enjoyed a celebratory dinner at Leeward on the last night…read moreof our July 2026 visit to Portland. With an 8pm reservation for Wednesday, we were seated promptly at 7:50pm. This lovely restaurant has a young, welcoming vibe. It's a mix of high-end dining (Italian) with a somewhat casual atmosphere (blue jeans). If you seek a formal "suit and tie" dining establishment, Leeward is not ideal. Although it is pricey, Leeward has many pluses. First, the service here is outstanding. Second, the wood floors, cork decorated walls, open space, and candles provide a nice ambience. Third, the food is delicious and ideal for sharing appetizers. We ordered several items, including focaccia (the olive oil is wonderful), and the Maine Bluefin Tuna Carpaccio (our favorite!). The Gnocchi Fritto with prosciutto is a must-order appetizer for groups. We then each ordered a pasta dish. I devoured the tagliatelle, which had fava beans. My wife enjoyed the radiatore (with pine nuts). My sons both ordered the rigatoni (but one disliked the heavy Bolognese sauce). Glad we were able to enjoy a celebratory dinner in Portland! Leeward contributes to the strong "foodie" reputation of the city.

    Photos
    Leeward - Lovely interior with candles.

    Lovely interior with candles.

    Leeward - Pistachio raspberry ricotta cake

    Pistachio raspberry ricotta cake

    Leeward - Main dinning room

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    Main dinning room

    Il Leone

    Il Leone

    4.5(31 reviews)
    2.6 mi

    I have to caveat my three star review with the fact that I have had Il Leone multiple times before…read morethis review and the pizza is always tasty. It's unique and it's simple -- but the flavors created are something to keep coming back for. In my most recent visit, we had a pretty bad experience leading up to the pizzas actually being served. We had some friends visiting and decided to go to grab pizza after sending a small group back to the mainland on the 6 o'clock boat. Our order must have been placed maybe 5 or 10 minutes after 6... we weren't served our first pizza until after 8 PM. And our second pizza lagged behind that one by nearly 10 minutes. I can understand how, taken out of context, this can be seen as a petty complaint. However, it really was a discouraging experience because we had multiple (at least half a dozen) other groups order well after us and enjoy their entire dining experience all around us. The group ordering behind us enjoyed their pizzas, bottles of wine and chit chatted for nearly a half hour after their indulgences... and still rode off in their golf cart before our pizzas even made it into the oven. The part that really baffled me was that we took the opportunity to speak with the staff about what was causing the delay -- simply asking if our pizza order had been started or not yet and the explanation was "our team has made several mistakes this evening and we don't have a good estimate on how long it'll take for your pizzas to be ready". We got the same explanation after waiting for 45 minutes and again after nearly an hour and a half. It seemed like a pretty inadequate answer when their wood-fired oven was often not full of cooking pizzas and their entire staff was dancing to the music playing on their speakers. In the end... the pizza was good (same quality as expected). But my experience left something to be seriously desired.

    This was the best lunch on a gorgeous trip out to Peaks! They are literally a couple trailers and…read moresome picnic tables so if you need a bathroom look elsewhere. My friend and I decided to split a pizza and it was a good sharing size. We got the burrata and it was delicious! The cashier told us it would be about 45 and I think it was a bit less than that but expect a bit of a wait on a busy weekend. The crust is super thin and floppy but good texture and taste! The sauce was flavorful and the burrata was perfect.

    Photos
    Il Leone - The cutest spot

    The cutest spot

    Il Leone
    Il Leone

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    Quanto Basta - This is what a Neapolitan pie should look like.

    Quanto Basta

    4.3(36 reviews)
    0.6 mi•East Bayside

    This was our first time to Quanto Basta. They don't take reservations and the place is tiny, so I'd…read morerecommend going on the early side. I had a margherita pizza, which I thought was really good. As others have mentioned this pizza is not "American" style, it's Napolitano, which I think translates literally on Google to "don't drown your pizza in mozzarella, this isn't Domino's stuffed crust." My friend had a salad to start, that had a lot of different flavors to it -- a mix of fruit and greens and fennel and... and... For my taste, it was a little too-too. But it was fresh as everything else we had was. Server was super nice and accommodating - we chose to sit outside, and it started raining. Heads up -- only a few of the outdoor tables fit under the glass awning, and the covering doesn't cover completely. So I'd definitely recommend going when there's a lower chance of rain. One other thing I'll add around ambiance is that the area for dishes/plates is right by the back door, and the sprayers are loud. Made it a bit difficult to hear at times but I imagine it's not an issue (or is less of an issue) if you sit inside. But for the pizza itself? Go.

    How did I not eat here before? Nathan and Emily created some classics but also some unlike any…read moreavailable locally such as the leek and bottarga or limone (yes, limone). Sit at the bar - best seats in the restaurant and a great place to watch pizza maestro Emily rank out pizza after pizza! Everyone's favorite was the Diavola...the pickled peperoncini was a nice change to this standard pizza. I liked the salsiccia & bitter greens, but wish it was also available with red sauce. I'm adding Quanto Basta to my heavy rotation and if you love great pizza, you should as well!

    Photos
    Quanto Basta - This is what a Neapolitan pie should look like.

    This is what a Neapolitan pie should look like.

    Quanto Basta - Rice balls

    Rice balls

    Quanto Basta - Summer special pie & sausage and broccoli

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    Summer special pie & sausage and broccoli

    DiMillo's On the Water - seafood - Updated September 2026

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