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    Sail Inn

    3.9 (24 reviews)
    ModerateAmerican, Hotels
    Closed 4:00 pm - 11:00 PM

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    Bed bug on towel. There were pubes and other mysterious findings all over.
    Meg I.

    Owner is a mess.. doesn't supply hotel rooms with necessities (soaps, cups, toilet paper etc) I came here with my family and they're out fishing all day.. i stayed behind in the motel room. Clear as day look down at the towel and here we are folks...a big ass bed bug. I am literally shaking writing this review. They want $165 before taxes for this POS place. They do not care about the safety and well being of their customers. 3 different people requested toiletries saying "we don't have anything in our rooms" and bartender said "you gotta wait for the owner to get back" I have been looking forward to this trip for quite some time and now all I wanna do is go home I feel itchy and extremely paranoid and now I'm going to lose sleep. I have one more night here and I'm really considering sleeping in the back of the pick up truck. This isn't cool. This place should've been shut down years ago.

    a man standing on the balcony of a boathouse
    Michael G.

    I'm not sure you can call this place a diamond in the rough because it's in a premier spot in Montauk and it's "modest accommodations" compared to the million dollar mansions that surround the area, so let's call it "a rough spot on a diamond". From the look to the tavern to the people to the room it was everything we wanted and needed. The place looks like an island getaway that would go for $300 a night in other locations but because the faucets aren't made of gold and no one is waiting at our door with a hot towel this place is written off by many who come through Montauk. But for my fiancé and I, who only need a place to park the car and our heads after a long beach day and drinking night, it was perfect. I began calling places from East Hampton Main Beach around 4pm to find a place to crash for the night and each place either was full or over $400 a night. We had actually passed the Sail Inn when I found out there was vacant for less than $150 and we promptly pulled the e-brake and did a Vin Diesel U-turn and checked in. The woman on the phone turned out to be the bartender who set us up with some good drinks and we talked to the 3 people at the bar who turned out to be a cool crew. A gentlemen that dropped out of ZZ Top, the owner of the joint and a fellow construction professional. We had a bunch of laughs and we promised we'd be back once we got paid again. The bartender gave us our room key and reminded us to tip the chamber maid and gave us a wink (we left you $5 btw) and we walked up to our room. First of all the view was great being surrounded by the water 1/4 mile away in all directions. The room was big, clean, the AC worked and the bed was comfortable. We couldn't care less about rooms usually because we literally just drop our bags and go out until we can't see and then pass out in the vicinity of the bed but this place was actually really nice. We want to thank everyone at the Sail Inn for their warmth and hospitality. After a brief conversation we were treated regulars and we intend to make good on that distinction.

    The view from just outside our room
    Heath R.

    Located just off the Montauk Harbor, the Sail Inn is a bar, restaurant, and small hotel. C. and I stayed here two nights this past weekend. Off season, rates are quite reasonable -- $75 a night or so -- and given that the hotel has all of 10 rooms, you'll get solid attention and care from the proprietors. George, who runs the place, and his girlfriend Joanne, who tends bar, had just reopened after taking some time off for the winter. They'd spent the last few days painting the bar and dining room, but because they'd just opened, the kitchen wasn't in full swing. Usually, they offer a full menu -- attested to the fact that this shows up as a restaurant in its initial listing -- but off season, you might be limited to liquid fare and light appetizers. Our room was on the second floor and faced the water, which you could see across some vacant, marshy land and a row of homes closer to the coast. It was spacious -- came complete with a king-sized bed as well as a smaller day bed for travelling families -- and outside of one of the lamps being out, the room was in great condition. You might need to run the heat high to break the winter chill, but once the heater gets going, you'll need to turn it off; our room became a sauna on the first night! The bathroom is clean and of good size. They stock hotel-sized bars of Cashmere Bouquet soap, which was neat to see, but they don't offer guests shampoo, apparently. Full cable television and wifi in the room. We got a good signal with C.'s laptop this morning before leaving. Our only wish is that we'd spent more time with George and Joanne. They're friendly, helpful hoteliers. And if the restaurant's serving next time we're in the area, we'll be sure to stop by for a bite! A great hotel just off the beaten path in Montauk -- but near everything you could possibly want to do, in season or out.

    Grand Folk Railroad "live music"

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    1 year ago

    Everything is incredibly delicious. Get the meatballs. Seriously every one loved their entrees.

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    2 years ago

    The new owners of the Sail Inn turned it into a hidden gem. The food is awesome and so is the atmosphere. It's a must try!

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    3 years ago

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    8 years ago

    Best deal in town. Saturday night prime rib, salad, potatoe and corn on the cob for $21.95! I love this place!

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    10 years ago

    Best burgers in Montauk. True locals bar. Great Prime Rib every Saturday. Don't change a thing.

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    15 years ago

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    Review Highlights - Sail Inn

    Our room was on the second floor and faced the water, which you could see across some vacant, marshy land and a row of homes closer to the coast.

    Mentioned in 2 reviews

    Read more highlights

    Hooked - Mac and cheese (front); oysters (middle); seared tuna (back).

    Hooked

    4.3(272 reviews)
    2.6 mi
    $$

    We stopped here on a rainy April day after a hike through Camp Hero. A lot of places weren't open…read moreyet and Hooked got good reviews. Know that there is picnic table seating outdoors on nice days or a pretty big parking lot to enjoy your meal. I'm sure it gets packed during peak summer hours. The portions are huge! For 3 people we ordered lobster bisque, tuna bites, lobster Mac and cheese, a tuna poke bowl, sweet potato fries, and regular fries. Everything is made fresh to order and it was delicious! Literally the best lobster bisque I ever had. And the tuna bites were so unique - fresh tuna, breaded and deep fried. We aren't local but we will be back every time we are on the east end. The owner was also really nice and we wound up talking about camping in the area and things to do during the summer. Super friendly and welcoming!

    Pretty good spot for some local seafood in Montauk! We went during off-season and experienced a bit…read moreof wait, but it wasn't too long! I can only imagine how busy this place gets during the summer. We ordered a lobster roll, fish and chips, and oysters and enjoyed our food on a picnic table outside of the small restaurant. The inside is mostly for ordering and if you wanted to dine there, there were a decent amount of blue picnic tables outside. Food was pretty good, but not the best for the price. Oysters were a bit sandy and the batter of the fish and chips were a bit too thick for my liking, but we were still really appreciative to have a restaurant option with seafood!

    Photos
    Hooked
    Hooked - Beet salad

    Beet salad

    Hooked - Montauk Half Ice Tea Half Lemonade

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    Montauk Half Ice Tea Half Lemonade

    Inlet Seafood Restaurant - Tiramisu

    Inlet Seafood Restaurant

    3.6(536 reviews)
    0.5 mi
    $$$

    Without a doubt our favorite restaurant in Montauk. Always great service and food…read more Amazing place to eat with incredible sunsets!. Our fav's the calamari sushi roll, cauliflower side and the traditional lobster roll! In the summer the wait may be long but if plan it correctly, you can enjoy the musical entertainment first and then dinner! A two for 1 deal!

    5 + location and view…read more 4 minus overall No reservations, so depending on time of year you may have to wait for a table. We have been here a number of times and usually enjoy our meal and experience. They have Good sushi selections and usually have nice fresh seafood selections. We had Tile fish prepared with escarole, white beans, and crispy leaks. Quite good! We also had wild Alaskan salmon that was somewhat disappointing. Id skip that! Was kind of dry and a bit fishy. Not terrible, but not really exceptionally enjoyable either. Service was good! They definitely work hard! They were washing down the table next to us as we sat down which is fine. Unfortunately, they were using some kind of solution that smelled like dirty or rotten damp rags. Unfortunately the smell took a while to dissipate and impacted our party's experience. It also probably reduced our ordering of pre-meal apps and drinks, not intentionally, but because it wasnt appetizing. We will probably return, because our experience might have been off a bit because they are not in full season yet.

    Photos
    Inlet Seafood Restaurant - The gorgeous view. Just look at that colorful sunset

    The gorgeous view. Just look at that colorful sunset

    Inlet Seafood Restaurant
    Inlet Seafood Restaurant - Local beer

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    Local beer

    Sail Inn - tradamerican - Updated June 2026

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