Highroller may have started out as a simple hot-dog cart, but it has since grown into an institution in the heart of Portland. In its Best of 2024 Awards, Portland Old Port named Highroller Lobster Co. the best lobster roll in the city, making it a must-try spot on my list.

Located on Exchange Street, the building's exterior beckoned me with its can't-miss-it red branding and playful sidewalk sign.

In addition to indoor and outdoor dining, guests can also order takeout or grab some merch at the restaurant's adjoining gift shop.

The restaurant had an ordering stand where you could place orders with an employee, as well as QR codes on every table that allowed you to place orders online and have them delivered to your table.

The design style of the dining room reminded me of a '50s diner, with a modern twist thanks to the black wood floors and glittering disco ball overhead. It was a warm day, so I decided to sit out on the back patio to eat my lunch.

The Highroller Lobster Co. was unique in that practically every element of the lobster roll was customizable, from the amount of lobster meat to different flavors of mayonnaise and other sauces, such as mango habanero mayo, garlic mayo, and lobster ghee.

However, for the sake of this ranking, I decided to keep it classic.

I ordered the 4-ounce lobster roll with regular mayonnaise. The lobster roll cost $30, excluding tax and tip.

While I do like mayonnaise, and don't really have a preference when it comes to Maine-style versus Connecticut-style lobster rolls, I thought there was just a touch too much mayonnaise on this roll.

It also veered on the thick-and-gloopy side, rather than simply dressing the lobster meat.

I thought the mayonnaise covered up a lot of the flavor of the lobster meat itself, which was a shame considering the meat was juicy and thick. However, the toasted bun had a delightful crispiness to it and held the roll together perfectly.

Overall, it was a solid lobster roll, just not quite my favorite.

Portland Lobster Company has been nominated multiple times by Portland Old Port for the best lobster roll category. It has won multiple "Best in Portland" awards in the past, including best lobster roll and best place to take out-of-towners.

Centrally located to many of Portland's biggest attractions, from dockside dining to boat tours, the restaurant was right on the water.

I could imagine this was a very popular spot for tourists to grab lunch since it was right on the pier on one of the busiest streets in the city.

A live band was playing on the outdoor deck. By far, this spot had the most classic New England atmosphere, from the casual seating to the ordering counter and tables overlooking the Portland pier.

The menu said the lobster roll was made with meat from a one-pound lobster brushed with sweet butter. The lobster meat came on a classic roll with lettuce, lemon wedges, and fries on the side.

It was labeled on the menu as market price, but I got it for $29.99, excluding tax.

No other ingredients, like the mayonnaise in the last roll, were competing with the lobster to be the star of the show. I liked the warm butter, which coated the bun and enhanced its flavor.

However, while the lobster meat did have a nice flavor, I thought the texture was just a touch on the rubbery side.

This lobster roll was a good, classic sandwich I could see myself getting again the next time I'm in Portland. It hit many of the marks, especially when it came to price and the restaurant's ambiance.

However, there wasn't anything especially unique about this lobster roll. While Highroller wasn't my favorite either, I at least appreciated that they were taking some risks with their flavor offerings. At Portland Lobster Company, there was only one way to order this roll — and it wasn't even served in the classic Maine style with mayonnaise.

To me, the best part of choosing this spot was the location. From the convenience of being located right downtown to the waterside seating and seagulls cawing overhead, I couldn't imagine a better spot to grab a lobster roll.

Named by Food & Wine as offering the best sandwich in Maine, Bite Into Maine has multiple locations in the area, including a food truck near Portland Head Light, the oldest lighthouse in Maine, in Cape Elizabeth.

We stopped by the location in Munjoy Hill, the restaurant's only brick-and-mortar location.

The restaurant looked like a shipping container and was located next to other businesses. The overall vibe of this part of town felt industrial, rather than the historic, classic New England feel I got downtown.

I ordered at the counter and waited at a nearby table for my name to be called. The restaurant was bright and clean.

However, I missed some of that classic seaside feel I got at Portland Lobster Company and the other locations. I could have been anywhere in the country, from Ohio to Maine, inside this restaurant.

I ordered the 6-ounce Maine lobster roll for $31.95, plus tax.

Even though the Maine-style roll is served with mayonnaise, all the buns at Bite Into Maine are butter-grilled, which I thought gave me the best of both worlds.

It came topped with green onion, which made the lobster roll beautiful to look at. The lobster meat was perfectly dressed with mayonnaise — it was light and fresh and enhanced the flavor rather than detracting from it.

I thought the extra-large size was definitely enough to feed two people.

I had no complaints about the lobster roll and thought the price was worth the amount of meat it contained.

However, I couldn't get over the fast-food feel of the restaurant, even though I know this was just my personal preference. When I'm in Maine, eating a classic lobster roll, I want to really feel that vibe.

The next time I come back to Maine, I'll stop by one of the chain's food trucks, especially the one near Portland Head Light. I think that would dramatically improve my experience, and could even take this lobster roll all the way to the top of my ranking.

Cousins Maine Lobster is one of the most recognizable lobster brands in the country, with more than 50 locations across 28 states. The only Maine location is a food truck located in Fort Williams State Park, a popular site for Portland visitors and the location of the oldest lighthouse in Maine.

The Maine location is temporarily closed as of the time of this story's publication, but you can still grab a roll at Cousins Maine locations across the country.

In addition to lobster rolls, the food truck offers other menu items, such as lobster tacos and lobster tater tots, which appeared to be popular options for families wanting to split something.

Situated right at the base of the lighthouse, the food truck was in proximity to walking trails and spots to look out over Portland Harbor and Maine's rugged coastline. It didn't get any more New England than this.

The lobster roll came with a lemon wedge and was served chilled on a roll with a "touch of mayo," the menu on the side of the food truck stated. It cost $23.99, excluding tax.

To me, this lobster roll exemplified the best of what makes a classic lobster roll good, as well as an excellent location and price.

The large pieces of lobster meat practically melted in my mouth, and I thought the light smearing of mayonnaise inside the roll brought it all together.

From the prime seaside location to the price and the classic nature of this lobster roll, it truly did hit all of the marks.

My only complaint, however, was with the roll. I think I preferred the butteriness of some of the other rolls, and while this one was adequate, it wasn't my favorite.

The Portland Pier location is Luke's Lobster's flagship location, though the chain actually started in New York City with a tiny lobster shack.

There are now restaurants all across the northeast, but the Portland restaurant is well known for its dockside location with panoramic views of the harbor.

It's also gained quite a reputation around town. In 2023, local residents voted it the best lobster roll in Portland.

When I told locals I would be trying different lobster rolls and determining the best one, nearly all of them had the same question: "Have you been to Luke's yet?"

This certainly set the stage for what I hoped would be a memorable lobster roll.

There was lots of seating inside and outside the restaurant when I went on a weekend, so I think it's pretty easy to get a table — something that's valuable when it comes to peak tourism season in Portland.

Inside the restaurant was clean, modern, and bright, but warm wooden accents and views of the water prevented the space from feeling clinical.

It came with chips and a pickle on the side and was available in two different sizes.

Like the other places I tried, I ordered the largest size available, which was the 6-ounce roll. It cost $39, excluding tax, making it the most expensive roll I tried, but I thought it was worth it. Succulent lobster meat was practically spilling out of the bun.

Luke's signature seasoning is made with celery seed powder, sea salt, and garlic powder.

The seasoning on top of the roll really amplified the salty, briny flavor, giving this lobster roll a unique taste.

The meat was succulent and plentiful, and though there was a light mayonnaise dressing holding the meat together, the lobster really spoke for itself. The bun was crispy, and I thought the chips also had a delightful crispy texture that complemented the roll.

From the location to the price to the roll itself, Luke's Lobster really impressed me. It was classic with a unique twist, and the harbor views made me feel like a Mainer.