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A glass and cans of Trillium beer Every Trillion Ever
A beer from Trillium, one stop on this booze crawl
Trillium Brewing Company/Official Site

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Drink the Day Away in Boston’s Fort Point and Seaport

And sure, fine, grab some snacks too

Welcome back to Food Crawls, a series in which Eater Boston staffers guide you (virtually) on various food (and booze) crawls in the Boston area.

When we go out, we often find ourselves wanting to try more than one restaurant or bar at a time — a drink and a snack here, another drink and perhaps a dessert there — and want to share our favorite multi-stop combinations with you. These crawls are meant to be relatively walkable, and the amount of food and drink is meant to correspond roughly to a couple of average appetites (so bring a friend), although your mileage may vary. Email us if there’s a particular theme, specific dish or drink, or neighborhood you’d like to see covered in a future installment.

The Seaport and Fort Point neighborhoods are transforming rapidly — not always for the good — and much of that transformation revolves around drinking and dining. With oyster bars, breweries, and waterfront views to spare, it’s a great area for those looking to play hooky on a summer Friday and get the weekend started early.

Here’s a six-point crawl — one of nearly infinite possibilities — for an all-day drinking bonanza (with a bit of snacking, too) winding through the Seaport and Fort Point.

A Juicy IPA at Trillium Brewing Company

50 Thomson Pl., Seaport District, Boston

A full glass of a Trillium IPA next to its can
Trillium brewed this particular beer in collaboration with One Mighty Mill in Lynn
Trillium/Official Website

Beer drinkers are obsessed with Trillium Brewing Company, a brewery known for its IPAs, American pale ales, wild ales, and saisons. Head to the new Seaport location and sip on something juicy. There’s a full food menu — the charcuterie and cheese options, in particular, make for suitable beer-drinking food — for those drinkers who don’t want to get too sauced too early in the day.

A Beer and Some Oysters at Row 34

383 Congress St., Fort Point, Boston

a row 34 oyster
A perfect oyster from Row 34
Row 34/Official Website

For a restaurant that’s definitely more of an oyster joint than a beer bar, Row 34 has a draft list — which is comprised of a mix of local breweries and not-so-local breweries — that always impresses. Order a dozen or more oysters, and knock back something crisp and local (like the Helles from Mystic Brewery in Chelsea).

A Cocktail at Lucky’s Lounge

355 Congress St., Fort Point, Boston

lucky’s lounge fort point
One of two bars at Lucky’s Lounge
Lucky’s Lounge/Official Website

Lucky’s Lounge is the coolest bar in the Fort Point/Seaport area; a booze crawl through that part of the city isn’t worth its weight in alcohol without a stop here for a cocktail.

Another Cocktail at Drink

348 Congress St., Fort Point, Boston

drink boston
Drink is very pretty inside
Brian Samuels

There are no menus at Drink, Barbara Lynch’s tragically hip Fort Point cocktail bar. Tell a bartender what you normally like to drink, or what you’re curious about trying, and they’ll whip up something tasty.

A Light Beer and Some Chowder on the Deck at Legal Harborside

270 Northern Ave., Seaport District, Boston

A sunset view from Legal Harborside
That view
Chip Nestor

It’s time to slow down, drink something light, have a bite to eat (even though it’s a chain, Legal’s chowder is the truth), and enjoy the delicious view from atop the deck at Legal Harborside.

Dessert and a Cup of Coffee at Chickadee

21 Dry Dock Ave., Seaport District, Boston

A dessert from Chickadee’s summer 2019 dessert menu, including blackberries, caramel popcorn, and sumac
The popcorn crémeux dessert from Chickadee’s summer 2019 dessert menu
Rachel Leah Blumenthal/Eater

If you’re still thirsty, and you have a way to get safely home, by all means, have another drink (Chickadee has a great cocktail list, a great beer list, and a great wine list.) If you’re exhausted from all the boozing and have the munchies, order something from Chickadee’s excellent dessert menu. And have some coffee for good measure.

Lucky's Lounge

355 Congress Street, , MA 02210 (617) 357-5825 Visit Website

Legal Harborside

270 Northern Avenue, , MA 02210 (617) 477-2900 Visit Website


21 Drydock Avenue, , MA 02210 (617) 531-5591 Visit Website


348 Congress Street, , MA 02210 (617) 695-1806 Visit Website

Trillium Brewing Company

50 Thomson Place, , MA 02210 (857) 449-0083 Visit Website

Row 34

383 Congress Street, , MA 02210 (617) 553-5900 Visit Website