• Skip to primary navigation
  • Skip to main content
  • Skip to primary sidebar
  • About Boston Southie
  • Boston After Dark
  • Contact

Boston Southie

Boston Southie logo

Things To Do In The City

  • Best Of
  • Eat & Drink
  • Outdoors
  • Family
  • About Boston Southie
  • Boston After Dark
  • Contact

Things To Do In The City

Link to company Facebook page

Link to company Instagram page

Link to company X page

Eat & Drink

August 27, 2025 by Boston Southie

For Boston’s cocktail lovers, the espresso martini is more than just a pick-me-up; it’s become a citywide staple. From traditional blends to creative riffs, these nine downtown and nearby neighborhood spots are pouring some of the very best the city has to offer.


At-a-Glance

Neighborhoods: Back Bay, Downtown, North End, Seaport
MBTA: Red, Orange, Green lines within walking distance
Price tiers: $$–$$$
Reservations: Some require; bar seats often first-come
Dietary: Mostly dairy-based; vegan at select cafés
Hours: Most until midnight; some late-night
Updated: August 25, 2025

Espresso Martinis from a Boston Bar

North End

Bricco

Bricco has become synonymous with espresso martinis in Boston—over a million served. The blend of Absolut Vanilla, Baileys, Kahlúa, Frangelico, Disaronno, and house espresso is decadent yet balanced, never cloying. The sugar-and-cocoa rim makes every sip a little more indulgent. It’s the quintessential North End martini experience.

  • Price: $$
  • When: Evenings, especially weekends
  • Reservations/Wait: Expect lines after 8 p.m.
  • Dietary: Contains dairy
  • MBTA/Parking: Orange Line Haymarket; limited street parking
  • Accessibility: Narrow entry, tight tables
  • Link: briccoboston.com
  • Last checked: Aug 25, 2025

Farmacia

This nine-seat cocktail bar crafts each drink as part of a larger story. Guests are guided through a chaptered menu, with the espresso martini affogato as the grand finale. Served via Belgian coffee siphon, it’s a theatrical experience as much as a cocktail. Farmacia is intimate, exclusive, and unforgettable.

  • Price: $$$
  • When: Reservations only, timed seatings
  • Reservations/Wait: Mandatory ticketing
  • Dietary: Dairy-heavy
  • MBTA/Parking: Haymarket or North Station
  • Accessibility: Limited, small interior
  • Link: farmaciaboston.com
  • Last checked: Aug 25, 2025

Caffé Paradiso

This Italian café delivers a sweeter martini with Absolut vodka, Baileys, Kahlúa, and espresso. Their pistachio gelato-topped version is playful, adding dessert flair to the cocktail. A relaxed spot for both afternoon indulgence and late-night sipping, Paradiso feels like a true neighborhood staple. Its gelato pairing makes it stand out.

  • Price: $$
  • When: Afternoons and late night
  • Reservations/Wait: Walk-in friendly
  • Dietary: Dairy, nut toppings
  • MBTA/Parking: Haymarket
  • Accessibility: Moderate; café tables
  • Link: caffeparadisoboston.com
  • Last checked: Aug 25, 2025

Downtown Crossing

Yvonne’s

Yvonne’s sets the stage with its supper-club vibe and dramatic lighting. Their espresso martini leans traditional: vodka, espresso, Kahlúa, and a touch of vanilla syrup. Strong coffee flavor anchors the drink without excessive sweetness. It’s refined and timeless, much like the room it’s served in.

  • Price: $$$
  • When: Dinner through late night
  • Reservations/Wait: Book in advance
  • Dietary: Standard recipe
  • MBTA/Parking: Orange Line Downtown Crossing
  • Accessibility: Step-free main entry
  • Link: yvonnesboston.com
  • Last checked: Aug 25, 2025
Bladed Bar sign outside a Boston Bar

The Wig Shop

This cocktail bar hides its boldest secret in the “Rise & Grind.” Rum, cold brew, Borghetti, cinnamon-demerara, and whipped cream are finished with a chocolate-covered pretzel. It’s playful, powerful, and so caffeinated they only allow one per guest. Theatrical and fun, it’s a drink people talk about.

  • Price: $$
  • When: Evenings only
  • Reservations/Wait: Walk-in, often busy
  • Dietary: Contains dairy
  • MBTA/Parking: Downtown Crossing
  • Accessibility: Small bar space
  • Link: wigshopboston.com
  • Last checked: Aug 25, 2025

Tradesman Coffee Shop & Lounge

This café-bar hybrid offers espresso martinis that feel both indulgent and familiar. Vanilla vodka, espresso, Baileys, and Kahlúa are blended into a creamy, balanced cocktail. It’s approachable, reliable, and equally at home for an afternoon sip or evening nightcap. Tradesman makes the martini feel like comfort.

  • Price: $$
  • When: Morning through evening
  • Reservations/Wait: Casual, no reservations
  • Dietary: Contains dairy
  • MBTA/Parking: Downtown Crossing
  • Accessibility: Ground-level café
  • Link: tradesmanboston.com
  • Last checked: Aug 25, 2025

Jaho Coffee Roaster & Wine Bar

Jaho straddles the line between coffee shop and cocktail bar. Their espresso martini is classic, simple, and available to-go, making it uniquely versatile. Guests can customize creaminess with a splash of Baileys. It’s relaxed, convenient, and ideal for an unpretentious martini fix downtown.

  • Price: $–$$
  • When: Open all day
  • Reservations/Wait: Walk-in
  • Dietary: Vegan options possible
  • MBTA/Parking: Orange Line Chinatown
  • Accessibility: Café style, accessible entries
  • Link: jahocoffee.com
  • Last checked: Aug 25, 2025

Back Bay

Café Sauvage

This chic café puts a French twist on Boston coffee cocktails. The “Sauvage Espresso’tini” mixes spiced rum, espresso liqueur, Irish cream, and cold brew for layered complexity. Or try “The Dude,” rimmed with Nutella for extra indulgence. Café Sauvage offers espresso martinis with playful European flair.

  • Price: $$
  • When: Evenings best
  • Reservations/Wait: Recommended on weekends
  • Dietary: Nutella rim, dairy
  • MBTA/Parking: Green Line Hynes Convention Center
  • Accessibility: Small step at entry
  • Link: cafesauvage.com
  • Last checked: Aug 25, 2025

Sonsie

A Newbury Street classic, Sonsie’s espresso martini blends vanilla vodka, Baileys, Kahlúa, and espresso. It’s smooth, balanced, and perfect for people-watching on the patio. Sonsie’s reputation for consistency makes it a reliable stop. Lively atmosphere and polished cocktails make this a Back Bay must.

People toasting with Espresso Martinis at a Boston Bar
  • Price: $$
  • When: Lunch through late night
  • Reservations/Wait: Patio tables in demand
  • Dietary: Dairy
  • MBTA/Parking: Green Line Hynes Convention Center
  • Accessibility: Street-level entry
  • Link: sonsieboston.com

Last checked: Aug 25, 2025

Filed Under: Best Of, Drink, Eat & Drink

August 27, 2025 by Boston Southie

Boston’s patios aren’t just for people, more restaurants and breweries now welcome your pup with water bowls, shade, and a lively crowd. Here are the top dog-friendly patios across neighborhoods to enjoy right now.


At a Glance

  • Neighborhoods covered: Seaport, South End, Fenway, Back Bay, Cambridge, Jamaica Plain
  • MBTA notes: All picks within 15-min walk of Red, Orange, or Green Line stops
  • Time/budget filters: $$–$$$ mix; patios open spring–fall
  • Updated: August 2025
Beers from a boston bar

Seaport

1. Cisco Brewers — Seaport
Why: This Nantucket transplant feels like a dog park with beer. Visitors love the open lot, live music, and water bowls for pups.
Do: Grab a craft beer and unwind while your dog meets new friends.
Price: $$ (~$8–10 per pour).
When: Afternoons before dinner rush.
MBTA: Silver Line Courthouse.
Accessibility: Flat paved lot; portable restrooms.
Ciscobrewers.com

2. Harpoon Beer Hall & Outdoor Patio — Seaport
Why: Classic Boston brewery with a relaxed, dog-welcoming beer garden. Locals love the pretzels and communal seating.
Do: Order a pretzel and seasonal beer.
Price: $$ (~$25–35 pp with drinks).
When: Evenings.
MBTA: Silver Line World Trade.
Accessibility: Step-free entry; indoor restrooms.
Harpoonbrewery.com


South End

Boston Dog at a Boston Bar

3. The Beehive — South End
Why: Known for live jazz and outdoor dining, the patio is also dog-friendly. Guests love the vibe that mixes music, food, and pups.
Do: Share small plates and cocktails outdoors.
Price: $$$ (~$40–50 pp).
When: Late evenings for live music.
MBTA: Silver Line Broadway.
Accessibility: Street-level patio; indoor restrooms.
Beehiveboston.com

4. Coppa — South End
Why: A tucked-away Italian spot where dogs are welcome on the patio. Locals rave about pasta and charcuterie.
Do: Order the carbonara or charcuterie board.
Price: $$$ (~$45–60 pp).
When: Early evenings.
MBTA: Silver Line East Berkeley.
Accessibility: Sidewalk seating, step-free.
Coppaboston.com


Fenway & Back Bay

5. Time Out Market Patio — Fenway
Why: Food hall variety plus an outdoor section where dogs are welcome. Visitors enjoy being able to grab bites from multiple vendors.
Do: Try Union Square Donuts + FoMu vegan ice cream.
Price: $$ (~$20–30 pp).
When: Weekends.
MBTA: Green Line Fenway.
Accessibility: Step-free plaza.
https://www.timeoutmarket.com/boston

6. Stephanie’s on Newbury — Back Bay
Why: A Back Bay brunch icon with a dog-friendly sidewalk patio. Guests say it’s prime for people-watching and pup socializing.
Do: Classic brunch plates + cocktails.
Price: $$$ (~$35–45 pp).
When: Late mornings.
MBTA: Green Line Copley.
Accessibility: Wide sidewalk patio; accessible restrooms indoors.
https://www.stephaniesonnewbury.com


Cambridge & JP

Boston Dog in a Hawaiian Shirt

7. Lamplighter Brewing Co. — Cambridge
Why: Trendy brewery where dogs are welcome on the outdoor patio. Locals love the rotating IPAs and casual vibe.
Do: Grab a flight and sit outside with your pup.
Price: $$ (~$20–30 pp).
When: Afternoons.
MBTA: Red Line Central Square.
Accessibility: Step-free patio.
https://www.lamplighterbrewing.com


8. Turtle Swamp Brewing — Jamaica Plain
Why: JP’s neighborhood brewery with a spacious dog-friendly beer garden. Residents call it one of the most relaxed patios in the city.
Do: Sip a hazy IPA while your dog lounges in the shade.
Price: $$ (~$15–25 pp).
When: Early evenings.
MBTA: Orange Line Stony Brook.
Accessibility: Outdoor restrooms; paved beer garden.
https://www.turtleswampbrewing.com

Filed Under: Best Of, Eat & Drink

  • « Go to Previous Page
  • Page 1
  • Page 2

Primary Sidebar

Get Involved With Boston Southie

Discover South Boston

  • Best Of
  • Eat & Drink
  • Outdoors
  • Family Activities
  • Boston After Dark

Stay In The Know

  • About
  • Contact
  • Sitemap

Follow & Give Us A Like

Link to company Facebook page

Link to company Instagram page

Link to company X page

Subscribe To Our Newsletter

Get updates on the best things to do in South Boston, MA every week!

This field is for validation purposes and should be left unchanged.
Name*

© 2026 Pure Oasis. All Rights Reserved.|Powered By 321 Web Marketing|Website Privacy Policy & Terms Of Use