Published On: August 20, 2023

Written By: Karen O'Malley

Meeting other single people in Boston, or in any city, is an exciting challenge that lends itself to exploring new venues and activities that might bring you a step closer to meeting the one. A bar offers a stimulating blend of energetic ambiance and social dynamics, making it a playground for exploring romantic prospects. Within its lively atmosphere, strangers are brought together by a shared desire for connection, sparking conversations that flow as freely as the drinks. Inhibitions melt away, allowing individuals to present their authentic selves. For those about to embark on the journey of love, a bar becomes more than just a venue; it becomes a frontier where your next romantic connection lies waiting to be discovered.

From the historic pubs that have weathered centuries to the contemporary cocktail lounges pushing the boundaries of mixology, Boston’s bar scene presents an eclectic array of options for every palate and preference. Whether you’re seeking a neighborhood haunt to unwind in after a long day, a lively sports bar where you can cheer on your favorite team or a sophisticated lounge to savor artistically crafted concoctions, Boston’s bars always deliver. While some bars host singles’ nights or speed dating events, you still have a great shot at making a connection at any of Boston’s many bars on any night.

Here are a few you can start at:

Grab a drink in the drunk tank at Liberty Hotel

Alibi is a popular bar located within the Liberty Hotel in Boston, Massachusetts. The Liberty Hotel was built on the site of a former jail, and Alibi is situated in what used to be the jail’s “drunk tank,” giving it a unique and intriguing atmosphere. The bar’s concept plays on the history of the building, and its design incorporates elements of the former jail, including exposed brick walls, wrought iron bars and other jail-related decor. Alibi is known for its energetic and lively ambiance, often attracting a mix of locals and tourists looking for a fun night out. It’s a great place to meet your match!

Go loco at Loco Taqueria & Oyster Bar

Loco Taqueria & Oyster Bar is a vibrant and popular restaurant located in the South Boston neighborhood. Known for its lively atmosphere, creative menu, and diverse drink offerings, Loco offers a unique dining experience that combines the flavors of Mexican cuisine with a modern twist. An evening at Loco might include live music or a DJ spinning tunes, contributing to the vibrant and energetic atmosphere. The restaurant occasionally hosts special events, themed nights, or guest chefs, adding an extra layer of excitement to your social experience. It’s a great place for a delicious meal and a chance encounter.

Dine al fresco at Serafina

Located on busy Newbury Street, Serafina invites you to savor the artistry of Italian cuisine in an elegant and inviting ambiance. With a focus on traditional flavors and innovative twists, our skilled chefs craft each dish using only the finest, locally sourced ingredients, ensuring an unforgettable dining experience. You can opt to dine on the patio to immerse yourself in the energetic bustle of Boston’s most famous shopping street and enjoy some casual conversation with the tables around you as you dine al fresco in the open air.

Go from first hello to first date at Legal Harborside

Welcome to Legal Harborside, Boston’s premier seafood dining destination, where the freshest catch meets unparalleled waterfront views. Situated in the heart of the flashy Seaport District, Legal Harborside offers an unforgettable culinary journey that celebrates the rich maritime heritage of New England. Perched on three floors, each with its own distinct ambiance and menu, Legal Harborside takes you on a gastronomic voyage through the treasures of the sea. The first floor features a vibrant oyster bar and a casual raw bar setting, where you can relish in briny delights sourced from local waters. On the second floor, a refined dining experience awaits, where innovative seafood creations and classic New England dishes take center stage. Legal Harborside is the perfect place to meet someone and to return for your first official date!

Dance the night away at Loretta’s Last Call

As the live music starts to swing, make your next romantic connection at Loretta’s Last Call. Located on prime real estate in Fenway’s busy strip of bars, Loretta’s offers delicious food, lively music and group line dancing to its patrons. Indulge in a plate of southern fare and sip on a tasty cocktail before introducing yourself to the one who catches your eye on the dancefloor. On Sundays and Tuesdays, the restaurant clears away tables for line dancing. Pay Loretta’s a visit to brush up on your moves during a free group dance class, then use those moves to impress on the dance floor. It’s the perfect energetic venue for your next romantic escapade.

Embark on your romantic journey at Boston Sail Loft

Set sail on a romantic journey of connection and shared moments at the enchanting Boston Sail Loft, where the allure of the sea meets the intimacy of a cherished hideaway. Nestled in the historic waterfront district, this hidden gem provides the perfect backdrop for kindling a deep and lasting romantic bond. Clink glasses and enjoy New England seafood in the cozy maritime dining room, leaning close to each other to talk and laugh in the comfortable booths. After your meal, step out onto the deck where the cool breeze carries a hint of salt and adventure. Boston Sail Loft is an excellent place from which to embark on your romantic journey.

Turn up the drama at Lolita

With two locations to choose from, you can visit Lolita in Back Bay or at Fort Point in the Seaport. At Lolita, the evening is all about aesthetics. From the gothic stained glass to the theatrical presentation of food and drinks, everything at Lolita is eye-catching. The two locations draw twice the crowd, which means your chances of making a meaningful romantic connection at Lolita are twice as high. Lolita is a haven for the adventurous spirit, the curious heart, and the seekers of uncharted pleasures. It’s a place where conversations flow, laughter echoes and every moment is an invitation to embrace the unexpected.

Get lucky at Lucky’s Lounge

Cross the threshold into Lucky’s Lounge and get transported back in time to an era of swanky speakeasies and timeless elegance. The dimly lit space in the South End exudes a warm, retro charm, inviting you to settle into plush booths or sidle up to the gleaming bar. The sound of live jazz, blues, or soul music fills the air, its smooth melodies weaving a backdrop of mellow enchantment that draws you in. Engage in lively conversations over plates of delicious fare and discover all the surprising things you have in common with the people you meet. The camaraderie that flourishes in Lucky’s Lounge is a testament to its reputation as a neighborhood gathering place, where strangers become friends – and sometimes more!

Sample some tapas at Barcelona Wine Bar

Embark on a journey of culinary discovery and refined indulgence at Barcelona Wine Bar in the elegant Back Bay neighborhood of Boston. The inviting is space adorned with rustic yet modern decor, where exposed brick walls and soft lighting create an intimate and welcoming ambiance. The aroma of Spanish-inspired cuisine wafts through the air, inviting you to explore a menu that celebrates the rich flavors and traditions of the Mediterranean. The tapas-style dining at Barcelona Wine Bar encourages shared experiences, making it the perfect setting for fostering connections. Delight in a parade of small plates that arrive, each offering a tantalizing symphony of flavors and textures. From artisanal cheeses and charcuterie to succulent seafood and savory bites, you’ll have plenty to talk about as you get to know each other.

Share a sophisticated evening at Yvonne’s

Yvonne’s might not look like much from the street, but once you pass through the secret entrance you’ll be transported to a world of sophistication and glamor. Grab a drink at the bar under the light of crystal chandeliers and sample delicious bites of creative menu items. The food at Yvonne’s is crafted with modern twists on classic fare, and is sure to be a great conversation starter with whoever you meet. If you’re ready to sit down and enjoy a more private conversation, you can move your evening to the Library Lounge, a secluded enclave that offers an even more intimate space for your conversation to flourish. Once your evening at Yvonne’s ends, you’re deposited directly in the heart of Downtown Boston, free to see where the night takes you next.

Take a shortcut to Havana at Mariel

A night at Mariel in Boston is your ticket to a world of vibrant flavors, Latin rhythms and new romantic prospects. Tropical warmth meets urban energy in the Cuban-inspired eatery in Boston’s Post Office Square. The colorful lighting casts an energetic and captivating glow over Mariel’s beautifully decorated interior, creating an on-theme atmosphere that feels both exciting and inviting. Come to Mariel hungry, because you’re going to want to try more than one thing. Each plate on the Latin American inspired menu is a fusion of bold flavors that you’ll enjoy from first taste to last bite. And if you feel like extending the night, a Havana themed nightclub awaits just below your feet with a dancefloor directly under the dining room to further sweep your new connection off their feet.

Finding Love in Boston

Boston is a city with a rich social drinking culture and endless bars and lounges to explore. Ready to Partner matchmakers are here to help you find the perfect partner to share many future date nights with at all the best local spots!

Our team of matchmaking professionals will customize a dating package that will best fit your needs and discuss all the options with you during the discovery conversation. Matchmaking is a partnership, and we’re here to coach and support you throughout the entire process, so someone will be supporting you every step of the way. Our services also extend to other areas of expertise. If you happen to be new to Boston and are looking for a personal trainer or are simply eager to have some attractive photos taken for your matchmaking profile, we are happy to help you reach all of your goals. We have an experienced team ready to help you put your best self forward! Take the leap and join our network of singles looking for love today.