in summer

June 2024 ■
Words by Georgie Ashworth

From outdoor bars in Boston to Fenway outdoor dining - discover our favorite things to do in Boston in Summer.

Boston comes alive in the summer, this is the best time to be in the city. With warm weather and long days, there’s so many things to see and do in the city. Whether you’re looking for outdoor bars in Boston, the best rooftop bars in Boston, or Fenway outdoor dining, we have some top tips to make the most of your summer in Boston.  

Explore Outdoor Bars in Boston

The outdoor bars in Boston are second to none. The city has some amazing rooftop bars and some proper sun traps to sip your ice cold beer thorough out the Summer. The city boasts a variety of options where you can enjoy refreshing drinks under the sun or stars – or both!

  1. 01

    The City Tap House

    One not to be missed! Fun for every occasion from after work drinks to long Saturday afternoons with the girls or the guys. Visit the City Tap House at Fort Point. There are loads of comfortable outdoor seating right on the river. The bar serves a range of cocktails, beers, and snacks, making it a perfect spot to while away the hours.

  2. 02

    The Anchor

    Head to Charlestown Navy Yard, to visit The Anchor. The pub is split over two-levels and is an open-air venue with beautiful waterfront views - some of the best in the City. Get stuck into a wide selection of craft beers, wines, and cocktails. This is an ideal place to unwind and take in the Boston skyline.

  3. 03

    Lolita Fort Point

    Located down at Fort Point, grab one of Lolita’s famous margaritas and bag yourself a spot on the extensive deck overlooking the river. Bask in the sunshine and enjoy the cool breezes while sipping your refreshing summer drinks.

  4. 04

    The Bowery Bar

    Take on the New England summer heat at this fun outdoor bar in Lower Mills. This buzzing spot has an extensive list of rotating cocktails and a long list of whiskeys, everyone will find something to their taste at Bowery Bar Boston. Plus the kitchen chucks out some delicious hearty grub to keep you going! Plus, visit on a Sunday for some Sunday sessions in the sun to get your groove on.

The best rooftop bars in Boston

For those looking to for some rooftop bars to soak up the sunset during summer you are spoilt for choice in Boston. The cities rooftop bars offer stunning views of the cityscape along with delicious drinks and bites

  1. 01

    The Rooftop at the Envoy

    One of the fancy options if you are looking for a rooftop bar in Boston, visit the Rooftop at the Envoy (within the Envoy Hotel in the Seaport District), enjoy the amazing views of the Boston Harbor and skyline. It’s a trendy spot perfect for enjoying craft cocktails and small plates while watching the sunset. You can also hire out a space for your private events and parties.

  2. 02

    Rooftop @ Revere

    Another hotel rooftop bar, nestled atop the Revere Hotel, this rooftop bar features a rooftop pool and lounge area. Perfect for taking a dip and chilling out for the day. It’s a chic spot to enjoy cocktails and light fare while soaking up panoramic views of the Back Bay theatre district. Make sure to book your cabana ahead of time to not miss out.

  3. 03

    Sky Lounge

    Atop the YOTEL Boston, Sky Lounge provides a relaxed atmosphere with 360-degree views of the city in a nice landscaped garden. With a creative cocktail menu and comfortable seating, it’s a fantastic place to spend a summer evening

  4. 04


    Located on the 51st floor you’ll find Stratus, the highest outdoor bar in Boston! Enjoy wine, beer and cocktails with a 360 view over three floors of extensive panoramic views over Boston. This is a drink out you won’t forget – don’t look down if you don’t like heights though.

  5. 05

    Deck 12

    The cool fun kid on the block must be Deck 12. This year-round rooftop bar has a rational series of dishes and craft cocktails for you and your friends to enjoy while enjoying the Boston skyline down at Seaport.

The best of Fenway’s outdoor dining

Fenway Park isn’t just about baseball, there is so much to see and do! The wider Fenway area has some of the best outdoor dining options in Boston making this a hotspot for foodies that cater to all tastes. Plus everything is right on the doorstep of The Bon.

If you need some more inspo for things to do in Fenway, then take a look at our blog which explores the best bars in Fenway.

  1. 01

    Timeout Market

    Located in the heart of Fenway, Time Out Market (always a hit wherever in the world you are) offers a variety of food from some of the best chefs in the city. With plenty of outdoor seating, you can enjoy everything from sushi to burgers to tacos in a lively setting. The perfect mate date if you have a fussy eater as a friend.

  2. 02

    Bleacher Bar

    For a truly unique and memorable experience, check out Bleacher Bar, located literally underneath the bleachers of Fenway Park. While it’s not entirely outdoors, the large open-air windows offer a great view of the field, making it a must-visit for sports fans. Tuck into delicious burgers, sandwiches and all the best bar snacks and of course plenty of cold beers.

  3. 03


    Hojoko, located in The Verb Hotel, offers a rock n roll outdoor dining experience. Enjoy a feast of Japanese-inspired dishes, including sushi and ramen, alongside creative cocktails. This fun tavern opens at 4pm every Red Sox Home Game and Concert Day.

  4. 04

    Citizen Boston

    For those who love seafood and meat, Citizen Public House & Oyster Bar is a great choice, they really have something for everyone (and lots of whisky to wash it down with). Their patio is perfect for enjoying oysters and craft cocktails on a warm summer night.

  5. 05

    Eventide Boston

    Eventide Fenway offers a casual outdoor dining experience with a focus on fresh seafood. Their lobster rolls and brown butter lobster dishes are NOT to be missed, you’ll thank us!

Outdoor activities in Boston

Boston’s warm summer weather is ideal for enjoying the many outdoor activities that the city has on offer. In addition to bars and dining, there are plenty of outdoor things to do in Boston suitable for all. 

  1. 01

    Boston Common and Public Gardens

    Start with a visit to Boston Common and the Public Garden. Visit the parks to picnic, paddle boating, or simply take a walk and enjoy the lush greenery and flowers. Perfect for a Sunday chill to catch a breath in the busy city.

  2. 02

    Charles river esplinade

    The Charles River Esplanade is well used by joggers, cyclists, and kayakers. With scenic views of the river and the Boston skyline, it’s a wonderful place to spend a sunny afternoon getting your step count up. 

  3. 03


    For those who enjoy walking or biking, the Harborwalk offers miles (43 total miles!) of scenic paths along Boston’s waterfront. Explore a section of the walk and explore different neighborhoods, view some public art installations, and stop at various parks and beaches along the way.

  4. 04

    Boston river cruise

    Explore Boston from the water with a river cruise. Take your pick of tour from a sunset sail, a whale-watching trip, or a historical tour, you’re sure to enjoy the unique perspective and refreshing sea breeze

  5. 05

    Outdoor movies

    During the summer, various parks and public spaces host outdoor movie nights. Pack a picnic and a blanket and enjoy a classic film under the stars. The Prudential Center offers free popular movies. Take a look at their website to view the timetable.

  6. 06

    Freedom trail

    A favorite for a reason!  The Freedom Trail is a 2.5-mile path that takes you through 16 significant historical sites. This is one of the best ways to learn about Boston’s history while enjoying the outdoors.

Things to do in Boston this summer

  1. 01

    Concerts and festivals

    Boston’s summer calendar is packed with concerts and festivals. The Boston Calling Music Festival (held every May) is a must for music lovers with a lively 3 day, 4 stage outdoor festival with some of the biggest and best live music acts. If an arts fair is more your vibe, check out the Boston Arts Festival showcases local artists and performers in a more chilled vibe.

  2. 02

    Food truck festivals

    Boston’s food truck scene is AMAZING, especially in the summer. Check out the SoWa Open Market on Sundays (from May), where you can sample a variety of cuisines from local food trucks while shopping for handmade goods and art.

  3. 03

    Sports events

    You can’t live in Boston and not catch a Red Sox game at Fenway Park or support the New England Revolution at Gillette Stadium. The lively atmosphere at these events is quintessentially Boston.

Boston’s summer season is set up for you to fill up your long sunny days with so many things to do. Enjoy drinks on some of the best rooftop and outdoor bars, have delicious dinners in Fenway’s amazing dining scene, and get outdoors, there’s something for everyone to enjoy. Theres plenty to do to make the most of your summer in Boston. Cheers to a memorable summer!

Want more?

Check-out our other articles running through other great spots in Boston: