Celebrate Dad – Father’s Day in South Boston 2026

Father’s Day is just on Sunday, June 21st; it’s the perfect opportunity to celebrate the amazing dads in our lives. Whether you’re looking for a day filled with adventure, relaxation, or delicious food, there’s something for every type of dad. So, get ready to make this Father’s Day one to remember with our top recommendations! Check back as this list may be updated.
The Point
Elevate your dad’s wardrobe with some clothing and accessories from The Point Clothing Lounge. Featuring everything from swimsuits to golf shirts, sunglasses, coolers and more! The Point even has the tradition gift for Father’s Day – ties! Check out their gift guide via Instagram here.
PKL
Enjoy a friendly game of pickleball at PKL in South Boston! PKL is a unique social club that combines pickleball courts with a vibrant bar and restaurant. It offers a fun and active way to spend time with friends and family, with several courts available for both casual play and competitive matches. In addition to pickleball, PKL features a full-service bar and a menu of delicious bites, making it a perfect spot for a dynamic and entertaining day out. Treat dad to a $10 smash burger and an ice cold beer.
Castle Island
Located on the South Boston waterfront, Castle Island is a historic site and recreational area that’s great for family gatherings. It’s home to Fort Independence, a pentagon-shaped fort that dates back to the early 19th century and is open for seasonal tours. Visitors can enjoy scenic views of the Boston Harbor, picnic areas, walking trails, and a sandy beach, making it a popular destination for family outings and leisurely strolls. Treat dad to a hot dog or an ice cream at Sully’s after your walk!
Broadway Golf Club
Broadway Golf Club is now open in the 7,300-square-foot basement space at 423 West Broadway. In addition to practicing golf and playing in tournaments and leagues, you can watch a game and socialize at the 19th Hole while enjoying a cold beer or seltzer, a glass of wine, or a signature cocktail. The Broadway Golf Club features six simulator bays powered by Trackman. Players can use “Shot Analysis” to get instant feedback on club motion and ball flight while playing at some of the world’s most prestigious courses. This new club was founded by Danny Picard, a lifelong Southie resident. Pick up a gift card or take day out for a day!
Friendly Father’s Day Doubles Tournament at PickleBOS
PickleBOS is inviting players of all skill levels to celebrate on the court at its Father’s Day Doubles Tournament on Sunday, June 21, from 9:00AM to 1:00PM in South Boston. The tournament will feature two divisions (3.0-3.5 and 3.5-4.0), seven guaranteed games per team, and prizes including pickleball paddles and medals for winners. While inspired by Father’s Day, the event is open to everyone; participants do not need to be fathers, and mixed teams are welcome. As pickleball continues to be one of the nation’s fastest-growing sports, the tournament offers a fun and active way for families, friends, and community members to spend Father’s Day weekend together. With only 16 player spots available, organizers expect the event to fill quickly. Please sign up individually using the link here (3.0-3.5) and here (3.5-4.0), and email [email protected] with the names of each person on your team.
Castle Island Brewing
Treat day to an afternoon of beer and pizza at Castle Island Brewing! The South Boston taproom is open daily, offering a rotating selection of 20 Castle Island beers, hard seltzers, wine, and plenty of N/A options. If you’re hungry, you’ve gotta try the tasty eats from Bardo’s, the in-house pizza partners-in-crust. In a hurry? If you have a (well-behaved) dog (on a leash) are welcome on the outdoor patio as long as they are up-to-date on all vaccines and required licenses!
Sinatra Sunday at Capo
We’re pretty sure the perfect Sunday for every dad would include Capo’s Sinatra Sunday. Every Sunday, The Supper Club at Capo hosts Rich Dimare and the Ron Poster Trio for the best dinner and a show you can find! Two shows: 4:30pm + 7:15pm.
Beach Picnic with Dad via Fresh + Lincoln
This dad loves a day at the beach! Harry and Lou has fabulous beach towels and cooler bags perfect for the beach! Fresh offers several different types of beach boxes to pick from. Lincoln just announced their summer beach boxes are back! Choose from roast beef wrap, turkey bacon ranch wrap, or blackened chicken Caesar wrap, served with Cape Cod potato chips and your choice of a fountain soda or lemon seltzer. Available all summer long for takeout or delivery!
Social Wines
Red, white or rose, how about some wine for dad. Social Wines can help you select the perfect bottle (or two)! Social Wines also has a large selection of beer and spirits too!
Franklin Park Zoo
Franklin Park Zoo is a great destination for families and nature-loving dads. The zoo features a wide range of animals, including gorillas, lions, and kangaroos, within its 72-acre space. It’s not only a fun day out, but also an educational experience with informative exhibits about the animals and their habitats. A great spot for dads looking to spend a day outdoors while learning about wildlife and conservation. Plus dads get in free!

Maureen Dahill is the founder of Caught in Media. Once a longtime wardrobe and prop stylist for brands such as Rue La La, TJ Max & Hasbro, she is a devoted lover of vintage clothing, Martini Mondays, Castle Island, AND a 4th generation South Boston native. Mother of three, married to Peter G.


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