Published 16 Apr 2025
Iconic Things To Do: May
May in New York means Mother’s Day brunches, festivals galore, and plenty of sunshine. The streets are alive with blossoming flowers, lively events, and a buzzing energy that only NYC can offer. From performances at world-renowned theatres, opera houses, and concert halls perfect for Mother's Day, festivals, annual events, and outdoor fun, there’s no shortage of excitement for locals and visitors alike. Whether you're treating mom to a special performance, attending one of NYC’s many outdoor events, or indulging in the arts, culture, and festival scene, NYC is the best place for it. We've got you covered with the best things to do this May, along with where to park so you can make the most of your time in the city.
Events
Metropolitan Opera at the Met Opera House
Experience the grandeur of live opera at one of the city’s most iconic venues, perfect for a Mother’s Day outing. This May, the Metropolitan Opera continues its celebrated season with new productions such as Antony and Cleopatra, and those that span centuries, such as Aida, bringing dramatic storytelling and breathtaking vocals to life. Whether you’re a longtime fan or a first-time attendee, it’s a night out you won’t forget. With plenty of garages nearby, we’ve got your parking needs covered, stress-free. Check out their schedule for the month here.
New York Philharmonic at David Geffen Hall
Experience the vibrant energy of New York City and invite Mom to the captivating spring concerts of the New York Philharmonic. From classical symphonies to modern compositions, the orchestra’s May programming invites audiences to rediscover the beauty of live performance in Lincoln Center’s newly renovated hall. The Philharmonic in May offers a unique opportunity for audiences to see the profound beauty and emotional sound of live performances such Renée Fleming and Rod Gilfry Sing Kevin Puts, Dudamel Leads Mahler’s Seventh , and more. Find the full schedule here.
New York City Ballet at David H. Koch Theater
This May, don’t miss the chance to experience the grace, power, and artistry of the New York City Ballet, another great Mother’s Day adventure. The spring season brings a fresh mix of timeless classics and bold new works to the stage—perfect whether you’re a longtime fan or just looking for something unforgettable to do in the city. Performances take place at the stunning David H. Koch Theater, where every show feels like a true NYC moment. It’s the kind of night out that lingers with you long after the curtain falls. Check out their website here.
Brunch or dinner cruise from multiple NYC Piers
Celebrate Mother’s Day in style this year with a scenic brunch or dinner cruise departing from multiple NYC piers. Whether you’re toasting with mimosas on a sunny morning or enjoying a gourmet meal as the skyline lights up at night, these unique experiences combine luxury dining with unbeatable views of landmarks like the Statue of Liberty, the Brooklyn Bridge, and One World Trade Center. Most cruises feature live music, curated menus, and thoughtful touches to make Mom feel extra special. It’s an unforgettable way to say thank you—and a picture-perfect way to spend the day together on the water.
TD Five Boro Bike Tour (May 4)
Take over the streets of New York City—literally. The TD Five Boro Bike Tour is a rare chance to ride 40 miles through all five boroughs—Manhattan, the Bronx, Queens, Brooklyn, and Staten Island—completely free of cars. It’s open to cyclists of all levels, and every year it brings together a huge crowd for a day that’s part workout, part sightseeing, and all about community. Whether riding solo or with friends, it’s one of the most exciting and unique ways to explore the city on two wheels. For more information, check out their website.
NYC Runs Summer Loving 5K & 10K Runs at Governors Island (May 10 & 11)
Take in the stunning views of the Manhattan skyline as you race around one of New York City’s most scenic and unique spots—Governors Island. The NYC Runs Summer Loving 5K & 10K is a high-energy event that welcomes runners of all levels for a fun, fast-paced course. After crossing the finish line, stick around for a relaxed afterparty with music, snacks, and good vibes. Whether you’re chasing a new personal best or just out to enjoy the atmosphere, it’s a great way to spend a spring weekend outdoors. Check out the schedule for times here.
Frieze New York Art Fair at The Shed (May 7-11)
Frieze New York is making its return to The Shed from May 7–11, showcasing a dynamic mix of leading global galleries, innovative contemporary art, and must-see installations. With a focus on both renowned and emerging artists, this year’s fair is a fantastic opportunity to immerse yourself in the pulse of the city’s vibrant art scene. Whether you’re a seasoned collector or just an art enthusiast, Frieze offers something for everyone. Don’t miss this exciting cultural event in the heart of Hudson Yards, with plenty of Icon garages nearby. Find more info on the event here.
Smorgasburg World Trade Center on Fridays
New York City’s favourite outdoor food market is back! Every Friday through October, Smorgasburg brings a line-up of amazing food vendors with delicious selections to Oculus Plaza at the World Trade Center. From fresh seafood to gourmet meals and extravagant burgers, this open-air food market with nearly 100 vendors is sure to satisfy the palate of every New Yorker and tourist alike. Beat the lines and arrive early by booking your parking with Icon ahead of time. For more information, check out their website.
9th Avenue International Food Festival (May 17-18)
The 9th Avenue International Food Festival returns to Hell’s Kitchen between 42nd & 57th Street, bringing over 40 years of tradition to the streets. This vibrant street fair celebrates global cuisines, offering a chance to sample delicious dishes from every corner of the world. Enjoy live music, shop from local artisans, and dive into the unique cultural atmosphere of this iconic New York City event. It’s a weekend full of flavor, fun, and community spirit you won’t want to miss. For more information, check out the website here.
Taste of Tribeca (May 17)
Taste of Tribeca is back on May 17, serving up signature bites from some of the neighbourhood’s best restaurants—all in support of local public schools. It’s more than just a food event; it’s a community gathering with a great cause behind it. Expect a laid-back vibe, top-notch dishes, and the chance to experience the heart of Tribeca one plate at a time. For more information, check out the website here.
Dragon Fest (May 10)
Celebrate AAPI Heritage Month at Dragon Fest on May 10, a lively street fair that brings the sights, sounds, and flavours of Chinese culture to the heart of NYC. From traditional dance performances and martial arts demos to live music and incredible food vendors, it’s a vibrant celebration you won’t want to miss. For more information on the event, check out the website here.
Pier 17 Summer Concert Series (Beginning May 1)
The Seaport Summer Concert Series returns to The Rooftop at Pier 17 starting May 1, pairing top artists with unbeatable skyline views. This year’s lineup includes Trivium, Peter Cat Recording Co., Amyl and The Sniffers, and Peach Pit—plus upgraded experiences like the Liberty Club and Patrón Patio. For tickets and the full schedule, head here.
Summer on The Hudson
Summer on the Hudson is NYC Parks’ annual outdoor arts and culture festival that takes place in Riverside Park from 59th Street to 153rd Street. This May, the festival offers a variety of free events, including weekly children’s music sessions and guided group walks on the second Friday of each month. On May 23, enjoy Sunset Sounds, a jazz concert presented by the Jazz Foundation of America. It’s a great way to experience the vibrant community and scenic views. Check out their website here.
3 Week Dance Party at Bryant Park
Dance Party is back at Bryant Park from April 30 to May 15, lighting up Wednesday and Thursday evenings with free outdoor fun. Join expert instructors at 6 PM for beginner-friendly dance lessons, then keep the energy going with live music and open dancing from 7 to 8:30 PM. This year’s lineup features a lively mix of styles—salsa, Motown, bachata, Afrofusion, Brazilian samba, and forró—plus a grand finale Latin Festival with live sets by Sebastian Natal & The Orchestra and Flaco Navaja & The Razor Blades. Check out their website here.
Make the most of May’s packed calendar with Icon Parking. Whether you’re celebrating Mother’s Day at live entertainment shows or skyline view dinner cruises, exploring one of NYC’s many exciting festivals this May, or biking through all five boroughs, Icon has all your parking needs covered. With convenient garages across New York City and an easy-to-use app for reservations and deals, it’s the smartest way to stay close to the city’s best spring events. To download our app or find parking wherever you need in the city, head to our booking portal here to plan ahead and explore all the city has to offer this May.