Delray’s Biggest Moments to Look Forward To
Delray Beach is known for its charming, small town vibe, and next year’s lineup of events and activities showcase the community feel that visitors can’t get enough of. From buzzy tennis tournaments to open-air art fairs, these gatherings are the perfect excuse to plan a sunny getaway. The Ray Hotel sits in the heart of it, close enough that you can walk to many events and return to a space that reflects the same laid-back coastal atmosphere you’ll find around town.
Cheer for Your Team at Our Super Bowl Viewing Party
February 8, 2026
Skip the crowded bar this year and head to Rosewater Rooftop to watch the big game. Get a good view of the action (and the commercials, of course) on our large outdoor projection screen. Rest on lounge seating between plays, and grab a drink at the bar or bites provided by Akira Back during timeouts. Don’t forget to take a peek at the skyline at golden hour.
Catch a Match at Delray Beach Open
February 13 to 22, 2026
The Delray Beach Open reshapes the neighborhood around the stadium every February. Temporary structures rise along the tennis center’s pathways and the surrounding streets, signaling to locals and visitors the excitement that the matches are soon to bring. The Legends Event opens the tournament from February 13 to 15, featuring former world number ones and Grand Slam finalists. With quick scoring formats and a smaller stadium than most ATP venues, you can easily follow the details of each point and see the players’ reactions without feeling far from the court.
Qualifying for the ATP 250 event begins February 14 and 15, followed by the main draw from February 16 to 22. Day sessions feel lively and energetic, and evening matches settle into a quieter rhythm as the stadium lights reflect on the clay. Because seats fill early, especially on weekends, walking from The Ray or zipping over on a complimentary beach bike often proves faster than searching for parking.
Inside the grounds, food stands line shaded areas and offer everything from satiating sandwiches to hot slices and iced drinks. The Hospitality Pavilion also hosts brunches and tastings for the Food and Wine Series. Heads up: these events tend to reach capacity before the tournament begins, so be sure to book in advance if you want to attend. After a day courtside, guests often pull up a seat at the marble bar at Ella, our brand-new lobby lounge, where guests can unwind with live music on Friday and Saturday nights, or simply recap the day with a drink crafted by our expert mixologist.
Enjoy Neighborhood Culture at Arts Garage
November 2025 to February 2026
Located just a few minutes from The Ray, Arts Garage has an edgy atmosphere shaped by its warehouse-style layout, concrete floors, low lighting, and gallery walls dotted with local artwork. From November through February, hotel guests receive a twenty percent discount on tickets to explore one of Delray’s most distinctive cultural spaces.
February features live performances by LP and The Vinyl, who pay homage to well-loved bands and artists like The Beatles, David Bowie, and Stevie Wonder, leaning into rich, layered arrangements that feel intimate in the room’s close seating. If you want to take to the stage yourself, then don’t miss the monthly All Arts Open Mic Night. Performers sign up in person and take turns sharing short pieces ranging from spoken word to acoustic sets. The audience sits close, creating a special and personal setting.
Find Your Zen at Old School Square
Year Round
Old School Square occupies a prominent corner of downtown with historic school buildings and open lawns. It’s well known in the community for being the go-to spot to try new activities. For example, the Cornell Art Museum hosts Yoga in the Museum every Wednesday and Friday. Midday classes take place beneath high ceilings and between exhibitions, creating a calming environment against the backdrop of buzzy Atlantic Avenue.
On March 12, the campus will screen the iconic “Dirty Dancing” film with an interactive twist. A full-size screen will stretch across the amphitheater and a live band will perform the soundtrack as the movie plays. Grab some popcorn and enjoy the crisp, spring air at this unique, cinematic performance.
Shop for Treasures at Delray Affair
April 10 to 12, 2026
Each spring, the Delray Affair turns Atlantic Avenue into a long stretch of booths, filled with local vendors selling handmade goods, unique art pieces, and trinkets of all kinds. As one of the largest arts and crafts festivals in the southeast United States, the event will span seven blocks lined with palm trees and shopfronts. Early hours tend to be cooler and more spacious, making it easier to browse without navigating crowds.
As the day continues, the avenue grows livelier. Music drifts from bars, families and visitors gather along sidewalk seating. Many guests pause for a glass or two at The Wine Room, where streetside tables offer the ultimate vantage point. Gelato Co. is a popular stop for families craving something sweet, while Johnnie Brown’s draws those looking for live music with some classic American comfort food, like cold beer and spicy wings. After exploring the festival, head back to The Ray for dinner at Campi or Akira Back, with dishes crafted by our globally acclaimed Michelin-starred chef, Akira Back. Keep the celebrations going at local Delray spots like Tramonti Italian, Le Colonial or Amar Mediterranean.
Experience it All When You Plan Ahead
Booking early with our Plan Now, Ray Later offer lets you save up to seventeen percent and secure a stay within easy walking distance of downtown Delray. You can stroll to the Delray Beach Open stadium, wander along Atlantic Avenue during the Delray Affair, or catch a performance at Arts Garage without worrying about traffic or parking. We’re ready to welcome you for a stay that embodies Delray’s warm, community spirit.