Entertainment & Events

This Weekend in San Diego 5/24 – 5/26

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This weekend, we will be celebrating Memorial Day to honor and remember those who have died while serving in the United States Armed Forces. San Diego is home to the nation’s largest concentration of military personnel. More than 15,000 active duty service members transition out of active duty service in San Diego each year. To celebrate the holiday, America’s Finest City truly delivers with tons happening this weekend.

Friday, May 24th

Art Happy Hour at Expressive Arts

Start your weekend off making arts and crafts while sipping on your favorite drink. Paint with your friends and come down to Expressive Arts Studio for just $25 to enjoy a relaxing night.

The Friday Unwind at the Crossings in Carlsbad

Don’t miss the Friday Unwind featuring live music on the patio every Friday night from 5:30-7:30 pm. There will be vendors pouring tastings of local craft beer, wine or spirits every week is featuring a special Crossings Collab Beer w/Rouleur Brewing.

Spirits at Sunset Cocktail Cruise

Enjoy an upscale sunset tour on the bay aboard the romantic Quiet Heart. Flagship Cruise’s family-owned yacht is intimate and loaded with luxurious amenities, full bar, and generous viewing opportunities as you cruise past iconic San Diego landmarks, alongside military vessels and under the Coronado Bay Bridge in an ever-changing panorama of scenic waterfront sights. Tickets are $42.50; boarding is at 5:50 pm.

USS Midway’s 15th Annual Freedom Concert ft. Daughtry

As part of the USS Midway Museum’s annual Legacy Week line-up, rock out onboard Midway for our annual Freedom Benefit Concert. The Midway’s 15th Annual Freedom Concert is featuring rock band, Daughtry. Doors open at 6:30 pm. The concert begins at approximately 8 pm. This will be a concert experience unlike any other. Fans will have the opportunity to watch a stunning live performance on the flight deck with unparalleled views of the bay at sunset, while also contributing to three local non-profits supporting those in need. Tickets are starting at $25.00, get yours here.

San Diego Music Theater: Sister Act

When disco diva, Deloris Van Cartier, witnesses a murder, she is put in protective custody in the one place the cops are sure she won’t be a found: a convent. Disguised as a nun, she finds herself at odds with the rigid lifestyle and uptight Mother Superior. Using her unique disco moves and singing talent, Deloris breathes new life into the church and community. The show begins at 8:00 pm; tickets are $30.

Diplo at Omnia

As one of pop’s most in-demand producers, Diplo has worked with artists such as Beyoncé — producing two songs on the Grammy-nominated Lemonade, Justin Bieber, Madonna, Lil Wayne, Bruno Mars, Britney Spears, Wale, Chris Brown, Ariana Grande, 2 Chainz, Quavo, Travis Scott, Travis Porter, Usher, Snoop Dogg, Azealia Banks, Die Antwoord, Camila Cabello, Sean Paul, Robyn, AlunaGeorge and many more. His last EP, California, served as Diplo’s first body of work as a solo artist in more than five years, and the latest entry into a catalog that continues to defy genre and convention. Catch him perform this Friday at Omnia downtown. Tickets start at $50.78, get yours here.

Saturday, May 25th

Dip Day Club’s Grand Opening Party

San Diego residents no longer have to face the long drive or crowded weekend flights to get a taste of Sin City parties. Beginning Memorial Day weekend, Sycuan Casino Resort brings Vegas-style day clubs to San Diego with ‘Dip’, a monthly, adults-only summer party at Retreat Pool & Cabanas. Dip Day Club will take the pool experience to a new level in partnership with Five Group (KAABOO, Hakkasan Las Vegas, STK), a local event management company behind some of the most notable experiential festivals and parties in the region. This weekend’s Grand Opening Party will feature Sam Feldt & Special Guest EDX; event starts at noon with tickets starting at $20.

Crazy Little Thing Called 80s Brunch

Dust off your leg warmers on the last Saturday of the month with Searsucker Del Mar as they flashback to the 80s for a crazy little thing called BRUNCH! The best 80s hits and themed cocktails make for a guaranteed, like, totally radical time.

 Santee Street Fair & Craft Beer Festival

Join more than 30,000 visitors at the 11th annual Santee Street Fair and Craft Beer Festival with lots of fun for the whole family to enjoy. There will also be more than 300 various food and vendor booths, art, local entertainment on two stages, carnival rides, and inflatable zone and more. This event is FREE and taking place from 10 am – 6 pm.

Matisyahu at Music Box

Since the release of Matisyahu’s wildly popular 2005 album “Live at Stubbs” and single, “King Without A Crown,” the reggae/hip-hop artist became known worldwide for his raw expression of his spirituality. Check him out this Saturday at Music Box in Little Italy. Tickets are just $40! Get yours here.

Sea Chanty Festival

Sing along with the sailors aboard the Star of India this Saturday at the 27th Annual Sea Chanty Festival. The musical lineup includes the Jackstraws, Sportive Ticks, Kick Up the Dust, John Kraus and The Goers, Raggle Taggle, and a grand finale with All Hands on Deck. This event free with the purchase of tickets to the Maritime Museum’s Inaugural Festival of the Sea.

Sunday, May 26

A San Diego Spring

Enjoy a nature walk through the Mission Trails Regional Park starting at 9:30 a.m. Enjoy the sound of the birds while taking in the crisp fresh air to end your weekend on a positive note.

Tillamook Ice Cream Pop Up

Step into ice cream heaven with colorful ice cream trucks, VW cars, and other bright accents. Take the most Instagram-able pics at the Tillamook Ice Cream Pop-Up happening this Sunday at 2 unique locations: The Farmer and the Seahorse (10 am – 2 pm) and the Gaslamp Artisan Market (10 am – 3 pm).

Sunday Champagne Brunch Cruise

Come down to Flagship Cruises and Events starting at $40 to jump aboard the most epic brunch experience. Chow down on pastries, breakfast treats, all while enjoying your favorite brunch beverages.

Vista Strawberry Festival

Vista was once known as the strawberry capital of the world, shipping its huge berries overseas! This Sunday, join the celebration of the city’s history at the Strawberry Festival taking place at the Vista Chamber of Commerce. Enjoy live bands, a wine garden, carnival rides, food vendors, a pie eating contest and more!

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