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What to Wear to San Diego’s Hottest Memorial Day Pool Party

For the Ladies: Rooftop Glam Meets Poolside Chic

Think: resort-ready with a touch of “influencer energy.”  

✔ Swimsuits (but make it a fit) 

  • One-pieces with cutouts
  • High-waisted bikinis with mesh skirts or sarongs 
  • Coordinated sets in bold colors or metallics 
  • Crochet cover-ups, sheer pants, or kimonos 

✔  Footwear 

  • Platform sandals or wedges 
  • Stylish flat slides (leave the rubber flip-flops at home) 
  • Heels for the bold (just avoid stilettos — rooftop life) 

✔  Accessories that pop 

  • Oversized sunglasses 
  • Mini bags or clear purses 
  • Body chains, layered necklaces, statement earrings
  • A bachelorette sash or custom crew shirts? Always welcome 

📸 Bonus: Choose something you’ll love in photos — every inch of The Pool House is Instagram-worthy. 

For the Guys: Poolside Polished > Poolside Lazy 

No tank tops. No basketball shorts. Let’s level it up. 

  Go for: 

  • Short-sleeve button-downs (linen, prints, or tropical)
  • Designer or tailored swim trunks
  • Matching resort sets
  • Clean white kicks, leather slides, or espadrilles 

❌ Avoid:

  • Athletic gear
  • Gym shorts
  • Flip-flops or beat-up sneakers
  • Oversized t-shirts or graphic tanks Want to stand out? Think accessories: chains, watches, and sunnies go a long way.

Want to stand out? Think accessories: chains, watches, and sunnies go a long way.

Dress Code Notes: Yes, It’s Enforced 

The Pool House maintains an upscale vibe, especially for Memorial Day Weekend. 

  What’s welcome: 

  • Trendy swimwear + stylish cover-ups
  • Smart resortwear and rooftop-ready brunch fits
  • Matching group outfits, sashes, or on-theme looks 

❌ What’s not: 

  • Flip-flops or barefoot vibes 
  • Athletic/running shorts or tank tops 
  • Excessively baggy or gym-style clothes 
  • T-shirts over swimwear Bottom line: Dress like you're going to the most Instagrammed pool party in San Diego — because you are.

Dress like you're going to the most Instagrammed pool party in San Diego — because you are.

Memorial Day Style Vibes: Red, White & Rooftop-Ready 

Want to stay on theme for the holiday? Here are ways to nod to Memorial Day without looking cliché: 

  • Red bikinis, white mesh cover-ups, blue sunnies 
  • White-on-white fits with bold accessories 
  • Nautical stripes or denim-inspired pieces 
  • All-black looks with pops of red or metallics 

Coordination always wins — especially for group photos and bachelorette crews.  

Book Your Table, Bring Your Look, Make a Rooftop Moment

📆 Memorial Day Sunday — May 25, 2025
📍 The Pool House, Gaslamp San Diego
🎧 Live DJs • VIP Tables • Rooftop Energy All Day
📲 Book your daybed, cabana, or brunch table
📅 Check the full weekend schedule
🎯 Find more rooftop inspo via San Diego Events