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