A Weekend in San Juan for Bad Bunny’s Residency at El Choliseo

There are concerts—and then there are cultural events that define an era. Bad Bunny’s No Me Quiero Ir de Aquí residency is more than a show; it’s Puerto Rico’s love letter to itself, staged in the beating heart of San Juan. If you’re flying in for one of these history-making nights, here’s how to spend a weekend on the island with the kind of polish Vogue readers expect.
🌅 Day 1: Arrival & Setting the Mood
Check into your hotel and ease into island time. Head straight to Old San Juan, where pastel façades and cobblestone streets feel plucked from a film reel. Explore Castillo San Felipe del Morro as the sun dips low, then linger at Marmalade for an elegant dinner—think Caribbean flavors with haute cuisine flair.
🐚 Day 2: The Concert Day
Morning calls for the beach. Ocean Park offers golden sand and a local vibe, while Condado Beach delivers glitz and oceanfront glamour.
By afternoon, it’s time to fuel up:
- Lote 23 (Santurce) for creative food kiosks in a lively open-air setting.
- Or Santaella, a lush garden hideaway with Puerto Rican dishes elevated to art form.
Recharge, slip into your outfit, and head to El Choliseo. The golden rule? Arrive early. Ride the Tren Urbano to avoid traffic drama, savor the pre-show buzz, and snap that Instagram-worthy shot against the venue’s glowing façade. Then let Benito take you home.
☀️ Day 3: The Morning After
Recover in style with a Puerto Rican coffee ritual—either at Café Regina or Café Comunión in Santurce. Spend a slow morning at the Museo de Arte de Puerto Rico, where vibrant galleries mirror the island’s soul.
Round it off with brunch at Cocina Abierta, then a sunlit wander through Distrito T-Mobile, San Juan’s sleek entertainment hub.
✨ Where to Stay
Travelers crave spaces that feel both intimate and designed. Enter Otium’s curated stays:
- The Weekender by Otium – Adults-only, steps from Ocean Park Beach. Picture saltwater pool, sunset cocktails, and modernist-tropical interiors designed for chic recovery after a night of dancing.
- Olimpo by Otium – A boutique B&B near La Placita, with minimalist suites and balconies that breathe ocean air. Perfect for travelers who want nightlife, dining, and El Choliseo within easy reach.
- Otium Rentals – Stylish apartments and studios across San Juan, from Old San Juan charm to beachside minimalism. Ideal for groups of friends making the residency their summer pilgrimage.
👜 What to Pack for Bad Bunny at El Choli
- The Statement Look: Bold color, metallic accents, or Y2K-inspired streetwear—Bad Bunny’s audience is a runway unto itself.
- Clear Bag Chic: Security rules require it. Opt for a designer-transparent tote or sleek mini clutch that complies with the 12″×6″×12″ standard.
- Footwear: Elevated sneakers or block-heeled sandals—comfortable enough to dance, stylish enough for selfies.
- Island Essentials: SPF, portable fan, and a silk scarf (for beach-to-bar versatility).
- Post-Show Recovery: Think oversized sunglasses, linen separates, and, if you’re staying at Otium’s The Weekender, their signature adaptogenic drinks.
📸 Instagram-Worthy Moments
- The neon glow of El Choliseo on concert night.
- The pastel palette of Old San Juan streets.
- Ocean Park’s soft sunrise.
- The lush interior garden at Santaella.