The 90s are everywhere again – on the runway, on your feed and firmly back in our wardrobes. It makes sense. It was an era of confidence without the overthinking. Outfits that felt effortless. Trends that didn’t ask for approval. And holidays that were simple in the best way.
Back then, travel was all about big beach days, poolside hangs and city breaks where you wandered without a strict plan. Less screen time, more living in the moment. And honestly? We’re so into it. Big value is officially BACK 🔥
2026 is the new 1996, so we’ve taken some of the most iconic 90s fashion trends and matched them with destinations that fit the aesthetic perfectly. Not just how they look, but how they feel – and even how much they cost with the deals on our cheap holidays page 👀
Tailored minimalism – Stockholm, Sweden
Anyone else trying to channel Carolyn Bessette-Kennedy? If your 90s inspiration is clean lines, neutral tones and sharp tailoring, Stockholm is the blueprint. The vibe here is calm, considered and effortlessly stylish, so it’s a no-brainer to show off those minimalist looks.
Stockholm is built across multiple islands, with water, greenery and sleek architecture everywhere you look. The city moves at an unhurried pace, making it ideal for travellers who like their trips polished but not packed.
How to do it:
- Day 1 – Explore Södermalm for independent shops, galleries and low‑key cafés.
- Day 2 – Walk Gamla Stan’s historic streets, then take a ferry between the islands.
- Day 3 – Visit the city’s museums or spend time outdoors in the parks and waterfront areas.
Understated, stylish and quietly confident – very tailored‑90s energy.
Flannel shirt and ripped jeans – New York, USA
Grunge fans, this one’s for you. If your 90s look is all about flannel shirts, lived‑in denim and doing your own thing, New York City is like your favourite worn‑in band tee (after you’ve cropped it with a pair of kitchen scissors, ofc.)
This is the ultimate city for walking, people‑watching and soaking up culture without an agenda. Neighbourhoods like Brooklyn and Lower Manhattan still carry that raw, creative edge that defined the 90s scene – just with better coffee now.
How to do it:
- Day 1 – Explore Brooklyn – the vintage shops, record stores and street food markets around Dumbo are a must.
- Day 2 – Walk Manhattan end to end. Start in Central Park, finish in downtown for pizza and live music. Or head to Chinatown for something cheap but delicious.
- Day 3 – Stick around the East Village for more vintage shopping, then Arlene’s Grocery is a fun punk rock venue for the evening.
New York is messy, iconic and full of character. Exactly how grunge should be.
Girly Baby Spice aesthetic – Ibiza, Balearic Islands
If your 90s mood board is Baby Spice energy – playful, pastel and unapologetically fun – Ibiza is calling. Yes, it’s famous for nightlife, but there’s a softer, sunnier side that’s perfect for feel‑good holidays with a fashion‑forward edge, too.
Think beach clubs by day, golden hour dinners and outfits that are cute but comfortable. It’s sociable, upbeat and designed for having a good time without taking things too seriously.
How to do it:
- Day 1 – Beach clubs on the west coast for chilled swims and sunset views.
- Day 2 – Old Town exploring, boutique shopping and long lunches.
- Day 3 – Boat trips or relaxed pool days before heading out in the evening.
Fun, flirty and full of colour – Baby Spice herself would approve.
Athleisure – Barcelona, Spain
If your 90s look leans sporty, Barcelona is the perfect match. This is a city where active lifestyles and laidback living go hand in hand.
Barcelona is known for its love of sport, home to La Liga legends, FC Barcelona, and now the Barcelona-Catalunya Grand Prix on the F1 calendar, too. You’ll see locals running along the beach, cycling through the streets and living life outdoors.
How to do it:
- Day 1 – A Morning walk or run along Barceloneta Beach, ofc, followed by lots of tapas for lunch.
- Day 2 – Visit Camp Nou – Barcelona’s football ground – and get in plenty of walking while sightseeing between the different neighbourhoods.
- Day 3 – Beach time. You can play volleyball, swim or just sunbathe to soak up the last of the sun.
Sporty, social and effortlessly cool – if athleisure was a destination, it’d have to be Barcelona.
Throw your next holiday back to a simpler time and lock in one of our great-value deals.
Looking for more articles? You’ll find them on the Inspire homepage.
Author: Lily Owen (she/her)
Last updated: 24/04/2026
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