5 Famous Cities I’d Skip Next Time + 12 That Surprised Me In The Best Way
Not every bucket list city ends up being all it’s cracked up to be. Sometimes, the crowds, costs, or clichés just outweigh the charm. And then, out of nowhere, you stumble into a town or small city you hadn’t even heard of a year ago—and boom, you’re smitten.
Traveling has taught me to keep my expectations flexible and my curiosity wide open. That’s how I discovered places that totally stole my heart, and also realized that a few iconic spots? Well, I probably won’t be rushing back.
In this post, I’m sharing five famous cities that didn’t quite deliver for me (even if they’re still worth seeing once!)—plus twelve hidden or underrated gems that completely blew me away. Ready to rethink your travel list?
1. Ljubljana, Slovenia
Where can you find a city that feels like a hidden gem in Europe? Ljubljana offers a captivating blend of history, culture, and nature. The charming old town, with its vibrant buildings and cobblestone streets, felt welcoming.
It’s so walkable, and the view of the Ljubljana Castle perched on a hill is breathtaking. The lively cafes lining the Ljubljanica River invite you to sit and soak up the atmosphere.
If you’re an art lover, the city’s street art is an unexpected delight. Discovering these colorful murals was like finding pieces of a hidden story.
2. Venice, Italy (skip next time)
Though Venice is renowned worldwide, if the crowds overwhelm you, it might be worth skipping. The narrow streets are often packed, and navigating becomes tedious rather than enjoyable.
It’s a city where the beauty is undeniable, yet the sheer number of tourists can overshadow the experience. Gondolas line the canals, waiting, as though they too feel the congestion.
When the famous Rialto Bridge is hidden behind camera flashes, you start yearning for a quieter place. The charm gets lost in the noise, a city where tranquility is hard to find.
3. Kotor, Montenegro
How does a place capture your heart with just one glance? Kotor, with its fortified old town and breathtaking scenery, did just that. The mountains loom majestically, echoing tales of ancient times.
Exploring the narrow streets, I felt like a time traveler wandering through history. The old town is a maze of charming squares and historic buildings.
This is a destination where nature complements history; the sparkling bay reflects the sky, creating a serene scene. When you stand on the city walls, the view below feels like a masterpiece.
4. Bruges, Belgium
When you wander through Bruges, it feels like stepping into a fairytale. This medieval city, with its cobblestone streets and tranquil canals, whispers stories of the past.
Its charm lies in the details, like the intricate architecture and the gentle sound of horse-drawn carriages. Each corner you turn reveals another picturesque scene.
The Belfry of Bruges offers a panoramic view that is worth the climb. This city invites you to lose track of time, savoring chocolate from local shops and enjoying the leisurely pace of life.
5. Athens, Greece (skip next time)
It’s hard to overlook the historical significance of Athens, but when the throngs of tourists become stifling, the experience loses its magic. The Acropolis, standing majestically, is often obscured by crowds.
Where ancient history meets modern chaos, navigating through Athens feels like a challenge in itself. The juxtaposition of history and contemporary life creates a chaotic atmosphere.
Despite its legendary sites, finding peace amongst the hustle can be elusive. You may find yourself yearning for quiet moments, wishing the echoes of history weren’t drowned out by noise.
6. Porto, Portugal
Did you know Porto offers a delightful blend of tradition and modernity? This city, with its colorful buildings along the Douro River, feels vibrant and alive.
The traditional Rabelo boats add to the picturesque scene, reminiscent of its rich port wine history. Walking across the Dom Luís I Bridge at sunset offers a view that feels like a painting.
Exploring the Ribeira district, you’re treated to a lively atmosphere and local flavors. Porto surprises with its warmth, inviting you to savor each moment and appreciate the little details that make it unique.
7. Tallinn, Estonia
When Tallinn first greeted me with its medieval charm, I felt as if I’d stepped into a storybook. The old town, with its red rooftops and cobblestone streets, is a delightful maze of history.
The Alexander Nevsky Cathedral stands proudly, its domes a symbol of the city’s rich past. Each alleyway offers a glimpse into a different era.
Tallinn’s blend of medieval architecture and modern vibes makes it a fascinating place to explore. It’s a city where the past and present harmoniously coexist, inviting you to explore its secrets.
8. Bangkok, Thailand (skip next time)
Though Bangkok’s energy is undeniable, when the hustle becomes overwhelming, it might be time to move on. The city is alive with busy streets, vibrant markets, and incessant traffic.
It’s a place where every corner tells a story, yet the constant motion can become tiring. The Wat Arun glimmers in the sunlight, a tranquil sight amid the chaos.
Navigating Bangkok, you may find yourself longing for a quieter escape. Despite its allure, the vibrant energy sometimes feels like a whirlwind, leaving you yearning for a moment of calm.
9. Valencia, Spain
When Valencia came into view, I didn’t expect to find such a captivating blend of modernity and tradition. The City of Arts and Sciences feels like a futuristic vision.
Lush gardens and the vibrant fallas sculptures add color and creativity to the cityscape. It’s a city where innovation meets culture at every turn.
Exploring the local markets and savoring paella, Valencia surprised me with its rich traditions. The sun-soaked streets invite you to linger, enjoying the lively atmosphere and the seamless fusion of old and new.
10. Reykjavik, Iceland
It’s not every day you find a city as unique as Reykjavik. The colorful rooftops and the striking Hallgrímskirkja church create a picturesque skyline.
Surrounded by stunning natural landscapes, the city feels like an artist’s palette. The fresh, crisp air invigorates the senses, inviting exploration.
From the geothermal pools to the vibrant cultural scene, Reykjavik is a city that surprises at every corner. It’s a place where nature and urban life coexist, offering a refreshing and inspiring experience.
11. San Miguel de Allende, Mexico
This city, with its vibrant colors and colonial charm, captivates from the first glance. San Miguel de Allende’s cobblestone streets and colorful buildings feel like a living canvas.
The Parroquia de San Miguel Arcángel stands majestically, its pink towers reaching towards the sky. It’s a symbol of the city’s artistic flair.
Exploring local galleries and enjoying the lively music scene, you discover a place that celebrates creativity. San Miguel de Allende surprises with its warmth and the welcoming spirit of its people.
12. Las Vegas, USA (skip next time)
Where else but Las Vegas can you find such a dazzling spectacle? The Strip is lined with neon lights and bustling casinos, each vying for attention.
It’s a city where excitement never sleeps, yet the nonstop energy can become exhausting. The glittering facades sometimes mask the lack of depth beneath.
Though it promises adventure, the flashy atmosphere might leave you longing for something more genuine. When the thrill fades, the allure seems superficial, making it a place to reconsider visiting again.
13. Ghent, Belgium
This city, with its medieval charm and peaceful canals, invites you to slow down and appreciate its beauty. Ghent’s historic buildings and the majestic Gravensteen castle create a picturesque backdrop.
Each canal reflects the city’s tranquil nature, offering a moment of peace amidst the history. Wandering through the streets, you feel the past come alive.
Ghent surprises with its unhurried pace and the warmth of its people. It’s a place where every corner tells a story, inviting exploration without the crowds of more famous destinations.
14. Marrakech, Morocco (skip next time)
Though Marrakech dazzles with its vibrant colors and bustling souks, if the chaos overwhelms you, it might be wise to pass by next time. The markets are a sensory overload, filled with sights, sounds, and scents.
It’s a city where every moment feels alive, yet the constant hustle can become overwhelming. The Koutoubia Mosque stands as a serene beacon amid the chaos.
When the vibrant energy becomes tiring, you might crave a quieter escape. Despite its allure, the city’s intensity can sometimes overshadow its beauty.
15. Vilnius, Lithuania
This city, with its baroque architecture and tranquil riverbanks, offers a peaceful retreat. Vilnius charms with its blend of history and serenity.
The Gediminas Tower stands proudly, a reminder of the city’s storied past. Nearby, the Vilnia River flows quietly, inviting reflection.
Exploring its artistic quarters and historic sites, Vilnius surprises with its understated elegance. It’s a place where history and modernity blend seamlessly, offering a unique and calming experience.
16. Tbilisi, Georgia
With its unique blend of old and new, Tbilisi feels like a city of contrasts. The Narikala Fortress offers a glimpse into its rich history, standing watch over the sprawling city below.
It’s a place where tradition meets modern innovation, and every street tells a story. Mtatsminda Park provides a scenic escape with stunning views.
Exploring the diverse architecture and vibrant cultural scene, Tbilisi captivates with its energy and warmth. This city surprises with its ability to blend the past with the present seamlessly.
17. Bologna, Italy
Did you know Bologna is a city where history and lively culture coexist beautifully? The medieval towers stand tall, offering glimpses into the past.
Its bustling piazzas are alive with energy, and the iconic porticoes provide shelter as you explore. The aroma of Italian cuisine fills the air, inviting you to indulge.
From the historic university to the vibrant street life, Bologna surprises with its warmth and charm. It’s a city that invites you to experience its rich culture and enjoy the simple pleasures of Italian life.