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🏛️ 🎭 🕶️ Incognito: How to Disappear in the World’s Most Iconic Cities

TravelReport Weekly Issue 066

AuthorAuthor

Daniel Lowry & Sasha
January 23, 2026

In partnership with

👋 Hey besties!

This week we’re hitting the heavy hitters. We’re traveling through time—from the ancient ruins of Rome to the neon-lit futuristic streets of Tokyo, and ending in the fairytale spires of Prague. These cities are classics for a reason, and we’ve got the inside track on how to see them like a local, not a tourist.

Ready for a world tour? Let’s fly.

🧠 The Traveler’s Trivia

Question: Prague is famously known as the "City of a Hundred Spires," but how many spires does it actually have today?

A) Exactly 100 B) Around 500 C) Over 1,000

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🛡️ Traveler Health & Safety

  • Hydration & Walking: All three of these cities involve a lot of steps. Rome’s cobblestones and Prague’s hills are no joke—wear broken-in sneakers and carry a reusable water bottle. 👟

  • Pickpocket Awareness: In crowded spots like the Colosseum or Old Town Square, keep your bag in front of you. Tokyo is incredibly safe, but always stay alert in the busy Shinjuku nightlife districts. 🎒

  • Etiquette Tip: In Japan, walking and eating is generally considered rude. If you grab a snack from a konbini, stand to the side to finish it! 🏮

Want more safety tips? We’ve got you covered: Navigating Offbeat Destinations Safely. Travel insurance is your BFF. Missed flights, lost bags, or weather hiccups? You’re covered. ✅ Understand the true benefits of travel insurance here…

📍 Destination Spotlight: The Big Three

1. Rome, Italy 🇮🇹 The Eternal City is basically an open-air museum. In early spring, the weather is perfect for walking without the summer swelter.

  • The Vibe: Espresso at 11 PM, Vespa buzzing past marble statues, and the smell of fresh carbonara.

  • Hidden Gem: Skip the main Trevi crowds and head to the Aventine Keyhole for a perfectly framed view of St. Peter's Basilica through a tiny garden door.

  • Explore: Read the Blog | Watch the Vibe

2. Tokyo, Japan 🇯🇵 Tokyo is a sensory explosion. It’s the only place where you can visit a silent, centuries-old shrine and a robot cafe on the same block.

  • The Vibe: Neon lights, perfectly organized chaos, and the best convenience store snacks you’ll ever eat.

  • Hidden Gem: Head to Shimokitazawa for vintage shopping and cool indie cafes that feel worlds away from the Shibuya crossing.

  • Explore: Read the Blog | Watch the Vibe

3. Prague, Czech Republic 🇨🇿 Prague looks like it was pulled straight from a Disney movie, but with way better beer. It’s romantic, moody, and stunningly preserved.

  • The Vibe: Cobblestone streets, Gothic towers, and jazz clubs hidden in medieval cellars.

  • Hidden Gem: Instead of the crowded Charles Bridge at noon, go to Vyšehrad fortress at sunset for a panoramic view of the city with zero crowds.

  • Explore: Read the Blog | Watch the Vibe

✈️ Flight Steals: Next 2 Weeks (Feb 4 – Feb 18)

One-way rates for the bold and the restless!

🍎 From New York (NYC)

🌴 From Los Angeles (LAX)

Trivia Answer: B!

While the nickname stuck in the 19th century, modern counts estimate there are closer to 500 spires piercing the skyline today.

👋 Catch You at the Gate!

Go pack that suitcase and get out there! Whether you're throwing a coin in the Trevi, getting lost in a Tokyo record shop, or drinking a Pilsner by the Vltava, just remember: travel is the only thing you buy that makes you richer (unless you buy too many designer bags in Ginza—no judgment).

I’ll be the one trying to fit a whole wheel of Pecorino Romano into my carry-on. See you in the sky! ✈️✨

Stay wild, stay curious, and keep exploring,

Sasha
✨
Editor, Travel Report Newsletter

Links and Guides:
To assist you in planning your next adventure, here are some valuable resources:

Stay safe, travel smart, and enjoy every moment of your journey. Until next week, happy travels!