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Travel Itinerary Planning

By Chloe Keeps Travelling

After 15 years of living overseas and travelling the world — from backpacking across Cambodia and sunrise markets in Vietnam, to five-star stays in Singapore and dinners at The Ritz in London — I’ve experienced travel in just about every form imaginable.

Even my honeymoon turned into a multi-country adventure — the Netherlands, Italy, and Singapore, because honestly, one destination simply isn’t enough!

That love of exploring, mixing cultures, and finding the balance between adventure and comfort is exactly what inspires how I plan trips today. Whether you’re after a quick weekend escape or a once-in-a-lifetime journey, I’ll help you design a beautifully balanced itinerary that reflects your interests, travel style, and budget — so you can simply relax and enjoy.

Basic Outline Itinerary – from £60

Perfect for independent travellers who love flexibility but want a solid plan to build from.

Includes:

  • A suggested route and destination flow for your trip

  • A day-by-day outline of highlights and experiences

  • Curated accommodation options suited to your preferences and budget

  • Transport recommendations between destinations (flights, trains, or transfers)

  • A handpicked list of dining and activity ideas, from hidden gems to must-do moments

Delivered as a clear, easy-to-follow guide — it’s your foundation for a smooth and inspiring adventure.

Full Custom Itinerary – from £120

For those who want everything mapped out — all you need to do is pack and go.

Includes everything in the Basic Package, plus:

  • A detailed day-by-day schedule with travel notes and timings

  • Restaurant and café recommendations tailored to your tastes

  • Activity suggestions with direct booking links

  • A Google Map with all your stops pinned

  • Two rounds of refinements to get every detail right

Perfect for couples, families, or anyone planning a special trip.

Concierge Itinerary – from £300

For travellers who want to switch off completely and enjoy a seamless, worry-free experience.

Includes everything in the Full Custom Itinerary, plus:

  • Optional booking assistance for accommodation and experiences

  • WhatsApp or email support during your travels

  • Live local tips and recommendations while you’re on the go

  • A beautifully formatted digital guide or PDF version of your itinerary

It’s your trip — handled with care, as if I were planning it for myself.

How It Works

  1. Tell me about your trip – destination, travel dates, style, and must-dos.

  2. I design your itinerary – researched, curated, and built around you.

  3. You review and refine – we tweak the details until it’s perfect.

  4. You travel – confidently, knowing everything is taken care of.

Ready to Start Planning?

Whether you’re dreaming of slow days wandering through Italy, a cultural deep dive in Asia, or a little bit of everything (because why stop at one destination?), I’d love to help you bring it to life.

Let’s create something that feels like you — a trip filled with experiences you’ll actually remember, not just tick off.

Click Contact to share your travel ideas, dates, and must-sees, and I’ll get started on your personalized itinerary.

Because life’s too short for average holidays — and one destination is never enough. 🌍

— Chloe
Chloe Keeps Travelling

Join Our Adventure

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