Planning a trip can feel overwhelming—where do you even start? How do you gather all the information, organize destinations, and make sure you don’t miss anything important? If you’ve ever asked yourself these questions, you’re not alone! Hi, I’m Robbie, and after years of traveling—first with agencies, then with friends, and now planning my own adventures—I’ve learned a thing or two about creating the perfect travel itinerary. Today, I’m sharing my step-by-step guide to help you plan your next trip with confidence and ease.

1. Define Your Travel Purpose

Before you dive into details, ask yourself: Why am I traveling to this destination? What’s the purpose of this trip?

- Relaxation: If you’re heading to Bali for beach vibes and massages, your itinerary will look very different from an adventure-packed trip.

- Adventure: Exploring the Dolomites, hiking in Japan, or seeking out unique experiences? Your plan will be more dynamic and activity-focused.

Tip: Deciding on your travel style (relaxing vs. adventurous) will make all the next steps much easier!

2. Make a List of Destinations and Things to Do

Based on your travel style, start listing:

- Relaxing Trips: Fewer destinations, more time at each. Example: Try three different beaches in Bali, each with its own vibe.

- Adventurous Trips: More destinations, more activities. Example: In Japan, spend 3 days each in Tokyo, Kyoto, and Osaka, with 3-5 must-see attractions per city.

Pro Tip: For each location, pick 3-5 main attractions or activities. This keeps your days full but not overwhelming.

3. Research Efficiently

Now, it’s time to dig into the details:

- Google Maps & Reviews: Search each destination and attraction. Read both glowing and negative reviews to get a balanced view.

- Instagram: Check hashtags and geotags. Look for unedited phone photos to see what places *really* look like and how busy they get.

Why this matters: Real reviews and candid photos help you avoid tourist traps and set realistic expectations.

4. Master Time Management

Organize your attractions by day and location:

- Google Maps: Drop pins for each spot to visualize your route. Group nearby attractions for efficient days.

- Itinerary Apps: Try apps like Wanderlog, which lets you build your itinerary, see everything on a map, and even checks opening hours for you.

Bonus: Add 2-3 smaller stops each day as backup options in case you have extra time.

Organize destinations by day based on their location

5. Choose the Right Accommodation

Don’t book your stay until you’ve mapped out your main activities!

- Stay Central: If most attractions are downtown, it’s worth paying a bit more to save time and transit costs.

- Consider Transport: In some places (like Japan), public transport is king. Elsewhere (like Madeira), renting a car gives you freedom and flexibility.

Lesson Learned: I once stayed on the outskirts of Milan to save money, but ended up spending more (and wasting time) on taxis. Learn from my mistake!

Choose the place to stay at based on how close your destinations are

6. Book Smart Flights

When it comes to flights:

- Direct Flights: Easy—just arrive on time and keep essentials handy.

- Connecting Flights: Allow at least 1-2 hours between flights to ensure both you and your luggage make the connection.

Travel Hack: Always pack a change of clothes, toiletries, and a power bank in your carry-on, just in case your checked bag gets delayed.

7. Be Flexible & Embrace the Unexpected

No matter how well you plan, something will go off-script. And that’s okay!

- Leave Room in Your Schedule: Don’t overpack your days. Allow for surprises, delays, or spontaneous discoveries.

- Stay Positive: Missed a train or an attraction? Don’t let it ruin your trip. Flexibility is the secret to enjoying travel.

Final Thoughts

Planning the perfect itinerary is all about asking the right questions, staying organized, and being flexible. From defining your trip’s purpose to mapping out your days and choosing the right accommodation, each step brings you closer to a memorable adventure.

Ready to plan your next trip? Use these steps as your checklist, and you’ll be well on your way to a smooth, enjoyable journey. And remember—the best travel memories often come from the unexpected!

If you found these tips helpful, Please check out my youtube video about this topic! Also please consider sbuscribing to my newsletter for more travel guides and inspiration.

Happy travels!

How to Create the Perfect Travel Itinerary: A Practical Guide