Plan Your Travels
Get Started Planning Your Travels Now!
Planning long-term travel is very different from planning a typical vacation. When you’re living a nomadic lifestyle, decisions about destinations, timing, transportation, accommodation, budgeting, and safety become part of your everyday travel strategy.
This section of the site contains practical guides to help you plan smarter, travel slower, and avoid many of the mistakes we made when we first started travelling full-time.
Explore the guides below to learn how to plan your travels with more confidence.
Jump To Topic:
Start Here: How To Plan Long-Term Travel
This is our complete guide to how to plan long-term travel, where we walk you through our exact system for planning a year of travel from start to finish.
Read the Guide
Choosing Your Destination
Choosing where to go is often the hardest part of long-term travel. These guides help you evaluate destinations based on cost of living, climate, seasonality, and travel style.
Start With These Guides
- How to Pick a Travel Destination: 13 Factors to Consider (Learn From Our Mistakes)
- 17 Best Slow Travel Destinations – Where You Can Live Comfortably On USD $3000 A Month Or Less
- 21 Cheapest Countries For Retired / Digital Nomads
When to Visit: Best Countries to Visit by Month
Timing can make a huge difference to your travel experience. Weather, crowds, and seasonal events all influence when a destination is best to visit.
Explore These Guides
- 21 BEST Countries to Visit in January
- 25 BEST Countries to Visit in February
- 26 BEST Countries to Visit in March
- 27 BEST Countries to Visit in April
- 26 BEST Countries to Visit in May
- 25 BEST Countries to Visit in June
- 25 Best Countries to Visit in July
- 24 BEST Countries to Visit in August
- 26 BEST Countries to Visit in September
- 27 BEST Countries to Visit in October
- 27 BEST Countries to Visit in November
- 25 BEST Countries to Visit in December
Festivals & Cultural Events [2026 + 2027 Dates]
Festivals are one of the best ways to experience local culture. These guides highlight some of the most exciting festivals around the world.
Festival Guides
Festivals By Month
- 15 BEST Festivals in January Around the World
- 21 BEST Festivals in February Around the World
- 20 AMAZING March Festivals Around the World
- 16 TOP Festivals in April Around the World
- 13 BEST Festivals in May Around the World
- 12 BEST Festivals in June Around the World
- 14 GREAT Festivals in July Around the World
- 13 BEST Festivals in August Around the World
- 13 POPULAR Festivals in September Around the World
- 13 BEST Festivals in October Around the World
- 12 BEST November Festivals Around the World
- 12 BEST Festivals in December Around the World
Individual Festival Guides
- Happy Songkran Festival in Thailand: When, Where & How to Celebrate
- Chiang Mai Lantern Festival Thailand + Other Festivals
Travel Planning Tools & Systems
These guides explain the tools and systems we use to research destinations, plan itineraries, and organise long-term travel.
Planning Tools
- How to Plan a Trip on Google My Maps: A Step-by-Step Guide
- How To Export Data From Google My Maps To Use Offline
Flights & Transportation
Getting from one destination to another is one of the biggest logistical challenges of long-term travel. These guides help you find affordable flights, understand transportation options, and move between destinations efficiently.
(Links will appear here as new guides are published)
Accommodation
Accommodation is one of the biggest costs of long-term travel. Finding the right place to stay, whether for a few nights or a few months, can have a big impact on your travel experience and budget.
Tours, Activities & Experiences
Tours and activities can help you discover the history, culture, and hidden gems of a destination. Choosing the right experiences can transform a simple trip into something truly memorable.
(Links will appear here as new guides are published)
Travel Safety & Preparation
Staying safe and prepared while travelling is essential, especially when travelling long-term.
Safety & Preparation Guides
- Is Travel Insurance Worth It? A Guide For Smart Travellers
- How To Keep Valuables Safe While Traveling: Our Top 14 Tips
Money & Travel Finances
Managing money while traveling long-term requires a different approach than a short vacation. These guides help you understand budgeting, banking, and financial strategies for sustainable travel.
(Links will appear here as new guides are published)
Cruising
Cruising can be a surprisingly effective way to explore multiple destinations while enjoying comfortable accommodation and transportation all in one journey. It’s also an option we occasionally use to travel between regions.
(Links will appear here as new guides are published)
Next Steps in Your Nomadic Journey
Once you know how to plan your travels, the next step is learning how to live the nomadic lifestyle day-to-day.
Explore the next stages of the journey:


