Travel Planning FAQ: Expert Answers from Full Time Travelers

We've been traveling full time since 2022, living one month per city across 40+ destinations. These are the questions we get asked most, answered from real experience.

How do I plan an international trip if I've never traveled abroad?

Planning your first international trip comes down to five steps: research your destination, book flights and accommodation, arrange visas and travel insurance, create a flexible day by day plan, and pack smart. Start at least 8 weeks before your trip. The biggest mistake first time travelers make is overscheduling. Build in downtime and allow for spontaneous exploration. Focus on 2 to 3 neighborhoods per city rather than trying to see everything.

What's the best way to plan a trip to a new city?

The most efficient approach is to research neighborhoods first, then layer in restaurants, activities, and logistics. Start with where to stay (proximity to what you want to do matters more than star ratings), then map out your must dos by area to minimize transit time. Local recommendations beat generic travel blogs every time. Our planning systems are built from actually living in each city for a full month, not a weekend visit.

How far in advance should I book international travel?

For flights, 6 to 8 weeks before departure usually gets the best prices for international routes. Accommodation depends on season: book 2 to 3 months ahead for peak season destinations, 3 to 4 weeks for off season. Popular restaurants in cities like Lisbon, Marrakech, and Dubai often need reservations 1 to 2 weeks out. For activities like cooking classes or guided tours, 1 week ahead is usually fine.

What should I pack for a 2 week international trip?

The key is packing light while being prepared. A carry on suitcase, one personal item, and a day bag cover almost any 2 week trip. Build your packing list around a neutral color palette so everything mixes and matches. Roll clothes instead of folding. Bring a packable laundry bag and plan to do one mid trip wash. Avoid packing "just in case" items. If you haven't worn it in the last month, leave it home.

Is it safe to travel to Colombia?

Medellin has transformed significantly and is now one of South America's most popular destinations for travelers and remote workers. Standard travel safety applies: stay aware of your surroundings, use registered taxis or ride apps, avoid displaying expensive jewelry, and stick to well known neighborhoods like El Poblado, Laureles, and Envigado. The city's infrastructure for tourists is excellent, with a modern metro system, walkable neighborhoods, and a strong café and restaurant culture.

What's the best time of year to visit Bali?

Bali's dry season (April through October) offers the best weather for beaches and outdoor activities. Peak tourist season is July and August, so May, June, and September give you great weather with fewer crowds. The wet season (November through March) brings afternoon rain showers but also lower prices, lush green landscapes, and dramatic sunsets. Canggu and Ubud are excellent year round.

How much should I budget per day for traveling in Europe?

Budget varies significantly by city. In Lisbon or Crete, expect around 100 to 150 USD per person per day for mid range travel (boutique hotel, eating out twice, one activity). Nice and the French Riviera run higher, around 150 to 250 USD per day. These estimates include accommodation, food, local transport, and one activity or experience. Shoulder season (May, June, September, October) typically offers the best value across Europe.

What's the difference between a travel guide and a travel planning system?

A travel itinerary gives you a schedule: Day 1 do this, Day 2 do that. A travel planning system goes deeper. It includes neighborhood breakdowns, local restaurant recommendations with specific dishes to order, budget estimates, packing lists, safety tips, cultural notes, and a flexible structure that lets you customize your trip. Think of it as getting a month of local knowledge compressed into a resource you can use before and during your trip.

Do I need a visa to visit Morocco?

US, UK, Canadian, and Australian citizens can enter Morocco visa free for up to 90 days. You'll need a passport valid for at least 6 months beyond your arrival date. Marrakech is the most popular entry point, with direct flights from many European and North American cities. Immigration is straightforward. Just have your accommodation address ready for the entry form.

What's the best neighborhood to stay in Dubai for a first visit?

For first time visitors, Downtown Dubai and Dubai Marina are the most convenient bases. Downtown puts you within walking distance of the Burj Khalifa, Dubai Mall, and the Dubai Fountain. Dubai Marina offers a more relaxed waterfront atmosphere with excellent restaurants and beach access. JBR (Jumeirah Beach Residence) is ideal if beach time is your priority. Avoid staying far from metro stations, as distances in Dubai are significant.