How to plan a long trip for over-50s travellers

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How to plan a long trip for over-50s travellers
International
By
Annette
Tour Host
January 9, 2025
6
minute read

Why extended travel is perfect for over-50s

There’s something truly special about taking an extended journey later in life. For over-50s, it’s an opportunity to slow down, savour every moment, and dive deeper into the destinations you’ve always dreamed of exploring. Longer trips mean you can embrace the joys of slow travel—wandering charming streets, lingering over local cuisine, and taking the time to truly connect with the culture and scenery.

Knowing how to plan a long trip is key to making the most of this incredible experience. With thoughtful preparation, you can craft a journey that’s as seamless as it is unforgettable. Whether it’s a month-long escape or a carefully curated multi-week itinerary, this guide will help you every step of the way.

Here’s what we’ll cover

  • Why extended travel offers unique benefits for over-50s
  • How to prepare for your next big adventure
  • Flexible travel tips for a smoother journey
  • Packing essentials for long-term comfort
  • Staying healthy and energised while exploring
  • Fun Over 50 Holidays’ top extended tour options

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Creating award-winning extended tours for over-50s

At Fun Over 50 Holidays, we take pride in crafting extended holidays that combine quality, comfort, and sustainability. Our mission is simple: to provide unforgettable, entertaining experiences that leave our guests with lifelong memories. From immersive cultural adventures to breathtaking natural wonders, we design every tour to give you the time of your life.

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How far in advance should you start planning your next adventure?

When it comes to extended travel, starting early is the key to a smooth and stress-free journey. For most trips, planning at least six to twelve months ahead is ideal. This gives you time to secure the best deals on flights and accommodation, organise visas, and sort out any other essentials.

The further ahead you plan, the more flexibility you’ll have with your itinerary, ensuring your trip is tailored to your preferences. Whether it’s an international escape or a long journey closer to home, giving yourself plenty of time to prepare makes all the difference.

10 key tips for making the most of an extended journey

After years of guiding tours and hearing stories from our adventurous travellers, we’ve gathered some of the most valuable insights into planning extended holidays. These aren’t just practical tips—they’re lessons we’ve learned firsthand, designed to help you travel comfortably, confidently, and with plenty of room for joy along the way.

  1. Start planning early
    Give yourself at least six to twelve months to plan. This timeline allows you to book flights and accommodation at the best prices, secure visas, and organise the finer details without stress.
  2. Choose a flexible itinerary
    A mix of structure and spontaneity works wonders. Group nearby destinations to minimise travel time and leave room for those unexpected delights—a charming café, a hidden gallery, or an unplanned day by the water.
  3. Check your passport and visas
    Always check your passport well in advance—it should be valid for at least six months after you return. Sorting out visas early is just as important. It’s one less thing to worry about when adventure calls.
  4. Invest in travel insurance
    Don’t leave home without it! A solid travel insurance policy that covers medical emergencies, cancellations, and lost belongings is the ultimate travel companion—ready for anything life throws your way.
  5. Budget realistically
    Take your time crafting a budget that works for you. Include flights, accommodation, meals, transport, and activities. A travel-friendly credit card can save you money on foreign transaction fees and give you peace of mind.
  6. Pack smart and light
    A capsule wardrobe is your best friend—think versatile pieces that can be layered for different climates. Packing cubes make organising your bag a breeze, and don’t forget essentials like a reusable water bottle, a laundry kit, and travel-sized toiletries.
  7. Stay connected
    A portable charger is a lifesaver when you’re out exploring all day. Research local SIM card options or roaming plans so you can keep in touch, navigate with ease, and share your journey with loved ones.
  8. Plan for health and safety
    A small medical kit with pain relievers, bandages, and your personal medications is invaluable. Make sure your vaccinations are up-to-date and take note of healthcare options at your destination—just in case.
  9. Make time for downtime
    The best trips include time to unwind. Whether it’s a leisurely morning with a good book or a peaceful stroll through a garden, those quiet moments keep you refreshed and ready for the next adventure.
  10. Leave room for souvenirs
    Trust us—you’ll want space for those little treasures you discover along the way. From handmade crafts to a bottle of the region’s best wine, souvenirs bring the magic of your trip back home with you.

Packing smart for a month-long adventure

Packing for an extended journey is all about balance. You want to have everything you need without lugging around the kitchen sink! After years of touring and plenty of feedback from our travellers, we’ve found the secret lies in versatility, organisation, and practicality.

Essentials for a stress-free trip

Packing smart starts with the essentials. Here’s what we recommend:

  • Capsule wardrobe: Stick to neutral, versatile pieces that can be layered for warmth or styled up for a night out. Think comfortable trousers, lightweight tops, and a cardigan or two.
  • Travel-sized toiletries: Save space with compact versions of your favourite products. Most destinations have shops for restocking, so you don’t need to bring it all.
  • Reusable water bottle: Stay hydrated on the go and reduce waste—a win for you and the planet.
  • Lightweight laundry kit: A small washing line, detergent, and a sink plug can save you time and space in your luggage.
  • Comfortable walking shoes: These are a must. Opt for a pair you can wear all day without aching feet.

Organising your luggage

Keeping your suitcase neat makes life on the road so much easier.

  • Packing cubes: These are game changers. Use them to separate clothing by type or destination, so you’re not rummaging for socks at the bottom of your bag.
  • Roll, don’t fold: Rolling clothes saves space and reduces wrinkles, perfect for trips with multiple destinations.
  • Foldable daypack: A lightweight backpack is handy for day trips or excursions. It can be tucked away when not in use.

Don’t forget the travel documents

Your passport, travel insurance details, and any necessary visas should be in a secure but accessible spot. Make copies—both digital and printed—and store them separately. It’s a small step that can save a lot of stress.

A few bonus tips

  • Leave room for souvenirs: Whether it’s a handmade trinket or a bottle of wine, you’ll want to bring a little magic home.
  • Plan for the weather: Research the climate at your destination and pack accordingly. A lightweight jacket or raincoat is always a good idea.
  • Tech essentials: Chargers, adapters, and a portable battery pack are lifesavers for keeping your devices ready to go.

Packing for a month-long trip doesn’t have to be overwhelming. With a bit of planning and the right tools, you’ll be ready to hit the road with confidence. A little organisation goes a long way in making sure you enjoy every step of the adventure!

Staying safe and healthy on a long adventure

When it comes to extended travel, staying safe and healthy is just as important as planning your itinerary. A little preparation goes a long way in ensuring your adventure is smooth and worry-free. 

Taking care of yourself while travelling isn’t just about avoiding mishaps—it’s about ensuring you can fully enjoy every moment of your adventure. With these tips in mind, you’ll be ready to explore the world with confidence and peace of mind.

Here’s what we’ve learned from our years of exploring and guiding:

Health essentials to pack

  • A small medical kit: Include items like pain relievers, bandages, antiseptic cream, and personal medications. It’s always better to be prepared for minor mishaps.
  • Travel-sized hand sanitiser: A must for staying germ-free while on the move.
  • Reusable water bottle: Staying hydrated is vital, especially in warmer climates or on active days.
  • Sun protection: Sunscreen, a wide-brimmed hat, and sunglasses are your best defence against the elements.

Plan for international travel

When considering how to plan a long trip abroad, research the healthcare system of your destination. Find out where the nearest medical facilities are and whether they meet your needs. If you’re visiting multiple countries, check each location’s vaccination requirements well in advance.

The importance of travel insurance

Comprehensive travel insurance isn’t just a nice-to-have—it’s an absolute must for extended journeys. Look for policies that cover medical emergencies, cancellations, and lost belongings. It’s one of the smartest investments you can make before stepping onto that plane.

Tips for staying healthy on the road

  • Take breaks: Over-scheduling your itinerary can lead to burnout. Build in days to relax and recharge.
  • Stay active: A morning walk or gentle stretch can help keep you feeling energised.
  • Eat smart: Indulge in local cuisine, but be mindful of portion sizes and balance rich meals with lighter options.
  • Hydrate often: Drinking plenty of water is a simple but effective way to feel your best.

Safety first

  • Secure your valuables: A money belt or hidden pocket is perfect for keeping passports, credit cards, and other essentials safe.
  • Stay aware of your surroundings: Busy markets, train stations, and other crowded areas are prime spots for pickpockets.
  • Keep digital copies: Store copies of your travel documents on your phone or in cloud storage for easy access in case of emergencies.

Taking care of yourself while travelling isn’t just about avoiding mishaps—it’s about ensuring you can fully enjoy every moment of your adventure. With these tips in mind, you’ll be ready to explore the world with confidence and peace of mind.

How to stay excited and avoid burnout on long holidays

Over the years, we’ve noticed something about extended travel for over-50s—it’s a dream come true, but the pace can sometimes catch up with you. New surroundings, full days, and the excitement of exploring can be wonderfully energising, but they can also be a bit draining if you’re not careful. Here’s our advice to help you stay fresh and avoid burnout during your adventure.

Pace is everything. Build downtime into your itinerary, whether that’s a morning spent lingering over breakfast, a quiet hour in a garden, or a day with no plans at all. These moments of rest give you the energy to enjoy the bigger excursions without feeling worn out.

Flexibility is just as important. If one day’s activities feel a little too ambitious, there’s no harm in changing plans. Swap a packed sightseeing schedule for a leisurely stroll or an afternoon enjoying the hotel’s comforts. Knowing how to plan a long trip isn’t just about the destinations—it’s about creating a pace that suits you.

Finally, embrace the beauty of slow travel. Take your time to soak in the views, savour the meals, and enjoy the journey at your own rhythm. This is your chance to focus on what truly delights you, leaving you refreshed and fulfilled, not rushed and frazzled.

The secret to making the most of a long holiday? Listen to yourself, and travel at a pace that feels just right.

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Make your extended journey a private adventure

Gather your friends, family, or social club for a private tour tailored to your dreams. Travel safely in a small group of familiar faces with a personalised itinerary designed just for you, or choose from our curated group tours for an unforgettable shared adventure.

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