Young woman traveler with luggage relaxing and enjoying on tropical beach in sunny day, Summer vacation and travel concept

Struggling with what to pack for an extended trip? Here are the essentials

By: Vawn Himmelsbach
Published Date:
Modified Date: Mar. 30, 2026

2 Minute Read

It's time to unplug and head off on a trip filled with relaxation and adventure. 

Studies show that vacationing can reduce stress, improve sleep and increase creativity, among other benefits, as the Harvard Business Review describes. Given the many benefits of taking time off work and travelling, you may consider extending your holiday as long as possible. 

Instead of cramming many activities and attractions into a weekend, take your time seeing the highlights, getting lost, and enjoying some downtime on a longer trip. So, you're convinced it's time to go on a vacation, and you have some holiday spots in mind, but now it's time to pack. Where do you even start? We spoke with our travel experts, and here is their advice on packing for a longer getaway.

Medications

If you haven't packed a travel health kit yet, it is time to add one. Ensure you have essential medications, prescriptions, and a basic first-aid kit. In addition to personal routine prescriptions, you should consider packing medications for typical travel illnesses, such as nausea, headaches, or even cuts. Here are a few essentials our expert CAA Travel Consultants recommend you bring.

Travel documents

Ensure your passport, visas, and any required travel permits are up to date and handy. Additionally, keep copies of these documents both digitally and in hard copy. What are some other items that you should bring when travelling? In addition to your identification and any required visas, you may need to have with you medical and travel insurance information, proof of funds, accommodation details, and boarding passes for transportation.

The must-haves, not the nice-to-haves

young woman packing suitcase at home. Preparing for summer holidays abroad.

If you're going on a long vacation or faraway trip, you can quickly end up over-packing just because 'more stuff' feels comforting or safe. The 'what-ifs' end up overpowering what you really need to bring with you. Instead, focus on packing staples, toiletries that you cannot go a day without and clothes that are easily layered, for example. 

Home comforts

A long-stay vacation accommodation often feels more like a home away from home. Bring personal items that help you feel comfortable, such as a pillow or blanket, a small Bluetooth speaker, a cozy sweater, or playing cards.

Travel insurance

Remember to get travel insurance to protect against the unexpected, like trip cancellations and medical emergencies. The last thing you need while on holiday is added stress or financial strains due to an unforeseen illness. Keep the insurance details with you so you know exactly which number to call for assistance if needed.

Local currency

Research your destination's preferred payment methods and currency. Carry some local money, your credit cards, and a backup source of funds to ensure you have payment options. Depending on where you visit, everything from markets to taxi cabs may not accept card payments as they do at home, so having some cash is a good idea.

Questions about planning your next trip?

Our CAA Travel Consultants are happy to help you with all the details of your upcoming vacation. You can book an appointment online. They'll answer all your questions about travel insurance and help you get the best coverage for your budget. 

CAA Travel Insurance, an Orion Travel Insurance product, is underwritten by Echelon Insurance. Certain exclusions, limitations and restrictions apply. A Medical Questionnaire is required if you are 60 years of age and older. Quotes are valid for 30 days.

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