There are alternatives for most of the gear listed here, so you can pick your favorite if you live in a certain ecosystem or have a preference for a particular brand. This list is intended to help make sure you don’t leave anything essential behind, as I have learned over the years…
Apple’s 2020 iPad Air and 2021 iPad Pro devices are outfitted with a USB-C port for charging, which is a bit more universal for those who use more than iOS devices. There are capable cameras on the back so you can use the tablet to scan documents or capture other memories while on the go. It’s tough to beat an iPad for the portable entertainment experience with excellent vivid displays and every media app you can imagine being right at your fingertips. You can load up your iPad with content from many subscription services and never worry about poor content at your travel destination. The latest iPad Pro models sport the Apple M1 processor and soon iOS 15 (in public beta phase) will launch with further enhancements to make an iPad an extremely capable device for work and play. Pros:

   Best tablet available   Responsive and fluid user experience    5G options for connectivity at all times

Cons:

   Can be expensive   Susceptible to breakage if dropped   Apple Pencil is an expensive accessory 

Sony offers capable smartphone software and actually innovated a bit on the earbud tip. The tip offers a material that appears to be a combination of silicone and Comply tips with the look and feel of silicone, but with the rigidity of a Comply material. It’s fantastic, and the earbuds stay in my ears very well without having to squeeze down the tip to fit. They are also very comfortable for long-term wear. The Sony WF-1000XM4 earbuds are 10% lighters than the Mark 3 version with a 40% smaller charging case. An alternative to these is the Apple AirPods Pro. Pros:

   Stunning audio performance    Very long battery life    Speak-to-chat option

Cons:

   Expensive    It may be a bit large for some ears

One feature that sets this GoPro apart from past models is the large front color display that is perfect for setting you up in the shot. It also supports an amazing array of still and video resolutions so you can capture the content you want in various levels of detail. GoPro continues to advance the smartphone software that connects to your camera, and there is even a GoPro Labs capability that lets you explore future software features now. Pros:

   Color front display for positioning   20MP resolution photos   Long battery life

Cons:

   Larger than previous GoPro cameras   The rear touchscreen can be finicky at times   Voice control not always consistent

One major reason I purchased this model Kindle was the IPX8 water-resistant feature to enjoy reading books at the beach or by the pool. This model also has physical buttons, so it is easy to hold with one hand and advance through the book with a simple button press with that same hand. You can also enjoy Audible books on the Kindle Oasis, so you are not limited to reading. Pros:

   Ergonomic form factor    Waterproof design   Fantastic display with customized reading options 

Cons:

   Expensive for an ebook reader

For the past couple of years, WaterField Designs has involved customers in the design process of some gear bags. Two recent launches that came about through this unique interactive design process are the Packable Backpack and Hip Sling Bag collections. The Packable Backpack magically folds up into a very small form factor and then unpacks for use. The unique materials and design make this possible, and there is a lot to like in this backpack. The Hip Sling Bag takes the idea of a fanny pack to another level with a couple of different options for horizontal or vertical wear. Pros:

   Stunning, high-quality design and materials   Optimized for your devices   Attractive color and style options 

Cons:

   More expensive than other bags 

The Mophie Powerstation Go Rugged with Air Compressor weighs in at just 2.54lbs and measures 241 x 118 x 47mm in size. It is available now and is one of the most useful accessories I have ever tested. Mophie provides a two-year warranty with the Powerstation Go Rugged. All functions work as advertised, and it is the perfect emergency safety device for anyone who drives bikes, camps, boats and enjoys the outdoors. Pros:

   Several use options in one battery pack    Very bright flashlight with red emergency color    All the tips you need to inflate your gear 

Cons:

   Expensive    Short jumper cables  

Apple has designed a secure tracker that can help you find missing items with an AirTag attached without disclosing to the people the AirTag is connecting to that you are looking for your lost AirTag. Things don’t even have to be lost, as you can use these to track a pet, child or other objects that have an AirTag attached. The ultra-wideband chip inside your iPhone can also work with Precision Finding to locate your AirTag, including providing you with directions to your lost AirTag. Pros:

   Long battery life   Replaceable battery    Affordable 

Cons:

   No integrated key loop   Requires iOS device 

The Belkin 3-outlet Mini Surge Protector with USB ports is a very affordable accessory that is sure to keep you and the family happy on a road trip. It is currently priced at just $29.99 and includes $75 000 in connected equipment warranty coverage. In today’s mobile world, we often find the need to charge up several devices in the evening. Smartphones, tablets, computers, headsets, watches, cameras, and more travel with us and need to stay powered up for the next day. Pros:

   Three standard outlets and 2 USB-A ports   Direct connection to the wall outlet, with 360-degree rotation for tight spaces   Affordable 

Cons:

   No USB-C ports

The car charger is available in black or white, and If you are a regular traveler, I highly recommend buying the white model since you will be more inclined to grab it before you return your rental car. I’ve collected a couple of car chargers over the past year, black color, since the previous renter left it behind. Fast charging is provided via the USB-C port with standard charging from the USB-A port. Pros:

   USB-A and USB-C ports   18-month warranty and Anker’s trusted design    Affordable

Cons:

   The charging port end is a bit large

The iOttie Easy One Touch 5 dash and windshield mount does not include any charging capability. The company does offer options for charging and mounting but has a telescoping arm to help fit into any vehicle. This is important when you travel since you never know what kind of rental vehicle you will be given until you arrive at your destination. While the secure mount and options for mounting are great, I love the simple single-button where you simply place your phone into the holder and the one-touch button secures the side clamps to hold your phone in place. It even has a cool magnetic cord mounting clip to help you keep a clean look on your mounted phone. Pros:

   Easy placement into the mount and easy removal   Telescopic arm to adapt to various vehicles   Rock-solid mount to keep your phone secure 

Cons:

   No vent mount option

Picking from the list above, the Mophie Powerstation Go Rugged Air Compressor is the one piece of gear that should always go with you on a trip when a car, RV, or boat (rental or personal) is involved. The powerful portable battery pack can keep all of your mobile tech and your automobile powered up while also providing essential bright lighting (red or white) during an emergency.  In addition, you can use the air compressor to inflate floatation devices, tires (bike, car, or trailer), air mattresses, balls, and more. I personally like the earbud-form factor better than over my ears headphones and find the Apple AirPods Pro to be my second favorite, after the Sony WF-1000XM4. However, these are both expensive earbuds, costing more than $200 for a pair. Over the past couple of years, WaterField Designs has included direct user feedback through the design process of a few bags, including the hip bag and packable backpacks mentioned in the list above. The company also has a wide assortment of gear bags for all of your mobile tech so you can find exactly what you need and trust it will likely outlive your mobile gear. However, a dedicated ebook reader is fantastic for distraction-free reading, evening reading in bed when you don’t want to wake your partner or hurt your own eyes, and enjoying a good book by the pool or on the beach. I can spend hours on my Kindle Oasis and never tire of reading while tablets and phones inevitably entice me down various rabbit holes of notifications and social-media temptations.