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Your Fall Travel Itinerary Guide

Fall Travel

Planning your next fall and winter travel itinerary? Traveling for fall foliage and straight into the winter is probably our favorite time of the year - with so many places in the United States, here are some of our top destinations to get into the holiday spirit.


Chicago has to rank as one of our top spots for the fall. With it’s hustle and bustle of a city, the fall foliage around the city is gorgeously tucked throughout the city. Take a visit to the downtown bean, and take some gorgeous photos of the foliage with a hot chocolate or hot coffee in hand. Here’s our must-do’s for things to do in the windy city:

Eat deep dish pizza at the famous Lou Malnati’s or take it to go back to your hotel

Walk around downtown to the Bean sipping your favorite hot chocolate

Visit the IO Comedy Theater for some local comedy show

Visit the Signature Lounge for a view of the sunset overlooking the city

Watch turtles race for a unique experience


Boston is a winter wonderland for those who are looking for a true, winter experience filled with snow and gorgeous landscapes.

Go ice skating at the Commons across from the frog pond

Visit the Skywalk Observatory, a one of a kind view of the city at the Prudential Center

Grab a meal at the Boston Public Market, an indoor foodie heaven filled with everything from dessert to seafood

Sip drinks in your own personal igloo at The Envoy Hotel

Take a tour of the Boston Public Library

Watch a show at some of Boston’s popular commercial theaters including the Charles Playhouse, Boston Opera House, and Shubert.


What’s the perfect trip without some aurora lights, dog sledding, and of course, snow! Embrace in a winter wonderland.

Attend the World Championship Dog Sledding Competition or better yet, try it out for yourself

Take a trip to Fairbanks and take a trip to see the aurora lights dancing

Take a sightseeing flight - see gorgeous glaciers and naturescapes in comfort and in aerial view

Take a tour on a snowmobile

Book a tour with an ice fishing guide and catch fish in a unique experience!

Dip into a hot spring during the cold winter


If you’re looking for something away from the cold winter, take a trip to Florida during winter in some hot spots like Miami or Key West.

Check out the gorgeous views of Smathers Beach while overlooking the sunset

Take a holiday lights tour while onboard the trolley

Watch a parade of boats light up along the water

Watch the conch shell drop on New Year’s Eve

Take a sunset cruise to see what Key West is all about

Take a visit 70 miles trip to Dry Tortuga National Park and beach

Not sure what to pack for your next vacation? Be sure to check out our portable chargers to bring for your next vacation and our gimbal to record and stabilize all of your favorite footage. Store your favorite vacation memories with our WiFi Digital Photo Frame.

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