5 Affordable Winter Adventure Destinations

Adventure is almost synonymous with summer, but this assumption excludes you from having fun during the colder months, which are arguably even more enjoyable. 

After the holidays, plane tickets and hotel prices begin to plummet. If you’re one of the lucky few who’s racked up extra paid leave or are just looking for a cure to the winter blues, mid-season is the best time to swing an incredible trip without breaking your bank.  And keeping it domestic makes it even easier.

Below are five incredible Adventure destinations to put on your radar. These places offer such amazing outdoor experiences and are so affordable, you may not want to wait until next winter.

1. Portland, Oregon

Consider yourself a foodie, coffee connoisseur, or beer enthusiast? Perhaps all of the above? If so, Portland is the place for you. Even if the Oregon weather calls for Disney+ ‘n’ chill, there’s always plenty to do around town. Take a tour at one of the city’s 70+ breweries, visit the local coffee shops, eat at a nearby pizzeria or the world-famous Voodoo Donuts. Feeling extra adventurous? Take the hour drive outside of Portland to Hood River, Oregon, where you can shred the Mt. Hood ski and snowboard runs with skateboarding pioneer, Tom “Wally” Inouye. Hotels during this time will run anywhere from mid-$80 to low-$100s.

2. Orlando, Florida

Christmas and New Year’s at the happiest place on earth can make you wish you would’ve stayed home. However, Disney’s World Resort is far less packed after the holidays. If you’re looking for something a little less touristy, we offer plenty of Orlando-based adventures with Shaun Murray, Brian Grubb and Robert Pigozzi as your guides. If you’re able to snag a last-minute deal, you’re set for the stay. Otherwise, hotel prices hover around $148. 

3. The Bahamas, Caribbean

This tropical oasis is just a hop, skip and a jump from Florida – an easy trip to scrounge up. Relax in one of the many bungalows found across the beach on Chez Pierre and fulfill the custom-fishing Adventure of your dreams with AIO guide Captain Danny Hampson. Hotels here start around $100 and airfare ranges from $300-$500, depending on which coast you’re traveling from. 

4. San Diego, California

While San Diego is known for being pricey, winter here is considerably more affordable than summer. The average January temperature is 66 degrees and while that doesn’t scream beach weather, it does offer the perfect conditions for a private skate session with X Games Gold Medalist Elliot Sloan. You can also hit up Encinitas to enjoy VIP treatment on set of the world’s “greatest action sports podcast,” The Monday Mass, with hosts Chris Cote and Todd Richards. Hotels range between $50 and $200, depending on how close you want to be to dipping your toes in the tide. 

5. Hawaii

Get everything you want from a Hawaiian vacation, without all the tourists. Enjoy quality time on the pristine beaches with Jamie Sterling or Kody Kerbox. Take on the Ultimate Molokai Adventure or sharpen your S.U.P. skills with world-class trainer and AIO guide Suzie Cooney.  The options are limitless,  and equally fun-filled. If you wait until after New Year’s to book, you’ll likely find a 3-star hotel in the $80 – $100 range, which is not bad for an island paradise.