Experience the Best 5Ks in Pensacola ~ Southern Vacation Rentals

There’s no better time to participate in a 5K in Pensacola than October. The weather falls in that sweet spot of mild to a little chill in the morning, setting up the day to be as beautiful as ever. That makes the month a popular time of year to plan a run. For avid runners, Pensacola is certainly the place to be in the fall. Feel the sand beneath your sneakers or pound the pavement in Downtown Pensacola, the options are endless. Whether you made resolutions to knock out that 5K this year or you’re a serious runner, come on down to the Gulf Coast this October for some of our favorite runs! A 5K is only 3.1 miles and can be accomplished quicker than you think. Trust us when we say there’s no better way to experience the best 5Ks in Pensacola than for yourself.

2nd Annual Pensacola Beach Autumn Run 5K

Get ready to run the beach with the 2nd Annual Pensacola Beach Autumn Run 5K! Held on October 26th on beautiful Pensacola Beach, you won’t find a better view to accompany the race. The end of October boasts beautiful running weather, and the location on Fort Pickens near the pier makes it the perfect run. It’s designed for runners, beach-goers, and people looking for a fun challenge of running on the sand. There’s still time to register for the race – secure your spot here!

Pensacola Half Marathon & 5K

Designed by Pensacola locals, the Pensacola Half Marathon & 5K was designed to highlight the beauty of Pensacola. Make your way to Downtown Pensacola on October 13th at 7 AM for an unforgettable experience! It starts at Maritime Park, behind the Blue Wahoos Stadium overlooking Pensacola Bay. The race will take runners (and walkers!) through historic North Hill before crossing the Bayou Chico bridge. Then, back through the Downtown Historic District and returning to Maritime Park. This is known as “the must-do event for Columbus Day weekend!” The sooner you register, the more you’ll save, too. Register now before October 11th for the best prices!

Bridge to Bridge 5K

Ask just about any Pensacola local and they’ll tell you that the Bridge to Bridge 5K is a “must do” event as well. It’s also been voted the “Best Post-Race Party” four years in a row, so you know it’s a good time! Held on October 19th at 7:30 AM, runners start at the Pensacola Bay Bridge and run (or walk!) the three miles to The Bridge Bar and Sunset Lounge for the post-race party. There will be food, refreshments, live music, and a view! When it comes to the best 5Ks in Pensacola, this is certainly one of them. Register here for the best prices.

Where to Stay in Pensacola

If you’re looking for a vacation rental in Pensacola Beach during October, then you’re in luck! We’ve got a wide variety of options for you to choose from. Portofino Island Resort is sure to offer just the vacation you’re looking for. When you aren’t pounding the pavement, you’ve got to have somewhere to relax! Portofino Island Resort provides just that. Luxury amenities including multiple pools, a spa, fitness center, and on-site dining are sure to please! How about a stay at Portofino 1-1105? This high-end 11th story condo overlooks the Santa Rosa Sound, offering you some of the most amazing sights. If you’re traveling with a small group, then you’ll find that this two-bedroom condo perfectly sleeps six. Simply put, there isn’t a better place to stay on Pensacola Beach!