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2026 SKECHERS Wicked Wine Run Pensacola

Milton, Florida, United States

calendar_today 21 Nov, 2026 – 22 Nov, 2026

directions_run Running

sell $20.00 – $60.00

About the Event

Whether you’re a seasoned runner or just love to walk and take in the scenery, SKECHERS Wicked Wine Run is for you! Each course will be held on beautiful properties or various partner vineyards across the country giving you a rare opportunity to view and tour a vineyard like no other. With the option to choose between a 1K or 5K course, or both, there’s something for everyone. Along the 1K course, you’ll find four sampling stations where you can enjoy world-class wines from the partner vineyard. And if you complete the 5K course, there will be a complimentary glass of wine waiting for you at the finish line.

Enjoy access to our post event party where you can enjoy the tunes of a live DJ, eat some delicious food from our food trucks, purchase more wine and play “that’s when we became best friends” games, creating the perfect atmosphere for an evening out with your friends and loved ones. Don’t miss out on the fun-filled event!

Bring a friend, put together a team, or fly solo to meet fellow wine enthusiasts as you sample wines from the vineyard. By participating, you’ll not only be treating yourself to a great time but also supporting our charity partners!

For all other details, please visit www.wickedwinerun.com

Races Offered

1K WINE WALK - Individual

Nov 21, 2026

straighten

Distance — 1K

terrain

Type — Running

timer

15:30

sell

$39.00

5K WICKED WINE RUN - Individual

Nov 21, 2026

straighten

Distance — 5K

terrain

Type — Running

timer

15:30

sell

$39.00

BOTH 5K + 1K! - Individual

Nov 21, 2026

straighten

Distance — 5K

terrain

Type — Running

timer

15:30

sell

$60.00

Volunteer then Run! - Individual

Nov 21, 2026

straighten

Distance — 1K

terrain

Type — Running

timer

15:30

sell

$20.00

Weather History

These values represent the 3-year monthly averages for November in Milton.

thermostat Temperature

12.0° / 22.0°

wb_sunny Feels like

10.2° / 21.3°

light_mode Avg sunshine hours

8h 20m

water_drop Avg rainfall

4.0 mm

ac_unit Avg snowfall

—

air Avg wind speed

10.5 km/h (Light breeze)

opacity Sweat loss rate

Moderate

terrain Course conditions

Firm and slightly soft

sunny Max UV Index

Low (2.0)

humidity_mid Humidity

76.6%

wb_twilight Sunrise

07:14

nightlight Sunset

17:51

About Milton

Learn more about the host city, Milton.

Miltonis in the Florida Panhandle. It prides itself on its large variety of outdoor activities. Downtown sits on the banks of the Blackwater River, and the vista of early 1900s buildings overlooking the water is the iconic image of the town. Canoeing, kayaking, and innertubing are available on the rivers just north of town, beaches are located to the south, and a local rails-to-trails project has created an impressive, 14-mile (22-km) bike path beginning in downtown Milton.