Fifth Annual Sky Island Tour

Thank you to the great sponsors below of the Sky Island Tour 2019!

A One-Day Bicycle Tour in Beautiful Cochise County, Arizona

PRESENTED BY the City of Sierra Vista, Arizona and the National Alliance on Mental Illness of Southeastern Arizona (NAMI SEAZ) 

HOSTED BY the Windemere Hotel and Conference Center


A scenic one-day bicycle tour in Cochise County, Arizona takes place on Saturday, October 3, 2020. The Sky Islands are known in the southwest as mountain ranges surrounded by radically different lowland environments.  All Sky Island Tour rides are a loop, beginning and ending at the Windemere Hotel 2047 S. Highway 92, Sierra Vista, AZ.  Click HERE to register.

REGISTRATION Click below next to each ride listing for the online registration links. Online registration CLOSES on Friday, October 3, 2020 at 12:00pm. You can register in person at packet pickup 5:30-8:30pm October 4 at the Windemere Hotel or on October 5 starting at 6:00am. Be aware of the start times listed below for each event listed below and allow ample time if you plan to register in person.

**All registered participants must wear a helmet. No bike trailers are allowed in the 62-miler and 44-miler events. No exceptions.**

HOTEL – The Windemere Hotel is offering a discounted rate of $79 to Sky Island Tour participants for the weekend! To make a reservation, you must call the hotel at 520-459-5900 and mention the Sky Island Tour rate. 

PACKET PICKUP – Friday, October 2, 2020, 5:30-8:30pm and Saturday starting at 6am at the Windemere Hotel.

PASTA DINNER – October 3, 2020 – Join us at the Windemere Hotel for some carbo-loading! A $6 pasta dinner is offered 5:30-8:30pm with red and white sauces, garlic bread, salad, and iced tea/water/coffee!!

BREAKFAST – October 2, 2020- The Windemere Hotel will be offering a delicious $5 breakfast buffet 5:30-8:30am inside the hotel for all participants!! 

LUNCH – October 3, 2020 – Join us after the ride and hang out with fellow bicycle riders for lunch and fun! DJ PINK will be playing your favorite tunes, and food trucks will be on site offering delicious lunch specials, as well as a frozen gelato truck will be serving up homemade gelato! Also, there will be a veterans cycling charity, VeloVets Sierra Vista, offering lots and lots cycling gear, and everything is $10!

T-SHIRTS – Every registrant receives a t-shirt (made of cool wicking material) as part of the registration cost, and family registrations receive 1 t-shirt per family. T-SHIRTS TEND TO RUN LARGE SO CHECK T-SHIRT SIZING CHART. You must register by Saturday, August 22, 2020 to GUARANTEE receiving your selected t-shirt size (Sizing Chart Here). Additional t-shirts are $10 and available in online registration or at packet pickup. Family registrations include 1 t-shirt.

REST STOPS – The 62-miler, 44-miler, 30-miler, and 20-miler events will have rest stops. The 5 rest stops will have porta-potties and will be stocked with water, performance drink, bananas, and cookies. 


  • 62-miles metric century: $60.00
  • 44-miles: $60.00
  • 30-miles: $60.00
  • 20-miles: $30.00
  • 5-miles: $20.00
  • 20-miles family (2-5 people): $50.00
  • 5-miles family (2-5 people): $30.00   


  • 62-miles metric century – 7:00am (steep)
  • 44-miles – 7:30am (hilly)
  • 30-miles – 8:00am (less hilly)
  • 20-miles – 8:30am (mostly flat)
  • 5-miles – 9:00am (flat)

Metric Century – Register HERE

The metric century (62 miles/100 km) bicycle ride takes place on mostly rural roads with a sufficient shoulder width to provide a comfortable ride for the intermediate to advanced rider. It is not closed to traffic. The ride passes around historic Bisbee, Arizona and twice crosses over the San Pedro River. Four support stops will provide water, performance drinks, and snacks.  Technical support is also provided on the route if needed.  Note – the ride contains a steep climb (7% grade and sections at 9%) up Mule Mountain in Bisbee that has a difficulty of 6 on a 10-point scale.

Metric Century Map PDF Fileh

Metric Century Turn by Turn Directions

Metric Century Map GPX File

Metric Century Strava Segment

44-Mile Ride – Register HERE

Not ready for the metric century?  Try this out-and-back 44-mile route. The ride starts at the Windemere Hotel and goes south on Hwy 92 to the Hereford Rd stop light, with a left turn to the end of Hereford Rd (at Hwy 92) —one rest stop is at the turnaround point—then back on the same route. This ride has a long uphill climb on the route back on Hereford Rd. 

44-Mile Map PDF File

44-Mile Map GPX File

44-Mile Strava Segment

30-Mile Ride – Register HERE

The 30-mile ride is new for the 2019 Sky Island Tour.  This route is out-and-back on the same route as the 44-mile ride.  Starting at the Windemere Hotel, the ride goes south on Hwy 92 to a left on Hereford Rd, with the turnaround point at Palominas Rd, and a rest stop is at the turnaround point. This ride has several hills, including coming back up Hereford Rd on the route back.

30-Mile Map PDF File

30-Mile Map  GPX File

30-mile Strava Segment

20-Mile Cochise-Vista Ride – Register HERE

The 20-mile bicycle ride is around Sierra Vista on the Cochise-Vista Bicycle Route (green signs).  This casual ride for all level of riders takes place on multi-use paths and when not on a multi-use path, most roads are striped with a bike lane. There will be a rest stop in the City Hall parking lot. This ride is mostly flat with a few small hills.

20-Map Map PDF File

20-Mile Map GPX File

20-Mile Strava Segment

5-Mile Fun Ride – Register HERE

The 5-mile fun ride is in Sierra Vista on the Country Club Estates fitness loop. Bring the entire family for this comfortable ride on the all multi-use path route. This ride is nearly all on flat roads. 

5-Mile Map PDF File

2019 Sky Island Tour – Metric Century Start

Download Video:

2019 Sky Island Tour – Cochise County Podcast

2019 Sky Island Tour – Fort Huachuca Video

2018 Sky Island Tour Video – KGUN Morning Blend


All proceeds benefit NAMI SEAZ.

This event is an effort to raise much-needed funds to continue NAMI SEAZ’s programs for those affected by mental illness and to increase awareness of the advances that have been made in mental health. NAMI SEAZ provides FREE programs and workshops to educate, support, and advocate for those affected by mental illness.