The Second Summer Cycle is a cycling and gran fondo event held on Sunday, September 13, 2026. It is located at 220 South St in Yarmouth, Massachusetts.
Sat, Sep 12, 2026 at 7:00 AM
Join experienced race veterans and triathlon newcomers alike for the 44th year of the Hyannis Triathlon. Along with its sister race in September, this is the longest-running triathlon in the East!
Both the Sprint and the Olympic races start and finish at picturesque, sandy Craigville Beach. The courses are challenging — but still able to be completed by fitness enthusiasts who have trained for the distances. Starting waves for elites, age groupers, first-timers, even for family and friends who wish to race together! And don’t forget New England’s largest relay team competition!
The atmosphere is special, the views are spectacular, and your satisfaction of accomplishment will last for a long time!
SPRINT COURSE DISTANCES:
Swim: 1/4 mile
Bike: 10.2 miles
Run: 3.6 miles
OLYMPIC COURSE DISTANCES:
Swim: 0.9 mile
Bike: 20 miles
Run: 6.2 miles
DUATHLON COURSE DISTANCES:
Run #1: 1.4 miles
Bike: 10.2 miles
Run #2: 3.6 miles
AQUABIKE COURSE DISTANCES:
Two Distances —
Sprint Aquabike: Swim: 1/4 mile, Bike: 10.2 miles
Olympic Aquabike: Swim: 0.9 mile, Bike: 20 miles
AQUATHLON COURSE DISTANCES:
Swim: .9 miles
Run: 6.2 miles
TRI IT YOUR WAY (VIRTUAL CATEGORY)
Can't make it in person? No Problem!
Here's how Tri It Your Way works:
Pick your triathlon activities! Remember, you can either swim the 400 yards or choose another activity to do for 10 minutes. The bike needs to be at least 10 miles and the run needs to be at least a 5K (yes, you may go over, but not under!).
SAFETY FIRST! Make sure you are taking all the safety precautions when swimming, biking, and running. This means not swimming alone and following all the rules of the road (or trail). Just like all the precautions you take when training or racing an event, we want you to be safe.
Record each activity with your watch, or phone, or bike computer.
Document your tri! Whether it’s someone taking pictures of you “racing” or stopping for a selfie mid-run. We want to see you in action! Dogs, kids, partners, friends (socially distanced, of course) are encouraged to join in with you!
Go to our event page and post your “race” data and your pictures. OR email your pics and race data to [email protected].
USAT SANCTIONED
Results will count toward national and regional rankings. All USAT rules and regulations will apply. Racers are subject to time penalties or disqualification for infractions of USAT rules.
You are required to have either an annual or 1-day (Bronze) USA Triathlon membership in order to race in any USAT-sanctioned event. Non-USAT members will be required to purchase a one-day event insurance license from USA Triathlon. Costs: $14.99/sprint, $24.99/olympic, $9 per relay team member, $10 for youth.
MASSACHUSETTS STATE CHAMPIONSHIP
This is a 2026 USA Triathlon State Championships Ranking Point Event. Residents of Massachusetts can earn points which — combined with results in other qualifying races — will be totaled by USA Triathlon at the end of 2026. Note: you must participate in at least three qualifying races to be eligible for State Champion.
Aquabike Aquathlon Cycling Duathlon Run Swim Trail Triathlon Virtual
Sat, Sep 19, 2026 at 9:00 AM
EVENT INFORMATION
After five successful years as one of the most difficult sprint triathlons in the world, The GutCheck was reconfigured in 2019 as a point-to-point adventure race within Cape Cod’s
2000-acre DCR Nickerson State Park. Each year, the course will be different — and no one knows exactly what it will be until shortly before the race. Just know that it will be an endurance workout you won’t soon forget!
WARNING!
This is a race for intermediate athletes. Expect cold water, steep hills and difficult cliffside running trails paved with tree roots. While there will be emergency medical support on-site, all participants race at their own risk.
HOW IT WILL WORK:
Until shortly before the race, all you’ll know about this year’s GutCheck is that it will combine running, cycling, navigating and water crossing (paddleboard or swimming) in Nickerson State Park. You will present yourself at designated checkpoints along the way. Expect a finishing time of 1 to 2 hours. Whether you compete solo or with a group of your friends (2, 3 or 4 persons), the objective is to use your wits and fitness to scramble your way (including 92 steps built into a cliff) to the finish.
THE COURSE
Athletes will receive laminated maps that have checkpoints pre-marked before the race. You will navigate between checkpoints using the map and compass. Teams must check in at all checkpoints and the finish line together. Segments will be categorized as either a run, bike, or swim/paddle discipline. Keep in mind that you may have multiple running, biking, and swim/paddling legs that alternate throughout the race. Also, unlike a relay, 2, 3 or 4-person teams compete together the entire race. This is a point-to-point race, there is no central transition area so plan accordingly.
HOW SHOULD I PREPARE?
Prepare yourself for this event by training to be capable of trail running and biking for two-plus hours. There will be no more than four swim segments, and each swim segment will be 1/2 mile or less. Paddle segments will be longer. Biking elevations range from -5% to 8% grades, running elevations up to 18% grade. You can choose between swimming or paddleboarding. Bring your own, or a limited supply will be available to rent. Be prepared for a mile+ of total paddling or 3/4 of total swimming. Be prepared to read and follow the supplied trail map. There will be four race categories: solo, two-person, three-person and four-person. All members of a team race the entire course together, remain in close contact and finish at the same time.
DISTANCES
Be prepared to:
Paddle 1 - 1.5 miles or Swim .5 - 1.0 miles
Bike (steep hills) 5 - 10 miles
Run (technical trails) 4 - 6 miles
USA TRIATHLON
This is a USAT Sanctioned race! That means that we meet or exceed strict guidelines set by USA Triathlon. This benefits the athlete by providing additional insurance coverage in case of injury.
You are required to have either an annual or 1-day (Bronze) USA Triathlon membership in order to race in any USAT-sanctioned event. Non-USAT members will be required to purchase a one-day event insurance license from USA Triathlon for $14.99.
GEAR LIST
Road Bike
Bike Helmet
Paddle board w/ paddle or surf board
Life vest or safe-swimmer buoy
If swimming; dry bag for shoes, map etc.
Running (or trail) shoes that don't mind getting wet
We'll supply the laminated map
ADDITIONAL RECOMMENDED GEAR
Marker to be used on laminated map
Long pants, tights or leg protection
Sunglasses or hat
Bug spray
Sunscreen
Compass
Dry bag or safe swimmer buoy with inner compartment
RACING AS A TEAM
Each person registers as an individual, noting the name of your team during the registration process. This avoids the hassle of one person registering the team but then needing to gather info and collect money from everybody. Team members can also decide prior to the event to "race solo," or vice versa. On race day each member of the team must go through check points and finish line together. May the fastest... and smartest... teams win!
CAN TEAMS SHARE A PADDLEBOARD?
Yes! Up to 2 team members can be on 1 paddleboard at a time.
TRANSFER/REFUND POLICY
There will be no refunds , transfers or wait list.
TIMING
Results are expected to be posted to the GutCheck website and the NEEE website with in one day.
TRAVEL
For those traveling from afar, Cape Cod is awash with hotels, motor lodges, inns, bed and breakfasts, vacation cottages and AirBnB offerings.
Cycling Run Swim Trail Triathlon
Sat, Sep 26, 2026 at 8:00 AM
4th ANNUAL SNACKROADS RIDE TO BENEFIT TOMMY'S PLACE: September 26, 2026
Registration includes custom event swag, Ride with GPS turn by turn voice navigation, stocked aid station and post race party.
EVENT SWAG: Need to register 6 weeks prior to event to guarantee you'll get swag
POST RACE PARTY: Stay tuned for more details
ROUTE NAVIGATION: All registered riders will have free access to our RideWithGPS event account on day of ride to follow the route with visual and audio cues. (Requires downloading RWG App to your phone)
Cycling
Sun, Sep 27, 2026 at 8:00 AM
22 km from YarmouthCycling Gravel
Sat, Oct 24, 2026 at 7:00 AM
Cycling the Series +
A Festival for All, October 24th and 25th
Watch for 2027 details
Cycling the Series+ will comprise three different events on the weekend it is put on (October 24th and 25th) The
events will be a road event, gravel, event. and ruck/running event. Each event will have different categories. The road event will be a challenge with timed KOM's/QOM's. The weekend will be a festival. There will be music (local bands), food from local restaurants, either catered or at the restaurant. drawings for great prizes, all participants will have a chance to win prizes, just by participating. You do have to be present at the drawing to win. THE PARTY IS ON THE 25TH AFTER THE ROAD CHALLENGE
For details of the after parties each day, see the description of the days below.
Road event (Challenge)-October 25th, 2026
The road event will be approximately a 40 mile event. The event will be comprised of three different divisions: the divisions will be comprised of 100 riders each. Division 1-riders who can ride 22 mph +; Division 2, riders who can ride 18-21 mph; Division 3, riders who can ride 15-17 mph. The ride will be approximately 46 miles. The riders will have to ride the complete distance without ever stopping. THE RIDERS SHOULD HAVE HYDRATION AND NUTRITION WITH THEM ON THEIR BIKES.
We will have a medical van or EMT vehicle accompanying each division, along with Medical and PT personnel at the start and finish.
There will also be KOM’S/QOM’S throughout the course. There will be 4 for division of the challenge. The riders with the lowest combine times in the KOM's/QOM's in each division (5 deep, male and female) will receive a prize,
The riders will all have to subscribe to Strava and record their times for each of the KOM’s/QOM’s on Strava.
Special drawing: Every participant in the Road Event (Challenge)will be entered into a drawing for a Pinariello X.
The road event will have three beneficiaries, the Youth Athletic Foundation, Real Eyes Truth, and the Barnstable Land Trust, and the Latham Centers. The event will donate $40.00 per rider to the beneficiaries. The monies will be split between the beneficiaries equally. The monies to donate to the beneficiaries will come from either the rider fees or from sponsorships. There will not be any required fundraising, however, there will be a fundraising option for the riders.
Swag: Every rider will receive an event t-shirt.
After Party: There will be food Catered by Kidd's Hill Kitchen/Courtside Cafe, Music by a local band (to be named), and beer and wine provided by Barnstable Brewing. Each participant and volunteer will receive coupons worth $30.00 to be used as they choose at the after party.
Dirt Division Event-October 24th, 2026, 10:00 a.m.
A ride through the gravel roads and bike trail in Yarmouth, Dennis and Harwich, MA.
There will be one category of the Dirt Division ride. The ride will be approximately 40 miles long.
This is a ride not a race.
The ride will be fully supported.
The start and finish for each course will be at the same spot.
There will be a Hydration and Nutrition stop at the midpoint of the loop.
There will be SAG Cyclists on e-bikes patrolling the course in case a cyclist needs assistance. We will have medial and PT personnel available to assist riders on the course, stationed at the Hydration and Nutrition stop and also at the Start/Finish.
A special drawing: Every participant in the Gravel Ride will be entered into a drawing for a ____________ frame.
The Relentless Run & Ruck Challenge-October 24th, 2026
The Relentless Run and Challenge is a timed competitive-style endurance event built for runners and ruck athletes.
You can choose to run it normally (no weight) or ruck style with weight.
Either way you're on the same trail course, pushing yourself and getting after it!!
Course Format and Event Options:
The Course: One, approximately 5K loop on trails.
Event Options:
5K: One loop. Great for first timers, fast runners, or anyone who wants to send it.
10k: Two loops. The sweet spot- competitive, challenging, and super doable.
Relentless 6-Hour Endurance Challenge: Complete as many 5K loops as possible in 6 hours. This is the long game option: pacing, grit, and staying disciplined when it gets hard. Perfect for anyone who wants to test themself at a longer time domain/distance.
Divisions (All Distances)
Choose a division when you register:
Run: Run it like a normal 5K, 10K, or 6 Hour Race. No weight, just run.
Ruck: 30lb (Men)/ 20lb (Women)
All Ruck weights are dry weight and do not include water. See additional details below.
Scoring and Results:
5K/10K: Ranked by fastest finish time
6-Hour Endurance Challenge: Ranked by total distance completed. Tie breaker: final fastest complete loop
Awards/categories will be finalized based on participation
Ruck Standards & Rules (Weighted Divisions)
Mandatory ruck weigh-in will take place before the start and at the finish line.
Weight Rules & Approved Ruck Set Up
Required ruck weight must be non-consumable and non-wearable. No food, water, or clothing used as required weight
You can carry extra supplies (food, water, layers, etc.) Just know this counts as additional weight on top of the required division weight
Required weight must be carried on your back as a traditional ruck. Any backpack/ruck is acceptable. Plate carriers are NOT allowed
No sling bags or duffel bags
No trekking poles allowed
If you have questions about your ruck set up, email [email protected]
Who This Is For
The Relentless Run & Ruck Challenge is for runners who want a simple, timed event, ruck athletes who want a legit course and standards, and anyone who wants to push themselves and have some fun..
Whether you’re chasing a time, carrying weight, or just here to test yourself - this challenge is for you.
All fitness levels are welcome - come push yourself and see what you’re capable of.
Non-Profit Donations: Cycling, the Series will donate funds from each of the events to the non profit Heroes in Transition
For the Road event (race) $50.00 from the registration fee will be paid to a pool of funds that will be shared by three different non-profits (Beneficiaries)on an equal basis.
Beneficiaries: Road event (race) - Youth Athletic Foundation, Real Eyes Truth, Inc
For the Gravel event ? From the registration fee will be donated to the non-profit(s) associated with this particular event on an equal basis.
Beneficiaries: Gravel event -
For the Ruck/Running event ? From the registration fee will be donated to Heroes in Transition
This a Festival, it is going to be fun.
Cycling Gran Fondo Gravel MultiSport Trail