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Tour de Chesapeake

Tour de Chesapeake

Mathews County Cycling Event

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You are here: Home / The Ride / Schedule

Schedule

Schedule Tour de Chesapeake 3 Day

Friday, May 16, 2025:

4-8:30 p.m. – Registration and Check-In – Thomas Hunter Middle School, 387 Church Street, Mathews

  1. Waivers filled out/signed by EACH participant in person
  2. Pick up Participant packet, pre-ordered merchandise
  3. TDC merchandise on sale
  4. Entertainment provided by Capn Dar (tunes of Buffett, Chesney & more)
  5. Baked Goods and snacks for sale by MHS After Prom Committee
  6. Sponsor/Vendor Tables open

PRIVATE BOAT TOURS by Mathews Deadrise Charters – Tour the East River’s historic homes and waterfront, explore the world of oyster aquaculture and even learn how to shuck the Chapel Creek Oyster – Book yours today! Contact Captain Trey at 804-815-6132 or mathewscharters@gmail.com www.mathewscharters.com

10 a.m.-3 p.m. – Kayak Tours available by appointment only – Call Jackie @ Craven Expeditions for reservations at 804-695-4660 Email: cravenexpeditions@gmail.com www.cravenexpeditions.com.

10 a.m.-7 p.m. – Mathews Visitor Center AND Local merchants on Main Street keep their doors open late for your convenience – The Cottage and Lily Valentine Antiques offer 20% off! Also visit Cattails, The Vintage Pearl, Gypsy’s Wagon and more! https://visitmathews.com/shopping-in-mathews-county/

Dinner on your own – See Local Eats

Saturday, May 17, 2025

THE RIDE – CYCLIST INFORMATION/ACTIVITIES

7-10 a.m.  – Registration/Check-in open (Inside THMS)

6:30-8:30 a.m. – Coffee and pick-up breakfast items will be on sale at the registration area – to benefit THMS SCA (inside THMS)

7 a.m.-3 p.m. – TDC merchandise available for sale – Inside THMS – GET IT BEFORE IT’S GONE!

8:00 a.m. – All Routes open; SAG available; Rest Stops open (wristband required)

9 a.m.-1 p.m. – Farmers Market – located on the Court Green – Fresh veggies, breads, muffins, soup, granola, and more – grown and made in Mathews! 

9 a.m.-4 p.m. – WATER TAXI is available from Williams Wharf (Route 614) to Mobjack (Mill Lane Road) and back.  It can carry up to 6 passengers and their bikes at a time.  The fee (taken at the boat) is $2 per trip per person – CASH ONLY please.  It is a VERY NICE alternative to Route 14!!! 

**Please note:  Lunch time is the taxi’s busiest time…you may want to plan to take it earlier or later in the day.

9 a.m. – 4 p.m. – 13th ANNUAL ART deTOUR – The artists of the Art deTour and other Market on Main vendors will gather on Main Street and around The Bay School Community Arts Center to exhibit and sell their fine art and handcrafted works. Live music can be enjoyed on the porch of the Arts Center as well as at the Farmers’ Market throughout the day.

10 a.m.-3 p.m. – Kayak Tours available by appointment only – Call Jackie @ Craven Expeditions for reservations at 804-695-4660 Email: cravenexpeditions@gmail.com www.cravenexpeditions.com.

10 a.m.-3 p.m. – TDC merchandise available for sale – Inside THMS – GET IT BEFORE IT’S GONE!

10:30 a.m. -3:00 p.m. – Box Lunch by Creekside Catering (pre-registration ONLY)- Williams Wharf Landing located on Route 614, Williams Wharf Road – Outside, plenty of room to spread out
– $14 – Menu includes your choice of one of the following:

  • Option 1 – Roast Beef Sliders – Roast Beef and Cheddar Cheese on Slider Buns;
  • Option 2 – Pork BBQ – Pulled Pork BBQ with Cole Slaw on Potato Bun;
  • Option 3 – Chicken Caesar Croissant – Buttery Croissant with Grilled Chicken, Romaine and Parmesan Cheese; OR
  • Option 4 – Greek Salad – Mixed Greens, Tomatoes, Onion, Feta, Cucumbers, Pepperoni, Salami, and Greek Dressing (Available without Meat for Vegetarian)

All Lunches Served with Assortment of Route 11 Chips, Fruit, Granola Bars, Assorted Cookies, and Assorted Beverages (Coke, Diet Coke, Sprite, Bottled Water, Gatorade)

11-2 p.m. – Enjoy live music by local bluegrass favorites, The Tidewinders, while lunching at Williams Wharf Landing

For other lunch options, see Local Eats

11:30 a.m.-1:30 p.m. – Neck/Shoulder Massage available at Williams Wharf – $15 for 15 minutes (pay cash on site)

1 – 5 p.m. – Tour dessert by Central Village Homemakers at THMS, ride headquarters – Enjoy a special homemade pound cake dessert of ALL varieties created especially for this event!  *Free for all Registered Full Tour cyclists at THMS (wristband required)

4-5 p.m. – Ride Recovery Yoga at THMS – FREE to all participants; bring a yoga mat or towel – This will be outside in front of the school weather permitting (if bad weather, it will be inside THMS)

5 p.m. – All Routes Close and Services End

5 – 9 p.m. – SATURDAY NIGHT PARTY AT THE WHARF – Williams Wharf Landing, Rt. 614

FREE ADMISSION AND OPEN TO THE PUBLIC

  • Fresh seafood and other options by Creekside Catering; Available for purchase on site – this company takes credit cards.
  • Beer, Wine and soft drinks by the Mathews Land Conservancy – Cash only please
  • Entertainment/Dancing provided by 7th Street, an 8-piece dance band out of Yorktown, VA.
  • Shuttle available to/from THMS (no drinks permitted on the bus)
Seafood Feast and Party at the Wharf

Sunday, May 18, 2025

Cyclists are welcome and encouraged to ride on Sunday!!  Signage will remain in place until 2:00 p.m.; SAG and rest stops not available.

Breakfast is on your own – try Richardson’s Café, Howard Dooley Cafe, Mathews Grill & Deli, Hardee’s, or Subway. 

Visit the Mathews Visitor Center and other local shops along Main Street and beyond – hours vary

PRIVATE BOAT TOURS by Mathews Deadrise Charters – Tour the East River’s historic homes and waterfront, explore the world of oyster aquaculture and even learn how to shuck the Chapel Creek Oyster – Book yours today! Contact Captain Trey at 804-815-6132 or mathewscharters@gmail.com www.mathewscharters.com

10 a.m.-3 p.m. – Kayak Tours available by appointment only – Call Jackie @ Craven Expeditions for reservations at 804-695-4660 Email: cravenexpeditions@gmail.com www.cravenexpeditions.com.

Visit “Local Attractions” , “Weekend Activities” , and “Places to Worship” for more things to do for riders or non-riders AND the kids in your group!

Activity Map

Download 3 Day Schedule PDF

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Thanks to Our Sponsors

Tour de Chesapeake 2025
is presented by:










Mathews Economic Development Authority

*If you wish to be a TDC sponsor, please go to our sponsor page for more information.
Click for Sponsorship Information

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