Chesapeake Cycles
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Welcome to Chesapeake Cycles -- We are a Triumph & Royal Enfield Motorcycle Dealership located in Annapolis Maryland!
At Chesapeake Cycles we specialize in carrying and servicing Indian, Triumph, Royal Enfield, Zero Electric Motorcycles, as well as Vespa Scooters! We also carry clothing, apparel, and accessories. If you are in need of service or parts our technicians are factory trained and are Gold Certified Mechanics!
10/07/2026
If you could point a Tiger toward any destination, where would you go? Tell us in the comments, then stop by and explore the adventure-ready Triumph Tiger lineup. $2500 rebate on all Tiger 1200's good through 10/31/2026.
10/06/2026
Now taking deposits on the 2027 Triumph Street Triple 798! We have 10 on order that aren’t spoken for and available. Call 410-266-0015 to put your name on one.
10/03/2026
$1750 rebate on Tiger 900 Desert and Alpine edition until 10/31/2026.
Featuring engine and fuel tank protection bars, the Triumph Tiger 900 Desert Edition is built for true adventure.
Discover more about the Tiger Alpine & Desert Editions by visiting our showroom.
09/30/2026
End of Summer Savings at Chesapeake Cycles! Save thousands on several new bikes in stock. Call 410-266-0015 for more information.
09/30/2026
Experience thoroughbred sportsbike DNA with the Daytona 660.
Fine tune your set-up with adjustable Showa suspension so it matches your riding demands.
With Triumph Shift Assist, 3 riding modes, switchable traction control and radial brake calipers, it’s truly bred for the track.
Visit our showroom!
09/25/2026
Unleash the perfect storm.
The Rocket 3 Storm R and GT delivers explosive acceleration powered by the world’s largest production motorcycle engine. Stop by our showroom to see the latest from Triumph.
The Triumph Rocket 3 Storm Meet effortless laid-back style
09/24/2026
Make this summer your biggest escape. The Triumph Tiger 900 Desert Edition is ready for the miles ahead with enhanced protection, Showa long‑travel suspension, and an Akrapovič silencer—built for true off‑road exploration. Stop in and start planning your next trip!
09/23/2026
Coming soon to Chesapeake Cycles. Now taking deposits!! Call us at 410-266-0015 for more information.
Cruiser attitude with a Bonneville heart. The Speedmaster features iconic Triumph design and a laid-back British custom style.
09/17/2026
Born from Moto2™ engine expertise and built for the road, the Street Triple 765 RX delivers a ride that's as thrilling as it is refined. Visit us and experience it firsthand.
Ultimate Track Performance Triumph Street Triple 765 RX
Click here to claim your Sponsored Listing.
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Address
104 Defense Highway
Annapolis, MD
21401
Opening Hours
| Tuesday | 9am - 5pm |
| Wednesday | 9am - 5pm |
| Thursday | 9am - 5pm |
| Friday | 9am - 5pm |
| Saturday | 9am - 4pm |
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