Glide through Old Salem and downtown Winston-Salem with a guided Segway tour
2-hour
Segway training, Narrated tour
Explore Old Salem and revitalized downtown Winston-Salem on a narrated 2-hour Segway glide, starting with indoor safety training and practice on the Greenway. See historic and restored buildings alongside newer districts as you roll through the city.
Riders must be at least 14 years old, weigh 100–260 lbs., and anyone under 18 must be accompanied by a parent or guardian. A minimum guest count is required to run the tour (source lists both 2 guests and 3 tickets); confirm the minimum with Greetwell before booking. Optional gratuities are customary (15–25%).
Advance reservations required. Non-refundable, can be rescheduled with 24 hours notice. Once purchased, tickets cannot be refunded. Vouchers good for one year provided in event of severe weather, lightning or thunderstorm (typically determined within an hour of scheduled time).
You must be at least 14 years old and weigh 100–260 lbs to ride a full-sized Segway PT. You also need to be tall enough to balance the adjustable handle. If you are under 18, ride with a parent or guardian and have a waiver/release signed.
Do not ride if you are pregnant, have vertigo, or take medications that affect your balance or judgment. Do not use drugs or alcohol before or during your Segway PT glide.
Wear comfortable, flat, closed-toe shoes (sneakers recommended). Do not wear flip-flops, sandals, or high heels. Dress for the weather; gloves and a scarf are recommended on chilly days.
Hal, Rylee, David, and the rest of the team here have built something genuinely special in Winston-Salem. Whether guests are hopping on Segways through Old Salem, cruising e-bikes around Salem Lake, or riding the trolley for a wedding, the guides consistently stand out for their deep knowledge of local history and their ability to make first-timers feel completely at ease. David in particular gets mentioned repeatedly for his passion for Old Salem's history, and even longtime locals say they learned things they never knew about their own city. The adventure options are varied enough to suit different group types, from families looking for a fun afternoon to wedding parties needing reliable shuttle logistics. Rylee handles the booking and coordination side with a lot of communicative energy, which reviewers clearly appreciate when planning something as stressful as a wedding. The trolley transportation service has earned especially consistent praise for professionalism and attention to guests. If you're visiting Winston-Salem and want a way to explore that goes beyond walking around on your own, this crew delivers real value. The guided e-bike and Segway tours around the greenway and Quarry Park come up again and again as crowd favorites, and the overall tone across reviews points to a team that genuinely enjoys what they do.
Triad Trolley provided excellent transportation for our wedding. Rylee coordinated everything with ease, and all three drivers were professional, helpful, and kind. They assisted guests on and off the shuttles and even played music during the rides, which made the experience fun. Great service all around.
Marlee & Chris Joyce
May 6, 2026
Triad Trolley provided excellent transportation for our wedding. Rylee coordinated everything with ease, and all three drivers were professional, helpful, and kind. They assisted guests on and off the shuttles and even played music during the rides, which made the experience fun. Great service all around.
Marlee & Chris Joyce
May 6, 2026