Bike the NH Greenway Rail Trail with a guide on an easy, flat crushed-stone route
2-2.5 hours
Guide, bike, helmet & vest
Explore the NH Greenway Rail Trail on a guided ride from Portsmouth, with mostly flat crushed-stone terrain and plenty of chances to pause for scenery. You’ll pedal past wooded areas and wetlands, covering distance based on the group’s stops.
Arrive 30 minutes early for bike and helmet fitting. Children under 16 must be accompanied by a parent or guardian. Not suitable for pregnant women or people with impaired mobility.
Water and gratuity are not included. An electric-assist bike upgrade is available for an extra charge—clarify the exact amount with Greetwell before booking.
Full refund if you cancel more than 72 hours before the event. Reschedule for a $20 fee per rider ticket (subject to availability). If you book within 48 hours, no cancellations and no refunds. If the operator cancels the tour, you can reschedule (subject to availability) or get a refund.
Arrive 30 minutes before your departure time so you can get fitted for your bike and helmet and join the safety briefing. If you don’t arrive 30 minutes early, you may lose your spot and won’t receive a refund or credit.
Wear weather-appropriate athletic clothing and closed-toe athletic shoes (sneakers). Bring sunglasses, sunscreen (SPF), and your ticket code for check-in. Water is provided, and you can bring a light snack, sports beverage, and a camera or smartphone.
Do not bring glass bottles or wear sandals.
John Paul Jones House, 43 Middle Street Portsmouth, New Hampshire
The guides here consistently earn rave reviews for their deep historical knowledge and engaging personalities. Paul, Dawn, Marcus, and Donna all get called out by name for making tours both educational and entertaining. Visitors love how these local experts share Portsmouth's history while keeping things lighthearted and fun. The routes take you beyond typical tourist areas to harbor islands and coastal spots you'd likely miss exploring on your own, with New Castle Island being a particular highlight. Both guided tours and independent e-bike rentals are available, and the staff shows real flexibility with timing and routes. The pace is leisurely with plenty of stops, making it accessible even if you're not a regular cyclist. Families with kids and bachelorette parties alike have had great experiences. One reviewer noted some bike maintenance issues, but most found the equipment in excellent condition. The scenic waterfront views combined with insider knowledge about Portsmouth make this an ideal way to get your bearings and discover the area's hidden gems.
Incredible experience renting an E-Bike with PortCity today. They offer tours and independent rentals. I like to do things by myself, so I opted for a solo rental. The shop recommended a fantastic 22 mile loop through the Komoot app. Finished the loop early, and decided to ride into Maine for lunch. They we’re super flexible allowing me to rent the bike for an additional hour. Can’t recommend enough. Will repeat next time I’m in town!
Davis Lee
September 12, 2025
Incredible experience renting an E-Bike with PortCity today. They offer tours and independent rentals. I like to do things by myself, so I opted for a solo rental. The shop recommended a fantastic 22 mile loop through the Komoot app. Finished the loop early, and decided to ride into Maine for lunch. They we’re super flexible allowing me to rent the bike for an additional hour. Can’t recommend enough. Will repeat next time I’m in town!
Davis Lee
September 12, 2025