Physical Address
304 North Cardinal St.
Dorchester Center, MA 02124
Physical Address
304 North Cardinal St.
Dorchester Center, MA 02124

Discover Portsmouth on a 3-hour self-guided bike tour for $50, exploring landmarks like Prescott Park, Fort Stark, and the Wentworth-Gardner House independently.

For those eager to see Portsmouth, New Hampshire, at their own pace, this self-guided bike tour offers an engaging way to explore the city’s highlights. Priced at $50 per person and lasting approximately 3 hours, it provides the flexibility to customize your itinerary while covering key landmarks. The tour starts at 43 Middle Street and includes a hybrid bicycle, a map, a lock, and a helmet—all designed to make your ride smooth and hassle-free. With a 4.5-star rating from 8 reviews, this experience appeals to those who enjoy independent exploration combined with practical amenities.
What sets this tour apart is its focus on personal pacing. Instead of a guided group, you’re in control, making it ideal for travelers who appreciate flexibility and want to spend more time at favorite spots or skip others. While the tour does not include a guided narration, it’s praised for its easy-to-follow route and the courteous roads, making it suitable for most cyclists. It’s particularly good for those comfortable riding a hybrid bike and seeking a self-directed adventure around Portsmouth’s many scenic and historic sites.

Appreciate having local insight? Here are other guided experiences in Portsmouth we've examined
The tour begins at Prescott Park, situated alongside the Piscataqua River, where you can enjoy scenic views without paying an entrance fee. This park is a favorite starting point because it offers picturesque river vistas and a sense of calm, making it an ideal spot to begin your ride. The 5-minute stop allows you to absorb the peaceful surroundings and take photos before heading to the next landmark.
From Prescott Park, your route takes you through other scenic areas, with many stops designed for quick visits. The park’s setting offers a glimpse of Portsmouth’s vibrant waterfront, providing a relaxing introduction to your self-guided exploration.

Next, you’ll cycle over to Peirce Island, riding through its peaceful paths. The 5-minute stop here offers a chance to appreciate the natural beauty and views of the river. Peirce Island is known for its quiet, accessible roads, making it a comfortable stop for a short break or a quick photo. Since there’s no admission fee, you can enjoy this peaceful spot as part of your flexible itinerary.
This stop is perfect for those who enjoy nature and quiet surroundings, adding a restorative element to your city tour.

A highlight of the route is the Wentworth by the Sea, a historic hotel property that dates back to the late 19th century. Although the tour does not specify a formal visit, the 5-minute stop allows you to view this grand hotel from the outside and admire its architecture. This spot provides a sense of Portsmouth’s luxurious past and its reputation as a seaside destination.
Photographers and architecture enthusiasts will appreciate capturing this stately building, which exemplifies the historic charm of the area.
A key stop is Fort Stark State Historic Site, named after General Captain John Stark. This 7-minute stop invites you to get out of the saddle and explore the site at your leisure. Fort Stark, known for being the location of one of Portsmouth’s earliest settlements, offers a glimpse into the area’s military history and coastal defenses.
The site is free to access, and the time allocated allows for a quick exploration of the grounds and scenic views over the harbor. It’s an interesting contrast to the more urban landmarks, providing insight into Portsmouth’s strategic importance.
While in Portsmouth, here are other experiences we've covered
From Great Island Common, you get a panoramic view of the Isle of Shoals. This 8-minute stop provides a perfect photo opportunity and a chance to appreciate the maritime scenery that defines Portsmouth’s coastal identity. The common area is open and spacious, making it a relaxing spot to pause and take in the horizon.
Since this stop is relatively brief, it’s best suited for those who want a quick but scenic overview of the local coastline.
The African Burying Ground Memorial is a quiet, respectful site that commemorates the area’s early African community. The 10-minute stop features plaques that detail the history and significance of the memorial. It’s a meaningful chance to reflect on Portsmouth’s diverse past, all while enjoying your bike ride.
This stop offers a moment of contemplation and education, enriching your understanding of the city’s multicultural roots.

Haven Park is a charming green space where you’ll find a statue of Major General Fitz John Porter. The 5-minute stop allows you to appreciate the park’s beauty and learn about this notable figure. The park’s peaceful atmosphere makes it a nice spot for a quick stretch or photo.
Its location adds a sense of local history and community charm to your tour experience.
The Wentworth-Coolidge Mansion offers a glimpse of Portsmouth’s colonial past. The 8-minute stop is focused on viewing the grounds of this historic site, associated with British Governor Benning Wentworth and John Templeton Coolidge of the Boston Brahmin class. While the tour does not specify interior visits, the exterior view of this historic estate gives insight into Portsmouth’s colonial era.
This stop is ideal for history buffs interested in early American architecture and notable figures.
This self-guided tour departs from 43 Middle Street in Portsmouth and concludes at the same location, making it easy to plan your day. The bike rental includes a map, which is crucial for navigating the route independently, along with a lock and helmet for safety. The roads are described as relatively quiet, and the tour is suitable for most travelers who are comfortable cycling.
The experience is designed for a small group maximum of 6 participants, offering a personalized feel without the constraints of a guided group. Since it is near public transportation, reaching the start point is straightforward.
One of the key advantages is the free cancellation policy, allowing full refunds if canceled at least 24 hours in advance. This flexibility makes it easier to plan your spontaneous exploration of Portsmouth, knowing that adjustments are possible without penalties.
This tour offers a cost-effective way to see several of Portsmouth’s most interesting sites, with the benefit of independent pacing. It’s ideal for travelers who enjoy cycling, want to explore at their own speed, and appreciate having all necessary equipment provided. The inclusion of free stops at key landmarks makes it a flexible and personalized experience.
While it does not include guided commentary, the positive reviews highlight the route’s ease of follow and the courteous roads, making it suitable for most casual cyclists. The compact 3-hour duration keeps it manageable without feeling rushed, perfect for a half-day activity.
This self-guided rental bike tour offers a straightforward way to experience Portsmouth’s historic and scenic sites without the pressure of a guided group. The $50 price point includes everything needed for a comfortable ride, supported by positive feedback about the route’s clarity and overall value.
It’s best suited for travelers who want personal control, enjoy independent exploration, and are comfortable cycling on relatively quiet roads. The stops at Fort Stark, Prescott Park, and the Wentworth-Gardner House add historic and natural interest, enriching your understanding of Portsmouth’s diverse character.
While it lacks guided narration, the flexibility, practical amenities, and beautiful stops make it a worthwhile option for those seeking a relaxed yet comprehensive way to see the city. Be sure to plan ahead with the free cancellation option, and enjoy the freedom to explore Portsmouth on two wheels.
“22 mile route to Rye Harbour, easy to follow, lots to see in perfect weather. Cars were courteous, roads relatively quiet. Helmets, gilets were sup…”
Is this tour suitable for all skill levels?
This tour is designed for most travelers comfortable riding a hybrid bicycle and able to handle relatively quiet roads. It’s ideal for those who enjoy independent cycling and sightseeing.
What’s included in the bike rental?
The rental includes a hybrid bicycle, a map, a lock, and a helmet to ensure safety and convenience during your ride.
Can I customize my route?
Yes, since this is a self-guided experience, you can choose which landmarks to visit and how long to stay at each spot, within the approximate 3-hour timeframe.
Where does the tour start and end?
The tour begins and ends at 43 Middle Street, Portsmouth, making it easy to plan your day around the same location.
Is there a refund policy?
Yes, free cancellation is available if canceled at least 24 hours before the scheduled start, offering peace of mind in case plans change.
How do I receive the route information?
A map is provided with the rental, guiding your route and stops throughout the city.