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City Of Portsmouth Bike Tour: Explore Landmarks + Historic Sites

By PortCity Bike Tours
10 out of 10
Exceptional
Free cancellation available
Price is €65 per adult
See tickets

Features

  • Free cancellation available
  • 1h 45m
  • Mobile voucher
  • Instant confirmation

Overview

Tour Highlights
• Pedal through Portsmouth’s historic North End, once home to the city’s vibrant Italian “Little Italy” community.
• Ride through The Hill, where beautifully preserved 18th- and 19th-century homes reveal Portsmouth’s early history.
• Enjoy peaceful waterfront views at Little Harbour and the historic Wentworth‑Coolidge Mansion.
• Cycle past the gardens and riverfront paths of Prescott Park and the historic area of Strawbery Banke Museum.
• Discover Portsmouth’s brewing past at the former Frank Jones Brewery, once one of the largest breweries in New England.
• Visit the modern sculpture installations at Bohenko Gateway Park.

Our city tour is guaranteed to satisfy your love of stories, history, and exploration. You and your guide will ride 6-8 miles in under 2 hours through Portsmouth, along the quiet streets and tucked-away areas, stopping at historic sites and cultural landmarks. A great family-friendly tour, blending history, architecture, and art.

Activity location

  • Portsmouth
    • Portsmouth, New Hampshire, United States

Meeting/Redemption Point

  • 43 Middle Street
    • 43 Middle Street
    • 03801, Portsmouth, New Hampshire, United States

Check availability

7-Speed Adult Comfort Bike
  • Activity duration is 1 hour and 45 minutes1h 45m
    1h 45m
  • English

7-Speed Adult Hybrid Bike: We’ve bike sizes to fit 4'11-6’6 and 20 & 24-inch for youth (must know how to ride on streets) Please provide height & weight

Language options: English
Price details
€64.82 x 1 Adult€64.82
Total
Price is €64.82
Until Tue, 31 Mar
E-bike Upgrades
  • Activity duration is 1 hour and 45 minutes1h 45m
    1h 45m
  • English

E-bike upgrades (sm-lg) : We have a small selection of e-bikes upgrades. Please provide heights and weight. Prior knowledge of eBike riding is required

Language options: English
Starting time: 10:00
Price details
€103.70 x 1 Adult€103.70
Total
Price is €103.70
Until Tue, 31 Mar

What's included, what's not

  • What's includedWhat's included
    Helmet
  • What's includedWhat's included
    Use of bicycle
  • What's excludedWhat's excluded
    Tips and service charge

Know before you book

  • Public transport options are available nearby
  • Specialised infant seats are available
  • Not recommended for travellers with spinal injuries
  • Suitable for all physical fitness levels
  • In accordance with EU regulations about consumer rights, activities services are not subject to the right of withdrawal. Supplier cancellation policy will apply.

Activity itinerary

Portsmouth

  • 10m
Highlights of the Hidden Areas of Portsmouth City View Bike Tour: Former North End / Italian "Little Italy" The Hill  South End and Prescott Park Strawbery Banke Wentworth Coolidge Mansion Frank Jones Brewery - West End Creek Area - Christian Shore

20 Deer St

  • 10m
There are over a dozen colourful wooden houses are squeezed up against the towering Marriot and the Hilton Hotels. The concept, in the early 1970s, was that dilapidated buildings bred ragged people. After World War II, most cities demolish thousands of "blighted" urban areas across the nation. Most were replaced by high-rise apartments, shopping centres, and hotels. In Portsmouth, we lost much of historic Vaughan Street and replaced it with a car park and open lots. We will pass by a collection of preserved historic homes saved by urban renewal and move into this area for preservation.

Strawbery Banke Museum

  • 10m
Strawbery Banke Museum began as a “save our history” effort by the citizens of Portsmouth. In the late 1950s, Puddle Dock, an area of dilapidated homes near the Piscataqua River was targeted for urban renewal. All the “substandard” homes in Puddle Dock — some of which dated back to the 1600s — were to torn down and replaced with modern buildings. That was until city librarian Dorothy Vaughn addressed the Portsmouth Rotary Club one day in 1957. That day Vaughn “laid it on the line” for the Rotary Club, telling them that every time one of the old houses was torn or an antique piece of Portsmouth furniture shipped out of town, the city was losing its past. The Rotary Club was galvanized into action, and while Puddle Dock did undergo urban renewal, much of it has been saved as a historic museum.

Wentworth-Coolidge Mansion

  • 7m
Explore the beautiful Little HARBOR

Brewery Lane

  • 7m
Franklin Jones was born in Barrington, New Hampshire in 1832. He was the fifth of six boys as well as the fifth of seven children in his family. He left home at 16 and moved to Portsmouth and worked as an apprentice in his older brother Hiram's stove store. Within 3 years he owned an interest in the store and in 1854 he took it over completely. Throughout his life Jones would be active in several businesses at once, a pattern he developed early and in these early years, he was also a tin peddler and a rag picker. In 1858 he became partners with John Swindell, an Englishman who had recently moved to Portsmouth to start a brewery producing ale.

Portsmouth

  • 10m
The Creek (pronounced “Crick”) was about 90% Irish Catholic and there are still many Creek natives who live in the area. The North End and Christian Shore surrounding the North Mill Pond, are linked to the city centre by Maplewood Avenue. While the southern portion has been intruded by urban renewal, containing several major historic urban archaeological sites, the rest is a 2-story residential area below the Route 1 ByPass which includes the oldest house in New Hampshire and a cluster of Federal and Victorian buildings similar to the South End. Added to the District in 2010, the West End is a 19th-century Frank Jones Brewery and Button Factory which also encompasses the Islington Street area and includes various residential and commercial architectural styles.

Prescott Park

  • 10m
Prescott Park is a ten-plus acre waterfront park in Portsmouth, New Hampshire, United States. The land was purchased in the 1930s by two sisters, Josie and Sarah Prescott. The sisters, state school teachers, had used an inheritance to systematically purchase and clear properties along the Piscataqua River.

Bohenko Gateway Park

  • 10m
Visit the new Endeavour Sculpture dedicated for the Portsmouth 400th Anniversary.

Raleigh Way

  • 20m
Ship building Paper mill

Location

Activity location

  • LOB_ACTIVITIESLOB_ACTIVITIES
    Portsmouth
    • Portsmouth, New Hampshire, United States

Meeting/Redemption Point

  • PEOPLEPEOPLE
    43 Middle Street
    • 43 Middle Street
    • 03801, Portsmouth, New Hampshire, United States

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