City of Portsmouth Bike Tour - Visit Historic Landmarks + Sites

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Overview

Available languages

English

1 hour 45 minutes

Mobile ticket

This is a great family-friendly easy tour that seamlessly blends history, architecture, public art, and local insights. Our city tour is guaranteed to satisfy your love of stories, history, and exploration. You and your guide will ride 6-8 miles in Portsmouth, along the quiet roads and into tucked-away neighborhoods, stopping at historic sites and landmarks.

Your guide will share fascinating stories about the maritime history and the fishing industry that paved the way to Strawbery Banke, historic landmarks, the redevelopment of the waterfront, and the 18th-20th-century that shaped Portsmouth.

-Pedal through Portsmouth’s North End and hear the stories that bring this historic Little Italy neighborhood to life.

-Visit The Hill, where beautifully preserved 18th- and 19th-century homes reveal Portsmouth’s early history.

- Enjoy the riverfront area of Prescott Park

-Stop at Little Harbor and hear about the history of the historic Wentworth‑Coolidge Mansion.

-African Burying Memorial

Additional Info

Public transportation options are available nearby

Specialized infant seats are available

Not recommended for travelers with spinal injuries

Suitable for all physical fitness levels

What To Expect

1

Highlights of the Hidden Neighborhoods 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 Neighborhood - Christian Shore

10 minutes • Admission Not Applicable
2

The destruction and preservation hits Little Italy. There are over a dozen colorful 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 malls, and hotels. In Portsmouth, we lost much of historic Vaughan Street and replaced it with a parking garage and open lots. We will pass by a collection of preserved historic homes saved by urban renewal and move into this area for preservation.

10 minutes • Admission Not Applicable

What‘s Included

Helmet

Use of bicycle

Tips and gratuity

Cancellation Policy

For a full refund, cancel at least 24 hours before the scheduled departure time.

Options

E-bike Upgrades

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

7-Speed Adult Comfort Bike

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

Reviews

4.71

14 reviews

Total reviews and rating from Viator & Tripadvisor

13
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  • Saturday Tour

    captivea2025,May 23, 2026

    - Review from Tripadvisor

    5.00

    Amazing experience ! Steve was knowledgable, friendly, and a pleasure. We highly recommend this tour and Steve!!

  • A must do when visiting the town of Portsmouth!

    C0llz,May 22, 2026

    - Review from Tripadvisor

    5.00

    We took the City of Portsmouth Bike Tour – Visit Historic Landmarks + Sites with Dawn as our guide, and it was one of the highlights of our trip to Portsmouth! The tour covered so much of the historic area, including places we never would have discovered on foot. Dawn was incredibly personable and a wealth of knowledge about the city’s history and landmarks. The biking itself was very easy and enjoyable. There were only a couple of small hills, and shifting into first gear made them no problem at all. It was a fun, relaxing way to explore Portsmouth while learning so much along the way. Highly recommend this tour for anyone visiting Portsmouth!

  • Great City of Portsmouth bike tour. From the booking process to the bikes and tour guide. It was a great experience.

    Companion18367948785,Apr 22, 2026

    - Review from Tripadvisor

    5.00

    Had a great tour with Paul. He was super friendly and knowledgeable about the history of the area. The bikes were awesome and the tour was easy. I would highly recommend this tour!

    Companion18367948785's photo 1
  • Loved this bike tour!

    tljohns13,Sep 22, 2025

    - Review from Viator

    5.00

    Very knowledgeable tour guide and friendly too! Very interesting tour! A lot of history I did not know! Tracy

  • Great Review of Port City Bike Tours

    E5909PEsallyr,Sep 16, 2025

    - Review from Tripadvisor

    5.00

    Donna was absolutely fantastic ! The tour was so informative and Portsmouth such a beautiful city. Riding bikes from historic site to site and waterfront made it even more fun. Exceeded all expectations! Highly recommend Donna and Port City Bike Tours!

  • Awesome bike tour

    R4057LSsherris,Aug 21, 2025

    - Review from Tripadvisor

    5.00

    Excellent experience! Easy to bike and Paul was so interesting and knowledgeable about Portsmouth! We highly recommend!! Awesome tour as we recently moved to Portsmouth and found new places to check out.

  • A GREAT WAY TO SEE THE CITY

    Freedom399315,Jul 22, 2025

    - Review from Tripadvisor

    5.00

    We loved this bike tour. It was the highlight of our trip. The views were amazing. We rode along the water and made frequent stops so our guide, Paul, could fill us in on the history of the town. It was such a fun day. I highly recommend Port City!

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  • Take a fun ride

    388elainef,Sep 13, 2024

    - Review from Tripadvisor

    5.00

    Had a fantastic ride with Paul who is so knowledgeable about the area history. We live in mostly flat Florida and the ride was not hard. We thoroughly enjoyed it. Highly recommend.

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  • Last minute cancellation

    Mamaponce,Jul 30, 2024

    - Review from Tripadvisor

    1.00

    This tour was canceled last minute leaving me with nothing to do and no time to schedule something else. I can’t speak to the tour itself as I didn’t get to go.

  • We had a wonderful...

    Christine M,Jun 18, 2024

    - Review from Viator

    5.00

    We had a wonderful experience on Father’s Day biking through the historic district of Portsmouth. Our tour guide Marcus was excellent. Would highly recommend to family and friends.

From US$70.00