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Islands and Harbor Bike Tour

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Pedal beside the Piscataqua River and the Atlantic Ocean while exploring Portsmouth’s islands, historic sites and charming streets in Portsmouth and New Castle Island.

Ride through Pierce and Four Tree Islands and along the historic South End, passing working docks, boats, and quiet waterfront stretches.

 

The route keeps you close to the water and you will observe the constantly changing coastal scenery, which will create a sense of discovery the entire way. 

You and your guide will venture beyond the obvious sites and into places that most visitors never reach — hearing stories of the harbor, the islands, and the maritime history that shaped this coastline.

Many guests say this five-star tour gives them a great overview of the area, feeling like they want to see more. 

About The Islands and Harbor Tour

Highlights:

  • Pedal along the Piscataqua River out to New Castle Islan and see three lighthouses, fortifications and a historic hotel

  • Visit New Castle Island Village's downtown

  • Visit the Great Island Common 

  • Visit Fort Stark 

  • Visit Four Tree and Pierce Islands 

  • Visit Prescott Park 

Islands and Harbor Bike Tour

STARTING AT
$65

What To Expect:​​​​​​

🚴 Expert Guides – Our knowledgeable and friendly guides bring the route to life with fascinating stories, history, and insider tips.

🌍 Curated Routes – We take you beyond the typical tourist spots, exploring scenic paths, hidden gems, Prescott Park and Four Tree and Pierce Islands, and New Castle Island, stopping at sites and landmarks.

🔧 Hassle-Free Experience – We provide high-quality bikes, safety gear, and all necessary equipment, so you can focus on enjoying the ride.

🕒 At your selected departure time - Meet us 30 minutes before your tour start time to get fitted for your bike. You can find us at the historic John Paul Jones House, located at 43 Middle Street. There is on-street parking available in front.

Approximately:  2.5 Hours      Departs: 10 AM and 2 PM                Skill : 8-12 Miles

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Five-Stars Jeanette P Hull, MA1 Wonderful ride along the shores. Oct 2025 • Couples Beautiful day for a bike ride. Steve was awesome sharing the history. (Very nice guy 😊). We learned about the history of this port town.

TOUR DETAILS
HIGHLIGHTS
WHAT TO EXPECT
FAQ
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5/5 of 440 Reviews  | Recommended by 98% Of Travelers  | Portsmouth, NH USA

Book With Confidence

EXPERT LOCAL GUIDES

Our guides are experienced hosts and knowledgeable cycling experts who deeply understand of the region's history and geography. 

HASSLE FREE ACCESS

Our mission is to guide you to hidden gems, offering an insider's view and a deep understanding of our beloved city's culture and spirit.

ICONIC LANDMARKS

This tour explores the must-see hidden gems found down quiet roads and tucked away places. Your guide will take you on a treasure hunt to find these historic treasures.

PERFECTLY PACED ADVENTURES

Bigger isn't always better. We prioritize personal experiences and our tours are up to eight guests per leader for a one-on-one intimate experience.

Route

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