Islands and Harbor Bike Tour
Highlights:
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Pedal along the Piscataqua River out to New Castle Island
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Visit New Castle Island Village's downtown
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Visit the Great Island Common
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Visit Fort Stark
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Visit Four Tree and Pierce Islands
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Visit Prescott Park
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.
Not a cyclist? No problem — this tour is designed for comfort, not speed. This is our most popular five-star experience - with an easy ride along the river, through islands, and into the heart of coastal New Hampshire — without traffic stress or hard pedaling.
You will pedal beside the Piscataqua River and the Atlantic Ocean while exploring Portsmouth’s islands, stopping at historic sites and riding along the charming streets of New Castle Island.
This tour is built for travelers who want to move a little, explore, and feel the coast and harbor beneath their wheels without committing to a full-day excursion.
You’ll ride through island routes and along lively harbor edges, passing working docks, quiet waterfront stretches, and classic coastal neighborhoods. The route keeps you close to the water and constantly changing scenery, creating a sense of momentum and discovery the entire way.
With a knowledgeable local guide leading the way, you’ll venture beyond the obvious viewpoints and into places most visitors never reach — hearing stories of the harbor, the islands, and the maritime history that shaped this coastline.
Many guests say this tour gives them their first real sense of the area — the moment they stop feeling like tourists and start feeling connected. It’s often the experience they talk about when the trip is over.
With small groups and limited departures, this tour fills quickly on clear, breezy days. If adventure by the water sounds like your kind of morning or afternoon, don’t wait too long to claim a spot.
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