Explore Portsmouth Islands & Harbor Guided Bike Tour
Bike Portsmouth’s islands and harbor with a local guide
Duration
2-2.5 Hours
Includes
Guide, bike, helmet
Highlights
Ride from Market Square to Portsmouth’s waterfront islands and New Castle Island on a guided bike tour. Pedal through gardens and parks as your guide shares stories of fishing, shipbuilding, and fortifications.
- Meet your guide at the John Paul Jones House and get fitted for your bike
- Pedal to Prescott Park, Pierce Island, and Four Tree Island
- Ride over to New Castle Island
- Cover about 8–12 miles with some small hills
- Choose a 10 AM or 2 PM departure
What's Included
- Expert guide
- Bike
- Helmet
- Safety vest
Things to know
Gratuity is not included; a 20% gratuity is added for parties of six or more guests that book. Electric-assist bike upgrades cost extra; confirm age requirements before booking.
Cancellation Policy
Full refund if you cancel more than 72 hours before the event. Reschedule for a $20 fee per rider ticket (based on availability). If you book within 48 hours, no cancellations and no refunds. Full refund if the operator cancels.
FAQs
Arrive 30 minutes before your tour start time so you can get fitted for your bike and helmet and review bike safety and operation.
Wear weather-appropriate athletic clothing and closed-toe athletic shoes (sneakers). Bring water; sunglasses, sunscreen, and snacks are also advised. Do not bring glass bottles or wear sandals.
Tours run rain or shine, except in extreme weather conditions such as lightning, hail, or torrential rain. In some circumstances, the tour may be canceled up to an hour before the start time.
Meeting details
John Paul Jones House 43 Middle Street Portsmouth, New Hampshire
More about Four Tree Island
Four Tree Island sits just off the edge of downtown Portsmouth, a small, breezy outpost connected by causeway to Peirce Island and looking straight out toward the working tugboats and tidal currents of the Piscataqua River. On the Islands and Harbor Sightseeing Bike Tour, Four Tree Island is one of the most memorable pauses of the ride, a place where the pace slows and the harbor opens up in every direction. Named for the four trees that once stood on this rocky little spit, it has long been a favorite local picnic spot, and rolling in by bike feels like being let in on a Portsmouth secret that most visitors miss.
As you pedal across the short causeway to Four Tree Island, the salt air sharpens and the sound of gulls mixes with the low rumble of boats heading to sea. Your guide shares stories of Portsmouth's seafaring past while you take in panoramic views of the harbor, the shipyard across the water, and the bridges linking New Hampshire to Maine. Compared with the quiet, tree-lined streets of the South End or the historic homes you roll past earlier in the tour, Four Tree Island feels wide open and elemental, all sky, water, and granite. It is an easy, flat stop, perfect for stretching your legs, snapping photos, and feeling the breeze off the Atlantic.
This stretch of the ride is ideal for curious travelers, couples on a relaxed getaway, families with older kids, and anyone who likes their sightseeing with a little fresh air and movement. History buffs will appreciate the layered Portsmouth stories told along the way, while photographers will love the unobstructed harbor sightlines from Four Tree Island. If you want to see Portsmouth the way locals do, from the saddle of a bike with the tide rolling in beside you, Four Tree Island is the moment that ties the whole experience together.
