The Islands and Harbor Tour invites you to discover the breathtaking beauty of Portsmouth and beyond, featuring nearby islands like Pierce and Four Tree, along with the historic charm of the South End. Experience the allure of New Castle as we visit remarkable sites such as Great Island Common, Wentworth by the Sea, and Fort Stark, before returning to the vibrant heart of Portsmouth. This tour spans 8 to 12 miles, with the journey to New Castle offering a scenic ride of about 10 to 15 minutes.

Meanwhile, the City of Portsmouth Bike Tour showcases the rich landmarks and unique sites within Portsmouth. Covering approximately 6 to 8 miles, this tour is designed to be enjoyable for everyone, making it an easy and family-friendly adventure.

Yes, any of our tours can be made private.

The Islands and Harbor Tour gets off the beaten path and onto the side roads where most of the historic landmarks are located. We will travel to and through parks and gardens (traffic-free) and to the islands in Portsmouth's harbor. We will travel to New Castle Island with a causeway that has a wide bike path ( shoulder). We navigate to the less crowded streets and away from all traffic.

Tour & Rental Rescheduling Policy

Cancellation of the tour (by our guests) — If for any reason any of our guests need to cancel a booked tour, we will follow these simple guidelines:

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• We offer a full refund for cancellations made more than 72 hours before the event.

• You may reschedule for a $20 fee per (rider) ticket based on availability.

• If you book within 48 hours, no cancellations or refunds. Tours must be rescheduled in person by phone, not text or email.

• Rescheduling requests are subject to availability and are processed at the sole discretion of the employee making the transaction.

• Reservations may only be rescheduled once. Tours must be rescheduled in person by phone, not text or email.

• Failure to arrive 30 minutes before your tour departure time may result in your space being given away. You will not receive a refund or credit for your tour.

• Late arrivals will not be able to catch up to the tour. Our seats are limited for a one-on-one experience. When we receive a cancellation close to the actual tour date, we won't be able to re-book that canceled space for another guest.

• We now offer trip bike tour protection for a small fee per guest. Purchasing trip protection allows you to cancel or reschedule your public bike tour for any reason up to 48 hours before trip departure.

We welcome children 9 years and older with experience riding for 2+ hours in a straight line and can take direction from a guide. This is a professional tour, and we reserve the right to discontinue the tour for a child who poses a safety risk to themselves or others. We have a tag-a-long bicycle for parents who want to do the tour with their children. Tag-a-longs are great for children 6-9 who are not too confident. Please call with questions at 603-380-6524.

Join us on this delightful tour as we meander along the scenic side roads of Portsmouth, leading to the lovely Prescott Park—a truly pedestrian-friendly oasis. From there, we’ll embark on a car-free journey to Perce and Four Tree Island, allowing us to fully enjoy the tranquility of our surroundings. Next, we’ll explore the charming, tucked-away Historic South End. Our adventure continues as we cross the causeway, which features a wonderful bike lane, into New Castle Island. While traveling along Route 1B, we'll make sure to pause and explore the historic points of interest nestled within the delightful towns of New Castle. Just a heads-up: Summer traffic can be lively, but with a knowledgeable guide and a good grasp of the road rules, we’re all set for an enjoyable experience!

Yes, there are some hills on the tour. We start at sea level and bike over a small bridge to Four Tree and Pierce Islands in Portsmouth. Most guests find gears 1 or 2 sufficient. There's a gentle 15-degree incline as we head to New Castle Island. We often pause for slower riders to ensure everyone enjoys the tour. If you have concerns, call us or consider upgrading to an e-bike for extra support.

The seats are made and provided by Jamis Citizen and are the best cushioned seats around! The seats are about 6 inches wide and 8 inches long.

Your safety is our top priority. Our tours are guided by experienced professionals who navigate city traffic and provide a comprehensive safety briefing before the tour. We limit group sizes for close supervision and provide high-quality helmets and bikes with safety features like lights and reflectors. Our routes avoid high-traffic areas, focusing on scenic and quiet side roads. Tours are scheduled during lighter traffic times, and our starting point at 43 Middle Street is conveniently located to access quieter streets. With our safety measures and professional guidance, you can enjoy a safe and memorable ride through the city.

Yes, Portsmouth and nearby New Castle offer an ideal setting for a bike tour. While these historic coastal communities are compact, their size makes them perfectly navigable by bike, allowing visitors to comfortably explore key landmarks, scenic waterfront views, the Islands of Pierce and Four Tree, and charming neighborhoods. The area’s manageable scale enhances the tour experience by providing a blend of rich history, vibrant culture, and natural beauty all within easy riding distance, making it an excellent choice for both casual riders and cycling enthusiasts looking for an engaging and accessible route.