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City of Portsmouth Bike Tour - Liberty Pole Near Strawbery Banke

City Of Portsmouth
Bike Tour

Approximately:  2.5 Hours      Departs: 10 AM and 2 PM                Skill : 6-10 Miles

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Our city tour is a relaxed, guided ride through history, art, and culture that explores the hidden historic sites along the waterfront and tucked-away streets. Explore Portsmouth beyond the main roads — along the water, and through the quiet neighborhoods.

 

This fun and easygoing tour seamlessly blends history, architecture, public art, and local insight into a tour that feels effortless and immersive. Our tours are small and intimate and this easy-paced tour is perfect for first-time visitors and locals.

Why guests love this tour.  You and your guide will ride along quiet streets and tucked-away neighborhoods. You will get a chance to pedal to the historic neighborhoods and places that most visitors will never find.

Visit the stunning 18th- & 19th-century architecture preserved and stuck in time. Your fun-loving guide will stop at public art, sculptures & cultural landmarks in the tucked-away corners of the city.

 

You will hear engaging stories that bring Portsmouth’s past to life and invite you to explore more. This tour blends culture, art, and history, which goes beyond the usual stops, while covering more ground without feeling rushed. You will get off the beaten path, off the busy roads, and get to know the real Portsmouth.

 

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Highlights:

  • Visit the former North End / Italian "Little Italy" 

  • Stop at The Hill to hear stories of 18th- and 19th-century homes.

  • Visit Little Harbor - Wentworth Coolidge Mansion

  • Visit Prescott Park / Strawbery Banke / Liberty Pole

  • Visit the former Frank Jones Brewery Lane 

  • Visit the new sculpture garden at Bohenko Park 
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City Of Portsmouth Bike Tour 

STARTING AT
$65

Five-Stars
Sally R

Great Review
Sep 2025 • Friends

"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!"

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 touristy spots, off the beaten path, side roads, stopping in neighborhoods to find the hidden gems, art, and cultural landmarks.

🔧 Hassle-Free Experience – We provide high-quality bikes, or e-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. We are located at 43 Middle Street.

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.

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