Islands & Harbor Bike Tour


Come See what makes Portsmouth awesome!

Where You'll Go!


Our perfectly-sized city is famous for its phenomenal architecture and historic preservation, our marvelous food scene, the beautiful 16, 17, 18 miles (depending on who you ask!) of New Hampshire coastline. With our trendy community of artists, street performers, music venues, food and the list goes on, Portsmouth is one of the few heterogeneous places in New Hampshire. With all of this, there has been a long history of craftmanship: sculptures, street art, steampunk art, street musicians, performers, murals, and graffiti. (head smack)

Discover the most unique neighborhoods in Portsmouth! The enchanting street art is not one you’ll want to miss. What was once a bland waterfront industrial area is now home to Georgian, Federal and Colonial Style Historic Houses, famous art galleries and stunning public art displays. On any given day, this city is buzzing as people far and wide flock to its hip restaurants, breweries and event spaces. It is a living piece of art with its rotating works and ever-changing styles. You’ll learn about the world-renowned street artists, their eclectic styles, and how they unite to create collective masterpieces of urban art.

AdventuRE StopS:

• Murals on Commercial Alley 
• Prescott Park - Whale statue, Hovey Fountain, Locks of Love and Anchor
• Four Tree Island - Mother Statue
• Ceres Bakery - La Maison or Elephantine Bakery! 

• Shalimar Murals

• Wilder Murals 

• Ceres Street Murals

• Chapel Street Mural

• Vaughn Mall Whale Wall, and Steampunk Art

• Archway to the gateway to the Music Hall

• African Burying Memorial and Rockingham

• Maybe catch a musician or two! 


You can certainly go and see the artwork on your own! However, what better chance will you have than a local taking you from point A to point B on a bicycle and tell you a bit about the artist and their work? Exactly! Ignite all of your senses. Get outside on a biking, food tasting, music-loving and street art-loving adventure! Feel the wind, smell the flowers and taste the food! Mostly flat bike and side street bike riding.

Safe for the whole family! Delicious food from a local hidden gem. Enough to share or for lunch and dessert.

Food, history and street art along the ride. Guide, bikes and helmets included.


$44 - includes an informative-friendly guide, a 21-speed bicycle, vest and helmet. 

Tour Time

• Sunday-Tuesday & Thursday

• 10am to 1pm

• 2 Hours 

• 5+ miles


• Local guide
• 21-speed hybrid comfy bicycle

• Helmet

• Safety vest

Level​: SUPER Easy

What’s Not Included:

• Cost of food approximately $10
• Gratuity for guides

Additional Information​:

Plan on approximately 10-15 minutes to enjoy the food.


Our mission is to inspire and enable everyone to lead active outdoor lifestyles while promoting local artists and New England cuisines. We are about building and evolving a strong community heritage that supports our local partners through minimum ecological impact.

Know before you go:

• This tour is only suitable for those aged 10 and over
• Tours run in all weather conditions, but not thundershowers