Madaket Beach Ride
Hop on the Madaket Road bike path and follow it about 5.5 miles west to Madaket Beach — a favorite for sunset views over the water. The terrain is gentle with some winding stretches, making it a relaxed ride for most fitness levels. Grab a bite at Millie’s before heading back or just enjoy watching the sun drop over Hither Creek
Cisco Beach & Brewery Loop
Take the Hummock Pond Road bike path (about 3 – 4 miles) out to Cisco Beach, known for some of the island’s best surfing. Along the way – or after a swim – stop by Cisco Brewers, Bartlett’s Farm, or 167 Raw for food and drinks. It’s a great half-day trip that mixes beach time with local flavor.
Surfside Beach Run
One of the most popular and easiest rides on the island – the Surfside bike path runs roughly 2.5 miles from town to Surfside Beach. Expect a wide sandy beach, lifeguards, restrooms, and bike racks. A good choice if you want maximum beach time with minimal pedaling.
Polpis Road to ’Sconset
This scenic route runs along Polpis Road past the harbor and the Windswept Cranberry Bog, with views of moors and rolling hills along the way. It also passes the Nantucket Shipwreck & Lifesaving Museum. The path continues all the way to the village of ’Sconset, where you’ll find a market, a few eating spots, and the Sankaty Head Lighthouse nearby.
Milestone Road to ’Sconset
A flatter alternative to Polpis Road, the Milestone Road bike path also leads out to ’Sconset, with views of cranberry bogs and open grassland along the way. Many riders do the full loop – heading out on Polpis Road and back on Milestone Road.
Dionis Beach Escape
For a quieter beach experience, follow the Eel Point Road and Cliff Road paths out to Dionis Beach. It’s a shorter ride than Madaket or Surfside, with calmer waters and fewer crowds — a nice option for families or anyone looking to avoid the busier spots.
Historic Downtown Wander
Explore Nantucket’s historic downtown – cobblestone streets, harbor front views, shops, galleries, and restaurants all within easy biking (or walking) distance. A relaxed way to spend an afternoon, especially if you’re easing into your trip or winding one down.
Not sure where to start?
Just ask us when you pick up your bike – we ride these paths constantly ourselves and are happy to recommend a route based on your group, your pace, and how much time you have.
Want to go further?
Explore our interactive Bike Trail Map for the full picture — 11 mapped bike paths, 16 beaches, 14 notable landmarks, 28 local restaurant picks, and routes straight from our shop to the trails.