What are the best outdoor activities on Martha's Vineyard?

For thrill-seekers and nature lovers alike, Off the Beaten Trails offers guided e-bike tours through the most hidden parts of the island. These cannabis-friendly, off-road excursions are built for experienced riders who want a mix of adrenaline and serenity.

What are some of the coolest things to do on Martha's Vineyard?

Join us on a 2-4 hour e-bike journey where we explore secret beaches, rolling trails, scenic overlooks, and maybe even a smoke spot known only to locals. Our late summer rides are some of the most magical—and chill—ways to experience the island.

Why choose OTBT?

• Locally guided off-road e-bike tours

• Small group sizes (max 6 riders)

• Optional stops for food, drinks, and cannabis

• Explore spots not found on any tourist map

Whether you're here for the nature, the ride, or the vibe—we’ll take you off the beaten path and show you the Vineyard you’ve never seen.

What does it mean that you are 420-friendly?

Massachusetts voters elected to legalize cannabis for medical and recreational use in 2016. The vibe of our rides is such that those who wish to (or need to medicinally) use cannabis have the opportunity to do so in a safe manner. As safety is non-negotiable, we do not allow guests who are under the influence of any substance (E.g., alcohol, cannabis, prescription drugs, etc.) on our rides.

Is Off the Beaten Trails a good activity for adults or couples?

Absolutely. OTBT tours are designed with adults in mind—whether you're looking for a laid-back adventure with your partner, reconnecting with friends, or riding solo. The pace is relaxed, the setting is intimate, and the experiences are easy to share.

Is this a good activity if I’ve been to the Vineyard before?

Absolutely. Actually, those who know the Vineyard are usually blown-away by the places we go on our tours. OTBT is perfect for return visitors who want something new. You’ll go places most locals don’t even know exist. If you think you’ve seen it all—think again. Nothing typifies this more than the following quote from one of our riders, “I felt like I got to know the island better than my local friends”

Do you offer private tours for groups or events?

Yes, we love doing private rides. Whether it's a birthday, off-site, or just your crew wanting something custom, we can tailor the route and vibe to match your group. Just give us a little notice so we can block the calendar.

Can I book a ride for a bachelor/bachelorette party?

Definitely. We’ve hosted some unforgettable pre-wedding rides. OTBT is a great way to kick off a celebratory weekend with nature, laughs, and mellow energy—plus some optional 420-friendly stops.

Do I need to be in shape to go on an e-bike tour?

You don’t need to be a cyclist or gym rat. The e-bikes can do much of the work. That being said, we will be covering 12-18 miles of varied terrain at a pace that requires you to be in decent physical shape. As long as you are comfortable riding a bike on sand, dirt, and trails that are rock-y and root-y, you’ll be fine.

What’s the best time of year to go on an OTBT tour?

May through October is prime. Summer rides are lush and breezy, while fall brings unreal foliage and crisp air. Even early spring has a quiet beauty. Tours run based on conditions, but we ride often from May–November.