By your level
Short and easy or more demanding: find a hike that suits your experience and your mood.
See all trails in the Islandsor pick your starting city — the number is how many trails we list.
1 ideas. Reasons to pick each one.
Compare 1 hiking ideas in the Islands: the duration and the level, then open the trail page for the details.
See the 1 hikesThree guideposts to compare the ideas in this selection.
The experience
Outings with a good mix of moods and challenges in the Islands.
The scenery
Panoramas, forests and remarkable natural settings.
Who it suits
Outings for different levels and moods, from a serious challenge to an easy stroll.
Short and easy or more demanding: find a hike that suits your experience and your mood.
See all trails in the IslandsAccess, booking, dogs and weather: check the trail page and the site manager.
The Islands offer exceptional coastal hiking experiences with scenic trails featuring ocean views, dunes, and unique island ecosystems. Popular options include beachfront paths, nature preserve trails, and lighthouse walks that showcase the natural beauty of both Martha's Vineyard and Nantucket. These trails provide a perfect blend of maritime landscapes and peaceful woodland settings.
Yes, The Islands are excellent for beginner hikers with mostly flat terrain and well-maintained trails. The gentle coastal paths and nature walks require minimal elevation gain, making them accessible for hikers of all fitness levels. Most trails feature clear signage and are relatively short, perfect for those new to hiking.
Late spring through early fall (May to October) offers the best hiking conditions in The Islands. Summer provides warm weather and full access to all trails, while shoulder seasons offer fewer crowds and pleasant temperatures. Winter hiking is possible but ferry schedules are limited and weather can be unpredictable.
Yes, many hiking trails in The Islands are completely free to access, including beach walks and some nature preserve paths. However, visitors should budget for ferry transportation to reach the islands, which is the main cost associated with hiking here. Some private preserves may charge small entrance fees.
The Islands are very family-friendly for hiking with children due to flat terrain and shorter trail distances. Many paths are stroller-accessible, and the beach locations provide natural entertainment for kids. The safe, well-maintained trails and abundant wildlife viewing opportunities make it an ideal destination for family outdoor adventures.
Parking is available at various trailheads, beaches, and nature preserves throughout both islands. Many hiking areas offer free parking, though some popular spots may have time limits or seasonal fees. It's recommended to arrive early during peak season as parking can fill up quickly at popular trail access points.
Discover our rankings for neighboring regions

Free guide: 25 hikes under 2 hours from Montreal
Distance, elevation, parking and season for each one. The ones we go back to ourselves.
Get the guide
Central Massachusetts
Top 10 · 42 trails
Greater Boston
Top 10 · 41 trails
The Berkshires
Top 10 · 26 trails
Cape Cod
Top 10 · 21 trails
South Shore
Top 10 · 19 trails
Pioneer Valley
Top 10 · 16 trails