Cross Island and Kent Island South Trails
Cross Island and Kent Island South Trails
4.5
(5099)
9,127
riders
02:24
50.6km
50m
Road cycling
Embark on a moderate road cycling adventure along the Cross Island and Kent Island South Trails, covering 31.5 miles (50.6 km) with a gentle elevation gain of 178 feet (54 metres). You can expect to complete this route in about 2 hours and 23 minutes. As you cycle, you will…
Last updated: April 23, 2026
Waypoints
Start point
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3.52 km
Highlight • Beach
Tip by
17.9 km
Highlight • Beach
Tip by
50.6 km
End point
Way Types & Surfaces
Way Types
28.1 km
20.4 km
1.80 km
240 m
179 m
Surfaces
34.0 km
12.9 km
2.74 km
1,000 m
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Elevation
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Weather
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Today
Thursday 21 May
22°C
15°C
46 %
Additional weather tips
Max wind speed: 18.0 km/h
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This route was planned by komoot.
For the Cross Island Trail, you can find parking at either end: Terrapin Nature Area on the west or Kent Narrows on the east. For the Kent Island South Trail, parking is available at Matapeake State Park in the north or Romancoke Pier at the southern end.
While the sources don't explicitly state dog policies, most multi-use trails in Maryland parks allow leashed dogs. It's always best to check local park regulations for specific rules regarding pets.
Spring and fall generally offer the most pleasant cycling conditions with mild temperatures and beautiful scenery. Summer can be enjoyable, but be aware that some sections lack shade, making it challenging during hot weather.
Based on the available information, there are no specific permits or entrance fees mentioned for cycling on the Cross Island Trail or the Kent Island South Trail.
Yes, both trails are considered very beginner-friendly due to their predominantly flat and paved terrain, with virtually no significant hills. The Kent Island South Trail, in particular, is noted as exceptionally suitable for families with children.
Both trails are primarily wide, paved, and mostly flat. You may encounter some small undulations and sections where asphalt has buckled due to tree roots, especially in the initial 1-2 miles from either end of the Kent Island South Trail. There are also wooden bridges on both routes.
Along the Cross Island Trail, you'll enjoy diverse scenery including views of the Chesapeake Bay, forests, wetlands, and panoramic views of the Chesapeake Bay Bridge. The Kent Island South Trail offers views of residential areas, the Blue Heron Golf Course, wooded sections, open fields, and scenic views of the Eastern Bay from Romancoke Pier. You can also visit Swan Cove and Matapeake Park.
It is possible to connect both trails for a longer ride by cycling approximately 1.5 miles on local roads between them. This allows you to experience the full length of both routes.
Yes, restrooms and a water fountain are available at Romancoke Pier on the Kent Island South Trail. Along the Cross Island Trail, there are opportunities to access restaurants and waterfront dining options, particularly near Kent Narrows.
On the Cross Island Trail, be mindful of numerous stop signs and "Biker Dismount" warnings at crossings, which can interrupt your ride. Portions also run parallel to a busy road, leading to some road noise. On the Kent Island South Trail, you will cross side streets and driveways, so vigilance for vehicle traffic is necessary.
Both the Cross Island Trail and the Kent Island South Trail are primarily out-and-back routes. The Cross Island Trail is about 5 to 6.5 miles one way, making a 10-13 mile round trip. The Kent Island South Trail is approximately 5.8 to 7 miles one way.
Beautiful Chesapeake Bay bridge. Good roads with wide shoulders. Two paved bike trails