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Road cycling routes
United States
Virginia
Virginia Beach
Virginia Beach

Virginia Beach and First Landing State Park loop

Easy

4.6

(5710)

6,189

riders

Virginia Beach and First Landing State Park loop

01:51

45.0km

50m

Road cycling

Cycle an easy 27.9-mile loop through First Landing State Park's diverse landscapes and along the Virginia Beach Boardwalk.

Last updated: February 26, 2026

Waypoints

A

Start point

Parking

Get Directions

1

18.8 km

Virginia Beach

Highlight • Beach

Virginia Beach has a vibrant seafront that's a popular place to relax, play volleyball, surf and sunbathe. You'll find plenty of places to grab a drink or a bite to eat along the beach.

Tip by

2

31.0 km

First Landing State Park

Highlight • Natural Monument

This is where English colonists first set foot on America's shores in 1607. The area has miles of trails, sandy beaches along Chesapeake Bay, bald cypress swamps, maritime forests and …

Tip by

3

33.0 km

Cape Henry Trail

Highlight (Segment) • Trail

The 7.5-mile Cape Henry Trail runs into, and through, First Landing State Park. It's a mix of paved and unpaved sections, but until you are in the heart of the …

Tip by

4

38.0 km

Chesapeake Beach

Highlight • Beach

Chic's Beach, Chix Beach, and Chesapeake Beach are all the same, so don't be confused if you see all three mentioned in town. No matter what you call it the …

Tip by

B

45.0 km

End point

Parking

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Way Types & Surfaces

Way Types

23.3 km

8.14 km

6.31 km

5.69 km

1.32 km

189 m

Surfaces

36.0 km

8.72 km

279 m

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Elevation

Elevation

Nothing selected – click and drag below to see the stats for a specific part of the route.

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Weather

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Today

Thursday 7 May

22°C

11°C

98 %

Additional weather tips

Max wind speed: 25.0 km/h

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This route was planned by komoot.

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Frequently Asked Questions

How long does it take to complete the Virginia Beach and First Landing State Park loop?

The estimated cycling time for this loop is approximately 1 hour and 51 minutes, covering a distance of about 45 kilometers (28 miles).

What is the terrain like on this cycling route?

The route primarily follows the Cape Henry Trail within First Landing State Park. While generally flat, its surface is a mix of dirt and gravel, with potential for packed ground, sandy spots, roots, and potholes. Some sections connect to the paved Virginia Beach Boardwalk, but be prepared for unpaved sections within the park.

What type of bike or tires are recommended for this route?

Given the unpaved sections of dirt, gravel, and potential sandy spots, a minimum tire width of 700x35mm is recommended for comfort. A bike with wider tires, such as a gravel bike or even a mountain bike, would be suitable for navigating the varied terrain within First Landing State Park.

What scenic spots or landmarks can I expect to see along the way?

The route offers diverse scenery, winding through cypress swamps, maritime forests, and freshwater wetlands. You'll see hanging Spanish moss, pine and live oak trees, and views of the bay shoreline and salt marshes. Notable highlights include First Landing State Park itself, the Cape Henry Trail, and the Chesapeake Beach area. The trail also passes by the secluded Narrows and offers views of Broad Bay.

How difficult is the cycling route?

The route is generally considered easy and family-friendly due to its flat profile and minimal elevation gain. However, the unpaved sections with dirt, gravel, sand, roots, and potholes require some attention and can make it feel more challenging than a purely paved road cycling route.

Is this cycling route suitable for families?

Yes, the route is largely considered family-friendly due to its flat profile and easy difficulty. The Cape Henry Trail within First Landing State Park is a popular choice for all skill levels, though families should be aware of the unpaved sections and potential for sand or roots.

What is the best time of year to cycle this route?

The route is popular during warmer months, offering pleasant conditions for cycling and enjoying the natural surroundings. However, it can be enjoyed year-round, with each season offering a different experience of the park's diverse ecosystems.

Are there any permits or entrance fees required for First Landing State Park?

Yes, First Landing State Park is Virginia's most-visited state park and typically requires an entrance fee. It's advisable to check the official Virginia State Parks website for current fee schedules and any specific permit requirements before your visit.

Is the Virginia Beach and First Landing State Park loop dog-friendly?

Dogs are generally allowed on trails within First Landing State Park, but they must be kept on a leash at all times. Always ensure you clean up after your pet to help maintain the park's natural beauty.

Where can I park to access this cycling route?

Parking is available at First Landing State Park. The park's Trail Center is a good starting point, offering facilities and direct access to the Cape Henry Trail.

Are there restrooms or other facilities available along the route?

Yes, restrooms and vending machines are available at the Trail Center within First Landing State Park and also at the Narrows, which the trail passes by. The park also features 'health tracks' with outdoor workout equipment along the trail.

Does this route connect with other trails?

Yes, the route primarily uses the Cape Henry Trail and connects to the Virginia Beach Boardwalk bike path. Within First Landing State Park, it also briefly intersects with sections of The Ridge, Chix Beach, Baylake Pines-Aeries Connector, and Live Oak Trail.

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