Routes

Planner

Features

Updates

App

Login or Signup

Get the App

Login or Signup

Routes
Road cycling routes
United States
Maryland
Anne Arundel County

Highland Beach

The best road cycling routes around Highland Beach

By Fede from komoot

·

Updated June 1, 2026

If you've ever tried to plan road cycling around Highland Beach, you know how overwhelming the options can be. With so many stretches of scenic road, it's hard to tell which routes are genuinely worth your time and effort, and which are just filler. That's where we come in. Our komoot community has ridden, mapped, and reviewed countless road bike trails around Highland Beach, and we've curated this guide to save you the endless scrolling and guesswork.

Road cycling around Highland Beach is all about that quintessential South Florida feel: largely flat coastal terrain, where you're often sandwiched between the sparkling Atlantic Ocean and the serene Intracoastal Waterway. Expect lush greenery, swaying palm trees, and consistent ocean views. The area offers a great mix, from easy spins to more moderate distances, with recent infrastructure improvements like newly paved and marked bicycle lanes on State Road A1A making for a safer, more enjoyable ride.

For a fantastic introduction to the area, we'd start with the Baltimore & Annapolis and BWI Trail Loop. This moderate 58.2 miles (93.6 km) route offers a great payoff for your legs, showcasing varied terrain and an elevation gain of 1,486 feet (453 m). If you're looking for something a bit shorter but equally rewarding, the Baltimore & Annapolis Trail – BWI Trail loop from Annapolis is a local favorite, covering 48.0 miles (77.3 km) with 1,220 feet (372 m) of climbing. With over 800 road cyclists having explored Highland Beach using komoot, you're in good company. Dive in and find your next favorite ride!

If you only do 3 of these routes

  1. 1

    Baltimore & Annapolis and BWI Trail Loop
  2. 2

    Baltimore & Annapolis Trail – BWI Trail loop from Annapolis
  3. 3

    Annapolis City Dock – Severn River views loop from Annapolis Neck

Compare these routes at a glance

Trail

Distance

Elevation

Difficulty

Baltimore & Annapolis and BWI Trail Loop

93.6 km

450 m

Moderate

Baltimore & Annapolis Trail – BWI Trail loop from Annapolis

79.5 km

370 m

Moderate

Annapolis City Dock – Severn River views loop from Annapolis Neck

46.9 km

240 m

Moderate

Annapolis City Dock – Severn River views loop from Annapolis

43.8 km

270 m

Moderate

Baltimore & Annapolis Trail – Tom Dixon Observation Area loop from Odenton

81.0 km

330 m

Moderate

Annapolis City Dock – Maryland State House loop from Annapolis

38.1 km

250 m

Easy

Roadbike loop from South River

109 km

730 m

Moderate

Annapolis City Dock – Maryland State House loop from Annapolis

23.5 km

120 m

Easy

Sign up to see all 8 routes

Sign up for free

1.

Baltimore & Annapolis and BWI Trail Loop

93.6km

04:13

450m

450m

The Baltimore & Annapolis and BWI Trail Loop offers a fascinating road cycling experience, transitioning from the shaded, wooded paths of the B&A Trail to the unique, open vistas around Baltimore/Washington International Airport. You'll enjoy smooth, paved surfaces for much of the 58.2-mile (93.6 km) journey, passing through suburban neighborhoods and natural areas before circling the airport, where you can spot planes from the Thomas A. Dixon, Jr. Aircraft Observation Area. This moderate route, with 1486 feet (453 metres) of elevation gain, provides a diverse ride that keeps things interesting.

Planning your ride on the Baltimore & Annapolis Trail Loop is relatively easy, with numerous access points and amenities. Parking is available at various locations along both trails, and you'll find restrooms and picnic spots, such as at the Earleigh Heights Ranger Station. The route is generally well-maintained and suitable for most road cyclists, though some sections of the BWI Trail have gradual hills and occasional bumpy pavement. To get a good feel for the entire loop, allow for the estimated 4 hours and 13 minutes of cycling time.

This combined loop is notable for its historical significance as a rail-trail and its unique connection to a major airport, being the only airport in the U.S. with a trail fully encircling it. The B&A Trail features historical markers detailing its past, and you can even find a Planet Walk with scale models of the solar system. It's a great option for those looking for a longer road cycling route that blends natural beauty, local history, and a touch of aviation excitement.

View route

Save

Navigate with device

Send to Phone

guide_signup
Let us show you the way with the komoot mobile app
With a free komoot account, you can easily find, customize, and navigate endless outdoor adventures.

Sign up for free

7.

Roadbike loop from South River

109km

04:45

730m

730m

Embark on the Roadbike loop from South River for a truly immersive road cycling experience, where the journey itself is the main attraction. This route promises a dynamic ride across varied terrain, allowing you to settle into a rhythm and enjoy the open road. With its moderate difficulty, it’s a fantastic option for cyclists seeking a substantial workout and the satisfaction of covering a significant distance.

To make the most of this extensive loop, plan your start time carefully, ideally heading out early to maximize daylight and minimize traffic. Ensure your bike is in good condition and you're carrying enough water and snacks for the nearly five-hour duration. Parking is generally available at public access points near the South River area, providing a convenient starting and ending point for your ride.

This road cycling route is a testament to the diverse landscapes available for cyclists in the region, offering a blend of physical challenge and scenic enjoyment. It's an excellent choice for experienced riders looking to explore the area's roads and test their endurance over 67.6 miles (108.8 km) and 2391 feet (729 metres) of climbing, typically completed in 4 hours and 45 minutes.

View route

Sign up for free to see 3 more rides around Highland Beach.

Get access to more routes and recommendations from other explorers.

Sign up for free

Already have an account?

See every route on the map

Tips from the Community

Trekker25
April 7, 2026, Tom Dixon Observation Area

Porta potties at this observation area

0

0

best ice cream around they even have vegan options well worth the stop

0

0

The Maryland State House in Annapolis is the oldest U.S. legislative building still in active use for legislative purposes. Construction began in 1772 and took until 1797 to complete. Its striking feature is its large wooden dome—built entirely without nails. The U.S. Congress of the Confederation met here between 1783 and 1784. Today, the building is located on the grounds of Fort Williams Park and is managed by the State House Trust.

Translated by Google

0

0

The 6th Street Bridge, also known as the Spa Creek Bridge, is a drawbridge that takes you across Spa Creek. There is a sidewalk for pedestrians to safely cross the bridge and get great views of Spa Creek.

0

0

The Kunta Kinte-Alex Haley Memorial in Annapolis, Maryland, is the only U.S. memorial that commemorates the actual name and arrival location of an enslaved African Kunta Kinte. The memorial features a bronze sculpture of author Alex Haley reading to three children of diverse backgrounds, along with a Story Wall and Compass Rose, all symbolizing the enduring strength of African heritage and the importance of family history.

0

0

Quiet Waters Park is a great park on the banks of the South River. There are several miles of nature trails, a pier and multiple points that give you great views of the river.

0

0

The BWI Trail offers a great spot to watch planes land at Baltimore/Washington International Thurgood Marshall Airport. This scenic trail provides some shelters and benches to take a break and watch.

0

0

The BWI Trail offers a great spot to watch planes land at Baltimore/Washington International Thurgood Marshall Airport. This scenic trail provides some shelters and benches to take a break and watch.

0

0

Frequently Asked Questions

What is the typical terrain like for road cycling in Highland Beach?

Road cycling routes in Highland Beach are predominantly pan flat, offering an easy and enjoyable ride. The area is characterized by coastal terrain, situated between the Atlantic Ocean and the Intracoastal Waterway, with paved paths and on-road segments like State Road A1A.

What kind of scenic views can I expect on road cycling routes in Highland Beach?

Cyclists can enjoy stunning views of the Atlantic Ocean and luxurious beachfront properties, especially along State Road A1A. The area also features picturesque backdrops of the Intracoastal Waterway, pristine white-sand beaches, and an abundance of lush greenery and palm trees, creating a tropical atmosphere.

Are there routes suitable for beginners or families in Highland Beach?

Yes, Highland Beach offers a variety of routes suitable for different ability levels. There are 21 easy routes available, which are great for beginners or families looking for a relaxed ride. The largely flat terrain and new, clearly marked bike lanes enhance safety and accessibility.

How many road cycling routes are available in Highland Beach?

There are 37 road cycling routes around Highland Beach, with 21 classified as easy and 16 as moderate, providing options for various skill levels.

What do other cyclists say about road cycling in Highland Beach?

The road cycling routes in Highland Beach are highly rated by the komoot community, with an average score of 4.2 stars from over 27 reviews. Cyclists often praise the coastal paths, ocean views, and lush tropical vegetation.

When is the best time of year to go road cycling in Highland Beach?

Highland Beach offers consistent ocean breezes, making it enjoyable for cycling throughout much of the year. The tranquil atmosphere and lack of traffic lights within the town contribute to a smoother experience. Consider the tropical climate when planning your visit.

Are there any notable landmarks or attractions along the cycling routes?

While cycling, you'll encounter the iconic State Road A1A with its ocean views. Nearby attractions include Maryland State House and Annapolis City Dock. The region also boasts natural features like pristine beaches, Red Reef Park, Daggerwing Nature Center, Spanish River Park, and the Gumbo Limbo Environmental Complex/Nature Center.

Are there any circular road cycling routes in Highland Beach?

Yes, there are several loop routes available. For example, the Annapolis City Dock – Maryland State House loop from Annapolis is a 23.6-mile (38.1 km) route, and the Annapolis City Dock – Severn River views loop from Annapolis Neck covers 48.2 miles (77.5 km).

Where can I find convenient refresh points or facilities along the routes?

South Beach Park is noted as a convenient refresh point, offering drinking fountains. The proximity to vibrant neighboring cities like Delray Beach and Boca Raton also means a wider array of dining, shopping, and entertainment options are just a short distance away.

Are there dedicated bike lanes or paths for road cyclists?

Yes, recent infrastructure improvements on State Road A1A have introduced new, clearly marked bike lanes, significantly enhancing safety and accessibility for cyclists. Additionally, trails like the paved El Rio Trail and sections of the East Coast Greenway offer dedicated cycling paths.

What are some longer road cycling options in the area?

For longer rides, consider routes like the Baltimore & Annapolis and BWI Trail Loop, which is 58.2 miles (93.6 km), or the Baltimore & Annapolis Trail – BWI Trail loop from Annapolis, a moderate 48.0 miles (77.3 km) path.

Is public transport available to access cycling routes in Highland Beach?

While the region research highlights the tranquility of Highland Beach, its proximity to larger cities like Delray Beach and Boca Raton suggests that public transport options might be available in the wider area. However, specific details on public transport access directly to trailheads within Highland Beach are not provided.

Are there any permits required for cycling on trails in Highland Beach?

The provided information does not indicate any specific permits required for road cycling on the trails or roads in Highland Beach. Cyclists can generally enjoy the public roads and designated bike lanes without special permits.

Store rating

Get inspired with the komoot mobile app

With a free komoot account, you can easily find, customize, and navigate endless outdoor adventures.

or

Join komoot Now

Store rating

Explore more

Browse the best Road cycling routes in other regions.

Brooklyn ParkAnnapolisNaval AcademyLinthicumGambrillsSevernSeverna ParkOdentonFort MeadePatapsco Valley State Park Halethorpe Ponds AreaParoleArnoldAnnapolis NeckSandy Point State ParkRivaGlen BurnieLake ShoreCape St. ClaireEdgewaterArden On The SevernHerald HarborMayoRiviera BeachPasadenaCrownsvilleMaryland CityShady SideDealeFriendshipFerndaleGalesvilleFranklin Point State ParkCrofton
background

Get ready to conquer new peaks

Sign up for Free

Explore
RoutesRoute plannerFeaturesRedeem a voucherHikesMTB TrailsRoad cycling routesBikepackingSitemap
Download the app
Follow Us on Socials

© komoot GmbH

Privacy Policy