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Lovers Point Beach – Lone Cypress Viewpoint loop from Monterey
53.1km
02:28
500m
500m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
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By Fede from komoot
·
Updated May 28, 2026
If you've ever tried to plan road cycling around Monterey, you know how quickly the options can become overwhelming. With so many scenic roads and coastal paths, it's tough to figure out which routes are genuinely worth your time and effort, and which are just filler. That's where we come in. Our komoot community has mapped, ridden, and reviewed countless routes here, so we've done the legwork to bring you a curated shortlist of the very best.
Road cycling around Monterey is defined by its stunning contrasts: from the dramatic, flat coastal paths with endless ocean views to the challenging climbs through rolling hills and forested areas further inland. It’s a region that truly offers something for every rider, whether you're looking for a leisurely spin or a serious workout. Just be aware that some of the most iconic routes, like the 17-Mile Drive, are best enjoyed by bike during less busy times to avoid heavy car traffic.
For a classic Monterey experience that delivers big on views without being overly strenuous, we'd start with the Shoreline Park Path – Lovers Point Beach loop from Monterey. At 17.5 miles (28.1 km), it’s an easy ride that showcases the best of the bay. If you're ready for a bit more challenge and want to experience the iconic 17-Mile Drive, the Lone Cypress Viewpoint – Fan Shell Beach loop from Monterey is a fantastic moderate option at 33.0 miles (53.1 km). With more than 1,300 road cyclists having explored Monterey with komoot, you can trust these routes are tried and true.
Trail | Distance | Elevation | Difficulty |
|---|---|---|---|
| Lovers Point Beach – Lone Cypress Viewpoint loop from Monterey | 53.1 km | 500 m | Moderate |
| Gigling Road gate – Fort Ord ⛰️🚵 MTB trailhead loop from Del Rey Oaks | 169 km | 1,840 m | Hard |
| Top of Barloy Canyon Road – Fort Ord ⛰️🚵 MTB trailhead loop from Del Rey Oaks | 47.8 km | 710 m | Moderate |
| El Estero Lake Park 🌳 – Del Monte Lake Trail loop from Monterey Peninsula College | 42.3 km | 570 m | Moderate |
| Monterey Beach – Fishermans Wharf loop from Monterey Peninsula College | 15.4 km | 80 m | Easy |
| Del Monte Beach – Del Monte Lake Trail loop from Monterey | 33.2 km | 570 m | Moderate |
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53.1km
02:28
500m
500m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
View route
169km
07:50
1,840m
1,840m
Hard road ride. Very good fitness required. Mostly well-paved surfaces and easy to ride.
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47.8km
02:54
710m
710m
Moderate road ride. Good fitness required. Some segments of this route may be unpaved and difficult to ride.
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42.3km
02:13
570m
570m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
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15.4km
00:53
80m
80m
Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.
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33.2km
01:55
570m
570m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
View route
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A lovely wharf you should see
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Carmel Valley Village is a picturesque, small, rural community nestled in the rolling hills of Monterey County close to the coast and Carmel-by-the-Sea. Known for its world-class wineries, art galleries, and upscale resorts, it is relaxed yet fancy, with stunning views in every direction. There are plenty of highly rated restaurants and cafes here, ideal if you want to treat yourself to lunch during a long ride.
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A good spot to start or finish a ride in Monterey. Easy to access with flat paths around the lake, it connects well to city streets and coastal routes for planning longer rides.
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Moss Beach is partially sand and partially pebbles. It looks out into the ocean and bay, and there is a large parking area next to the road.
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Monterey offers a diverse selection of over 20 road cycling routes, catering to various skill levels and preferences. These routes explore the region's stunning coastal areas, rolling hills, and scenic inland landscapes.
Road cycling in Monterey features a wide range of terrain. You'll find flat, paved coastal paths like sections of the Monterey Bay Coastal Recreation Trail, rolling hills through areas like Pebble Beach, and more challenging climbs such as the Laureles Grade, offering panoramic views. Routes often combine coastal scenery with forested sections and varied elevations.
Yes, Monterey has several easy road cycling routes perfect for beginners or families. The Monterey Bay Coastal Trail – Del Monte Lake Trail loop from Monterey is an easy 21.6 km ride. The Monterey Bay Coastal Recreation Trail itself is largely flat and separated from traffic, making it ideal for relaxed rides. Overall, there are 7 easy routes available.
Absolutely. For experienced cyclists seeking a challenge, Monterey offers routes with significant elevation gains. The region includes climbs like the Laureles Grade, known for its sweeping switchbacks and expansive views. While not a specific komoot route in this guide, the iconic Highway 1 through Big Sur is also a bucket-list ride for many, offering unparalleled coastal views with demanding terrain. There are 4 difficult routes available in the area.
Many routes offer breathtaking views and pass by iconic landmarks. You can cycle past the famous Lone Cypress Tree, enjoy views from Sea Lion Point, or explore the dramatic coastline at Point Lobos State Natural Reserve. The Lovers Point Beach – Lone Cypress Viewpoint loop from Monterey is a great option for coastal scenery.
Yes, many road cycling routes in Monterey are designed as loops, allowing you to start and finish in the same location. Examples include the popular Lone Cypress Viewpoint – Cannery Row, Monterey loop from Pacific Grove, which covers 66.2 km, and the Monterey Bay Coastal Trail – Lovers Point Beach loop from Monterey, a 41.6 km ride.
The area is highly rated by the komoot community, with an average score of 4.9 stars from over 30 reviews. Cyclists frequently praise the stunning coastal views, the variety of terrain from flat paths to challenging climbs, and the well-maintained routes that showcase Monterey's natural beauty and iconic landmarks.
Monterey is known for its consistently pleasant weather, making it an excellent destination for road cycling year-round. The mild climate means you can enjoy the routes in most seasons, though spring and fall often offer ideal temperatures and fewer crowds.
Yes, some routes incorporate scenic lakes and parks. For instance, the Del Monte Lake Trail – El Estero Lake Park 🌳 loop from Del Rey Oaks is a moderate 56.5 km route that takes you past both Del Monte Lake Trail and El Estero Lake Park 🌳, offering a different kind of natural beauty.
Yes, Monterey offers several options for longer road cycling adventures. Many routes extend beyond 50 km, such as the Lone Cypress Viewpoint – Cannery Row, Monterey loop from Pacific Grove at 66.2 km. For those seeking even longer rides, the region's network allows for combining routes or exploring extended loops through areas like Carmel Valley, which can easily create 100-mile journeys.


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