Ultimate Guide to the Best Cycling in St John

Nestled in the turquoise waters of the Caribbean, St. John VI is a hidden gem for cycling enthusiasts. With its diverse landscapes, stunning ocean views, and vibrant natural parks, the island hosts an impressive variety of cycling trails catering to all skill levels. Whether you’re an experienced cyclist or a casual rider, these 25 routes give you the chance to immerse yourself in the captivating beauty of St. John VI.

In this blog post, we will explore the best cycling trails, complete with picturesque visuals and valuable tips to ensure your visit is unforgettable.

Travel GuideSt John

1. Coral Bay to Salt Pond Bay

Wide angle view of Salt Pond Bay surrounded by lush greenery
Coral Bay to Salt Pond Bay cycling trail view

The ride from Coral Bay to Salt Pond Bay is a treat for nature lovers. This roughly five-mile trail features rolling hills and limited traffic, making it suitable for cyclists at all levels.

As you pedal through lush greenery, take time to visit Salt Pond Bay. Here, the tranquility and opportunity to observe diverse wildlife, from colorful birds to playful sea turtles, make this stop worthwhile.

2. Cruz Bay to Maho Bay

Eye-level view of Maho Bay with its turquoise waters
Cruz Bay to Maho Bay cycling trail view

The picturesque route from Cruz Bay to Maho Bay extends around 3.5 miles and is perfect for everyone, featuring smooth cycling along the coastline.

Maho Bay is popular for its calm waters and sandy shores. It’s an ideal location for a refreshing swim or a picnic, with the beach often rated among the top family-friendly spots on the island.

3. L’Esperance to Bordeaux Mountain

High angle view of Bordeaux Mountain covered in dense greenery
L’Esperance to Bordeaux Mountain cycling trail view

This challenging 6-mile trail is for the more seasoned cyclist, taking adventurers from L’Esperance to Bordeaux Mountain, one of the highest peaks on St. John.

The climb is invigorating, and upon reaching the summit, you are rewarded with sweeping views of the surrounding islands. Be sure to bring plenty of water and energy snacks—like trail mix or granola bars—to keep you fueled during this uphill adventure.

4. North Shore Road Trail

Close-up view of a tranquil pathway leading to the beach
North Shore Road Trail cycling view

Stretching about 12 miles, the North Shore Road Trail runs alongside St. John VI’s picturesque northern coast.

Perfect for those seeking a smooth ride, the trail is mostly paved and will lead you past several pristine beaches and enchanting national park areas. Along the way, be sure to stop at Trunk Bay, often ranked as one of the world’s most beautiful beaches.

5. Frank Bay Road Loop

Wide angle view of the coastline along Frank Bay
Frank Bay Road cycling trail view

The Frank Bay Road Loop is a delightful shorter ride of about 2 miles, showcasing beautiful views of the coastline.

Given its accessibility, this loop works well for families. As an added bonus, it’s especially stunning at sunset, making it a perfect spot to unwind after a day of cycling.

6. Annaberg Plantation to Francis Bay

Eye-level view of the ruins of Annaberg Plantation
Annaberg Plantation to Francis Bay cycling trail view

Starting at the historic Annaberg Plantation, this approximately 4-mile trail leads to the serene Francis Bay.

This route not only highlights the island’s cultural history but also provides stunning ocean views. Remember to bring your camera, as the ruins offer a fantastic photo opportunity against the picturesque shoreline.

7. Reef Bay Trail

Wide angle view of a secluded beach from the Reef Bay Trail
Reef Bay Trail cycling view

The Reef Bay Trail, extending around 5 miles, takes you to a secluded beach—one of St. John’s hidden gems.

Cycling through lush landscapes filled with history, such as ancient petroglyphs carved by the island’s earliest inhabitants, invites a sense of exploration and connection with nature. This trail offers an escape for those wanting to immerse themselves more deeply in the island’s natural beauty.

8. Centerline Road to Leinster Bay

High angle view of the lush landscape around Leinster Bay
Centerline Road to Leinster Bay cycling trail view

Cycling from Centerline Road to Leinster Bay covers about 4 miles and features stunning views of rolling hills and crystal-clear waters.

This trail is popular among cyclists preferring a moderate pace, and it presents a perfect spot for a snorkeling adventure in the vibrant marine life of Leinster Bay.

9. Gifft Hill Road

Close-up view of a winding hill road leading to a panoramic view
Gifft Hill Road cycling view

For experienced riders, Gifft Hill Road is a challenging climb covering about 3 miles.

While the ascent can be intense, the breathtaking panoramic views of Cruz Bay and the surrounding islands make every pedal worth it. It’s a favorite for serious cyclists looking for both a workout and a memorable visual feast.

10. Cinnamon Bay to Trunk Bay

Wide angle view of Trunk Bay with its iconic beach and palm trees
Cinnamon Bay to Trunk Bay cycling trail view

A pleasant ride of around 1.5 miles, the journey from Cinnamon Bay to Trunk Bay is an easy route ideal for families.

Along the way, you’ll encounter soft sandy beaches inviting you to dip into the refreshing waters. Trunk Bay, celebrated for its outstanding beauty, provides the perfect setting to relax after your ride.

11. Virgin Islands National Park Loop

Eye-level view of the trail inside Virgin Islands National Park
Virgin Islands National Park Loop cycling view

This remarkable 7-mile loop within the Virgin Islands National Park offers cyclists lush tropical settings and a glimpse into the island’s sugar mill past.

The terrain is varied, challenging, and rewarding as you navigate the unique plants and possibly spot island wildlife en route.

12. Jumbie Bay Trail

Close-up view of the beautiful coastline along Jumbie Bay
Jumbie Bay Trail cycling view

Spanning about 2 miles, the Jumbie Bay Trail leads to one of the island’s hidden beaches and is relatively flat, perfect for all riders.

Take time to enjoy the soft sands and perhaps have a refreshing swim before heading back to explore more of St. John’s beauty.

13. Whoopee Hill Trail

Wide angle view of rolling hills and trails on Whoopee Hill
Whoopee Hill Trail cycling view

Located in less-traveled areas, the Whoopee Hill Trail presents around 4 miles of winding backroads with stunning hillside views.

This peaceful route appeals to cyclists wanting to escape the hustle and bustle and experience the quieter corners of St. John VI.

14. Upper John’s Folly Road

Eye-level view of a quiet road surrounded by lush vegetation
Upper John’s Folly Road cycling view

Upper John’s Folly Road is a serene 3-mile path that leads through a beautiful landscape filled with tropical flora.

The gentle slope makes it suitable for cyclists of all abilities, and you might consider packing a picnic to enjoy amid the charming surroundings along the way.

15. Carrot Bay to Waterlemon Cay

High angle view of Waterlemon Cay showcasing its stunning coastline
Carrot Bay to Waterlemon Cay cycling trail view

This captivating approximately 5-mile trail connects Carrot Bay to Waterlemon Cay, featuring various scenic views.

Once you reach Waterlemon Cay, renowned for its exceptional snorkeling, take a refreshing dip to cool off after your rewarding ride.

16. Chocolate Hole Road

Wide angle view of the coastline view from Chocolate Hole
Chocolate Hole Road cycling view

Chocolate Hole Road, less than 2 miles long, is an easy ride suitable for all ages.

Enjoy breathtaking seaside vistas and a thrilling descent into Chocolate Hole, a popular spot for both cyclists and photographers, especially during sunset for that picture-perfect moment.

17. Forest Trails at VI Conservation Society

Close-up view of a tranquil forest trail hosted by the VI Conservation Society
Forest Trails at VI Conservation Society cycling view

Explore St. John VI’s tranquil side through the forest trails managed by the Virgin Islands Conservation Society.

These paths, stretching around 5 miles, provide a mild challenge and connect you with the island’s rich avian life, ideal for bird watchers and nature enthusiasts alike.

18. Bordeaux Trail

Wide angle view of the shoreline along Bordeaux Trail
Bordeaux Trail cycling view

A moderate ride that spans approximately 4 miles, the Bordeaux Trail features hilly terrain and lush views.

Expect stunning coastal scenery that offers ample chances for memorable photographs and chances to connect with fellow adventurers.

19. Caneel Bay to Honeymoon Beach

Eye-level view of Honeymoon Beach framed by palm trees
Caneel Bay to Honeymoon Beach cycling trail view

This 1.5-mile scenic route from Caneel Bay to Honeymoon Beach offers soft trails that are great for families with young children.

At Honeymoon Beach, unwind on the stunning sands and soak in the vibrant atmosphere, making it a lovely spot for relaxation after your cycling adventures.

20. Salt Pond to East End

High angle view overlooking the East End coastline
Salt Pond to East End cycling trail view

This 6-mile stretch from Salt Pond to East End provides excellent coastal views with varied elevations for an exciting cycling experience.

As you ride, the chance to interact with friendly local residents and soak in the beautiful scenery reinforces the charm of St. John VI.

21. Great Cruz Bay Trail

Close-up view of the tranquil bay from Great Cruz Bay
Great Cruz Bay Trail cycling view

About 3 miles in length, the Great Cruz Bay Trail offers a leisurely ride paralleled with stunning coastal views.

This route is perfect for relaxed exploration, allowing you to appreciate the surroundings at a gentle pace.

22. East End Loop

Wide angle view of the tranquil waters surrounding East End
East End Loop cycling view

The East End Loop stretches approximately 8 miles and features diverse environments, from coastal paths to charming inland trails.

This comprehensive cycling adventure is sure to leave lasting memories while showcasing the beauty of St. John VI’s hidden treasures.

23. Fish Bay Road

Eye-level view of the road winding through Fish Bay
Fish Bay Road cycling view

Covering about 3 miles, Fish Bay Road is an accessible trail with gentle slopes.

The winding paths through dense vegetation create a perfect atmosphere for a pleasant ride amid nature.

24. Estate Lindholm Road

Wide angle view of lush green landscapes along Estate Lindholm Road
Estate Lindholm Road cycling view

This serene 1-mile road meanders through untouched landscapes and is ideal for cyclists seeking a peaceful ride.

With minimal traffic, enjoy a relaxing journey among the island’s vibrant flora and fauna.

25. Lameshur Bay Trail

High angle view of the coastline at Lameshur Bay
Lameshur Bay Trail cycling view

The Lameshur Bay Trail spans approximately 5 miles, taking riders through charming scenery and winding paths.

Once you arrive at Lameshur Bay, you can take a break in the refreshing Caribbean waters, perfectly blending adventure and relaxation in one experiential setting.

Final Thoughts

St. John VI offers an unforgettable cycling experience, highlighted by its diverse landscapes, stunning coastlines, and rich natural heritage. Each of the 25 cycling trails featured provides a chance for adventurers, families, and nature lovers to discover the island’s hidden gems and breathtaking views.

No matter your cycling ability or experience level, these trails promise to enhance your journey and create lasting memories amidst the untamed beauty of St. John VI. So, grab your bike, pack essential supplies, and embark on an adventure that unveils the enchanting narrative of this tropical paradise. Enjoy your ride!

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