Running & Biking Scenic Trails for High-End Lifestyles in SWFL

For those living the luxury coastal lifestyle in Naples, Fort Myers, and surrounding Southwest Florida communities, wellness and recreation aren’t just hobbies—they’re an integral part of daily life. The region’s year-round sunshine, lush landscapes, and pristine waterfront views make it a paradise for running and biking enthusiastswho value both health and scenic beauty.

Whether you’re training for a triathlon, enjoying a casual sunset ride, or looking for the perfect morning jogging route from your waterfront estate, here are the top running and biking trails in SWFL that blend fitness with luxury living.

1. Gordon River Greenway – Naples

Located in the heart of Naples, the Gordon River Greenway offers a 2.5-mile trail winding through mangroves, wetlands, and upland habitats.

• Why it’s ideal for luxury lifestyles: Close to some of Naples’ most prestigious neighborhoods, including Coquina Sands and Old Naples.

• Trail features: Wide, paved pathways for running and biking, boardwalk sections, and shaded rest areas.

• Bonus: Wildlife viewing for herons, egrets, and other coastal species.

2. Lakes Regional Park – Fort Myers

Lakes Regional Park combines outdoor recreation with serene water views across 158 acres.

• Why it’s ideal: Minutes from high-end communities like McGregor Boulevard estates and Gulf Harbour Yacht & Country Club.

• Trail features: Paved multi-use paths perfect for cycling, jogging, or power walking.

• Luxury perk: Post-workout, enjoy gourmet coffee or brunch at nearby upscale cafés.

3. Sanibel Causeway & Island Bike Paths

Sanibel Island offers 25 miles of bike-friendly pathways along some of Florida’s most coveted real estate.

• Why it’s ideal: Combines oceanfront views with access to luxury island living.

• Trail features: Smooth, well-maintained paths perfect for long rides.

• Bonus: Stop at boutique eateries or art galleries mid-ride for a truly elevated experience.

4. Naples Greenway to Baker Park Connection

This urban-meets-nature trail connects the Gordon River Greenway to Baker Park, a 15-acre luxury recreational space.

• Why it’s ideal: Steps from luxury condos and estates along the Naples waterfront.

• Trail features: Modern design, outdoor fitness equipment, and stunning sunset views.

• Luxury perk: Many waterfront residents use the trail for morning runs before boating or golf.

5. Caloosahatchee Regional Park Trails – Alva/Fort Myers Area

For those who want a more adventurous biking experience, Caloosahatchee Regional Park offers single-track mountain biking trails and scenic riverside runs.

• Why it’s ideal: A short drive from luxury equestrian properties and sprawling riverfront estates.

• Trail features: Both paved and off-road options, shaded routes, and picnic spots.

• Bonus: Ideal for weekend outings with friends or family.

6. Legacy Trail – Venice to Sarasota (Worth the Drive)

While a bit north of Naples and Fort Myers, the Legacy Trail is a must for serious cyclists and distance runners.

• Why it’s ideal: Connects multiple upscale coastal towns for a full-day fitness excursion.

• Trail features: Over 18 miles of continuous, well-maintained pathway.

• Luxury perk: Trailheads often near high-end cafés and farm-to-table restaurants.

Luxury Living & Active Wellness in SWFL

For high-net-worth residents, these trails offer more than just exercise—they’re part of a wellness-driven lifestylethat pairs perfectly with luxury living. Whether you reside in a Naples beachfront estate or a Fort Myers riverfront mansion, having scenic, well-maintained trails nearby adds both quality of life and property value.

Ready to explore SWFL neighborhoods that keep you steps away from the region’s best running and biking routes?
Let’s find you a home where fitness, nature, and luxury come together effortlessly.

📞 Schedule your private consultation today to begin your SWFL luxury lifestyle search.