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The Port Boca Grande Lighthouse – Gasparilla Island Lighthouse loop from Rotonda is a fantastic touring cycling route that combines picturesque coastal scenery with significant historical landmarks. You'll enjoy mostly flat, paved paths on Gasparilla Island, offering stunning views of the Gulf of Mexico and Boca Grande Pass, especially as you approach the iconic Port Boca Grande Lighthouse. The journey also takes you through the charming, historic districts of Boca Grande, providing a unique blend of natural beauty and cultural heritage. This moderately challenging 31.7 miles (51.0 km) ride, with only 79 feet (24 metres) of elevation gain, is perfect for cyclists looking for a scenic day out. Expect to spend around 2 hours and 56 minutes exploring this beautiful Florida gem.

Planning your visit is straightforward; the route is generally accessible, though starting from Rotonda means a longer ride to the island. The paved trails on Gasparilla Island are suitable for all skill levels once you reach them, making for a smooth cycling experience. Consider visiting during the cooler months or early in the morning to avoid the midday heat and enjoy the tranquil coastal atmosphere. Remember to bring water and sun protection, as amenities can be spread out along the route.

This loop stands out for its two historic lighthouses: the Port Boca Grande Lighthouse, the oldest structure on the island, and the Historic Gasparilla Island Lighthouse, both offering amazing views. The trail also traverses Gasparilla Island State Park, providing access to beautiful white sand beaches ideal for shelling. It's a distinctive touring cycling experience that offers more than just a ride; it's a journey through Florida's natural and maritime history, making it one of the best cycling routes near Rotonda.