Naples isn’t just about stunning beaches or luxury shopping; it’s a city brimming with rich history and unique local stories. Its historic districts, charming cottages, and scenic waterfront offer a blend of cultural significance and natural beauty that’s perfect for exploring on foot, bike, or water. What stands out here is the variety of ways you can experience Naples’ past—whether delving into coastal wildlife, cycling past historic landmarks, or cruising through parks and neighborhoods on an e-bike. These tours provide a deeper appreciation of the city’s authentic character, making Naples a standout choice for history enthusiasts with an active streak.
If you’re wondering what makes each option special, this guide will lay out three top-rated tours. These include an exciting wildlife adventure, a historic bicycle tour, and an informative e-bike ride covering key landmarks and green spaces. Each offers a different perspective—some focus on nature, others on architectural heritage—so you can pick the one that suits your style and schedule. For detailed descriptions and practical tips, keep reading.
Quick Overview
Below, you’ll find a snapshot of the best historical tours in Naples. For those interested in wildlife and Florida history, the Dolphin and Manatee Adventure Tour offers an engaging paddle along the coast with chances to see dolphins, manatees, sea turtles, and more. For a relaxed urban experience that explores Naples’ historic district and exclusive neighborhoods, the Small Group Historic Old Naples Guided Bicycle Tour combines scenic water views with visits to iconic landmarks. Lastly, the E-Bike Tour – Gordon River Green Way & Naples Historic District covers parks, waterfronts, and lively streets, ideal for those who want a longer, more comprehensive ride.
Now, let’s dive into each tour to see what makes them a standout choice for history lovers and curious travelers alike.
1. Dolphin and Manatee Adventure Tour of Naples with Florida History

This Dolphin and Manatee Adventure Tour is perfect if you want to combine wildlife spotting with a touch of local history. For about $65 per person, you’ll paddle along the Naples coastline in either a kayak or paddleboard, guided by someone who knows where to find the best wildlife sightings. The tour lasts around two hours, giving you plenty of time to soak in the scenery without feeling rushed.
What makes this tour stand out is its focus on engaging with Florida’s natural environment—you might see dolphins swimming close by, manatees surfacing, and even sea turtles and bald eagles soaring overhead. The tour guide shares fascinating facts about the area’s ecological importance and local history, making it a great educational experience as well. The reviews highlight how experienced paddlers and newcomers alike enjoy the friendly guidance and the chance to see wildlife up close, with one saying, “We saw dolphins right near us and learned a lot about the mangrove islands.”
This trip is best suited for active travelers who want a hands-on experience with nature and are comfortable paddling around. It offers excellent value for what you get—two hours of beautiful scenery, exercise, and wildlife sightings. It’s an ideal choice for families or couples looking to combine adventure with learning.
Bottom Line: If discovering local wildlife and learning about Florida’s coastal ecology is your priority, this tour offers a memorable, active experience with a strong educational component.
2. Small Group Historic Old Naples Guided Bicycle Tour

For a leisurely exploration of Naples’ historic quartiers and elite neighborhoods, the Small Group Historic Old Naples Guided Bicycle Tour is hard to beat. Priced at around $84, this two-hour ride takes you past iconic landmarks like the Naples Pier and Palm Cottage, built in 1895 and listed in the National Register of Historic Places. The tour combines city history with views of multi-million dollar homes and the city’s picturesque waterfront.
What makes this tour unique is its focus on architecture and local heritage. You get to pedal along quiet back roads and alleys that reveal the city’s story through its buildings. The stop at Palm Cottage allows you to peek into one of the last remaining Tabbie homes, which built its walls from local sand and sea shells—an example of early local ingenuity. The Naples Pier offers classic seaside views, perfect for snapping photos and soaking up the atmosphere.
Reviewers praise the guide’s local knowledge and friendly demeanor, with comments like “We learned so much about Naples’ history while enjoying the fresh air.” The tour is ideal for those who prefer a relaxed, educational ride that combines scenic water views with cultural insights. It’s especially suitable for visitors who want a short, accessible way to understand Naples’ roots without strenuous activity.
Bottom Line: If you’re interested in architecture, local stories, and scenic neighborhoods, this guided bike tour offers a charming and informative way to explore Naples’ historic core.
3. E-Bike Tour – Gordon River Green Way & Naples Historic District
The E-Bike Tour is a longer, more comprehensive ride, perfect for travelers who want to cover multiple neighborhoods and parks. At $89 per person and lasting around three hours, this tour takes you from lush green spaces to bustling streets. It’s suited for those comfortable with e-bikes, which make covering more ground easier.
The ride begins at the Gordon River Greenway, a 140-acre park offering a peek into Southwest Florida’s natural habitat, with wildlife and scenic views. Then you’ll move through Baker Park, a 15-acre green space along the Gordon River, with features like kayak launches and outdoor fitness facilities. The tour continues through Naples Bayfront to Tin City, a historic shopping district, before heading to the Naples City Dock and the lively Fifth Avenue South street. Stops include 15-minute visits to each spot, giving you time to absorb the atmosphere and take photos.
Despite not having reviews yet, this tour’s itinerary covers a wide range of cultural, historic, and natural sites. It’s best suited for active visitors who want a rundown of downtown Naples and its parks, with plenty of time to explore on your own during stops. The mix of green spaces and vibrant neighborhoods makes this a well-rounded experience.
Bottom Line: If you’re looking for an active, longer tour that combines parks, historic districts, and waterfronts, this e-bike trip offers a detailed, flexible way to understand Naples’ diversity.
How to Choose Your Perfect Naples Historical Tour
Choosing the right tour depends on your interests, fitness level, and schedule. If wildlife and nature intrigue you, the Dolphin and Manatee Adventure provides a hands-on water experience at a great value. For those wanting to immerse in city history while enjoying a relaxed bike ride, the Small Group Historic Old Naples Guided Bicycle Tour offers proximity to historic landmarks and architecture. Meanwhile, the E-Bike Tour is best if you prefer a longer, more comprehensive exploration that touches on parks, neighborhoods, and waterfronts.
Consider your budget—all three are priced between $65 and $89—and check the duration to match your available time. Think about your fitness level; if you’re comfortable on a bike or e-bike, these tours will be smooth and enjoyable. Booking early is advisable, especially in peak seasons, to secure a spot and ensure your perfect fit.
Final Thoughts
Naples offers a surprisingly varied set of historical and natural experiences. The wildlife-focused Dolphin and Manatee Adventure stands out for nature lovers, while the Old Naples Bicycle Tour appeals to those interested in architecture and local stories. For a longer, more detailed ride through parks and neighborhoods, the E-Bike Tour covers more ground and diverse sights.
No matter your choice, these tours enrich your understanding of Naples’ cultural fabric while keeping active. Booking early is your best bet for securing a spot on these popular excursions, so plan ahead and get ready to explore Naples’ hidden stories from land and water alike.