Naples: Double Sunshine Boat Tour & Port Royal Mansions

Summary

Naples boat ride past Port Royal’s wild side & waterfront mansions

You’ll feel Naples come alive as you cruise past historic Tin City and out into open water on this sightseeing boat tour. Listen to local stories from your captain, spot dolphins or pelicans if you’re lucky, and take in those wild contrasts between tangled islands and millionaire homes. Includes free parking and flexible cancellation so you can book without stress.

What’s the experience like?

The first thing I noticed was the slap of water against the hull — almost rhythmic, but not quite. Boarding the Double Sunshine at Tin City, there was this faint scent of sunscreen and salt in the air (and someone’s coconut hand lotion, maybe). Our captain, Mike, greeted us with this easy “welcome aboard,” like we were old friends. He started telling stories before we even left the dock — about how Naples used to be just fishing shacks and mangroves. I admit, I didn’t expect to care much about local history, but something about his voice made me listen.

As we cruised out along the Gordon River toward the Gulf of Mexico, pelicans kept dive-bombing near the bow. There was a moment when everyone went quiet — just watching a dolphin surface right beside us. It felt like time slowed down for a second. The sun was warm but not too sharp; you could move around the boat for different views (which I did, probably more than necessary). When we passed those Port Royal mansions — honestly, some looked empty except for gardeners and that one golden retriever staring back at us. Mike pointed out which ones belonged to “snowbirds” and shared these odd little facts about their owners’ quirks.

I grabbed a cold drink from the snack bar (not fancy, but hit the spot), and just leaned on the rail for a while. Keewaydin Island drifted by in the distance — all tangled trees and white sand. I tried to catch a photo but mostly ended up with blurry birds. There were families onboard snapping selfies, an older couple holding hands quietly at the stern… it felt relaxed in that way only being on water can do. We looped back to Tin City after 90 minutes or so; I still think about that dolphin sometimes when things get too noisy back home.

Step-by-step itinerary

Day 1 — Naples sightseeing boat tour

• Board Double Sunshine at Tin City
• Cruise Gordon River to Gulf of Mexico
• Enjoy historical narration and views
• See Port Royal mansions and wildlife
• Return to Tin City Waterfront Shops
• Shop or dine at Tin City or 5th Ave

Top questions

How long is the Naples sightseeing boat tour?

The cruise lasts approximately 90 minutes round trip.

Where does the boat depart from in Naples?

The Double Sunshine departs from Tin City Waterfront Shops off 5th Ave South.

Is there live commentary during the tour?

Yes, local captains provide historical narration throughout the cruise.

Are restrooms available on board?

Yes, there are restrooms available on the Double Sunshine boat.

Can I buy snacks or drinks during the cruise?

Yes, snacks and refreshments are available for purchase onboard.

Is parking included for this Naples boat tour?

Free parking is included at Tin City Waterfront Shops.

Is this tour accessible for wheelchairs?

The boat is accessible for non-motorized wheelchairs only.

Can I bring my service animal on board?

No service animals are allowed unless arranged directly with Pure Florida’s office in advance.

What’s included

Your day includes free parking at Tin City Waterfront Shops, live historical commentary from your captain as you cruise past Port Royal mansions and Keewaydin Island, access to restrooms onboard, plus snacks and drinks available for purchase before returning to shore after 90 minutes on the water.