Private Naples boat charter: Design your own day on the water

You pick where the boat goes: Keewaydin Island, Port Royal, or open Gulf

A private half-day boat charter in Naples, Florida, where you choose the route: Keewaydin Island for shelling and swimming, Port Royal's waterfront homes, or the Gulf of Mexico. The boat includes a live English-speaking guide and bottled water. Children under 12 must wear life jackets at all times.

Step-by-step itinerary

Private half-day charter tour in Naples

• Park on the intercostal
• Walk and enjoy scenic views
• Relax and shell on the beach
• Enjoy food from local food boats
• Cruise the intercostal waterways
• Spot dolphins and soft sand beaches

The experience

The intercostal waterways of Naples are yours to explore on your terms. Instead of following a fixed itinerary, you and your group decide whether to head to Keewaydin Island for hours of shelling on soft sand, cruise through Port Royal's exclusive neighborhoods, or venture into the Gulf of Mexico. The boat departs from the intercostal, and the guide steers based on what appeals to you, whether that's dolphin sightings, scenic views, or a specific stop you want to hit.

Food and drinks come from local sources: award-winning food boats, a beverage boat, and an ice cream boat all operate on the water, so you can grab lunch without leaving the boat or pull up to an island dock to eat ashore. The four-hour window gives you time to settle into one or two main stops rather than rushing through a packed schedule. Warm breezes, endless shelling opportunities, and the chance to spot dolphins make the day feel unhurried.

All life jackets are provided, and any child under 12 must wear one at all times while on board. The boat is wheelchair accessible, and infants can travel in a pram or stroller. Bottled water is included. Bring sunscreen and a hat for the open water.

What’s included

• Private boat transportation.
• live English-speaking guide.
• bottled water.
• all life jackets.
• access to local food boats, beverage boats, and ice cream boats on the water.

Before you book

Days and timesEvery day

GroupPrivate

Live guideEnglish

Meeting point and pickupNo hotel pickup: you go to the meeting point. Ends back at the starting point.

Cancellation and refundsFree cancellation up to 24 h before the start. After that, no refund.It may be canceled due to bad weather. If that happens, you're offered another date or a refund.

Prices and times updated 8 days ago

Good to know

Low physical effortWheelchair accessibleStroller-friendlyPets welcomePublic transport nearbyInfants must sit on laps

Operated by Native Sun Charters

Is this one for you?The boat departs from the intercostal in Naples, and public transportation reaches it, so you don't need a rental car to board. That freedom to choose your route without a fixed schedule suits anyone staying in Naples or the surrounding area who wants to explore the water at their own pace.

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Top questions

What happens if it rains?

It may be canceled due to bad weather. If that happens, you're offered another date or a refund. Free cancellation up to 24 h before the start.

Can I bring my own food and drinks on the boat?

The charter includes access to local food boats, beverage boats, and an ice cream boat that operate on the water, so you can order from them while aboard or pull up to an island to eat. Bringing your own is not mentioned in the operator details, so confirm with them when you book.

What is Keewaydin Island like if we choose to go there?

Keewaydin Island offers miles of soft sand beaches and excellent shelling opportunities. The boat can anchor there for the day, giving you time to walk, swim, and relax without the pressure of a timed tour.

How often do you see dolphins on these cruises?

Dolphin sightings are listed as part of the intercostal waterway experience, though they are wildlife and not guaranteed on every trip. The warm breezes and calm waters of the intercostal make conditions favorable for spotting them.

Do I need a car to get to where the boat departs?

The boat parks on the intercostal in Naples. Public transportation options are available nearby, so you can reach the departure point without a rental car if you're staying in the area.

What happens if my group wants to split time between two different spots?

Since you design the itinerary, you can ask the guide to split the four hours between Keewaydin Island and Port Royal, or any other combination of the available routes. The flexibility is built into the charter.