NAPLES TO KEEWAYDIN: your luxury water shuttle with all amenities

Experience Keewaydin Island from Naples in luxury with all amenities, scenic rides, and beach options—perfect for a relaxing day on the water.

Thinking about a day on the water that combines comfort, scenic views, and a chance to unwind on beautiful beaches? This Naples-to-Keewaydin tour promises just that, offering a smooth, all-inclusive trip to one of Florida’s most inviting barrier islands. Whether you’re craving a peaceful escape or a lively beach day, this experience seems tailored to keep everyone comfortable and entertained.

What makes it particularly appealing is the attention to detail — from providing beach chairs with canopies and umbrellas to snacks, drinks, and beach toys. Plus, the reviews rave about the friendly crew and the boat’s comfort, making it clear that this isn’t just a simple ferry ride. It’s a thoughtfully curated excursion that prioritizes relaxation and a touch of adventure, all in under five hours.

Of course, there are a couple of things to keep in mind. The trip is limited to six travelers, which keeps things intimate but also means it’s best to book in advance — most guests are reserved about two weeks ahead. And, since it’s weather-dependent, you’ll need to keep an eye on the forecast for a smooth experience. Still, for those who love scenic boat rides combined with beachside leisure, this is likely a great fit.

This tour feels ideal for visitors who value comfort, love a good shelling or wildlife spotting, and want a hassle-free way to experience Keewaydin Island without the crowds. If you’re traveling with family, friends, or even solo looking for a peaceful yet fun day on the water, it’s worth considering.

Key Points

NAPLES TO KEEWAYDIN: your luxury water shuttle with all amenities - Key Points

  • Comfortable boat experience: Spacious, shaded, and equipped with amenities, making the ride enjoyable.
  • Two drop-off options: Quiet “Secret Beach” or bustling main beach, catering to different preferences.
  • All-inclusive setup: Beach chairs, umbrellas, towels, snacks, drinks, and beach toys provided.
  • Expert crew: Friendly guides who share local knowledge and ensure all needs are met.
  • Limited group size: Max of six travelers for a personalized, intimate experience.
  • Weather-dependent: Cancellations possible in bad weather, with a full refund if that occurs.

The Itinerary and What to Expect

NAPLES TO KEEWAYDIN: your luxury water shuttle with all amenities - The Itinerary and What to Expect

Starting Point and Departure

The adventure begins at Bayshore Drive in Naples, where you’ll find free parking just steps from the boat. The departure point is convenient and easy to access, making the start of your trip smooth. The boat, operated by Gulf Breeze Charters, is described as comfortable and well-maintained, ideal for a leisurely cruise.

The Scenic Ride to Keewaydin

The journey itself is part of the charm. You’ll glide through Naples Bay, passing along mangroves, canals, and perhaps spotting dolphins or other wildlife. The reviews mention a “pleasant boat ride” where you can unwind and take in the views, with some guests noting how the boat’s ample shade and comfy chairs add to the enjoyment.

One reviewer even shared how Captain Kerrick engaged dolphins for a show, making the journey extra memorable. The ride usually lasts about 4.5 hours, including time to enjoy the island, so you’re treated to a generous amount of time on the water.

Choosing Your Drop-Off: Quiet or Busy

The key decision is where to disembark. The “Secret Beach” is perfect if solitude, relaxation, and fewer crowds are your priorities. It’s a quieter stretch of Keewaydin, ideal for lying in the sun without much interruption. Conversely, the main beach is where the action is — lively, bustling, and a favorite among locals. It’s great if you want to soak in some energetic beach vibes, watch boats come and go, and maybe meet other beachgoers.

On the Beach

Once ashore, you’ll find a variety of activities. The provided beach chairs with canopy, umbrellas, and towels mean you can settle in comfortably right away. You’ll also have a bucket and shovel set for kids, along with beach games, making it family-friendly. Several reviews highlight how well everything is taken care of, from the gear to the snacks.

Beachcombing for shells, wading in the water, or just soaking up the sun are common activities. Some guests, like Julia, enjoyed a nearly private experience and spotted dolphins during their trip — a highlight for wildlife lovers. The island’s unspoiled nature invites a calm, peaceful day away from crowds.

Food and Beverage Options

You’re welcome to bring your own food aboard, which is handy for customized picnics or special treats. During the trip, complimentary water, soda, and snacks are provided, keeping everyone refreshed. The reviews speak highly of the quality of snacks and drinks, with several mentioning how they appreciated the extra touches by the crew.

Return Trip

After a relaxing day, you’ll hop back on the boat and cruise back to Naples. The return ride offers one last chance to enjoy the scenery and chat with fellow travelers or crew members about wildlife sightings and the island’s history.

What Do Travelers Say?

NAPLES TO KEEWAYDIN: your luxury water shuttle with all amenities - What Do Travelers Say?

The glowing reviews underscore the experience’s quality. Wendy calls it “fun, friendly, generous” — highlighting the knowledgeable crew and the overall value. Megan mentions the “comfy chairs” and wildlife, while Joey points out how the boat’s details made the journey more enjoyable. Liz shares how Captain Tyler elevated the experience, making it “off the charts awesome,” especially with dolphin encounters.

Multiple reviewers comment on the boat’s comfort, the well-thought-out amenities, and the engaging, friendly captains. The boat’s size (up to six travelers) seems perfect for personalized service, and the small group makes it feel exclusive but relaxed.

Highlights from Reviews:

  • Excellent crew: Captains like Kerrick, Tyler, and Bryant are frequently praised for their knowledge and friendliness.
  • Wildlife sightings: Dolphins are often seen playing near the boat, adding a special touch.
  • Shelling and wildlife: Keewaydin’s beaches are packed with shells and have abundant wildlife, making it a hit for nature enthusiasts.
  • Comfort and amenities: The provided gear, snacks, and drinks receive many compliments.
  • Smooth process: Guests appreciate how seamlessly everything runs, from booking to returning home.

Value for Money

The price point of $140 per person might seem steep for some, but considering all amenities, the comfortable boat, and the personalized experience, many reviewers feel it’s worth every penny. The inclusion of beach gear, snacks, and a scenic ride adds to the perceived value—especially compared to other water tours that might charge extra for gear or amenities.

The small group size ensures attentive service, making it feel like a curated experience rather than a crowded shuttle. For those who enjoy a relaxed, all-inclusive day on the water, the cost aligns well with the quality and comfort offered.

Who Would Love This Tour?

NAPLES TO KEEWAYDIN: your luxury water shuttle with all amenities - Who Would Love This Tour?

This experience suits travelers who prioritize comfort, personalized service, and a relaxed vibe. It’s excellent for people who want to avoid crowded beaches but still enjoy the beauty of Keewaydin Island. Families with kids, groups of friends, or even solo travelers looking for a peaceful escape will find this especially appealing.

Since there’s room to bring your own food and drinks, it’s flexible enough to cater to various preferences. The intimate group setting and friendly crew make it a good choice for anyone who values good service and a memorable, laid-back day on the water.

The Sum Up

NAPLES TO KEEWAYDIN: your luxury water shuttle with all amenities - The Sum Up

If you’re after a hassle-free day of sunshine, shells, and wildlife with a side of luxury, this Naples-to-Keewaydin tour hits the mark. The boat’s comfort, thoughtful amenities, and flexible beach options mean you can tailor your day to what suits you best — whether that’s quiet solitude or a lively beach scene.

The reviews consistently praise the friendly crew, the scenic ride, and the overall value, making it clear that this isn’t just a quick trip but a well-loved experience. It’s perfect for anyone who appreciates a relaxed pace, beautiful surroundings, and good company.

For travelers looking to indulge in a comfortable, scenic, and well-organized beach day, this tour offers a reliable and enjoyable option. Just remember to book early, check the weather, and prepare for a day of pure, worry-free relaxation on some of Florida’s nicest beaches.

✨ Book This Experience

NAPLES TO KEEWAYDIN: your luxury water shuttle with all amenities



5.0

(36 reviews)

100% 5-star

“We loved it! Our captain Kerick was so knowledgeable and friendly. He pointed out some fun facts about homes we saw on the ride out to Keewaydin is…”

— Wendy C, Apr 2025

FAQ

NAPLES TO KEEWAYDIN: your luxury water shuttle with all amenities - FAQ

Is parking available at the departure point?
Yes, there’s ample free parking at the marina on Bayshore Drive, just a few steps from the boat.

What should I bring for the trip?
Bring sunscreen and bug spray (supplies are limited), plus any food or drinks you want to enjoy on the island. The crew provides complimentary water, soda, and snacks, but you’re welcome to bring your own.

How many people can go on this tour?
The group is limited to a maximum of six travelers, which helps keep the experience personal and relaxed.

Can I cancel if the weather’s bad?
Yes, cancellations due to poor weather are free, and you’ll be offered a reschedule or a full refund if that happens.

Are there options for different beach drop-offs?
Absolutely. You can choose between a quieter “Secret Beach” or the main beach with more activity — perfect if you want a peaceful or lively setting.

Is this tour family-friendly?
While not explicitly marketed as a family tour, kids with an interest in shells, wildlife, and beach fun will enjoy the experience. Just keep in mind the group size and weather considerations.

If you’re dreaming of a peaceful yet scenic day on the water with all the comforts included, this Naples to Keewaydin trip might just be your next favorite day trip.