Private Beach or Sunset Boat Tour In Naples, Florida: An Authentic Coastal Escape

Imagine gliding along the shimmering waters of Naples, Florida, aboard a private boat with just your family or friends. For $425 per group (up to six people), you can choose a sunset cruise or a beach adventure—or even customize your own trip—making this a flexible and intimate way to explore Southwest Florida’s coast. Guided by Captain Perry, this experience combines the thrill of dolphin sightings, the beauty of exclusive beachfronts, and the chance to marvel at some of the area’s most luxurious mansions.
What we love most about this tour is its personalized nature—no crowds, no strangers, just your group soaking in the scenery at your own pace. Plus, the opportunity to watch dolphins play and hunt for shells on Keewaydin Island makes it a uniquely local experience. The stunning sunset over the Gulf, with its vibrant shades of orange, red, and blue, is a scene you’ll carry with you long after the boat ride ends.
A slight consideration is the duration variability—a sunset cruise lasts about 2.5 hours, while the beach trip can extend up to four hours, which might be a bit tight for travelers with tight schedules. This experience suits those looking for a relaxed, luxurious way to see Naples’ best sights with a touch of exclusivity—perfect for couples, families, or small groups wanting an authentic Florida experience.
Key Points

- Private & Personalized: Only your group will participate, ensuring an intimate experience.
- Flexible Options: Choose between a sunset cruise or a beach trip—or customize your own itinerary.
- Stunning Views: Experience views of luxurious mansions, dolphins playing in the water, and a breathtaking sunset.
- Comfort & Convenience: The tour includes bottled water, sunscreen, and private transportation.
- Duration & Booking: Typically booked 16 days in advance, with durations from 2 to 5 hours.
- Great for Authentic Experiences: Perfect for those who want to escape the crowds and enjoy a true local adventure.
Prefer personalized experiences? Here are other private options we've covered in Naples
A Deep Dive Into the Naples Private Boat Tour Experience
When planning your day in Naples, Florida, a private boat trip might be just what you need to unwind and see the coast from a fresh perspective. This tour offers both a beach adventure and a sunset cruise, each showcasing different facets of this beautiful region. Here’s a detailed look at what you can expect and why many travelers find it such a worthwhile choice.
The Itinerary: A Closer Look
Keewaydin Island – A Secluded Beach Escape
The beach trip begins with a scenic cruise through the calm backwaters of Naples. Captain Perry will take you across the waters to Keewaydin Island, a pristine, secluded spot accessible only by boat. We loved the way this stop felt like a hidden gem—away from the crowds, with a real sense of adventure.
Once on the island, you can walk the sandy beaches hunting for shells or simply soak up the sun. Keep your eyes peeled for dolphins; many guests report seeing pods of playful dolphins along the way. As one reviewer noted, “We sat and watched dolphins play—it was such a joy.” If you’re into wildlife, this is a prime viewing spot. The shallow waters make it easy to wade in or even get your feet wet, thanks to a small step ladder or thigh-deep entry.
Port Royal – A Glimpse of Florida’s Luxury Homes
For the sunset cruise, the first hour or so is a visual feast of luxurious waterfront mansions in Port Royal. These mansions are some of the most exclusive in Southwest Florida—and seeing them from the water truly highlights their grandeur and privacy. We appreciated how the tour allows you to admire these homes from a respectful distance, without the fuss of a drive-by.
The sunsets here are spectacular. As the sun dips into the Gulf, the sky explodes with hues of orange, red, and blue—a perfect backdrop for relaxing with a cool tropical drink, which the tour provides. Guests have raved about the tranquil, picturesque moments: “Sitting back with a drink and watching the sunset was the perfect end to our day,” as one reviewer expressed.
Customizable Options and Additional Stops
If you’re feeling adventurous, the tour can be tailored to include a stop at Marco Island for lunch or a longer exploration of local beaches. The flexibility makes it ideal for small groups with specific interests. Whether you want to linger longer at a favorite spot or see a different part of the coast, this service accommodates your wishes.
What’s Included and What to Bring
The tour provides bottled water, a cooler with ice, sunscreen, and private transportation—everything you need for a comfortable trip. You’re welcome to bring your own snacks, beer, or wine, which makes it easy to enjoy your favorite drinks on board. Remember, gratuities are customary at 15-20%, and tips go directly to the captain and crew for their attentive service.
Enjoy being on the water? Here are other boat experiences we've looked into in Naples
- Positano, Amalfi & Ravello Group Tour with Optional Boat Ride
- Positano & Amalfi Boat Tour from Naples with Light Lunch
- Capri Island Small Group Boat Tour from Naples
- Small Group Capri Boat Tour from Naples
- Capri Mini Cruise and City Sightseeing Day Trip from Naples
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The Experience: What Travelers Say
The reviews echo a common theme: “Captain Perry was easygoing and fun,” and many highlight the stunning views and dolphin sightings. One reviewer called it the “highlight of our girls’ trip,” emphasizing how memorable and relaxing the experience was. The personalized service and the chance to see Naples from the water seem to set this apart from larger, crowd-filled tours.
Practical Details: Booking and Considerations
Booking is recommended about 16 days in advance, especially during peak season. The tour is private, so you won’t have to share the boat with strangers, and the flexible duration of 2 to 5 hours offers options for different schedules.
The meeting point at 1600 Danford St, Naples is straightforward, and the tour ends back at the same spot. For those concerned about weather, the tour provider offers full refunds if canceled due to poor conditions, which adds peace of mind.
Why This Tour Offers Great Value

At $425 for a private group of up to six, this experience offers excellent value, especially considering it includes a personalized itinerary, private transportation, and the chance to see dolphins, luxury homes, and unspoiled beaches. It’s a luxury, yet accessible, way to enjoy Naples’ coast without the crowds or the hassle of organized group tours.
The ability to customize your trip means you get exactly what interests you, whether that’s shell-hunting, dolphin watching, or simply relaxing with a drink while watching the sunset. The reviews highlight the quality of service and memorable views, making this a standout option for travelers seeking genuine local experiences.
The Sum Up: Who Will Love this Experience?

If you’re after a quiet, intimate, and scenic escape from busy tourist spots, this private boat tour is ideal. It suits couples or small groups who appreciate the beauty of Florida’s coastline and want the freedom to tailor their day. Nature lovers will enjoy dolphin sightings and shell collecting, while those craving stunning sunsets will find the view unforgettable.
For travelers who value personalized service, authentic scenery, and luxury without the crowds, this tour delivers. It’s a perfect way to add a touch of elegance and adventure to your Naples visit. Just remember to book in advance, bring your favorite drinks, and prepare for a relaxed, memorable day on the water.
FAQ

How far in advance should I book?
We recommend booking about 16 days ahead to secure your preferred date, especially during busy seasons.
What is included in the tour?
The tour provides bottled water, a cooler of ice, sunscreen, and private transportation for your group. You can bring snacks or drinks like beer and wine.
How long does the sunset cruise last?
The sunset trip is approximately 2.5 hours, starting with views of Port Royal homes and ending with the sunset over the Gulf.
Can I customize the trip?
Yes, the tour is flexible and can include stops at Marco Island or additional beaches, depending on your interests and group size.
Is the tour suitable for children or non-swimmers?
Most travelers can participate, but exiting the boat may involve entering the water thigh-deep or using a small step ladder, which might be a consideration for non-swimmers or those with mobility issues.
What is the cancellation policy?
Full refunds are available if canceled at least 24 hours before the start. Poor weather may cause cancellation, with options for rescheduling or refunds.
Are gratuities included?
No, tips are not included but are appreciated at 15-20% for excellent service.
Where does the tour start and end?
The meeting point is at 1600 Danford St, Naples, and the tour concludes back at this location.
This private boat tour in Naples offers a fantastic blend of luxury, relaxation, and authentic coastal sights. Whether catching a sunset or exploring secluded beaches, it promises a personalized experience that’s both memorable and enjoyable. Perfect for small groups seeking a genuine taste of Florida’s Gulf Coast.
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